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1906 Harbourside Drive Unit 304, Longboat Key

Behind the gates of Bay Isles, this beautifully updated waterfront townhome in Fairway Bay offers the rare convenience of a private deepwater dock accommodating vessels up to 40’. From here, Sarasota Bay, waterfront dining and the Gulf are only minutes away by boat, while peaceful water views become part of the backdrop to everyday living. A stepped walkway welcomes you inside, where more than 2,100+/- sq. ft. unfolds across two thoughtfully designed levels. The moment you enter, soaring 2-story ceilings create an immediate sense of openness, while warm wood flooring, soft neutral tones and carefully selected finishes create an inviting atmosphere throughout. The living room centers around a striking linear fireplace, creating a natural gathering place for relaxing or entertaining. Nearby, the dining area transitions effortlessly into the reimagined kitchen, where white cabinetry with glass panel accents, stone countertops, tile backsplash, breakfast bar and a dedicated coffee station combine beauty with everyday function while keeping the space connected to the surrounding living areas. The primary suite offers a peaceful retreat with its own private terrace overlooking the bay, while the spa-inspired bath features an oversized soaking tub, rainfall steam shower and abundant natural light from an overhead skylight. Two additional bedrooms, along with flexible bonus areas for hobbies, fitness or music, provide comfortable accommodations for family and guests. Multiple terraces throughout the home create inviting places to enjoy the waterfront setting from sunrise through evening. A popular, bayfront and pet-friendly community, Fairway Bay offers a heated pool, spa, fitness center, clubhouse, tennis courts and scenic walking and biking paths. Optional membership to the Longboat Key Club provides access to championship golf, dining, tennis and an exceptional collection of island amenities.

3 Beds ⋅ 3 Baths ⋅ Fairway Bay SubDv. ⋅ 34228 Zip Code

Behind the gates of Bay Isles, this beautifully updated waterfront townhome in Fairway Bay offers the rare convenience of a private deepwater dock accommodating vessels up to 40’. From here, Sarasota Bay, waterfront dining and the Gulf are only minutes away by boat, while peaceful water views become part of the backdrop to everyday living. A stepped walkway welcomes you inside, where more than 2,100+/- sq. ft. unfolds across two thoughtfully designed levels. The moment you enter, soaring 2-story ceilings create an immediate sense of openness, while warm wood flooring, soft neutral tones and carefully selected finishes create an inviting atmosphere throughout. The living room centers around a striking linear fireplace, creating a natural gathering place for relaxing or entertaining. Nearby, the dining area transitions effortlessly into the reimagined kitchen, where white cabinetry with glass panel accents, stone countertops, tile backsplash, breakfast bar and a dedicated coffee station combine beauty with everyday function while keeping the space connected to the surrounding living areas. The primary suite offers a peaceful retreat with its own private terrace overlooking the bay, while the spa-inspired bath features an oversized soaking tub, rainfall steam shower and abundant natural light from an overhead skylight. Two additional bedrooms, along with flexible bonus areas for hobbies, fitness or music, provide comfortable accommodations for family and guests. Multiple terraces throughout the home create inviting places to enjoy the waterfront setting from sunrise through evening. A popular, bayfront and pet-friendly community, Fairway Bay offers a heated pool, spa, fitness center, clubhouse, tennis courts and scenic walking and biking paths. Optional membership to the Longboat Key Club provides access to championship golf, dining, tennis and an exceptional collection of island amenities.

1906 Harbourside Drive Unit 304, Longboat Key

3010 Grand Bay Boulevard Unit 432, Longboat Key

$1,150,000

Step into the foyer from your private elevator and through chic double doors into this fully furnished Grand Bay masterpiece where drama meets elegance. Floor-to-ceiling glass sliders reveal a breathtaking panorama of the downtown city skyline, John Ringling Bridge, Harbourside golf course, and Sarasota Bay. The open floor plan seamlessly connects the living and dining areas to a versatile den—perfect as a media room or a third bedroom. Equipped with premium KitchenAid appliances, a Subzero and a central island, the kitchen includes an eating space for casual mornings. Wake up to panoramic bay views in the primary suite featuring private access to a massive wraparound terrace. The spa-like primary bath offers a garden soaking tub, dual vanities, a glass-enclosed shower and walk-in closet. The ensuite guest room ensures privacy and comfort, complete with its own stunning views of the water and greens and terrace access. Located behind the prestigious Longboat Key Club gates, residents enjoy double-gated security, Har-Tru tennis courts, a fitness center, a recently renovated Clubhouse and two heated pools. Grand Bay residents have private access to the Bay Isles Beach Club, all while being minutes away from the world-class shopping of St. Armands Circle and the cultural hub of downtown Sarasota.

3 Beds ⋅ 4 Baths ⋅ Grand Bay SubDv. ⋅ 34228 Zip Code

Step into the foyer from your private elevator and through chic double doors into this fully furnished Grand Bay masterpiece where drama meets elegance. Floor-to-ceiling glass sliders reveal a breathtaking panorama of the downtown city skyline, John Ringling Bridge, Harbourside golf course, and Sarasota Bay. The open floor plan seamlessly connects the living and dining areas to a versatile den—perfect as a media room or a third bedroom. Equipped with premium KitchenAid appliances, a Subzero and a central island, the kitchen includes an eating space for casual mornings. Wake up to panoramic bay views in the primary suite featuring private access to a massive wraparound terrace. The spa-like primary bath offers a garden soaking tub, dual vanities, a glass-enclosed shower and walk-in closet. The ensuite guest room ensures privacy and comfort, complete with its own stunning views of the water and greens and terrace access. Located behind the prestigious Longboat Key Club gates, residents enjoy double-gated security, Har-Tru tennis courts, a fitness center, a recently renovated Clubhouse and two heated pools. Grand Bay residents have private access to the Bay Isles Beach Club, all while being minutes away from the world-class shopping of St. Armands Circle and the cultural hub of downtown Sarasota.

3010 Grand Bay Boulevard Unit 432, Longboat Key

1425 Gulf Of Mexico Drive Unit 208, Longboat Key

$1,150,000

This 3-bedroom home could be converted easily to a 4-bedroom GULF FRONT with an easy walk to the beach, pool, and clubhouse. Very spacious interior. Incredible value. This rarely available corner end-unit residence has windows on 3 sides, filling the space with natural light and capturing views throughout. Located in the highly desired Gulf-front community of The Players Club, where you'll find 4 Har Tru tennis courts, a luxury clubhouse with a fitness center, and a 70 ft. heated saltwater pool. You'll find this home to be spacious and airy. There is a 4-panel sliding glass door in the living room and a large 2-panel slider in the primary suite, both open onto a large covered balcony with sweeping, unobstructed views of the Gulf, creating an effortless indoor-outdoor living experience. In addition to the open floor plan, the 3 bedrooms and 3 full baths, you'll find there is quite a bit of flexible space to be used as an extra dining spot, an office or even a 4th bedroom. The Players Club offers an unmatched lifestyle with top-rated Har-Tru tennis courts, a beautifully updated clubhouse, a resort-style gulf-front pool, and direct access to the pristine beach of Longboat Key. It's just a few minutes walk down the beach to enjoy the St. Regis resort for dining and cocktails on the beach. Positioned on the desirable south end of Longboat Key, the community is just moments from Longboat Key Club, Publix, island dining, and within easy reach of downtown Sarasota’s theaters, restaurants, and shopping. A reserved garage space is also included, an invaluable amenity on Longboat Key. There is a private utility/storage closet adjacent to the entry. Property management is on the grounds. There is a gated entry to this community that is attended 24 hours a day. This unit is a rare opportunity to own a light-filled, gulf-front corner unit in one of the island’s sought-after communities.

3 Beds ⋅ 3 Baths ⋅ Players Club SubDv. ⋅ 34228 Zip Code

This 3-bedroom home could be converted easily to a 4-bedroom GULF FRONT with an easy walk to the beach, pool, and clubhouse. Very spacious interior. Incredible value. This rarely available corner end-unit residence has windows on 3 sides, filling the space with natural light and capturing views throughout. Located in the highly desired Gulf-front community of The Players Club, where you'll find 4 Har Tru tennis courts, a luxury clubhouse with a fitness center, and a 70 ft. heated saltwater pool. You'll find this home to be spacious and airy. There is a 4-panel sliding glass door in the living room and a large 2-panel slider in the primary suite, both open onto a large covered balcony with sweeping, unobstructed views of the Gulf, creating an effortless indoor-outdoor living experience. In addition to the open floor plan, the 3 bedrooms and 3 full baths, you'll find there is quite a bit of flexible space to be used as an extra dining spot, an office or even a 4th bedroom. The Players Club offers an unmatched lifestyle with top-rated Har-Tru tennis courts, a beautifully updated clubhouse, a resort-style gulf-front pool, and direct access to the pristine beach of Longboat Key. It's just a few minutes walk down the beach to enjoy the St. Regis resort for dining and cocktails on the beach. Positioned on the desirable south end of Longboat Key, the community is just moments from Longboat Key Club, Publix, island dining, and within easy reach of downtown Sarasota’s theaters, restaurants, and shopping. A reserved garage space is also included, an invaluable amenity on Longboat Key. There is a private utility/storage closet adjacent to the entry. Property management is on the grounds. There is a gated entry to this community that is attended 24 hours a day. This unit is a rare opportunity to own a light-filled, gulf-front corner unit in one of the island’s sought-after communities.

1425 Gulf Of Mexico Drive Unit 208, Longboat Key

2425 Gulf Of Mexico Drive Unit 7D, Longboat Key

$1,150,000

One or more photo(s) has been virtually staged. Seize your opportunity to claim a slice of paradise at the exclusive Sea Gate Club on historic Longboat Key! Step into unit #7D, where breathtaking, unobstructed views of the Gulf and beach extend as far as the eye can see. This sought-after two-bedroom, two-bath split floor plan perfectly balances privacy with spacious, open living areas, making it ideal for both relaxation and entertaining. Imagine personalizing this blank canvas into your dream retreat! The strategic layout positions each bedroom on opposite sides of the unit, offering an exceptional arrangement for guests or an inspiring work-from-home environment. Envision enjoying mesmerizing sunsets from your own private balcony every evening. The Sea Gate Club features 89 beautifully designed units across 15 stories, all complemented by recent, extensive renovations. Upgrades such as a stunning new pool and hot tub, a new roof, hurricane-rated windows, refreshed exterior stucco and paint, upgraded elevator doors, climate-controlled bike storage, and dedicated paddleboard and kayak storage ensure that this community truly shines. Elevate your lifestyle with premium amenities that include a tennis court, an air-conditioned bike room, a clubhouse with a kitchen, library/meeting space, and a fully equipped fitness center. With the beach just steps away, you’ll embrace the ultimate in resort-style living every single day. This is more than just an opportunity; it’s a transformational lifestyle upgrade. Does this sound like your ideal home? Don’t hesitate—schedule your private showing today and take the first step toward your dream life in paradise!

2 Beds ⋅ 2 Baths ⋅ Sea Gate Club SubDv. ⋅ 34228 Zip Code

One or more photo(s) has been virtually staged. Seize your opportunity to claim a slice of paradise at the exclusive Sea Gate Club on historic Longboat Key! Step into unit #7D, where breathtaking, unobstructed views of the Gulf and beach extend as far as the eye can see. This sought-after two-bedroom, two-bath split floor plan perfectly balances privacy with spacious, open living areas, making it ideal for both relaxation and entertaining. Imagine personalizing this blank canvas into your dream retreat! The strategic layout positions each bedroom on opposite sides of the unit, offering an exceptional arrangement for guests or an inspiring work-from-home environment. Envision enjoying mesmerizing sunsets from your own private balcony every evening. The Sea Gate Club features 89 beautifully designed units across 15 stories, all complemented by recent, extensive renovations. Upgrades such as a stunning new pool and hot tub, a new roof, hurricane-rated windows, refreshed exterior stucco and paint, upgraded elevator doors, climate-controlled bike storage, and dedicated paddleboard and kayak storage ensure that this community truly shines. Elevate your lifestyle with premium amenities that include a tennis court, an air-conditioned bike room, a clubhouse with a kitchen, library/meeting space, and a fully equipped fitness center. With the beach just steps away, you’ll embrace the ultimate in resort-style living every single day. This is more than just an opportunity; it’s a transformational lifestyle upgrade. Does this sound like your ideal home? Don’t hesitate—schedule your private showing today and take the first step toward your dream life in paradise!

