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2141 Harbourside Drive Unit 1203, Longboat Key
$1,450,000
3 Beds ⋅ 3 Baths ⋅ Harbour Oaks SubDv. ⋅ 34228 Zip Code
Welcome to an exceptional turnkey, furnished, and newly renovated villa in Harbour Oaks, ideally located within Bay Isles in the heart of Longboat Key. This end-unit residence offers the right blend of natural warmth, contemporary finishes, and curated style. With high ceilings, abundant natural light, and a spacious floor plan, the home feels remarkably open and inviting. Warm hickory wood floors extend throughout the living areas, adding richness and character to the home's fresh, contemporary design. The impressive kitchen features an oversized island with a dramatic waterfall-edge quartz countertop in a concrete-inspired finish that is both beautiful and requires no maintenance. Stainless steel GE Café appliances complement the kitchen, while a custom coffee bar with floating shelves and a stunning backsplash adds another layer of style and functionality. For evening entertaining, the custom built-in bar is a standout feature, topped with a beautiful live-edge Saman wood countertop. It is the perfect place to pour a cocktail and enjoy the relaxed Longboat Key lifestyle. The spacious dining area is adjacent to a beautiful atrium that fills the home with magnificent natural light. Newly tiled with stone. It is screened overhead, allowing the sliders to be opened, creating a wonderful connection to the outdoors and inviting fresh air into the dining and living space. The oversized screened lanai is another exceptional feature, with brand-new stone pavers and a new panoramic screen enclosure. Lush new greenery surrounds the lanai, creating a private tropical setting that feels like your own outdoor retreat. The primary suite is a luxurious sanctuary with three closets, including a walk-in, all outfitted with customized shelving for exceptional organization. The beautifully renovated primary bath features Carrera marble countertops, dual sinks, warm gold fixtures, and a separate water closet. The spacious second bedroom offers a private ensuite bath with a marble-floored shower, Carrera marble vanity top, and a separate water closet. The generous third bedroom is currently used as a fitness room but offers ample space for a comfortable bedroom, along with a generous closet. Storage is abundant throughout the home. A beautifully appointed powder room serves guests. As an end unit, this villa enjoys a large manicured grass side yard and an enviable location just steps from the community pool. This home has an attached 2-car garage with a new epoxy-coated floor and an additional fridge.  An especially wonderful benefit of living in Bay Isles is automatic membership in the Bay Isles Beach Club, just minutes away on Longboat Key's beautiful sandy beaches. Enjoy five acres of beachfront, gated parking, beach chair storage, newly renovated restrooms, grills and picnic tables—a wonderful setting for family and friends to gather, sunset strolls, and memories to last a lifetime. Close proximity to the Longboat Key Club with 45 holes of golf, 5 private restaurants, and a world-class tennis and pickleball facility. This residence is more than a renovation; it is a completely reimagined home where thoughtful design, beautiful materials, and the ease of living the good life on Longboat Key come together beautifully.

2141 Harbourside Drive Unit 1203, Longboat Key

3488 Mistletoe Lane, Longboat Key
$3,275,000
3 Beds ⋅ 3 Baths ⋅ Coreys Landing SubDv. ⋅ 34228 Zip Code
Behind the gates of the Longboat Key Club in the highly coveted Corey’s Landing neighborhood, this free-standing home with direct open Bay views enjoys a private pool and boat dock. Set within an intimate, established enclave there is a difference in this property. It’s a free-standing residence which means you don’t share any common elements with an attached neighbor necessitating joint decisions on when to paint or replace a roof. There are only four free standing homes such as this, the rest are attached. This home welcomes you through double doors into a showplace of light, style, and space with immediate expansive bay views. Step outside to the expansive screened lanai — an inviting oasis for relaxing or entertaining by the pool while taking in mesmerizing bay views and the twinkling lights of downtown Sarasota. Enjoy immediate bay access with the private boat dock and lift. Inside, soaring transom windows, walls of glass, and rich wood floors enhance the open great-room design — a perfect setting for entertaining around the elegant fireplace. The updated kitchen connects seamlessly to the dining and living areas, showcasing sleek white cabinetry, a striking tile backsplash, solid-surface countertops, stainless steel appliances, and a generous breakfast bar ideal for casual gatherings. The first-floor primary suite is a private retreat with walls of glass, a cozy sitting area, custom built-ins, dual closets, and a luxurious remodeled bath featuring dual vanities, a large walk-in shower, and a separate water closet. Also on the main level are a private guest suite, second bedroom, full bathroom, a study/den, and a convenient outdoor dog space. Upstairs, a versatile loft provides the flexibility for a gym, library, or additional guest accommodations. The attached two-car garage offers ample storage, while Corey’s Landing residents enjoy access to a community pool, spa, Har-Tru tennis courts, and the private Bay Isles Beach Club. Ideally located near world-class shopping, dining, and the renowned St. Armands Circle, this residence captures the essence of the Longboat Key lifestyle — elegant, relaxed, and effortlessly connected to both land and sea.

3488 Mistletoe Lane, Longboat Key

2550 Harbourside Drive Unit 334, Longboat Key
$1,400,000
3 Beds ⋅ 3 Baths ⋅ Longboat Key Club SubDv. ⋅ 34228 Zip Code
Waterfront. Exquisite Bay Views. Deeded beach access. Bring your contractor and your imagination. This 3 Bedroom, 3 Bathroom, sun-filled unit lives large with over 3000 sqft of living space and wraparound balconies to capture all the magnificent views. Freshly painted and sparkling clean. Updates include a new roof 2025, 2 water heaters (2022), 2 A/C units (2022). Priced below appraised value. Marina Bay is pet-friendly, allowing one pet up to 25 lbs. Boat slips are available for purchase or lease, subject to availability. The Bay Isles Beach Club adds another dimension to island life. This private Gulf-front retreat offers gated entry, parking, restrooms, showers, and shaded seating along a beautiful stretch of sandy beach.Enjoy nearby shopping and exceptional dining. For those seeking additional recreation and social opportunities, optional membership at the Longboat Key Club offers golf, tennis, pickleball, beach club access, marina facilities, spa and wellness amenities, several dining venues, and an active social calendar. Expansive bay views, room to spread out, and access to both boating and the beach create a wonderful opportunity to shape your own Longboat Key lifestyle. Make an appointment today!