2425 Gulf Of Mexico Drive Unit 7D, Longboat Key

4241 Gulf Of Mexico Drive Unit 202, Longboat Key

$1,150,000

Spectacular Gulf Front Views! West Exposure With Amazing Sunset Views! This Private Boutique Building Located Directly On The Beach in Longboat Key! With Only 9 Total Units In The Building, This Condo Offers Excellent Privacy, Direct Beach Access and Resort Style Amenities at Pelican Harbour. Featuring 3 Bedrooms & 3 Washrooms, With 1660 Sq.Ft. 2 Separate Balconies and 1 Garage Parking Spot. A Spacious Open Floor Plan Includes A Wood Burning Fireplace In The Living Room, Tons of Storage and Breathtaking Views of The Gulf & Beach. Recent Upgrades Include: New Impact Sliding Doors (2024), Water Heater (2023), Washer & Dryer (2023). Pelican Harbour Amenities Include: Heated Swimming Pool, Tennis & Pickleball Courts, Fishing Pier, Kayak Launch & Owner's Marina. Marina Can Accommodate Boats Up To 28 Ft. With Slips Available. Fantastic Opportunity To Own A Large Beachfront Condo With Unobstructed Views Of The Gulf!

3 Beds ⋅ 3 Baths ⋅ Pelican Harbour & Beach Club SubDv. ⋅ 34228 Zip Code

Spectacular Gulf Front Views! West Exposure With Amazing Sunset Views! This Private Boutique Building Located Directly On The Beach in Longboat Key! With Only 9 Total Units In The Building, This Condo Offers Excellent Privacy, Direct Beach Access and Resort Style Amenities at Pelican Harbour. Featuring 3 Bedrooms & 3 Washrooms, With 1660 Sq.Ft. 2 Separate Balconies and 1 Garage Parking Spot. A Spacious Open Floor Plan Includes A Wood Burning Fireplace In The Living Room, Tons of Storage and Breathtaking Views of The Gulf & Beach. Recent Upgrades Include: New Impact Sliding Doors (2024), Water Heater (2023), Washer & Dryer (2023). Pelican Harbour Amenities Include: Heated Swimming Pool, Tennis & Pickleball Courts, Fishing Pier, Kayak Launch & Owner's Marina. Marina Can Accommodate Boats Up To 28 Ft. With Slips Available. Fantastic Opportunity To Own A Large Beachfront Condo With Unobstructed Views Of The Gulf!

4241 Gulf Of Mexico Drive Unit 202, Longboat Key

$1,150,000

Enjoy all that living on the water includes from this location. This canal pool home with its 2 remote controlled boat lifts, its southern exposure, is where you could love to call home. Quality is apparent from the first time you gain entry to this charming Florida lifestyle residence on Longboat Key. The character of the original home with its vaulted wood beamed ceilings and stone fireplace have been complemented by modern touches of Shellcrete concrete walkways, pool deck and driveway. A nice blend of functionality, original character and modern upgrades make this home an attractive waterfront living option. Easy access from the canal to the Sarasota Bay and downtown Sarasota. A great opportunity for Island living.

3 Beds ⋅ 2 Baths ⋅ Longboat Key SubDv. ⋅ 34228 Zip Code

Enjoy all that living on the water includes from this location. This canal pool home with its 2 remote controlled boat lifts, its southern exposure, is where you could love to call home. Quality is apparent from the first time you gain entry to this charming Florida lifestyle residence on Longboat Key. The character of the original home with its vaulted wood beamed ceilings and stone fireplace have been complemented by modern touches of Shellcrete concrete walkways, pool deck and driveway. A nice blend of functionality, original character and modern upgrades make this home an attractive waterfront living option. Easy access from the canal to the Sarasota Bay and downtown Sarasota. A great opportunity for Island living.

784 Saint Judes Dr N, Longboat Key

3460 Winding Oaks Drive Unit 38, Longboat Key

$1,135,000

Tucked within Winding Oaks, one of Longboat Key’s most sought-after villa communities, this 3BR/3BA residence offers the scale and comfort of a single-family home paired with the simplicity of maintenance-free living. From the paver drive and walkway to the stepped front entry, the residence creates an inviting first impression before opening into a home defined by volume, light and connection to the outdoors. Step inside and soaring ceilings immediately create a sense of openness, while high-set windows invite natural light to move throughout the living spaces. Tile flooring and soft neutral tones create a clean backdrop that complements the peaceful setting just beyond the glass. Renovated in November 2025, the kitchen has been thoughtfully opened and redesigned into a true centerpiece for gathering and everyday living. A substantial island with seating anchors the space, along with stone countertops, white cabinetry, stainless steel appliances, a range hood, wine refrigerator and tile backsplash. An abundance of windows and an adjoining sitting area create a bright, welcoming space whether hosting guests or enjoying a quiet morning. The dining area transitions naturally into the living room, where cathedral ceilings, a corner fireplace and sliding glass doors connect the interior to the outdoors. Beyond, an expansive screened deck overlooks the community lake and fountain, creating a peaceful setting with multiple areas for dining, relaxing or entertaining. Privacy walls on either side enhance the feeling of seclusion while keeping the water views front and center. The primary suite is spacious and calming, featuring vaulted ceilings, engineered wood floors, a wall of sliding glass doors opening to the deck and a large walk-in closet with extensive built-ins. Also renovated in November 2025, the primary bath offers dual vanities, a walk-in shower, dressing area and separate water closet. Guest accommodations are equally well planned. One bedroom includes an en suite bath and walk-in closet, while another is currently configured as an office space with sliding glass doors opening to a private patio. Updated baths throughout, an in-residence laundry room and a 2-car garage add convenience. Set within the Harbourside golf course community, Winding Oaks offers a serene environment with a gated entrance, community pool and spa, and access to the full range of Bay Isles amenities, including deeded beach access through the private Bay Isles Beach Club.

3 Beds ⋅ 4 Baths ⋅ Winding Oaks SubDv. ⋅ 34228 Zip Code

Tucked within Winding Oaks, one of Longboat Key’s most sought-after villa communities, this 3BR/3BA residence offers the scale and comfort of a single-family home paired with the simplicity of maintenance-free living. From the paver drive and walkway to the stepped front entry, the residence creates an inviting first impression before opening into a home defined by volume, light and connection to the outdoors. Step inside and soaring ceilings immediately create a sense of openness, while high-set windows invite natural light to move throughout the living spaces. Tile flooring and soft neutral tones create a clean backdrop that complements the peaceful setting just beyond the glass. Renovated in November 2025, the kitchen has been thoughtfully opened and redesigned into a true centerpiece for gathering and everyday living. A substantial island with seating anchors the space, along with stone countertops, white cabinetry, stainless steel appliances, a range hood, wine refrigerator and tile backsplash. An abundance of windows and an adjoining sitting area create a bright, welcoming space whether hosting guests or enjoying a quiet morning. The dining area transitions naturally into the living room, where cathedral ceilings, a corner fireplace and sliding glass doors connect the interior to the outdoors. Beyond, an expansive screened deck overlooks the community lake and fountain, creating a peaceful setting with multiple areas for dining, relaxing or entertaining. Privacy walls on either side enhance the feeling of seclusion while keeping the water views front and center. The primary suite is spacious and calming, featuring vaulted ceilings, engineered wood floors, a wall of sliding glass doors opening to the deck and a large walk-in closet with extensive built-ins. Also renovated in November 2025, the primary bath offers dual vanities, a walk-in shower, dressing area and separate water closet. Guest accommodations are equally well planned. One bedroom includes an en suite bath and walk-in closet, while another is currently configured as an office space with sliding glass doors opening to a private patio. Updated baths throughout, an in-residence laundry room and a 2-car garage add convenience. Set within the Harbourside golf course community, Winding Oaks offers a serene environment with a gated entrance, community pool and spa, and access to the full range of Bay Isles amenities, including deeded beach access through the private Bay Isles Beach Club.

3460 Winding Oaks Drive Unit 38, Longboat Key

1145 Gulf Of Mexico Drive Unit 301, Longboat Key

$1,115,000

Elegance meets comfort in this rarely available, turnkey-furnished, Gulf-front corner unit on Longboat Key’s southern end. From the moment you enter through the front door, you will be captivated by sun-filled, direct gulf-front views through floor-to-ceiling windows, providing an unparalleled, idyllic beachfront lifestyle. This beautifully renovated corner unit is thoughtfully designed for comfort and style and boasts a wraparound balcony ideal for entertaining and soaking in breathtaking views of the Gulf of Mexico with family and friends. Inside, every detail of this renovated unit has been carefully considered, including a kitchen that has been completely updated with new white cabinetry, quartz countertops, and glass tile backsplash with all new appliances, and washer and dryer. The primary bedroom boasts floor-to-ceiling windows that offer a beachfront view, a door that leads to the balcony, and an updated primary bath that features dual sinks with new cabinetry and lighting. Additional features include hurricane impact-resistant windows, sliders and doors, recessed lighting in the living room and dining area, and remote-controlled Hunter Douglas window blinds that add a touch of elegance. This unit features a premier parking space conveniently near the lobby door. Beachplace’s, well-maintained gorgeous grounds with resort-style amenities include 24-hour staffed security gate, private beach access with chairs and umbrellas, Wi-Fi, a heated Junior Olympic pool and oversized spa, covered infant wading pool, multiple grilling areas by pool and large covered outdoor spaces, two lighted Har-Tru tennis courts with two pickleball courts, EV charging location, multiple car wash stations and a clubhouse with social rooms, organized social activities, two state-of-the-art fitness centers, saunas and a library.

2 Beds ⋅ 2 Baths ⋅ Beachplace SubDv. ⋅ 34228 Zip Code

Elegance meets comfort in this rarely available, turnkey-furnished, Gulf-front corner unit on Longboat Key’s southern end. From the moment you enter through the front door, you will be captivated by sun-filled, direct gulf-front views through floor-to-ceiling windows, providing an unparalleled, idyllic beachfront lifestyle. This beautifully renovated corner unit is thoughtfully designed for comfort and style and boasts a wraparound balcony ideal for entertaining and soaking in breathtaking views of the Gulf of Mexico with family and friends. Inside, every detail of this renovated unit has been carefully considered, including a kitchen that has been completely updated with new white cabinetry, quartz countertops, and glass tile backsplash with all new appliances, and washer and dryer. The primary bedroom boasts floor-to-ceiling windows that offer a beachfront view, a door that leads to the balcony, and an updated primary bath that features dual sinks with new cabinetry and lighting. Additional features include hurricane impact-resistant windows, sliders and doors, recessed lighting in the living room and dining area, and remote-controlled Hunter Douglas window blinds that add a touch of elegance. This unit features a premier parking space conveniently near the lobby door. Beachplace’s, well-maintained gorgeous grounds with resort-style amenities include 24-hour staffed security gate, private beach access with chairs and umbrellas, Wi-Fi, a heated Junior Olympic pool and oversized spa, covered infant wading pool, multiple grilling areas by pool and large covered outdoor spaces, two lighted Har-Tru tennis courts with two pickleball courts, EV charging location, multiple car wash stations and a clubhouse with social rooms, organized social activities, two state-of-the-art fitness centers, saunas and a library.

1145 Gulf Of Mexico Drive Unit 301, Longboat Key

2301 Gulf Of Mexico Drive Unit 12N, Longboat Key

$1,100,000

A rare opportunity to own a beautifully reimagined Gulf-front residence at the prestigious Islander Club on South Longboat Key. Completely renovated with sophisticated coastal elegance, this exceptional beachfront condominium offers the convenience of first-floor walk-out living with direct access to the resort-style beachfront pool and the pristine white sands of the Gulf of Mexico. Walls of glass frame breathtaking panoramic Gulf views while filling the residence with natural light and spectacular sunsets. Thoughtfully redesigned with high-end finishes, the residence features a luxurious open-concept floor plan, a stunning chef's kitchen, beautifully appointed baths, and seamless indoor-outdoor living. The private beachfront terrace serves as an extension of the living space, creating the perfect setting for morning coffee, sunset cocktails, and effortless entertaining. Ideally positioned on the coveted south end of Longboat Key, this residence offers the privacy and comfort of a beachfront home with the convenience of luxury condominium living. Residents enjoy an impressive collection of amenities including 400 feet of private beachfront, an Olympic-size beachfront pool, a newly renovated fitness and community center, Har-Tru tennis courts with planned pickleball additions, on-site management, gated entry, and a highly desirable owner-to-owner rental program. Located just minutes from St. Armands Circle and vibrant downtown Sarasota, this exceptional residence places world-class dining, boutique shopping, cultural attractions, and marina amenities within easy reach. An extraordinary opportunity to experience refined Gulf-front living at one of Longboat Key's most sought-after beachfront addresses.