2550 Harbourside Drive Unit 334, Longboat Key

4380 Exeter Drive Unit 101, Longboat Key
$389,500
2 Beds ⋅ 2 Baths ⋅ Longboat Harbour Towers SubDv. ⋅ 34228 Zip Code
Virtually Staged. Investor alert. Great investment opportunity! Condominium is in great condition. Best price for two-bedroom, two-bath condominium in sought after community of Longboat Harbour. Motivated sellers, ready to have a new buyer enjoy this lovely waterfront first-floor end-unit condominium. New roof, all assessments paid, granite countertops, kitchen open to living area. All glass lanai, tile throughout main living, carpet in bedrooms were in the bedrooms but carpet removed for new flooring to be installed. A huge plus: end unit, close to the beach, washer and dryer are in the unit. Hurricane shutters on rear of unit. Additionally, the beautifully renovated recreation room overlooking the bay serves as heart of social gatherings in Longboat Harbour, hosting a variety of clubs and activities complemented by a kitchen and dance floor. The four heated swimming pools provide relaxation and enjoyment year-round. For beach lovers, a community beach pavilion across Gulf of Mexico Drive offers residents private, private deeded beach access with a cabana, parking, restrooms and dressing areas. Witness breathtaking sunrises, spot manatees and savor stunning sunsets along the Gulf beach. This exceptional opportunity offers an unparalleled lifestyle in one of Longboat Key's active, social and vibrant communities! Seize the opportunity to experience waterfront living at its finest. This condominium community was not impacted by hurricane flood waters, according to the owner. Make this beautiful community your next home!

4380 Exeter Drive Unit 101, Longboat Key

2550 Harbourside Drive Unit 333, Longboat Key
$1,495,000
3 Beds ⋅ 3 Baths ⋅ Marina Bay SubDv. ⋅ 34228 Zip Code
Set within the gated BAY ISLES community, this MARINA BAY residence offers a rare combination on Longboat Key: the scale and privacy of a single-family BAYFRONT home with the ease of condominium living. Spanning approximately 3,000 square feet with three bedrooms and two-and-a-half baths, the residence feels expansive and closely connected to Sarasota Bay. Floor-to-ceiling glass across the main living areas and primary suite frames mature mangroves and coastal trees, creating a peaceful, park-like setting with filtered morning light and bay views. Nearly 400 square feet of screened lanai space extends the living area outdoors, while a second west-facing balcony serves the guest bedrooms and captures afternoon light and evening skies. The primary suite offers bay views from bed, terrace access, dual walk-in closets and a spacious bath with soaking tub, dual vanities and glass-enclosed shower. The kitchen features quartz countertops, Sub-Zero refrigeration, generous prep space, a wet bar with beverage refrigerator and a built-in desk nook. A large walk-in laundry room adds substantial workspace and storage. Freshly painted with new carpeting, the residence also features two-zone air conditioning with new condensers installed in 2025, two hot-water tanks with flood-stop protection, air-conditioned storage, assigned garage parking and exceptional closet space. Marina Bay is known for attentive management and a well-run homeowners association, with an experienced on-site manager and amenities including a fitness center, tennis and pickleball courts, heated resort-style pool, EV charging and car-washing facilities. The building's new roof was completed in 2025, and the community is pet-friendly. Longboat Key Club Marina is immediately adjacent, while Publix, CVS, banking and the post office are just blocks away, creating a genuinely walkable daily rhythm uncommon on Longboat Key. Ownership also includes access to the private Bay Isles Beach Club, a gated Gulf-front retreat with parking, pavilions, grilling areas, restrooms and sunset seating. Optional membership at the nearby Longboat Key Club offers golf, tennis, spa and wellness amenities, and waterfront dining. For buyers seeking the comfort and proportions of a home without the maintenance of one, this Marina Bay residence offers an uncommon balance of space, privacy, nature and convenience.

2550 Harbourside Drive Unit 333, Longboat Key

340 Gulf Of Mexico Drive Unit 136, Longboat Key
$2,995,000
3 Beds ⋅ 4 Baths ⋅ Tangerine Bay Club SubDv. ⋅ 34228 Zip Code
Rarely available and distinctly different from traditional condominium living, this two-level penthouse at Tangerine Bay Club pairs nearly 3,000 square feet of beautifully reimagined interiors with sweeping bay views and the privacy of a single-family home. Positioned on a coveted south-facing corner, Residence #136 captures an extraordinary panorama encompassing the bay, downtown Sarasota skyline and protected mangrove preserves. Two generous terraces, a private courtyard entry and a private two-car garage further distinguish this exceptional residence. Inside, the renovation strikes a sophisticated balance between coastal ease and thoughtful design. Soaring vaulted ceilings amplify the natural light, while expansive walls of glass keep bay vistas at the forefront of the main living spaces. A gas fireplace and custom entertainment wall create a dramatic focal point, and direct access to the terraces extends everyday living and entertaining outdoors. Impact-rated Andersen windows, motorized storm shutters, custom LED lighting and California Closets add another layer of comfort and functionality. At the heart of the main level, the gourmet kitchen was designed as much for entertaining as for the serious home chef. Honed marble countertops complement a substantial leathered-stone island and custom cabinetry. A remarkable collection of appliances and culinary features includes a La Cornue dual-fuel range with French plate, Flamberge rotisserie oven, galley sink, wine cooler and Sub-Zero beverage drawers. An adjoining breakfast area provides a relaxed place to begin the day, while the formal dining area accommodates larger gatherings against the backdrop of the residence’s open living spaces. Privately positioned, the primary suite is a serene retreat with direct terrace access, custom closets and a beautifully appointed spa-inspired bath. Quartz surfaces, dual vanities, a freestanding soaking tub and expansive walk-in steam shower create a luxurious setting. Also on the main level, the second bedroom is currently arranged as a den with a nearby full bath, providing flexibility for guests, an office or additional living space. Upstairs, the home reveals another dimension: a lofted lounge with custom built-ins overlooks the living areas below, while a private third en-suite bedroom creates an ideal retreat for visiting family and friends. The separation between levels allows the residence to live comfortably whether hosting a full house or enjoying it as a private island escape. Outdoor living is equally compelling. Two terraces capitalize on the penthouse’s south-facing orientation and elevated perspective. Combined with the private courtyard entrance and two-car garage, these spaces reinforce the feeling of a home. Tangerine Bay Club is one of Longboat Key’s distinctive resort-style communities, recognized for its lush mature landscaping and exceptional location at the southern end of the island. Residents enjoy a 25-meter heated pool and spa set on a private island, tennis and pickleball, fitness, kayak launch, walking paths and a day dock available on a first-come basis. Adding to the community’s appeal, Tangerine Bay Club successfully completed its milestone inspection without requiring repairs, maintains healthy reserves and, at this time, has no special assessments anticipated. Optional membership to the Bay Isles Beach Club provides access to a private beach, adding another dimension to the Longboat Key lifestyle.

340 Gulf Of Mexico Drive Unit 136, Longboat Key

1955 Gulf Of Mexico Drive Unit G6-407, Longboat Key
$769,000
2 Beds ⋅ 2 Baths ⋅ Seaplace SubDv. ⋅ 34228 Zip Code
Gulf-front view in Seaplace with reserved covered parking! This is a special opportunity to own a rarely available floor plan on the penthouse level in an atrium-style building. This residence has extra-high ceilings and spectacular Gulf water views, a large screened-in lanai overlooking the Gulf, and an extra-spacious open floor plan. It's being sold turnkey furnished and is ready to enjoy from day one. The open living and dining areas flow seamlessly to the expansive screened-in lanai, creating the perfect setting to relax, entertain, and take in the stunning Gulf sunsets. The generous primary bedroom offers an abundance of closet storage, while an in-unit washer and dryer provide everyday convenience. Additional features include a new impact-rated front door with a digital lock system, impact window and door shutters, and a private locking storage unit conveniently located on the same floor. The reserved covered parking space is very convenient to the elevator. HVAC, 2025. Set on 42 acres of Gulf-front, meticulously landscaped grounds, Seaplace offers resort-style amenities that make this community especially inviting. There are 2 large swimming pools with spas and a separate kiddie pool that provide plenty of options for relaxing and enjoying the Florida sunshine. At the beach, lounges and umbrellas are set up for residents to enjoy, making a day by the Gulf effortless. There are 3 har-tru tennis courts, and a mile of walking trails on the property. The modern clubhouse offers a state-of-the-art gym and an inviting gathering room where residents come together for parties, card games, social activities, or simply to get to know their neighbors. A special lending library adds another thoughtful touch. As the sun begins to set, residents gather around the clubhouse firepit to socialize, grill dinner, and watch the spectacular sunsets together over the Gulf. Seaplace is just a short 5 minute drive to St. Armand's Circle, where you'll find fantastic shopping and incredible restaurants and cafes. Also, at Seaplace you'll have the convenience of being close to Publix and CVS on Longboat Key which are within walking or biking riding distance or minutes away by car. Visit this residence in Seaplace to see how wonderful Longboat Key life can truly be. Book your appointment today.

1955 Gulf Of Mexico Drive Unit G6-407, Longboat Key

1445 Gulf Of Mexico Drive Unit 101, Longboat Key
$1,090,000
3 Beds ⋅ 3 Baths ⋅ Players Club SubDv. ⋅ 34228 Zip Code
Step into this highly desirable corner residence featuring three bedrooms, three full baths, and a 36’ x 11’ sunroom at The Players Club. Unique to this residence is a private garage, offering rare security and convenience plus an additional covered under-building parking space. You’ll immediately be drawn to the impressive 31’ balcony, offering sweeping views of the resort-style pool, lush, landscaped grounds, and breathtaking sunsets over the Gulf of Mexico. The outdoor space is perfect for alfresco dining, entertaining friends, or simply enjoying the tranquil Gulf breezes. An open, white eat-in kitchen is designed with custom cabinetry and extra storage that flows seamlessly into the main living and dining areas. Just off the kitchen, French doors open to a generous multipurpose sunroom that can serve as a home office, reading retreat, casual lounge, or even a fourth bedroom for guests. The primary bedroom, a private sanctuary with an en-suite bath offers a soaking tub, separate glass-enclosed shower, dual vanities, and a fitted walk-in closet. A second bedroom functions as an additional master with a fitted walk-in closet and en-suite bath with dual sinks. A true third bedroom with two separate fitted closets and an adjacent full bathroom adds flexibility for additional guests. Set on 11 acres of beachfront with 560 feet of Gulf frontage, The Players Club offers abundant green space, four Har-Tru tennis courts, a 70-foot heated saltwater pool, spa, fitness center, renovated clubhouse with catering kitchen, outdoor grilling areas, putting green, on-site management, and fully funded reserves and is located Just minutes from St. Armands Circle, downtown Longboat Key, and the Longboat Key Club - with championship golf, premier tennis, and a deep-water marina. One of the largest floor plans available in the community, this residence blends privacy, convenience, and resort-style beachfront living. Offered partially furnished.