2 Beds ⋅ 2 Baths ⋅ Islander Club Of Longboat SubDv. ⋅ 34228 Zip Code

A rare opportunity to own a beautifully reimagined Gulf-front residence at the prestigious Islander Club on South Longboat Key. Completely renovated with sophisticated coastal elegance, this exceptional beachfront condominium offers the convenience of first-floor walk-out living with direct access to the resort-style beachfront pool and the pristine white sands of the Gulf of Mexico. Walls of glass frame breathtaking panoramic Gulf views while filling the residence with natural light and spectacular sunsets. Thoughtfully redesigned with high-end finishes, the residence features a luxurious open-concept floor plan, a stunning chef's kitchen, beautifully appointed baths, and seamless indoor-outdoor living. The private beachfront terrace serves as an extension of the living space, creating the perfect setting for morning coffee, sunset cocktails, and effortless entertaining. Ideally positioned on the coveted south end of Longboat Key, this residence offers the privacy and comfort of a beachfront home with the convenience of luxury condominium living. Residents enjoy an impressive collection of amenities including 400 feet of private beachfront, an Olympic-size beachfront pool, a newly renovated fitness and community center, Har-Tru tennis courts with planned pickleball additions, on-site management, gated entry, and a highly desirable owner-to-owner rental program. Located just minutes from St. Armands Circle and vibrant downtown Sarasota, this exceptional residence places world-class dining, boutique shopping, cultural attractions, and marina amenities within easy reach. An extraordinary opportunity to experience refined Gulf-front living at one of Longboat Key's most sought-after beachfront addresses.

2301 Gulf Of Mexico Drive Unit 12N, Longboat Key

3427 Winding Oaks Drive Unit 14, Longboat Key

$1,100,000

Privately tucked away within the private Winding Oaks community on Longboat Key, this beautifully updated three-bedroom villa offers an easy, elevated way to enjoy Sarasota’s coastal lifestyle. Overlooking the Harbourside Golf Course, the home captures peaceful water views and the scenic 5th hole, creating a backdrop that feels both open and serene. Designed for effortless living, this turnkey furnished residence blends the comfort of a single-family home with the simplicity of maintenance-free ownership—ideal for seasonal stays or extended escapes. Inside, an airy open layout, soaring ceilings, and wide-plank tile floors create a light, welcoming feel, while floor-to-ceiling sliders connect seamlessly to the outdoor living spaces. The kitchen is both stylish and functional, featuring Italian white-lacquer cabinetry, stone countertops, and premium appliances—perfect for casual evenings at home or hosting friends. The living room centers around a custom gas fireplace and flows naturally to a spacious screened lanai, where you can unwind with long water views and soft coastal breezes. The home features many new furnishings and many recent updates. A private courtyard with a heated pool adds another layer of relaxation, offering a quiet place to start the day or wind down after time on the water, golf course or tennis courts. The primary suite is a calm retreat of its own, with tranquil water views, a spa-like bath, and a generous walk-in closet. Two additional en-suite bedrooms provide flexibility for visiting guests or a comfortable home office. Ownership includes access to the Bay Isles Beach Club, where days can be spent on pristine Gulf-front sands with thoughtfully appointed amenities. Within Winding Oaks, residents enjoy a recently refreshed community pool, walking paths, and a secure, gated setting. Optional golf, tennis and social memberships are available at the Longboat Key Club. Just minutes from dining and shopping on world-renowned St. Armands Circle and the cultural amenities of downtown Sarasota, this retreat makes it easy to step into the best of the area—while always having a peaceful place to return to. Simple, sophisticated, and distinctly Longboat Key.

3 Beds ⋅ 3 Baths ⋅ Winding Oaks SubDv. ⋅ 34228 Zip Code

Privately tucked away within the private Winding Oaks community on Longboat Key, this beautifully updated three-bedroom villa offers an easy, elevated way to enjoy Sarasota’s coastal lifestyle. Overlooking the Harbourside Golf Course, the home captures peaceful water views and the scenic 5th hole, creating a backdrop that feels both open and serene. Designed for effortless living, this turnkey furnished residence blends the comfort of a single-family home with the simplicity of maintenance-free ownership—ideal for seasonal stays or extended escapes. Inside, an airy open layout, soaring ceilings, and wide-plank tile floors create a light, welcoming feel, while floor-to-ceiling sliders connect seamlessly to the outdoor living spaces. The kitchen is both stylish and functional, featuring Italian white-lacquer cabinetry, stone countertops, and premium appliances—perfect for casual evenings at home or hosting friends. The living room centers around a custom gas fireplace and flows naturally to a spacious screened lanai, where you can unwind with long water views and soft coastal breezes. The home features many new furnishings and many recent updates. A private courtyard with a heated pool adds another layer of relaxation, offering a quiet place to start the day or wind down after time on the water, golf course or tennis courts. The primary suite is a calm retreat of its own, with tranquil water views, a spa-like bath, and a generous walk-in closet. Two additional en-suite bedrooms provide flexibility for visiting guests or a comfortable home office. Ownership includes access to the Bay Isles Beach Club, where days can be spent on pristine Gulf-front sands with thoughtfully appointed amenities. Within Winding Oaks, residents enjoy a recently refreshed community pool, walking paths, and a secure, gated setting. Optional golf, tennis and social memberships are available at the Longboat Key Club. Just minutes from dining and shopping on world-renowned St. Armands Circle and the cultural amenities of downtown Sarasota, this retreat makes it easy to step into the best of the area—while always having a peaceful place to return to. Simple, sophisticated, and distinctly Longboat Key.

3427 Winding Oaks Drive Unit 14, Longboat Key

2721 Gulf Of Mexico Drive Unit 208, Longboat Key

$1,100,000

Unparalleled views of the Gulf of Mexico await you in this direct gulf front end unit condo at the Longboat Beachcomber. You can't get much closer to the water than from the panoramic glass porch that overlooks the crashing waves and majestic sunsets. Situated at the southern end of Longboat Key, the Beachcomber is directly across the street from the Publix shopping center which makes it uber convenient to grab all of the essentials for a stay at the beach. You don't even really need a car when you are here. This 2nd floor unit is a Northern end unit which means you have no neighbors to one side and northerly views down the white sand beach. Fully turnkey furnished with fantastic rental history, the Beachcomber has onsite management to handle rentals and maintenance as well. The building has undergone all required inspections in the past few years and there are no outstanding special assessments. This property makes a fantastic rental as well as a pristine getaway for out-of-town owners. This unit has a stack washer and dryer but there is laundry onsite as well, and an owner's storage room for each unit. The swimming pool is steps from the private beach and St. Armands Circle or Bridge Street on Anna Maria are both just a short drive away. You won't find a condo or a building quite as unique as the Beachcomber.

2 Beds ⋅ 2 Baths ⋅ Longboat Beachcomber SubDv. ⋅ 34228 Zip Code

Unparalleled views of the Gulf of Mexico await you in this direct gulf front end unit condo at the Longboat Beachcomber. You can't get much closer to the water than from the panoramic glass porch that overlooks the crashing waves and majestic sunsets. Situated at the southern end of Longboat Key, the Beachcomber is directly across the street from the Publix shopping center which makes it uber convenient to grab all of the essentials for a stay at the beach. You don't even really need a car when you are here. This 2nd floor unit is a Northern end unit which means you have no neighbors to one side and northerly views down the white sand beach. Fully turnkey furnished with fantastic rental history, the Beachcomber has onsite management to handle rentals and maintenance as well. The building has undergone all required inspections in the past few years and there are no outstanding special assessments. This property makes a fantastic rental as well as a pristine getaway for out-of-town owners. This unit has a stack washer and dryer but there is laundry onsite as well, and an owner's storage room for each unit. The swimming pool is steps from the private beach and St. Armands Circle or Bridge Street on Anna Maria are both just a short drive away. You won't find a condo or a building quite as unique as the Beachcomber.

2721 Gulf Of Mexico Drive Unit 208, Longboat Key

$1,100,000

Looking for a vacation getaway or an investment property? This cute coastal home on south Longboat Key is perfect! Just reduced in price to under $1.3 million! It is beautifully renovated and sold turnkey furnished with some exemptions, has a sparkling saltwater pool and spa, fenced in yard, new roof, peek-a-boo view of Sarasota Bay, has low HOA fees, generous rental policies and is close to the deeded beach access across the street! Thoughtfully updated throughout, this 3-bedroom, 2-bath residence with a 1-car garage is a great alternative to a condo and is pet friendly with a back patio and place to grille. Located in Country Club Shores, you’ll enjoy effortless access to everything: a private beach access, the boutiques and dining of St. Armands Circle less than 3 miles away, and Publix and CVS just minutes from your door. Set on an oversized lot you will enjoy stunning sunset views reflected off Ca da Zan across the Bay and the home’s outdoor living is just as impressive as its interiors. A screened-in saltwater pool and spa invite year-round enjoyment, while the covered dining and lounge areas make outdoor entertaining a breeze—yet there’s still plenty of lush green space to enjoy. Inside, luxury vinyl plank flooring flows throughout, complementing the light, coastal design. The fully remodeled kitchen features crisp white cabinetry, a spacious island with seating, and newer stainless steel appliances. Both bathrooms have been stylishly updated with wood vanities and vessel sinks. Additional peace of mind comes with on-demand tankless hot water and the reassuring fact that the home sustained no flooding or storm damage during the 2024 hurricanes. Move-in ready, low-maintenance, and steps from the beach—this Longboat Key gem makes coastal living refreshingly simple.

3 Beds ⋅ 2 Baths ⋅ Country Club Shores SubDv. ⋅ 34228 Zip Code

Looking for a vacation getaway or an investment property? This cute coastal home on south Longboat Key is perfect! Just reduced in price to under $1.3 million! It is beautifully renovated and sold turnkey furnished with some exemptions, has a sparkling saltwater pool and spa, fenced in yard, new roof, peek-a-boo view of Sarasota Bay, has low HOA fees, generous rental policies and is close to the deeded beach access across the street! Thoughtfully updated throughout, this 3-bedroom, 2-bath residence with a 1-car garage is a great alternative to a condo and is pet friendly with a back patio and place to grille. Located in Country Club Shores, you’ll enjoy effortless access to everything: a private beach access, the boutiques and dining of St. Armands Circle less than 3 miles away, and Publix and CVS just minutes from your door. Set on an oversized lot you will enjoy stunning sunset views reflected off Ca da Zan across the Bay and the home’s outdoor living is just as impressive as its interiors. A screened-in saltwater pool and spa invite year-round enjoyment, while the covered dining and lounge areas make outdoor entertaining a breeze—yet there’s still plenty of lush green space to enjoy. Inside, luxury vinyl plank flooring flows throughout, complementing the light, coastal design. The fully remodeled kitchen features crisp white cabinetry, a spacious island with seating, and newer stainless steel appliances. Both bathrooms have been stylishly updated with wood vanities and vessel sinks. Additional peace of mind comes with on-demand tankless hot water and the reassuring fact that the home sustained no flooding or storm damage during the 2024 hurricanes. Move-in ready, low-maintenance, and steps from the beach—this Longboat Key gem makes coastal living refreshingly simple.

1050 Bogey Lane, Longboat Key

2110 Harbourside Drive Unit 558, Longboat Key

$1,100,000

Indulge in spectacular, fully reimagined waterfront living in this extraordinary corner Penthouse residence overlooking Sarasota Bay, where elegance, serenity, and coastal grandeur converge. Wrapped in breathtaking panoramic vistas from three sides, this rare offering showcases shimmering turquoise blue bay waters, graceful sailboats gliding by, and the delightful sight of dolphins at play – an ever changing masterpiece just beyond your windows. Nestled within the lush, tropical sanctuary of The Atrium at Fairway Bay on coveted Longboat Key, this rarely available 2,500 square foot end unit is a luminous expression of refined luxury. Designed to inspire, the residence offers two generous bedrooms, two spa-like baths, and a grand office/den enhanced with custom built-ins perfect for a refined workspace or private retreat (easily converted to third bedroom by adding closet doors). An expansive, oversized balcony invites effortless indoor-outdoor living, ideal for morning sunrises and evening sunsets over the Bay. Every detail has been meticulously curated for modern luxury and peace of mind. The completely remodeled kitchen and baths feature high-end designer finishes, while stunning new hard maple wood flooring flows seamlessly throughout the main living areas. A whole-home water filtration system, hurricane shutters, and immaculate, neutral décor ensure comfort, security, and timeless sophistication. This exclusive gated community residence includes two dedicated parking spaces, an oversized private storage unit, and a secure, private garage. Enter through a keyed, atrium style lobby, where soaring palms and lush tropical foliage create a resort-like welcome every day. Residents enjoy an exceptional suite of amenities, including a heated resort pool and spa, tennis and pickleball courts, a state-of-the-art fitness center, and private access to the Bay Isles Beach Club directly across the street on the Gulf side of Longboat Key – delivering the quintessential Floridian lifestyle. Perfectly positioned near fine dining and boutique shopping on Longboat Key and St. Armands Circle, Sarasota’s renowned cultural and culinary scene, Harbourside Golf Course, Longboat Key Moorings Marina, boating, fishing, and abundant guest parking, this remarkable penthouse offers an unparalleled year-round residence or a truly exquisite seasonal retreat – where luxury, lifestyle, and location unite in flawless harmony.