1445 Gulf Of Mexico Drive Unit 101, Longboat Key

1975 Gulf Of Mexico Drive Unit G4-203, Longboat Key
$795,000
2 Beds ⋅ 2 Baths ⋅ Seaplace SubDv. ⋅ 34228 Zip Code
Virtually Staged. Wake up to breathtaking, unobstructed views of the Gulf of Mexico from this two-bedroom, two-bath condominium in beautiful Seaplace. The screened-in lanai provides the perfect setting to relax, take in spectacular sunsets and enjoy the azure waters of the Gulf. On the lanai there is an additional large retractable screen for protection from the sun along with a hurricane impact sliding glass door. Offered unfurnished and a clean slate ready for updating, this residence presents a wonderful opportunity to bring your own style and vision to a prime Gulf-facing property. This residence offers spacious and comfortable living space, while the spectacular views provide a backdrop that is truly hard to replicate. Additional features include electric hurricane shutters on the bedroom windows, two assigned parking spaces, including one covered space, offering convenience and value. The Seaplace community on Longboat Key has 42 acres of magnificent grounds, 1/2 mile of beautiful beach and a mile walking trail around the property. Included in the amenities are two swimming pools with spas, kiddie pool, fitness room, sauna, fire pit and kiddie playground. Located very close to famous Saint Armand's Circle and downtown Sarasota where you will find an abundance of restaurants, boutique shopping, art galleries, live theatre, ballet and an opera house. Don't miss this chance to live in paradise on unique Longboat Key. BE SURE TO SEE THE VIRTUAL TOUR!

1975 Gulf Of Mexico Drive Unit G4-203, Longboat Key

3808 Gulf Of Mexico Drive Unit E412, Longboat Key
$1,175,000
3 Beds ⋅ 3 Baths ⋅ Beach Harbor Club SubDv. ⋅ 34228 Zip Code
Rarely available penthouse living at Beach Harbor Club pairs sweeping Sarasota Bay views with deeded access to the white sands of the Gulf of Mexico. Set on the top floor of Building E, Residence #E412 is an exceptionally spacious three-bedroom, three-bath retreat offering more than 2,500 square feet, captivating water views from nearly every room and the relaxed indoor-outdoor lifestyle that makes Longboat Key so desirable. This residence also includes two premium covered parking spaces. From the moment you arrive, the water takes center stage. A private screened front patio creates an inviting outdoor perch overlooking the bay, while inside, an expansive, light-filled floor plan unfolds through generous living, dining and family spaces. Walls of glass frame the sparkling bay, surrounding tropical landscape and boating activity below, creating a constant connection to the waterfront setting. The oversized living room flows naturally into the enclosed bayfront terrace, now incorporated as a comfortable family room for additional year-round living space. Impact-rated sliding glass doors open to a Juliet balcony, inviting refreshing bay breezes inside while preserving the protection and comfort of an enclosed space. It is an ideal setting for morning coffee, reading, entertaining or simply watching the ever-changing colors of the water. Designed for both everyday living and entertaining, the formal dining room is surrounded by windows and enjoys beautiful bay views. The adjacent eat-in kitchen, renovated in 2018, features abundant cabinetry and workspace, a breakfast nook and its own picturesque outlook across the water. Three generously sized bedrooms are arranged in a desirable split plan, providing privacy for owners and overnight guests. The spacious primary suite is positioned to take advantage of the waterfront setting and includes a sitting area and an updated en-suite bath renovated in 2023. The additional bedroom suites offer exceptional flexibility for visiting family, guests or a home office. Beyond the residence, Beach Harbor Club delivers the quintessential Longboat Key lifestyle from bay to beach. Residents enjoy a bayfront clubhouse with social room, bar and catering kitchen, library, fitness center, heated swimming pool, Tiki hut and barbecue area, shuffleboard, car wash station, fish-cleaning station and outdoor shower. Boaters and paddlers will especially appreciate Beach Harbor Club's on-site marina, where assigned boat slips and kayak storage racks are available on a first-come basis. Just across Gulf of Mexico Drive, the community's deeded Gulf beach access puts the turquoise waters and soft sands of Longboat Key only moments from home—offering the rare opportunity to spend the morning boating on Sarasota Bay and the afternoon along the Gulf. Ideally positioned on the southern end of Longboat Key, #E412 is convenient to the boutiques, restaurants and cafés of St. Armands Circle, while Downtown Sarasota is just beyond the Ringling Bridge for acclaimed dining, galleries, theaters, the Sarasota Opera, Marina Jack and the city's celebrated arts and cultural scene. Longboat Key's waterfront restaurants, golf, tennis, parks and miles of shoreline are also close at hand.

3808 Gulf Of Mexico Drive Unit E412, Longboat Key

3060 Grand Bay Boulevard Unit 162, Longboat Key
$1,595,000
3 Beds ⋅ 4 Baths ⋅ Grand Bay SubDv. ⋅ 34228 Zip Code
From the sixth-floor in Building One at Grand Bay, this Biscayne residence captures sweeping 180-degree views across Sarasota Bay, the golf course and the Gulf of Mexico. The 3-bedroom, 3.5-bath home offers approximately 2,250 square feet, along with an expansive wraparound terrace that makes the most of the views and western sunsets. Private elevator access opens directly into the residence’s foyer and an open, light-filled great room framed by walls of glass. High stepped ceilings add volume, while built-ins provide useful storage and display space. Sliding glass doors extend the living areas onto the terrace, creating an easy connection between indoors and out. The updated kitchen is open to the main living space and features white stone countertops, a generous breakfast bar, streamlined cabinetry and new KitchenAid appliances. The primary suite enjoys terrace access and includes a custom walk-in closet and spacious bath with distinctive tilework, a glass-enclosed walk-in shower, soaking tub, makeup counter and separate water closet. Two additional bedrooms each feature en-suite baths and direct outdoor access, providing comfortable and private accommodation for guests. Important updates include 2 new (2026) air handlers, hurricane shutters, appliances and electric window treatments. Grand Bay offers an exceptional collection of amenities, including two heated pools and spas, a clubhouse, fitness center with saunas, Har-Tru tennis courts and scenic walking paths. Ownership also includes membership in the Bay Isles Beach Club, providing residents with private Gulf Beach access. For those seeking additional golf, tennis, dining and club amenities, membership at the Longboat Key Club is available separately. Boaters will appreciate the convenience of nearby Longboat Key Moorings Marina. Grand Bay is also pet-friendly and welcomes large dogs. With its expansive views, generous outdoor living space and access to some of Longboat Key’s most desirable amenities, this residence offers an easy way to enjoy the best of island living.

3060 Grand Bay Boulevard Unit 162, Longboat Key

4525 Gulf Of Mexico Drive Unit 204, Longboat Key
$1,125,000
2 Beds ⋅ 2 Baths ⋅ Castillian The SubDv. ⋅ 34228 Zip Code
Direct Gulf-front living, uninterrupted beach views and spectacular sunsets define this furnished retreat at The Castillian on Longboat Key. Positioned in the South Building, Residence #204 offers a front-row perspective of the Gulf of Mexico, with expansive water views from nearly every room. Thoughtfully maintained and updated, this two-bedroom residence offers 1,362 square feet of interior living space, including an enclosed Gulf-front terrace that creates a comfortable extension of the residence. From the moment you enter, the Gulf becomes the focal point. A light-filled, open living and dining area leads directly to the enclosed terrace, where floor-to-ceiling glass frames turquoise water, the natural dune landscape and the beach beyond. Impact sliding glass doors open to welcome refreshing Gulf breezes, creating a versatile space for enjoying the ever-changing coastal scenery and everyday living. The east-facing eat-in kitchen, updated in 2017, combines functionality with a fresh coastal aesthetic. Quartz countertops, a breakfast bar, stainless steel appliances and shaker-style cabinetry complement the generous workspace, while a convenient laundry closet adds everyday practicality. The kitchen connects naturally to the living and dining areas, creating an easy flow for entertaining. A split-bedroom floor plan provides privacy for owners and guests. The Gulf-facing primary suite offers beautiful water views, a walk-in closet and an en-suite bath updated in 2017 with quartz finishes and a glass-enclosed shower. The guest bedroom is comfortably separated from the primary suite and is served by a similarly updated second bath. Offered turnkey furnished, the residence is ready for immediate enjoyment as a full-time island home or seasonal getaway. Additional conveniences include deeded under-building parking and a separate storage unit. Beyond the residence, The Castillian offers the intimate atmosphere of a 60-residence beachfront community, with two buildings overlooking the Gulf. Its beautifully maintained grounds and collection of amenities encourage an easygoing coastal lifestyle. Spend afternoons beside the heated Gulfside swimming pool, unwind in the hot tub or gather with friends at the clubhouse and outdoor grilling area. Tennis, kayak storage and opportunities for walking and biking add to the appeal, while more than 700 feet of beachfront places Longboat Key’s soft sand and sparkling Gulf waters just steps from your front door. The community is pet-friendly, subject to association restrictions. The Castillian’s central Longboat Key location also provides convenient access to the island’s waterfront restaurants, golf, tennis and marinas. To the south, St. Armands Circle offers boutique shopping, restaurants and cafés, while Downtown Sarasota is home to acclaimed dining, galleries, theaters, Sarasota Opera, Marie Selby Botanical Gardens and the scenic Bayfront. To the north, Anna Maria Island and the charming coastal communities of Manatee County offer additional opportunities for exploring Southwest Florida.

4525 Gulf Of Mexico Drive Unit 204, Longboat Key

3617 Fair Oaks Place, Longboat Key
$2,100,000
3 Beds ⋅ 4 Baths ⋅ Queens Harbour (F/K/A Manchester Bay) SubDv. ⋅ 34228 Zip Code
Virtually Staged. Tucked within the highly sought after Queens Harbour enclave of Bay Isles, this exceptional residence captures the effortless elegance and relaxed sophistication of the Longboat Key lifestyle. Queens Harbour offers the rare combination of single-family living with a low-maintenance lifestyle, including landscaping, irrigation, and exterior painting. Grand double entry doors open to nearly 3,000 square feet of beautifully refreshed interiors, where soaring 12- to 15-foot ceilings, abundant natural light, serene water views, and refined architectural details create an immediate sense of space and tranquility. Newly installed wood-look porcelain tile flows throughout the living and dining rooms, den, and first-floor bedrooms, bringing warmth and continuity to the home. At the heart of the residence, the newly renovated kitchen pairs sophisticated design with exceptional functionality. Quartz countertops, a dramatic waterfall island, second prep sink, new backsplash, and stainless steel appliances create an inviting space for cooking and entertaining. An adjoining breakfast nook is framed by a bay window overlooking the pool and lake. The thoughtfully designed split floor plan features three private en-suite bedrooms, a powder room, and an elegant den or office with custom cabinetry that may also serve as a fourth bedroom. The first-floor owner’s suite enjoys direct lanai access and tranquil lake views, complemented by a spa-inspired bath with dual vanities, soaking tub, and spacious walk-in shower. A second en-suite bedroom on the main level provides privacy and comfort for guests. The upper level features an additional en-suite bedroom and flexible living area, creating a secluded retreat ideal for guests, extended stays, or multigenerational living. Outdoors, the expansive screened lanai embraces the home’s peaceful waterfront setting. A heated pool and spa overlook the lake and fountain, while a generous covered sitting area with tongue-and-groove ceiling and coordinating accent wall provides an inviting setting for entertaining or relaxing. A 2023 tile roof adds to the home’s thoughtful updates and long-term appeal. Ownership in Bay Isles includes access to the private Bay Isles Beach Club and its pristine Gulf shoreline. Optional membership to the Longboat Key Club offers golf, tennis, dining, resort amenities, and access to Harbourside Marina. Ideally situated in the heart of Longboat Key, the home is convenient to the shops and everyday amenities of Bay Isles, with St. Armands Circle and downtown Sarasota’s acclaimed dining, arts, and cultural offerings just a scenic drive away. Boating, kayaking, fishing, waterfront dining, and some of Florida’s most beautiful beaches are all within easy reach. A refined island residence offering the privacy of a single-family home, the ease of low-maintenance living, and the exceptional lifestyle that defines Bay Isles and Longboat Key.