2 Beds ⋅ 3 Baths ⋅ Fairway Bay SubDv. ⋅ 34228 Zip Code

Indulge in spectacular, fully reimagined waterfront living in this extraordinary corner Penthouse residence overlooking Sarasota Bay, where elegance, serenity, and coastal grandeur converge. Wrapped in breathtaking panoramic vistas from three sides, this rare offering showcases shimmering turquoise blue bay waters, graceful sailboats gliding by, and the delightful sight of dolphins at play – an ever changing masterpiece just beyond your windows. Nestled within the lush, tropical sanctuary of The Atrium at Fairway Bay on coveted Longboat Key, this rarely available 2,500 square foot end unit is a luminous expression of refined luxury. Designed to inspire, the residence offers two generous bedrooms, two spa-like baths, and a grand office/den enhanced with custom built-ins perfect for a refined workspace or private retreat (easily converted to third bedroom by adding closet doors). An expansive, oversized balcony invites effortless indoor-outdoor living, ideal for morning sunrises and evening sunsets over the Bay. Every detail has been meticulously curated for modern luxury and peace of mind. The completely remodeled kitchen and baths feature high-end designer finishes, while stunning new hard maple wood flooring flows seamlessly throughout the main living areas. A whole-home water filtration system, hurricane shutters, and immaculate, neutral décor ensure comfort, security, and timeless sophistication. This exclusive gated community residence includes two dedicated parking spaces, an oversized private storage unit, and a secure, private garage. Enter through a keyed, atrium style lobby, where soaring palms and lush tropical foliage create a resort-like welcome every day. Residents enjoy an exceptional suite of amenities, including a heated resort pool and spa, tennis and pickleball courts, a state-of-the-art fitness center, and private access to the Bay Isles Beach Club directly across the street on the Gulf side of Longboat Key – delivering the quintessential Floridian lifestyle. Perfectly positioned near fine dining and boutique shopping on Longboat Key and St. Armands Circle, Sarasota’s renowned cultural and culinary scene, Harbourside Golf Course, Longboat Key Moorings Marina, boating, fishing, and abundant guest parking, this remarkable penthouse offers an unparalleled year-round residence or a truly exquisite seasonal retreat – where luxury, lifestyle, and location unite in flawless harmony.

2110 Harbourside Drive Unit 558, Longboat Key

360 Gulf Of Mexico Drive Unit 322, Longboat Key

$1,100,000

This is your perfect tropical Happy Place! Elevator access takes you directly to your very own slice of paradise. Enter through mahogany doors and be instantly wowed by this 3 BD, 2.5BA unit. The 3rd bedroom was converted to a den as part of a total update, and can easily be changed back to a bedroom. 9-foot ceilings in an open floor plan where walls have been removed create incredible openness while showcasing a stunning straight-on view of Sarasota Bay. Extended breakfast area adds 4’ x 9’, 36 SF overall not included in total SQFT. Contemporary porcelain tile flooring and a neutral color palette allow for unlimited design opportunities. This unit, with extensive upgrades, has been lightly used and well maintained. Upgrades include NEW high efficient A/C system, Pella impact windows and doors throughout, plumbing and electrical and a whole-house water filtration system. Motorized hurricane shutters added in 2024 protect all bay view openings and are in addition to the impact windows. The remodeled kitchen features a Sub-Zero refrigerator, Bosch dishwasher, Wolf 5-element induction cooktop, (gas line is in place if gas cooktop is desired), Wolf microwave and wall oven, walk-in pantry and a granite- surfaced island with wine cooler. A casual dining and large gathering room are highlighted by a gas fireplace, vaulted skylight, and customized built-in wall unit with flat screen TV. An outdoor bayside patio with wood-grain porcelain tile overlooks the resort-sized pool, pond and fountain and you are treated to breathtaking direct views of Sarasota Bay. The primary suite has a beautiful bay view and is accompanied by a large walk-in closet, with customized storage units as well as a wall safe, and a luxurious ensuite bath with steam shower, granite, dual sinks and extra storage. Complete privacy is enjoyed in the guest suite with specialized built-in providing closet space, private bath and flat screen TV. Additional features are a gated front patio with connection for a gas grill as well as an oversized 2-car garage with built-ins for extra storage. A pet-friendly community, amenities include monitored gated entry, resort-style pool, exercise facility and clubhouse, Cloud Court surfaced tennis courts, regulation sized pickleball courts and organized social activities including group Happy Hours and excursions to local events. Tangerine Bay Club (TBC) features a freshly renovated boat dock, 2 kayak launches and prime fishing right on Sarasota Bay. The cherry on top is hassle-free boating. Literally walk to Dockside Marina where you can purchase or rent a covered boat storage unit with a launch to the bay. TBC owners enjoy private access to the Gulf of Mexico’s pristine beach by joining the newly remodeled Bay Isle Beach Club for a modest annual fee. Positioned in the southernmost point of the island, TBC is close to St Armands and downtown for dining, entertainment, shopping and more. TBC exemplifies fiscal responsibility, boasting well-funded reserves. There are no current assessments. Major capital projects have been funded without special assessments, including building painting and waterproofing, elevator rebuilt, roofs in 2024, and exterior tile walkways. Required milestone inspections have been completed with no issues. Imagine a lifestyle in this bayfront beauty, with refined elegance in the lush, tropically landscaped 10-acre Mediterranean setting! This is Florida living at its best!

2 Beds ⋅ 3 Baths ⋅ Tangerine Bay Club SubDv. ⋅ 34228 Zip Code

This is your perfect tropical Happy Place! Elevator access takes you directly to your very own slice of paradise. Enter through mahogany doors and be instantly wowed by this 3 BD, 2.5BA unit. The 3rd bedroom was converted to a den as part of a total update, and can easily be changed back to a bedroom. 9-foot ceilings in an open floor plan where walls have been removed create incredible openness while showcasing a stunning straight-on view of Sarasota Bay. Extended breakfast area adds 4’ x 9’, 36 SF overall not included in total SQFT. Contemporary porcelain tile flooring and a neutral color palette allow for unlimited design opportunities. This unit, with extensive upgrades, has been lightly used and well maintained. Upgrades include NEW high efficient A/C system, Pella impact windows and doors throughout, plumbing and electrical and a whole-house water filtration system. Motorized hurricane shutters added in 2024 protect all bay view openings and are in addition to the impact windows. The remodeled kitchen features a Sub-Zero refrigerator, Bosch dishwasher, Wolf 5-element induction cooktop, (gas line is in place if gas cooktop is desired), Wolf microwave and wall oven, walk-in pantry and a granite- surfaced island with wine cooler. A casual dining and large gathering room are highlighted by a gas fireplace, vaulted skylight, and customized built-in wall unit with flat screen TV. An outdoor bayside patio with wood-grain porcelain tile overlooks the resort-sized pool, pond and fountain and you are treated to breathtaking direct views of Sarasota Bay. The primary suite has a beautiful bay view and is accompanied by a large walk-in closet, with customized storage units as well as a wall safe, and a luxurious ensuite bath with steam shower, granite, dual sinks and extra storage. Complete privacy is enjoyed in the guest suite with specialized built-in providing closet space, private bath and flat screen TV. Additional features are a gated front patio with connection for a gas grill as well as an oversized 2-car garage with built-ins for extra storage. A pet-friendly community, amenities include monitored gated entry, resort-style pool, exercise facility and clubhouse, Cloud Court surfaced tennis courts, regulation sized pickleball courts and organized social activities including group Happy Hours and excursions to local events. Tangerine Bay Club (TBC) features a freshly renovated boat dock, 2 kayak launches and prime fishing right on Sarasota Bay. The cherry on top is hassle-free boating. Literally walk to Dockside Marina where you can purchase or rent a covered boat storage unit with a launch to the bay. TBC owners enjoy private access to the Gulf of Mexico’s pristine beach by joining the newly remodeled Bay Isle Beach Club for a modest annual fee. Positioned in the southernmost point of the island, TBC is close to St Armands and downtown for dining, entertainment, shopping and more. TBC exemplifies fiscal responsibility, boasting well-funded reserves. There are no current assessments. Major capital projects have been funded without special assessments, including building painting and waterproofing, elevator rebuilt, roofs in 2024, and exterior tile walkways. Required milestone inspections have been completed with no issues. Imagine a lifestyle in this bayfront beauty, with refined elegance in the lush, tropically landscaped 10-acre Mediterranean setting! This is Florida living at its best!

360 Gulf Of Mexico Drive Unit 322, Longboat Key

603 Longboat Club Road Unit 402N, Longboat Key

$1,100,000

Nestled behind the exclusive gates of the Longboat Key Club, Longboat Key Towers stands as one of the island’s most distinguished Gulf-front communities. Within the north tower, this elegant fourth-floor residence captures breathtaking views from sunrise to sunset — with two expansive balconies overlooking the shimmering Gulf of Mexico to the west and the rolling greens and bay waters to the east. The living and dining areas frame the Gulf like a work of art, with floor-to-ceiling picture windows that make you feel as though you’re floating above the shoreline. A thoughtfully designed kitchen offers generous cabinetry, pantry storage, a full suite of appliances, and a convenient service entrance. A gracious double-door entry opens to a welcoming foyer that leads to the guest quarters and bath. The spacious primary suite features a walk-in closet, a separate vanity area, and a private bath, with both bedrooms sharing access to the eastern balcony for tranquil morning views across the golf course. In this secure, modernized building, residents enjoy covered and guest parking, private storage, and a breezeway that connects both towers — enhancing the sense of community. Amenities abound: a Gulf-front heated pool and spa surrounded by a paver-brick sundeck, a well-equipped fitness center, and attentive on-site management and staff. A $12 million renovation in 2008 brought new impact-rated windows, roofing, exterior resurfacing, spa and pool enhancements, paver decks, and refreshed lobbies and fitness facilities. The 2015 plumbing project further modernized the infrastructure with new domestic water piping and lining. Every detail has been considered, offering peace of mind and timeless appeal. This is truly an owner’s retreat. Just beyond your door lies The Links on Longboat, a spectacular seaside golf course reimagined for today’s player — a par-71 layout spanning 6,748 yards of beautifully maintained greens. Membership options at the Longboat Key Club provide access to a second Harbourside course, world-class tennis, fine and casual dining venues, a full-service spa and fitness center, club gatherings, concierge services, and The Longboat Key Club Moorings — a deep-water marina offering exclusive affiliation opportunities. Living on Longboat Key is more than a lifestyle — it’s a privilege. With fine dining, boutique shopping, and cultural attractions just minutes away at St. Armands Circle and downtown Sarasota, this location perfectly blends resort-style living with everyday convenience.

2 Beds ⋅ 2 Baths ⋅ Longboat Key Towers SubDv. ⋅ 34228 Zip Code

Nestled behind the exclusive gates of the Longboat Key Club, Longboat Key Towers stands as one of the island’s most distinguished Gulf-front communities. Within the north tower, this elegant fourth-floor residence captures breathtaking views from sunrise to sunset — with two expansive balconies overlooking the shimmering Gulf of Mexico to the west and the rolling greens and bay waters to the east. The living and dining areas frame the Gulf like a work of art, with floor-to-ceiling picture windows that make you feel as though you’re floating above the shoreline. A thoughtfully designed kitchen offers generous cabinetry, pantry storage, a full suite of appliances, and a convenient service entrance. A gracious double-door entry opens to a welcoming foyer that leads to the guest quarters and bath. The spacious primary suite features a walk-in closet, a separate vanity area, and a private bath, with both bedrooms sharing access to the eastern balcony for tranquil morning views across the golf course. In this secure, modernized building, residents enjoy covered and guest parking, private storage, and a breezeway that connects both towers — enhancing the sense of community. Amenities abound: a Gulf-front heated pool and spa surrounded by a paver-brick sundeck, a well-equipped fitness center, and attentive on-site management and staff. A $12 million renovation in 2008 brought new impact-rated windows, roofing, exterior resurfacing, spa and pool enhancements, paver decks, and refreshed lobbies and fitness facilities. The 2015 plumbing project further modernized the infrastructure with new domestic water piping and lining. Every detail has been considered, offering peace of mind and timeless appeal. This is truly an owner’s retreat. Just beyond your door lies The Links on Longboat, a spectacular seaside golf course reimagined for today’s player — a par-71 layout spanning 6,748 yards of beautifully maintained greens. Membership options at the Longboat Key Club provide access to a second Harbourside course, world-class tennis, fine and casual dining venues, a full-service spa and fitness center, club gatherings, concierge services, and The Longboat Key Club Moorings — a deep-water marina offering exclusive affiliation opportunities. Living on Longboat Key is more than a lifestyle — it’s a privilege. With fine dining, boutique shopping, and cultural attractions just minutes away at St. Armands Circle and downtown Sarasota, this location perfectly blends resort-style living with everyday convenience.