3617 Fair Oaks Place, Longboat Key

3578 Fair Oaks Way, Longboat Key
$2,695,000
3 Beds ⋅ 4 Baths ⋅ Queens Harbour (F/K/A Manchester Bay) SubDv. ⋅ 34228 Zip Code
Waterfront living takes center stage at this impressive Queens Harbour residence, offering 3 bedrooms plus a den and 3½ bathrooms across more than 3,000 square feet of indoor living. The home opens to a tropical pool and spa, covered outdoor living, and a private dock with boat lift on a navigable canal with convenient access to Sarasota Bay. Set behind the gates of Bay Isles, the home offers generous living spaces and an exceptional Longboat Key lifestyle. A paver drive framed by mature tropical landscaping leads to the striking two-story entrance and double glass doors. Inside, soaring tray ceilings, plantation shutters, architectural details and abundant glass create a bright, open feel. A private office sits just off the foyer before the floor plan opens to the main living areas. The great room features a dedicated bar and flows into adjoining living spaces, with sliders opening to the covered lanai, summer kitchen and pool. The kitchen offers abundant white cabinetry, contrasting stone countertops, a large center island with second sink and paneled refrigerator. A light-filled dining area opens directly to the outdoor living space. The first-floor primary suite overlooks the pool and features an aquarium-glass sitting area, tray ceiling, spacious walk-in closet and bath with split vanities, spa tub and glass-enclosed shower. A second en suite bedroom completes the main level. Upstairs, a generous guest suite can serve as a second primary retreat with a walk-in closet and updated en suite bath. Outside, the pool and spa with cascading waterfall are surrounded by paver decking and tropical landscaping. The covered lanai and summer kitchen create an inviting entertaining space, while the private dock and boat lift provide direct canal access to Sarasota Bay. Ownership in Bay Isles includes membership in the private Gulf-front Bay Isles Beach Club, offering residents direct beach access, covered gathering areas, picnic and barbecue facilities and other conveniences for enjoying the Gulf. Separate optional membership to the Longboat Key Club offers additional golf, tennis, dining, fitness, spa, beach and social amenities depending on membership category.

3578 Fair Oaks Way, Longboat Key

775 Longboat Club Road Unit 405, Longboat Key
$1,095,000
2 Beds ⋅ 2 Baths ⋅ Beaches Of Longboat Key SubDv. ⋅ 34228 Zip Code
Behind the gates of the Longboat Key Club, this 2BR/2BA corner residence at The Beaches offers 1,602± sq. ft. of comfortable living space, a wraparound terrace and views extending across the golf course to the Gulf. Located on the desirable south end of Longboat Key, the residence offers convenient access to the beach and the amenities of both The Beaches and the Longboat Key Club. Double entry doors open to a foyer with tile floors, high ceilings and neutral finishes. The combined living and dining area features walls of new high impact sliding glass doors that bring in natural light and open to the wraparound terrace. With exposures along two sides of the residence, the terrace provides multiple seating areas and views across the golf course and toward the Gulf. The galley-style kitchen offers generous counter space, stainless steel appliances, a tray ceiling and an adjoining breakfast nook with direct terrace access. The guest bedroom is comfortably sized and overlooks the golf course. The primary suite includes a private bath with dual vanities, a spa tub and a separate water closet with walk-in shower. An in-residence washer and dryer add convenience. The Beaches provides 24-hour concierge service, fitness and social rooms, two private tennis courts, a heated pool and spa, private beach access, garage parking and on-site management. Optional membership opportunities at the Longboat Key Club further expand the lifestyle, with Full, Golf, Tennis and Social membership categories offering access to amenities that may include 45 holes of golf, the Tennis Gardens, private dining venues, beach and pool facilities, spa, fitness and marina privileges. Boaters also have access to Longboat Key Club Moorings, a 291-slip, full-service deep-water marina described by the resort as the largest resort marina on Florida’s west coast. The marina accommodates vessels up to 150 feet, with slips available for lease or purchase, subject to availability and applicable membership requirements.