603 Longboat Club Road Unit 402N, Longboat Key

1211 Gulf Of Mexico Drive Unit 702, Longboat Key

$1,100,000

Enjoy breathtaking 270-degree views from the gulf to the bay in this exceptionally furnished 2,100-square-foot residence. The deluxe primary suite boasts dual walk-in closets and a beautifully renovated en-suite bath. The guest suite features a queen-sized Murphy bed, en-suite bath and walk-in closet, while the den, thoughtfully designed as a third en-suite guest room, includes a queen Murphy bed, built-in closets and its en-suite bath, all while remaining open to the great room to maximize stunning views. Designed for comfort and style, the split/open floor plan includes a large great room, eat-in kitchen with breakfast nook, and laundry/utility room. Two expansive south-facing balconies provide spectacular sunrise views over the bay, midday island and beach panoramas, and the twinkling lights of downtown Sarasota at night, ensuring uninterrupted Longboat Key beauty at all hours. Promenade is one of Longboat Key’s premier gulf-front condominiums, recently refreshed with renovated lobbies and common areas. Enjoy world-class amenities, including a large geometric pool and spa, lush tropical gardens, terraces and gazebos, state-of-the-art fitness center, event and gathering rooms with a full kitchen, tennis courts, 24-hour guarded gate and full-time concierge, private beach chairs and umbrellas for residents and guests. Ideally on southern Longboat Key, Promenade is just moments from the Longboat Key Club, St. Armands Circle and downtown Sarasota. Don’t miss the opportunity to experience the ultimate coastal lifestyle in this desirable gulf-front retreat!

3 Beds ⋅ 3 Baths ⋅ Promenade SubDv. ⋅ 34228 Zip Code

Enjoy breathtaking 270-degree views from the gulf to the bay in this exceptionally furnished 2,100-square-foot residence. The deluxe primary suite boasts dual walk-in closets and a beautifully renovated en-suite bath. The guest suite features a queen-sized Murphy bed, en-suite bath and walk-in closet, while the den, thoughtfully designed as a third en-suite guest room, includes a queen Murphy bed, built-in closets and its en-suite bath, all while remaining open to the great room to maximize stunning views. Designed for comfort and style, the split/open floor plan includes a large great room, eat-in kitchen with breakfast nook, and laundry/utility room. Two expansive south-facing balconies provide spectacular sunrise views over the bay, midday island and beach panoramas, and the twinkling lights of downtown Sarasota at night, ensuring uninterrupted Longboat Key beauty at all hours. Promenade is one of Longboat Key’s premier gulf-front condominiums, recently refreshed with renovated lobbies and common areas. Enjoy world-class amenities, including a large geometric pool and spa, lush tropical gardens, terraces and gazebos, state-of-the-art fitness center, event and gathering rooms with a full kitchen, tennis courts, 24-hour guarded gate and full-time concierge, private beach chairs and umbrellas for residents and guests. Ideally on southern Longboat Key, Promenade is just moments from the Longboat Key Club, St. Armands Circle and downtown Sarasota. Don’t miss the opportunity to experience the ultimate coastal lifestyle in this desirable gulf-front retreat!

1211 Gulf Of Mexico Drive Unit 702, Longboat Key

3808 Gulf Of Mexico Drive Unit E112, Longboat Key

$1,095,000

Rarely available and designed to live like a single-family home, this exceptional 3-bedroom, 3-bathroom, ground-floor walkout residence in Beach Harbor Club offers immediate, sweeping views of Sarasota Bay the moment you step inside. With an expansive 2,273 square feet, this unique "villa-style" condo offers a seamless open layout that leads to two private outdoor patios, allowing you to step directly onto the lush greenspace and stroll to the water’s edge. The interior has been beautifully refreshed for a modern, relaxed island lifestyle, featuring brand-new luxury flooring, and tastefully upgraded kitchen and bathrooms including new cabinetry, and countertops. The eat-in kitchen showcases a spacious island with a beautiful, leathered stone counter, plus new lower cabinets, new white quartz countertops and backsplash, beverage cooler, fridge, and a reverse osmosis water filtration system. The kitchen also features a private patio to enjoy your morning coffee, and a generous dining area with spectacular bay views. The main living area features a generously proportioned gathering room open to additional dining space in the adjacent Florida Room, which extends to the patio and tranquil bay views. The elegantly appointed primary suite captures the afternoon glow of the bay and offers a separate dressing area with a walk-in shower finished in glossy subway tile. Perfect for guests, two additional bedrooms and bathrooms offer plenty of privacy, and one boasts a private en-suite bathroom. Two new A/C systems and two water heaters offer total peace of mind. Life at Beach Harbor Club is defined by the unique luxury of "Gulf-to-Bay" living, where you can watch the sunrise over Sarasota Bay and walk across the street to see it set over the Gulf of Mexico. Enjoy the best of both worlds with deeded private beach access on the Gulf side—complete with provided chairs, loungers, and umbrellas—while the Bay side serves as a peaceful adventurer's paradise. The extensive amenity package is second to none, featuring a private marina with boat slips for lease, kayak and paddleboard storage with a dedicated launch, and a recently updated clubhouse with a catering kitchen and bar. The resort-style grounds also boast an oversized heated pool, fitness center, library, woodworking shop, and a social Tiki Hut with BBQ grills. Additional conveniences include a covered parking space, community car wash station, and rooftop shuffleboard court. Whether looking for a full-time residence or a flexible island getaway, this rare 3-bedroom walkout provides unparalleled space, convenience, and a profound sense of coastal calm. From sunrise over the bay to sunset on the beach, embrace the best of Longboat Key and start living your life on island time.

3 Beds ⋅ 3 Baths ⋅ Beach Harbor Club SubDv. ⋅ 34228 Zip Code

Rarely available and designed to live like a single-family home, this exceptional 3-bedroom, 3-bathroom, ground-floor walkout residence in Beach Harbor Club offers immediate, sweeping views of Sarasota Bay the moment you step inside. With an expansive 2,273 square feet, this unique "villa-style" condo offers a seamless open layout that leads to two private outdoor patios, allowing you to step directly onto the lush greenspace and stroll to the water’s edge. The interior has been beautifully refreshed for a modern, relaxed island lifestyle, featuring brand-new luxury flooring, and tastefully upgraded kitchen and bathrooms including new cabinetry, and countertops. The eat-in kitchen showcases a spacious island with a beautiful, leathered stone counter, plus new lower cabinets, new white quartz countertops and backsplash, beverage cooler, fridge, and a reverse osmosis water filtration system. The kitchen also features a private patio to enjoy your morning coffee, and a generous dining area with spectacular bay views. The main living area features a generously proportioned gathering room open to additional dining space in the adjacent Florida Room, which extends to the patio and tranquil bay views. The elegantly appointed primary suite captures the afternoon glow of the bay and offers a separate dressing area with a walk-in shower finished in glossy subway tile. Perfect for guests, two additional bedrooms and bathrooms offer plenty of privacy, and one boasts a private en-suite bathroom. Two new A/C systems and two water heaters offer total peace of mind. Life at Beach Harbor Club is defined by the unique luxury of "Gulf-to-Bay" living, where you can watch the sunrise over Sarasota Bay and walk across the street to see it set over the Gulf of Mexico. Enjoy the best of both worlds with deeded private beach access on the Gulf side—complete with provided chairs, loungers, and umbrellas—while the Bay side serves as a peaceful adventurer's paradise. The extensive amenity package is second to none, featuring a private marina with boat slips for lease, kayak and paddleboard storage with a dedicated launch, and a recently updated clubhouse with a catering kitchen and bar. The resort-style grounds also boast an oversized heated pool, fitness center, library, woodworking shop, and a social Tiki Hut with BBQ grills. Additional conveniences include a covered parking space, community car wash station, and rooftop shuffleboard court. Whether looking for a full-time residence or a flexible island getaway, this rare 3-bedroom walkout provides unparalleled space, convenience, and a profound sense of coastal calm. From sunrise over the bay to sunset on the beach, embrace the best of Longboat Key and start living your life on island time.

3808 Gulf Of Mexico Drive Unit E112, Longboat Key

3060 Grand Bay Boulevard Unit 155, Longboat Key

$1,080,000

Framed by sweeping vistas that span the manicured Harbourside golf course, Sarasota Bay, and the distant city skyline, this 3BR/3.5BA residence in Grand Bay offers an exceptional vantage point that captivates from the moment you arrive. Positioned on the fifth floor, the perspective is both expansive and elevated, showcasing breathtaking panoramic views while maintaining a strong visual connection to the surrounding landscape. The living room is thoughtfully designed to highlight this remarkable setting, with a full wall of sliding glass doors opening to a balcony that extends the entire length of the residence. From this elevated perch, corner walls of glass draw the eye outward, creating a dramatic focal point where golf course, bay, and skyline converge in one uninterrupted panorama. High ceilings with crown molding and tile flooring provide a clean, timeless foundation throughout the main living areas. The kitchen offers generous space and functionality, featuring stone countertops, under-cabinet lighting, a center island, stainless steel appliances, a tray ceiling, and an adjacent dining area. Well laid out and highly functional, it also presents an excellent opportunity to personalize finishes and reflect your own design vision. A versatile bonus room with an enclosure feature adds flexibility, ideal for a private office, media room, or additional guest accommodations. The primary suite serves as a comfortable retreat, complete with direct terrace access and serene sunrise views over Sarasota Bay. The spacious bath includes dual vanities, a soaking tub, glass-enclosed shower, and a separate water closet. Additional conveniences include an in-residence laundry room and under-building parking. Residents of Grand Bay enjoy a refined, amenity-rich lifestyle, with access to a clubhouse, two pools and spas, a fitness center with saunas, and Har-Tru tennis courts. Ownership also includes the privileges of Bay Isles, featuring gated entry, scenic walking paths, and membership to the private Bay Isles Beach Club. Large dogs are welcome.

3 Beds ⋅ 4 Baths ⋅ Grand Bay SubDv. ⋅ 34228 Zip Code

Framed by sweeping vistas that span the manicured Harbourside golf course, Sarasota Bay, and the distant city skyline, this 3BR/3.5BA residence in Grand Bay offers an exceptional vantage point that captivates from the moment you arrive. Positioned on the fifth floor, the perspective is both expansive and elevated, showcasing breathtaking panoramic views while maintaining a strong visual connection to the surrounding landscape. The living room is thoughtfully designed to highlight this remarkable setting, with a full wall of sliding glass doors opening to a balcony that extends the entire length of the residence. From this elevated perch, corner walls of glass draw the eye outward, creating a dramatic focal point where golf course, bay, and skyline converge in one uninterrupted panorama. High ceilings with crown molding and tile flooring provide a clean, timeless foundation throughout the main living areas. The kitchen offers generous space and functionality, featuring stone countertops, under-cabinet lighting, a center island, stainless steel appliances, a tray ceiling, and an adjacent dining area. Well laid out and highly functional, it also presents an excellent opportunity to personalize finishes and reflect your own design vision. A versatile bonus room with an enclosure feature adds flexibility, ideal for a private office, media room, or additional guest accommodations. The primary suite serves as a comfortable retreat, complete with direct terrace access and serene sunrise views over Sarasota Bay. The spacious bath includes dual vanities, a soaking tub, glass-enclosed shower, and a separate water closet. Additional conveniences include an in-residence laundry room and under-building parking. Residents of Grand Bay enjoy a refined, amenity-rich lifestyle, with access to a clubhouse, two pools and spas, a fitness center with saunas, and Har-Tru tennis courts. Ownership also includes the privileges of Bay Isles, featuring gated entry, scenic walking paths, and membership to the private Bay Isles Beach Club. Large dogs are welcome.