775 Longboat Club Road Unit 405, Longboat Key

2525 Gulf Of Mexico Drive Unit 7B, Longboat Key
$1,450,000
2 Beds ⋅ 2 Baths ⋅ Islands West SubDv. ⋅ 34228 Zip Code
Welcome to your own piece of paradise at the renowned Islands West community on Longboat Key. This desirable 7th floor Gulf-side residence offers beautiful beachfront views, a thoughtfully designed floor plan, and the added peace of mind of hurricane impact windows and doors! The spacious interior features tile flooring throughout and two generously sized master suites, positioned on opposite sides of the residence to provide privacy for owners and guests. Both suites offer ensuite baths and beautiful Gulf views. The kitchen provides ample cabinetry and plenty of space for everyday living, while the main living area offers two separate seating areas and a defined dining space. With beautiful water views from every window, the home brings the natural beauty of the Gulf into everyday living. Step outside onto the spacious balcony and enjoy the coastal breezes, breathtaking Gulf views, and beautiful surroundings. It is the perfect spot to start the morning with coffee or unwind at the end of the day. Islands West offers an impressive collection of amenities, including a newly refurbished clubhouse, heated beachfront pool and hot tub, two fitness rooms, dry sauna, tennis and pickleball court, library, outdoor patio and grilling area, and beautifully landscaped grounds. Secure key-fob entry and direct access to the sandy Gulf beach complete the relaxed beachfront lifestyle. Ideally located on Longboat Key, Bay Isles Shoppes is just across the street, offering Publix, banking, dining, and everyday conveniences. St. Armands Circle, downtown Sarasota, area marinas, golf, and the beaches of Lido Key and Anna Maria Island are all within easy reach. Whether you are looking for a full-time residence, vacation retreat, or a place to enjoy the Florida lifestyle, this Gulf-side residence offers a wonderful combination of views, privacy, amenities, and location.

2525 Gulf Of Mexico Drive Unit 7B, Longboat Key

843 Bayport Way Unit 843, Longboat Key
$645,000
2 Beds ⋅ 2 Baths ⋅ Bayport Bch & Ten SubDv. ⋅ 34228 Zip Code
LONGBOAT KEY LIVING—FROM THE GULF TO THE BAY! Welcome to Bayport Beach & Tennis Club, where island living means having the beach, bay, tennis, kayaking, and resort-style amenities all within your own community. Tucked into a private setting surrounded by tropical landscaping, this 2-bedroom, 2-bath second-floor end unit offers something buyers will appreciate immediately—extra natural light, added privacy, and no one living above you. Inside, the residence feels comfortable and welcoming, with an open living and dining area and a split-bedroom design that gives owners and guests their own space. The kitchen and bathrooms have been updated, the windows are newer, and a full-size washer and dryer inside the condo adds everyday convenience. The primary suite includes a walk-in closet plus a bonus area that works beautifully as a small home office, reading nook, or additional storage space. Florida living continues outdoors with two separate spaces to enjoy. Start the day on the open-air deck or relax on the screened lanai surrounded by Bayport's lush landscaping. Covered parking, guest parking, multiple storage areas, and an owner's closet provide even more functionality. But what truly sets this property apart is Bayport itself. Spanning approximately 27 acres from the Gulf of Mexico to Sarasota Bay, this distinctive Longboat Key community offers approximately 1,200 feet of private Gulf beach access along with an impressive collection of amenities. Spend the day at the heated Junior Olympic-size pool, play a match on one of four Har-Tru tennis courts, work out in the fitness center, launch a kayak onto the bay, or head to the fishing pier. When it's time for the beach, chairs and umbrellas are available for residents to enjoy. Bayport's winding pathways, mature tropical landscaping, and low-density setting create a peaceful atmosphere that feels worlds away—yet you're conveniently located to the restaurants, shopping, and attractions of Longboat Key, St. Armands Circle, and Sarasota. Beach in the morning, bay in the afternoon, and a Gulf sunset to finish the day. Whether you're looking for a full-time residence or a Longboat Key getaway, this is an opportunity to enjoy the island lifestyle from one exceptional Gulf-to-Bay community.

843 Bayport Way Unit 843, Longboat Key

732 Bayport Way, Longboat Key
$1,050,000
2 Beds ⋅ 2 Baths ⋅ Bayport Bch & Ten SubDv. ⋅ 34228 Zip Code
Welcome to 732 Bayport Way, a completely remodeled and beautifully furnished coastal retreat offering a rare Gulf view within Bayport Beach & Tennis Club, one of Longboat Key’s distinctive Gulf to Bay communities. Thoughtfully redesigned and renovated in 2023, this 2 bedroom, 2 bath residence offers approximately 1,456 square feet of sophisticated, move in ready living with virtually every detail updated. The renovation includes new flooring, countertops and windows, along with a dedicated home office that creates the perfect space for working remotely or enjoying a quiet study. The sleek, redesigned kitchen features premium JennAir appliances, crisp contemporary cabinetry, beautiful countertops, a water purification system and thoughtful finishes throughout. Designed with entertaining in mind, the residence also features a custom bar complete with a wine cooler, dedicated whisky display and built in cigar humidor, creating a distinctive space for cocktails, wine and evenings with friends. New furnishings throughout, including select pieces from Restoration Hardware, complete the refined yet relaxed coastal feel. Bayport offers an exceptional Longboat Key lifestyle, stretching from the Gulf of Mexico to Sarasota Bay and giving residents the opportunity to enjoy both beach and bay. Community amenities include private Gulf beach access, a heated swimming pool, tennis courts, fitness facilities, clubhouse, walking and nature paths, kayak facilities and access to Sarasota Bay. Start the morning with a walk along the Gulf, work from your private home office, spend the afternoon by the pool or on the water, and finish the evening entertaining at home or taking in a Longboat Key sunset. Completely remodeled, beautifully furnished and ready to enjoy from day one, 732 Bayport Way offers the opportunity to step directly into the Longboat Key lifestyle without the time, expense or inconvenience of undertaking a major renovation.