3060 Grand Bay Boulevard Unit 155, Longboat Key

$1,072,500

Discover one of the most coveted parcels in Longboat Key, located in the desirable Longbeach on Longboat Key community! This exceptionally spacious (.43 acre) and private corner lot sits where a calm canal flows into the scenic bayou, offering a truly unique waterfront setting with an extraordinary 243 feet of water frontage - a rare offering in the area. Imagine a custom estate with panoramic water views, multiple private dock possibilities, and direct effortless boat access to the bay within minutes. The lot’s corner position maximizes privacy, natural light and breezes, and provides wide sightlines down the waterway for spectacular sunrises and peaceful evenings over the bayou.

2 Beds ⋅ 2 Baths ⋅ Long Beach SubDv. ⋅ 34228 Zip Code

Discover one of the most coveted parcels in Longboat Key, located in the desirable Longbeach on Longboat Key community! This exceptionally spacious (.43 acre) and private corner lot sits where a calm canal flows into the scenic bayou, offering a truly unique waterfront setting with an extraordinary 243 feet of water frontage - a rare offering in the area. Imagine a custom estate with panoramic water views, multiple private dock possibilities, and direct effortless boat access to the bay within minutes. The lot’s corner position maximizes privacy, natural light and breezes, and provides wide sightlines down the waterway for spectacular sunrises and peaceful evenings over the bayou.

6801 Longboat Drive S, Longboat Key

1445 Gulf Of Mexico Drive Unit 404, Longboat Key

$1,062,000

Gulf-Front Elegance at The Players Club. Welcome to the epitome of coastal luxury living at The Players Club, where the pristine shores of Longboat Key meet world-class resort-style amenities. This beautifully renovated 3-bedroom, 2-bath split-plan residence is being offered turn-key furnished - ready for you to move in and immediately embrace the Gulf-front lifestyle. From the moment you step inside, you’ll notice the attention to detail: custom ceramic tile floors, exquisite cabinetry, and a thoughtfully designed open kitchen that seamlessly flows into the dining area/great room - perfect for entertaining. The gourmet kitchen is equipped with updated appliances, abundant storage, and elegant finishes, ensuring both functionality and style. Hurricane-impact sliding doors and windows provide peace of mind, while inviting breathtaking views of the pool, beach, and mesmerizing sunsets. Step onto your expansive terrace, the ideal setting for morning coffee or evening cocktails as you listen to the waves. The primary suite features generous walk-in closets, while the additional guest bedrooms, especially guest suite 3 with walls of closets, offers ample space for friends, family, and all your beach toys. The HVAC system has been updated and well-maintained, ensuring comfort year-round. Enjoy the privacy of a semi-private elevator, shared with only one neighbor, leading directly to your covered parking space just steps from your door. At The Players Club, every day feels like a vacation. Amenities include a renovated clubhouse with catering kitchen and library/meeting room, resort-style pool & cabanas just steps from the beach, Har-Tru tennis courts, pickleball, and putting green, and 24-hour fitness center, fire pits, and outdoor BBQs. You’ll also appreciate the fully funded reserves, successful milestone inspections, and recent elevator update/certifications, ensuring security and long-term peace of mind. Perfectly situated near the new St. Regis Resort and offering optional membership at The Longboat Key Club & Resort, you’ll have access to world-class golf, dining, tennis, and the only deep-water marina on the island. A short drive brings you to St. Armands Circle for upscale shopping, art galleries, and fine dining. Experience the best of Longboat Key living - call today to arrange your private showing and start living your Gulf-front dream.

3 Beds ⋅ 2 Baths ⋅ Players Club SubDv. ⋅ 34228 Zip Code

Gulf-Front Elegance at The Players Club. Welcome to the epitome of coastal luxury living at The Players Club, where the pristine shores of Longboat Key meet world-class resort-style amenities. This beautifully renovated 3-bedroom, 2-bath split-plan residence is being offered turn-key furnished - ready for you to move in and immediately embrace the Gulf-front lifestyle. From the moment you step inside, you’ll notice the attention to detail: custom ceramic tile floors, exquisite cabinetry, and a thoughtfully designed open kitchen that seamlessly flows into the dining area/great room - perfect for entertaining. The gourmet kitchen is equipped with updated appliances, abundant storage, and elegant finishes, ensuring both functionality and style. Hurricane-impact sliding doors and windows provide peace of mind, while inviting breathtaking views of the pool, beach, and mesmerizing sunsets. Step onto your expansive terrace, the ideal setting for morning coffee or evening cocktails as you listen to the waves. The primary suite features generous walk-in closets, while the additional guest bedrooms, especially guest suite 3 with walls of closets, offers ample space for friends, family, and all your beach toys. The HVAC system has been updated and well-maintained, ensuring comfort year-round. Enjoy the privacy of a semi-private elevator, shared with only one neighbor, leading directly to your covered parking space just steps from your door. At The Players Club, every day feels like a vacation. Amenities include a renovated clubhouse with catering kitchen and library/meeting room, resort-style pool & cabanas just steps from the beach, Har-Tru tennis courts, pickleball, and putting green, and 24-hour fitness center, fire pits, and outdoor BBQs. You’ll also appreciate the fully funded reserves, successful milestone inspections, and recent elevator update/certifications, ensuring security and long-term peace of mind. Perfectly situated near the new St. Regis Resort and offering optional membership at The Longboat Key Club & Resort, you’ll have access to world-class golf, dining, tennis, and the only deep-water marina on the island. A short drive brings you to St. Armands Circle for upscale shopping, art galleries, and fine dining. Experience the best of Longboat Key living - call today to arrange your private showing and start living your Gulf-front dream.

1445 Gulf Of Mexico Drive Unit 404, Longboat Key

1135 Gulf Of Mexico Drive Unit 505, Longboat Key

$1,060,000

DIRECT BEACH FRONT VIEWS AND FIFTH FLOOR EXTRORDINARY PANORAMA! Come visit this property soon, as it boasts Two Parking spots, one in garage, near the elevator and one outside near the front door. Reimagined kitchen with lots of cupboard space, all KITCHEN AID appliances, 2019 Air Handler, never rented and barely occupied. Furnished with exquisite taste and comfortable living space! Beachplace is unique from other communities due to its high rental appeal for returning families! Enjoy the great Olympic size pool located in the center of the complex, plus the oversized hot tub, workout facilities, tennis courts, pickle ball and more! Not to forget the covered baby pool for ages 3 and under! The highest and most sought after units are always BEACHFRONT, holding the best value!

2 Beds ⋅ 2 Baths ⋅ Beachplace SubDv. ⋅ 34228 Zip Code

DIRECT BEACH FRONT VIEWS AND FIFTH FLOOR EXTRORDINARY PANORAMA! Come visit this property soon, as it boasts Two Parking spots, one in garage, near the elevator and one outside near the front door. Reimagined kitchen with lots of cupboard space, all KITCHEN AID appliances, 2019 Air Handler, never rented and barely occupied. Furnished with exquisite taste and comfortable living space! Beachplace is unique from other communities due to its high rental appeal for returning families! Enjoy the great Olympic size pool located in the center of the complex, plus the oversized hot tub, workout facilities, tennis courts, pickle ball and more! Not to forget the covered baby pool for ages 3 and under! The highest and most sought after units are always BEACHFRONT, holding the best value!

1135 Gulf Of Mexico Drive Unit 505, Longboat Key

100 Sands Point Road Unit 223, Longboat Key

$1,050,000

Phenomenal opportunity to purchase a newly renovated condo in the exclusive Sands Point community. Welcome to your slice of paradise, where coastal living reaches new heights of sophistication, nestled inside the gates of the highly sought-after, Longboat Key Club. This stunning 1,941 sqft second floor residence underwent a complete transformation in 2022-2023, and the results are nothing short of spectacular. Step inside this bright second-floor residence and discover three bedrooms and two bathrooms designed with meticulous attention to detail. Classic plantation shutters grace each room, while new tile flooring flows seamlessly throughout. The primary bedroom features custom-organized closets, while the second guest room cleverly incorporates a Murphy bed—perfect for maximizing space without sacrificing style. This split bedroom concept allows for privacy for your family and friends. The third bedroom doubles as a versatile office, adapting effortlessly to your lifestyle needs. The kitchen will make any culinary enthusiast weak in the knees. High-end appliances including a Fisher and Paykel induction range, Kitchen Aid dishwasher, refrigerator, and bonus refrigerated drawers all shine in crisp white enamel against stunning Shaker cabinetry and gleaming quartz countertops. The expansive living room steals the show with a dramatic wall of windows, gorgeous built-in cabinetry, and a dazzling dining chandelier that ties everything together beautifully. Both bathrooms feature light, airy cabinetry with elegant tile work and convenient walk-in showers. Community amenities abound—enjoy the beach with private tiki's and lounge chairs, pool, spa, library, community room with full kitchen, marina access, kayak launch, and bicycle storage. Nearby attractions include Overlook Park and Mote marine for endless exploration opportunities. With in walking distance to well renowned St. Armand's Circle for shopping and dining experiences. The pristine white sandy beach and gentle Gulf waters are calling your name. Schedule your private showing today and discover the lifestyle you deserve.

3 Beds ⋅ 2 Baths ⋅ Sands Point SubDv. ⋅ 34228 Zip Code

Phenomenal opportunity to purchase a newly renovated condo in the exclusive Sands Point community. Welcome to your slice of paradise, where coastal living reaches new heights of sophistication, nestled inside the gates of the highly sought-after, Longboat Key Club. This stunning 1,941 sqft second floor residence underwent a complete transformation in 2022-2023, and the results are nothing short of spectacular. Step inside this bright second-floor residence and discover three bedrooms and two bathrooms designed with meticulous attention to detail. Classic plantation shutters grace each room, while new tile flooring flows seamlessly throughout. The primary bedroom features custom-organized closets, while the second guest room cleverly incorporates a Murphy bed—perfect for maximizing space without sacrificing style. This split bedroom concept allows for privacy for your family and friends. The third bedroom doubles as a versatile office, adapting effortlessly to your lifestyle needs. The kitchen will make any culinary enthusiast weak in the knees. High-end appliances including a Fisher and Paykel induction range, Kitchen Aid dishwasher, refrigerator, and bonus refrigerated drawers all shine in crisp white enamel against stunning Shaker cabinetry and gleaming quartz countertops. The expansive living room steals the show with a dramatic wall of windows, gorgeous built-in cabinetry, and a dazzling dining chandelier that ties everything together beautifully. Both bathrooms feature light, airy cabinetry with elegant tile work and convenient walk-in showers. Community amenities abound—enjoy the beach with private tiki's and lounge chairs, pool, spa, library, community room with full kitchen, marina access, kayak launch, and bicycle storage. Nearby attractions include Overlook Park and Mote marine for endless exploration opportunities. With in walking distance to well renowned St. Armand's Circle for shopping and dining experiences. The pristine white sandy beach and gentle Gulf waters are calling your name. Schedule your private showing today and discover the lifestyle you deserve.

100 Sands Point Road Unit 223, Longboat Key

240 Sands Point Road Unit 4206, Longboat Key

$1,050,000

This junior suite, located in Building 4, offers spectacular northwest-facing views of the Gulf, providing owners with breathtaking sunsets and expansive water vistas. For those seeking accommodation for larger groups or families, units 4205 and 4206 are conveniently offered for sale next to each other, allowing parties to stay in close proximity. The suite has undergone a complete renovation, ensuring a modern and refreshed living space for its occupants. Currently, the unit is integrated into the hotel program, providing potential owners with a streamlined rental management option. Building 4 itself boasts an advantageous position on the northernmost stretch of the beach, promising a sense of quietude and enhanced privacy away from the main pool areas. Ownership of this suite grants exclusive access to the prestigious member-only Longboat Key Club. This membership unlocks a wealth of amenities designed to elevate the lifestyle experience, even during owner-occupied periods. Culinary delights await at five exclusive restaurants, offering a diverse array of fine dining options. Golf enthusiasts can indulge in 45 holes of championship golf, while tennis players can hone their skills at the award-winning Tennis Gardens. For relaxation and rejuvenation, a state-of-the-art spa and wellness center is available. The pristine white sandy beach is complemented by umbrella service and attentive waitstaff, ensuring a luxurious beach day. Furthermore, a full-service marina caters to boating enthusiasts.

1 Beds ⋅ 1 Baths ⋅ Inn On The Beach SubDv. ⋅ 34228 Zip Code

This junior suite, located in Building 4, offers spectacular northwest-facing views of the Gulf, providing owners with breathtaking sunsets and expansive water vistas. For those seeking accommodation for larger groups or families, units 4205 and 4206 are conveniently offered for sale next to each other, allowing parties to stay in close proximity. The suite has undergone a complete renovation, ensuring a modern and refreshed living space for its occupants. Currently, the unit is integrated into the hotel program, providing potential owners with a streamlined rental management option. Building 4 itself boasts an advantageous position on the northernmost stretch of the beach, promising a sense of quietude and enhanced privacy away from the main pool areas. Ownership of this suite grants exclusive access to the prestigious member-only Longboat Key Club. This membership unlocks a wealth of amenities designed to elevate the lifestyle experience, even during owner-occupied periods. Culinary delights await at five exclusive restaurants, offering a diverse array of fine dining options. Golf enthusiasts can indulge in 45 holes of championship golf, while tennis players can hone their skills at the award-winning Tennis Gardens. For relaxation and rejuvenation, a state-of-the-art spa and wellness center is available. The pristine white sandy beach is complemented by umbrella service and attentive waitstaff, ensuring a luxurious beach day. Furthermore, a full-service marina caters to boating enthusiasts.

240 Sands Point Road Unit 4206, Longboat Key

240 Sands Point Road Unit 4205, Longboat Key

$1,050,000

This junior suite, located in Building 4, offers spectacular northwest-facing views of the Gulf, providing owners with breathtaking sunsets and expansive water vistas. The suite has undergone a complete renovation, ensuring a modern and refreshed living space for its occupants. Currently, the unit is integrated into the hotel program, providing potential owners with a streamlined rental management option. This sought -after hotel condominium enjoys strong rental activity and a proven history of guest demand, making it an attractive opportunity for investors and seasonal owners alike. Building 4 itself boasts an advantageous position on the northernmost stretch of the beach, promising a sense of quietude and enhanced privacy away from the main pool areas. Ownership of this suite grants exclusive access to the prestigious member-only Longboat Key Club. This membership unlocks a wealth of amenities designed to elevate the lifestyle experience, even during owner-occupied periods. Culinary delights await at five exclusive restaurants, offering a diverse array of fine dining options. Golf enthusiasts can indulge in 45 holes of championship golf, while tennis players can hone their skills at the award-winning Tennis Gardens. For relaxation and rejuvenation, a state-of-the-art spa and wellness center is available. The pristine white sandy beach is complemented by umbrella service and attentive waitstaff, ensuring a luxurious beach day. Furthermore, a full-service marina caters to boating enthusiasts.

1 Beds ⋅ 1 Baths ⋅ Inn On The Beach SubDv. ⋅ 34228 Zip Code

This junior suite, located in Building 4, offers spectacular northwest-facing views of the Gulf, providing owners with breathtaking sunsets and expansive water vistas. The suite has undergone a complete renovation, ensuring a modern and refreshed living space for its occupants. Currently, the unit is integrated into the hotel program, providing potential owners with a streamlined rental management option. This sought -after hotel condominium enjoys strong rental activity and a proven history of guest demand, making it an attractive opportunity for investors and seasonal owners alike. Building 4 itself boasts an advantageous position on the northernmost stretch of the beach, promising a sense of quietude and enhanced privacy away from the main pool areas. Ownership of this suite grants exclusive access to the prestigious member-only Longboat Key Club. This membership unlocks a wealth of amenities designed to elevate the lifestyle experience, even during owner-occupied periods. Culinary delights await at five exclusive restaurants, offering a diverse array of fine dining options. Golf enthusiasts can indulge in 45 holes of championship golf, while tennis players can hone their skills at the award-winning Tennis Gardens. For relaxation and rejuvenation, a state-of-the-art spa and wellness center is available. The pristine white sandy beach is complemented by umbrella service and attentive waitstaff, ensuring a luxurious beach day. Furthermore, a full-service marina caters to boating enthusiasts.

240 Sands Point Road Unit 4205, Longboat Key

$1,030,000

Price Improvement! Beautiful new tile roof was installed 2025. An attractive garage door, two new HVACs and new Ductwork were also installed. Just repaint for an updated exterior look (rendering is available). In the lovely gated community of Bayou, this spacious home is set back from the road, offering tranquil water views of Crane's Bayou in Bay Isles. Walk through your backyard to see manatees swimming about in the bayou. Here, you are close to Longboat Key's stunning Gulf beach and the Bay Isles private beach club and amenities, within proximity to the Longboat Key Club, the Town Green with its outdoor market and performing arts, the town's popular tennis center, Publix and CVS. This home has an expansive open floor plan with a first-floor elevation of 12 feet. Garage and pool levels are also well elevated for added peace of mind. The interior features vaulted ceilings, porcelain tile and wood floors, an abundance of windows, sliding doors, and new skylights, which create a bright, airy space with tons of natural light. There are built-in interior planters to add a touch of greenery. A large stone fireplace, natural gas-powered, serves as the focal point of the family room, which is adjacent to the kitchen. A bonus loft space, accessible via a spiral staircase, has its own powder room and can be used as an office, den or art studio. The kitchen features quartz countertops, an island and a special pass-through window for serving on the lanai. The primary bedroom suite offers ample space and storage with two walk-in closets, two bonus closets, a large bath, and separate doors leading to the lanai and your private saltwater pool with more water views. There is also an office nook in the primary suite with a wall of sliding windows for great breezes and a view of the salt water lagoon. There are two additional bedrooms with en suites and one with a large walk-in closet. One bedroom suite is set apart and is ideal for an in-law, nanny or caregiver, offering privacy and comfort. The outdoor space features a saltwater pool with a new pump, filter, and newer coping, pool surface and offers views of the bayou. There is a separate pool bath. There is plenty of space for lounge chairs and outdoor dining. The backyard adjoins private open green space owned by the Bay Isles Association, further enhancing the sense of privacy. Additional property features include two new energy-efficient HVACs and duct work, a new roof, two lower-level storage spaces, new exterior lighting, and a landscape sprinkler system. Membership is included in the private Bay Isles Beach Club with access to five acres of beach perfection, restrooms, and outdoor grills. Join the adjacent Longboat Key Club to enjoy 45-plus holes of golf, five restaurants and a world-class tennis center, including pickleball courts, available with separate membership. What an opportunity to own a spacious home in this fantastic neighborhood!

3 Beds ⋅ 5 Baths ⋅ Bay Isles SubDv. ⋅ 34228 Zip Code

Price Improvement! Beautiful new tile roof was installed 2025. An attractive garage door, two new HVACs and new Ductwork were also installed. Just repaint for an updated exterior look (rendering is available). In the lovely gated community of Bayou, this spacious home is set back from the road, offering tranquil water views of Crane's Bayou in Bay Isles. Walk through your backyard to see manatees swimming about in the bayou. Here, you are close to Longboat Key's stunning Gulf beach and the Bay Isles private beach club and amenities, within proximity to the Longboat Key Club, the Town Green with its outdoor market and performing arts, the town's popular tennis center, Publix and CVS. This home has an expansive open floor plan with a first-floor elevation of 12 feet. Garage and pool levels are also well elevated for added peace of mind. The interior features vaulted ceilings, porcelain tile and wood floors, an abundance of windows, sliding doors, and new skylights, which create a bright, airy space with tons of natural light. There are built-in interior planters to add a touch of greenery. A large stone fireplace, natural gas-powered, serves as the focal point of the family room, which is adjacent to the kitchen. A bonus loft space, accessible via a spiral staircase, has its own powder room and can be used as an office, den or art studio. The kitchen features quartz countertops, an island and a special pass-through window for serving on the lanai. The primary bedroom suite offers ample space and storage with two walk-in closets, two bonus closets, a large bath, and separate doors leading to the lanai and your private saltwater pool with more water views. There is also an office nook in the primary suite with a wall of sliding windows for great breezes and a view of the salt water lagoon. There are two additional bedrooms with en suites and one with a large walk-in closet. One bedroom suite is set apart and is ideal for an in-law, nanny or caregiver, offering privacy and comfort. The outdoor space features a saltwater pool with a new pump, filter, and newer coping, pool surface and offers views of the bayou. There is a separate pool bath. There is plenty of space for lounge chairs and outdoor dining. The backyard adjoins private open green space owned by the Bay Isles Association, further enhancing the sense of privacy. Additional property features include two new energy-efficient HVACs and duct work, a new roof, two lower-level storage spaces, new exterior lighting, and a landscape sprinkler system. Membership is included in the private Bay Isles Beach Club with access to five acres of beach perfection, restrooms, and outdoor grills. Join the adjacent Longboat Key Club to enjoy 45-plus holes of golf, five restaurants and a world-class tennis center, including pickleball courts, available with separate membership. What an opportunity to own a spacious home in this fantastic neighborhood!

3111 Bayou Sound, Longboat Key

1135 Gulf Of Mexico Drive Unit 502, Longboat Key

$1,025,000

Welcome to your Gulf-front retreat at Beachplace on Longboat Key. This beautifully updated 2-bedroom, 2-bath residence offers breathtaking, unobstructed views of the turquoise waters right outside your windows and sliders—all protected by impact-rated glass for peace of mind. Step inside and discover updated flooring that runs seamlessly throughout, a thoughtful floor plan with an indoor utility closet, laundry tucked conveniently in the kitchen, and a versatile second bedroom with a built-in desk and storage, creating the perfect balance of a private guest space and a quiet study area. Both bathrooms have been tastefully updated, adding modern comfort to this coastal escape. The kitchen is fully functional and ready to enjoy now, while offering an opportunity for you to add your own design style in the future. Beachplace spans 31 lushly landscaped acres with 1,400 feet of pristine Gulf frontage. Indulge in a lifestyle that feels like a resort every day with a fitness center, a sparkling resort-style pool, tennis and pickleball courts, a vibrant community clubhouse, on-site management, and the security of a 24-hour guard-gated entrance. Here, your days can be as full or as relaxed as you wish. Start with a walk along the beach, entertain friends on your lanai with the sunset as your backdrop, or take a short drive to world-class shopping and dining at St. Armands Circle and the cultural delights of downtown Sarasota. This is your chance to embrace the beachfront lifestyle you’ve dreamed of in a stunning location. Come take a look today!

2 Beds ⋅ 2 Baths ⋅ Beachplace SubDv. ⋅ 34228 Zip Code

Welcome to your Gulf-front retreat at Beachplace on Longboat Key. This beautifully updated 2-bedroom, 2-bath residence offers breathtaking, unobstructed views of the turquoise waters right outside your windows and sliders—all protected by impact-rated glass for peace of mind. Step inside and discover updated flooring that runs seamlessly throughout, a thoughtful floor plan with an indoor utility closet, laundry tucked conveniently in the kitchen, and a versatile second bedroom with a built-in desk and storage, creating the perfect balance of a private guest space and a quiet study area. Both bathrooms have been tastefully updated, adding modern comfort to this coastal escape. The kitchen is fully functional and ready to enjoy now, while offering an opportunity for you to add your own design style in the future. Beachplace spans 31 lushly landscaped acres with 1,400 feet of pristine Gulf frontage. Indulge in a lifestyle that feels like a resort every day with a fitness center, a sparkling resort-style pool, tennis and pickleball courts, a vibrant community clubhouse, on-site management, and the security of a 24-hour guard-gated entrance. Here, your days can be as full or as relaxed as you wish. Start with a walk along the beach, entertain friends on your lanai with the sunset as your backdrop, or take a short drive to world-class shopping and dining at St. Armands Circle and the cultural delights of downtown Sarasota. This is your chance to embrace the beachfront lifestyle you’ve dreamed of in a stunning location. Come take a look today!

1135 Gulf Of Mexico Drive Unit 502, Longboat Key

6701 Gulf Of Mexico Drive Unit 330, Longboat Key

$1,025,000

Unit is unfurnished. Discover the charm of Whitney Beach Condominiums, a beloved Gulf-front community on beautiful Longboat Key. This delightful upper floor, end-unit, 2-bedroom, 2-bathroom condominium offers unobstructed views of the Gulf of Mexico and the perfect blend of comfort, character, and coastal charm. Lushly landscaped grounds with 600 feet of sugar-white sand beachfront, Whitney Beach invites you to enjoy the best of island living. Relax by the Gulf-front heated pool, unwind on beach chaise lounges, or stroll along the shoreline as the sun sets over the water. Inside, the condo features bright and welcoming atmosphere — ideal for both everyday living and relaxing getaways. Large windows fill the space with natural light, and being an end unit means added privacy and extra sunshine throughout the day. The community is well-maintained and residents enjoy a variety of amenities including boat docks on Bishops Bayou for fishing and kayaking, pickleball and tennis courts, BBQ areas, and tiki huts for outdoor gatherings. With one-month minimum rentals allowed up to 12 times per year, this property offers excellent investment potential as well as the opportunity to enjoy your own piece of paradise. Located close to both casual and fine dining, and just a short drive to the shops and culture of St. Armands Circle, Whitney Beach offers the ideal balance of relaxation and convenience. Live the beachfront lifestyle you’ve always imagined — peaceful, easy, and full of charm.

2 Beds ⋅ 2 Baths ⋅ Whitney Beach SubDv. ⋅ 34228 Zip Code

Unit is unfurnished. Discover the charm of Whitney Beach Condominiums, a beloved Gulf-front community on beautiful Longboat Key. This delightful upper floor, end-unit, 2-bedroom, 2-bathroom condominium offers unobstructed views of the Gulf of Mexico and the perfect blend of comfort, character, and coastal charm. Lushly landscaped grounds with 600 feet of sugar-white sand beachfront, Whitney Beach invites you to enjoy the best of island living. Relax by the Gulf-front heated pool, unwind on beach chaise lounges, or stroll along the shoreline as the sun sets over the water. Inside, the condo features bright and welcoming atmosphere — ideal for both everyday living and relaxing getaways. Large windows fill the space with natural light, and being an end unit means added privacy and extra sunshine throughout the day. The community is well-maintained and residents enjoy a variety of amenities including boat docks on Bishops Bayou for fishing and kayaking, pickleball and tennis courts, BBQ areas, and tiki huts for outdoor gatherings. With one-month minimum rentals allowed up to 12 times per year, this property offers excellent investment potential as well as the opportunity to enjoy your own piece of paradise. Located close to both casual and fine dining, and just a short drive to the shops and culture of St. Armands Circle, Whitney Beach offers the ideal balance of relaxation and convenience. Live the beachfront lifestyle you’ve always imagined — peaceful, easy, and full of charm.

6701 Gulf Of Mexico Drive Unit 330, Longboat Key

3040 Grand Bay Boulevard Unit 234, Longboat Key

$1,000,000

Arrive by private elevator into this TURNKEY FURNISHED 2BR + den, 3.5BA residence offering 2,550 sq. ft. in Grand Bay. Wood floors run throughout the main living areas, leading to floor-to-ceiling sliders with views of the Harbourside Golf Course and Sarasota Bay. The covered terrace extends the living space and is well suited for enjoying daylight and coastal breezes. The living and dining areas are well proportioned for everyday living and entertaining, with a tray ceiling in the dining room. A den with custom built-ins is currently used as an office and sitting area and offers flexibility as a potential third bedroom. The kitchen features white cabinetry, stone countertops, tile backsplash and ample counter space, along with an eat-in area that opens to the outdoor living area. The primary suite enjoys floor-to-ceiling glass and a bath with a walk-in glass shower, soaking tub, distinctive tilework and separate water closets. The guest bedroom offers quiet community views. A powder bath and an in-residence laundry room add convenience. Grand Bay amenities include a staffed lobby, clubhouse, two pools and spas, fitness center with saunas and Har-Tru tennis courts. Bay Isles privileges include walking paths and membership to the private Bay Isles Beach Club with gated Gulf-front access on Longboat Key, parking, restrooms and shaded picnic areas. Optional membership to the Longboat Key Club provides access to championship golf courses, private beach club, marina, tennis facilities, fitness center, dining venues and a full-service spa.

3 Beds ⋅ 4 Baths ⋅ Grand Bay SubDv. ⋅ 34228 Zip Code

Arrive by private elevator into this TURNKEY FURNISHED 2BR + den, 3.5BA residence offering 2,550 sq. ft. in Grand Bay. Wood floors run throughout the main living areas, leading to floor-to-ceiling sliders with views of the Harbourside Golf Course and Sarasota Bay. The covered terrace extends the living space and is well suited for enjoying daylight and coastal breezes. The living and dining areas are well proportioned for everyday living and entertaining, with a tray ceiling in the dining room. A den with custom built-ins is currently used as an office and sitting area and offers flexibility as a potential third bedroom. The kitchen features white cabinetry, stone countertops, tile backsplash and ample counter space, along with an eat-in area that opens to the outdoor living area. The primary suite enjoys floor-to-ceiling glass and a bath with a walk-in glass shower, soaking tub, distinctive tilework and separate water closets. The guest bedroom offers quiet community views. A powder bath and an in-residence laundry room add convenience. Grand Bay amenities include a staffed lobby, clubhouse, two pools and spas, fitness center with saunas and Har-Tru tennis courts. Bay Isles privileges include walking paths and membership to the private Bay Isles Beach Club with gated Gulf-front access on Longboat Key, parking, restrooms and shaded picnic areas. Optional membership to the Longboat Key Club provides access to championship golf courses, private beach club, marina, tennis facilities, fitness center, dining venues and a full-service spa.

3040 Grand Bay Boulevard Unit 234, Longboat Key

$1,000,000

Located in the gated waterfront community of Coreys Landing within Bay Isles, this beautifully maintained 3BR residence offers refined design, comfort, and privacy. A paver walkway and lush tropical landscaping lead to the home’s centerpiece - a private courtyard pool surrounded by high privacy walls and tropical foliage, creating a tranquil space for relaxing or entertaining. The floor plan flows seamlessly, featuring soaring ceilings, clerestory windows, and walls of glass that fill the interiors with natural light. The bright kitchen showcases granite countertops, white cabinetry, stainless-steel appliances, and a striking black-and-white tile backsplash. Multiple dining options include a breakfast nook, bar seating, and a formal dining area. The spacious primary suite features a spa-like bath with dual vanities, soaking tub, and glass-enclosed shower, while a separate casita-style third bedroom offers an ideal guest retreat or private studio. Residents enjoy deeded access to the Bay Isles Beach Club, a private Gulf-front facility with pavilions, restrooms, picnic areas, and beach chair storage. Optional membership to the Longboat Key Club provides access to 45 holes of championship golf, a world-class tennis center, a full-service marina, spa and wellness facilities, and multiple dining venues.

3 Beds ⋅ 4 Baths ⋅ Coreys Landing SubDv. ⋅ 34228 Zip Code

Located in the gated waterfront community of Coreys Landing within Bay Isles, this beautifully maintained 3BR residence offers refined design, comfort, and privacy. A paver walkway and lush tropical landscaping lead to the home’s centerpiece - a private courtyard pool surrounded by high privacy walls and tropical foliage, creating a tranquil space for relaxing or entertaining. The floor plan flows seamlessly, featuring soaring ceilings, clerestory windows, and walls of glass that fill the interiors with natural light. The bright kitchen showcases granite countertops, white cabinetry, stainless-steel appliances, and a striking black-and-white tile backsplash. Multiple dining options include a breakfast nook, bar seating, and a formal dining area. The spacious primary suite features a spa-like bath with dual vanities, soaking tub, and glass-enclosed shower, while a separate casita-style third bedroom offers an ideal guest retreat or private studio. Residents enjoy deeded access to the Bay Isles Beach Club, a private Gulf-front facility with pavilions, restrooms, picnic areas, and beach chair storage. Optional membership to the Longboat Key Club provides access to 45 holes of championship golf, a world-class tennis center, a full-service marina, spa and wellness facilities, and multiple dining venues.

3543 Mistletoe Lane, Longboat Key

1000 Longboat Club Road Unit 402, Longboat Key

$995,000

Coastal Elegance at Privateer South, Longboat Key! Set directly along the Gulf of Mexico, this beautifully renovated two-bedroom residence at Privateer South offers effortless beachfront living within the gates of the prestigious Longboat Key Club. Move-in ready, every detail of this turnkey fourth-floor getaway speaks to comfort, style, and sophistication, framed by sweeping Gulf views and warm coastal light. Porcelain tile floors extend throughout, creating a seamless flow from room to room, while all-impact glass sliders and windows frame tranquil vistas and ensure peace of mind. The open-concept great room is spacious yet inviting, with defined living and dining areas that connect effortlessly to one of two private terraces—perfect for morning coffee or evening sunsets over the water. The modern kitchen features solid wood, shaker style cabinetry (unified throughout the home), sleek granite countertops, stainless-steel appliances, wine refrigerator, and breakfast bar seating, offering the perfect blend of beauty and function. Built-in shelving adds both storage and architectural character, while subtle lighting and window treatments complete the refined aesthetic. The primary suite serves as a private retreat with direct terrace access, a generous wall-to-wall custom-built closet, and a revamped en-suite bathroom featuring dual vanities, granite counters, and a spacious shower with multiple heads. The second bedroom is thoughtfully designed to function as a stylish office or guest suite, complete with a walk-in closet and custom Murphy bed concealed behind clean cabinetry—ideal for flexible use of space. A second full bath with tub/shower combination is equally well-appointed. Two terraces—overlooking the shimmering Gulf and eastern sunrise views—extend the living experience outdoors. The residence also includes an assigned covered parking space, the convenience of interior laundry, and abundant storage throughout. Privateer South is one of Longboat Key’s premier beachfront communities, offering resort-style amenities in a serene and secure setting. Residents enjoy a Gulf-front heated pool and spa, tennis and pickleball courts, fitness center, and clubhouse, all surrounded by lush tropical landscaping with direct access to one of Florida’s most pristine stretches of sand. Association fees include cable, water, waste collection, grounds care, and 24-hour gated security for a truly maintenance-free lifestyle. Perfectly positioned within the Longboat Key Club gates, the location allows members to enjoy world-class golf, a full-service marina, and exceptional dining just moments away (membership options available separately). A short drive brings you to St. Armands Circle for boutique shopping and fine restaurants, or over the bridge to downtown Sarasota, where theater, art, and culture thrive. Offering a rare combination of coastal tranquility, thoughtful design, and resort-style living, Privateer South #402 captures the best of Gulf-front Sarasota living—an inspired residence where every day feels like a retreat.

2 Beds ⋅ 2 Baths ⋅ Privateer South SubDv. ⋅ 34228 Zip Code

Coastal Elegance at Privateer South, Longboat Key! Set directly along the Gulf of Mexico, this beautifully renovated two-bedroom residence at Privateer South offers effortless beachfront living within the gates of the prestigious Longboat Key Club. Move-in ready, every detail of this turnkey fourth-floor getaway speaks to comfort, style, and sophistication, framed by sweeping Gulf views and warm coastal light. Porcelain tile floors extend throughout, creating a seamless flow from room to room, while all-impact glass sliders and windows frame tranquil vistas and ensure peace of mind. The open-concept great room is spacious yet inviting, with defined living and dining areas that connect effortlessly to one of two private terraces—perfect for morning coffee or evening sunsets over the water. The modern kitchen features solid wood, shaker style cabinetry (unified throughout the home), sleek granite countertops, stainless-steel appliances, wine refrigerator, and breakfast bar seating, offering the perfect blend of beauty and function. Built-in shelving adds both storage and architectural character, while subtle lighting and window treatments complete the refined aesthetic. The primary suite serves as a private retreat with direct terrace access, a generous wall-to-wall custom-built closet, and a revamped en-suite bathroom featuring dual vanities, granite counters, and a spacious shower with multiple heads. The second bedroom is thoughtfully designed to function as a stylish office or guest suite, complete with a walk-in closet and custom Murphy bed concealed behind clean cabinetry—ideal for flexible use of space. A second full bath with tub/shower combination is equally well-appointed. Two terraces—overlooking the shimmering Gulf and eastern sunrise views—extend the living experience outdoors. The residence also includes an assigned covered parking space, the convenience of interior laundry, and abundant storage throughout. Privateer South is one of Longboat Key’s premier beachfront communities, offering resort-style amenities in a serene and secure setting. Residents enjoy a Gulf-front heated pool and spa, tennis and pickleball courts, fitness center, and clubhouse, all surrounded by lush tropical landscaping with direct access to one of Florida’s most pristine stretches of sand. Association fees include cable, water, waste collection, grounds care, and 24-hour gated security for a truly maintenance-free lifestyle. Perfectly positioned within the Longboat Key Club gates, the location allows members to enjoy world-class golf, a full-service marina, and exceptional dining just moments away (membership options available separately). A short drive brings you to St. Armands Circle for boutique shopping and fine restaurants, or over the bridge to downtown Sarasota, where theater, art, and culture thrive. Offering a rare combination of coastal tranquility, thoughtful design, and resort-style living, Privateer South #402 captures the best of Gulf-front Sarasota living—an inspired residence where every day feels like a retreat.

1000 Longboat Club Road Unit 402, Longboat Key

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