732 Bayport Way, Longboat Key

4370 Chatham Drive Unit 304, Longboat Key
$425,000
2 Beds ⋅ 2 Baths ⋅ Longboat Harbour North SubDv. ⋅ 34228 Zip Code
MAJOR $74,000 PRICE REDUCTION, don't miss this newly priced opportunity. Experience the best of Bay-to-Gulf living in this beautifully furnished condominium located on the top-floor in Building G at Longboat Harbour. Featuring 2 bedrooms and 2 bathrooms, this move-in-ready residence offers peaceful canal views, thoughtful updates, and exclusive access to a private, gated beach club on the Longboat Key Gulf Beach, just steps away. Building G also offers a special community feature: a dedicated bump-out area designed for residents’ outdoor gatherings and entertaining. This exclusive feature is available to only two buildings within Longboat Harbour, and Building G is one of them. The bright and inviting interior features a carpet-free design with luxury vinyl plank flooring throughout with tiled bathrooms. New lighting fixtures, custom window treatments and ceiling fans add a fresh, updated touch, while the kitchen is appointed with granite countertops and a stylish backsplash. The updated primary bathroom provides additional comfort and modern appeal with custom vanity and cabinet storage. A new HVAC system installed in 2025 offers added peace of mind. Step outside to the spacious screened lanai, where beautiful canal views create a relaxing backdrop for everyday living, and on those lucky days, you may even catch a glimpse of manatees swimming peacefully through the water. Enhanced by a ceiling fan, this private outdoor space is perfect for enjoying morning coffee, reading a good book, entertaining guests, or unwinding at the end of the day. The condominium is being sold furnished with carefully selected pieces that complement the home’s coastal style and create a warm, comfortable atmosphere. Whether you are searching for a full-time residence, seasonal getaway, or coastal vacation retreat, this property is ready to enjoy from the moment you arrive. Longboat Harbour at Longboat Key offers an exceptional waterfront lifestyle with access to both Sarasota Bay and the beautiful Longboat Key Beach. The community’s private, gated beach club provides a convenient place to relax on the sand, enjoy the Gulf breeze, and take in beautiful Florida sunsets. Residents also enjoy an impressive selection of resort-style amenities, including four heated swimming pools, a fully equipped fitness center, tennis and pickleball courts, fishing piers, kayak & bicycle storage, and boat slips available on a first-come, first-served basis. The community clubhouse/banquet hall offers social events and activities, providing plenty of opportunities to meet neighbors and enjoy an active coastal lifestyle. Ideally situated on Longboat Key, this gated waterfront community offers convenient access to some of the area’s best dining, shopping, and entertainment while maintaining a peaceful and private setting. Whether used as a serene retreat, vacation property, or full-time residence, this furnished condominium provides everything needed to experience the very best of Longboat Key’s Bay-to-Gulf lifestyle. Schedule your private showing or request your virtual tour today, don't miss out this GEM on Longboat Key.

4370 Chatham Drive Unit 304, Longboat Key

1075 Gulf Of Mexico Drive Unit 205, Longboat Key
$1,099,000
3 Beds ⋅ 2 Baths ⋅ Beachplace SubDv. ⋅ 34228 Zip Code
Set within Beachplace on the coveted south end of Longboat Key, this 3-bedroom, 2-bath corner residence offers 1,819+/- sq. ft. of beautifully maintained living space, an expansive wraparound terrace and 1 under-building deeded parking space. Distinctive wallpaper adds personality to the foyer, while plank flooring flows throughout. Just off the entry, double doors open to the third bedroom, currently used as a family and sitting room, while the guest bedroom across the hall opens directly to the terrace. The main living area takes full advantage of the corner setting, with walls of sliding glass doors filling the space with natural light and framing elevated views of the lake, fountains and tropical landscaping. The kitchen features white cabinetry, glass-front accents, stone countertops, stainless steel appliances and a breakfast bar opening to the dining area. Privately positioned away from the guest accommodations, the primary suite enjoys terrace access and tranquil lake and fountain views, along with a spacious bath with dual vanities and a separate water closet. Beachplace is a gated, 31-acre beachfront community known for its mid-century modern architecture and resort-style amenities, including private beach access, a junior Olympic-size pool, spa, kiddie pool, clubhouse, fitness facilities, sauna, tennis and pickleball courts, EV charging stations and grilling areas. Separate membership opportunities are also offered at the nearby Longboat Key Club, with amenities that may include 45 holes of championship golf, tennis, private dining, beach and pool facilities, spa, fitness and marina access, depending on membership category. Rentals are permitted up to 12 times per year with a 30-day minimum, and St. Armands Circle and downtown Sarasota are just minutes away.

1075 Gulf Of Mexico Drive Unit 205, Longboat Key

3802 Gulf Of Mexico Drive Unit A203, Longboat Key
$399,000
2 Beds ⋅ 2 Baths ⋅ Beach Harbor Club SubDv. ⋅ 34228 Zip Code
Gulf views! Just bring your flip flops and bathing suit to this move-in ready 2br/2ba condo on the 2nd floor in Beach Harbor Club. This beautifully maintained Gulf-to-bay community offers boat slips on the bay and private beach access on the Gulf side, as well as pool, clubhouse, gym and private beach access just across the street! This unit has been tastefully updated to include an all-new bright open kitchen with custom cabinetry, stone counters and high-end appliances, including a Fisher & Paykel fridge, a two-drawer Cafe dishwasher, and a Cafe two-oven, six-burner stove. Flooring throughout was replaced with a light blond luxury vinyl plank. Both baths had updates including cabinetry and same quartz countertops found in the kitchen. The AC was replaced in 2024. This home also has a sweet view of the Gulf from the outdoor seating area in the front. The monthly fee includes water, trash, internet, cable, and pest control, as well as the usual insurances, and exterior maintenances. Beach Harbor Club is an active and amenities-rich community with boat docks, a pool, a gym, private beach access, kayak storage, a ground-level storage closet for beach gear, a beautiful clubhouse and just upstairs from this unit is a wonderful rooftop deck for sunset viewing. No effort required to start living your beach life dream today!

3802 Gulf Of Mexico Drive Unit A203, Longboat Key

3530 Mistletoe Lane, Longboat Key
$2,675,000
4 Beds ⋅ 4 Baths ⋅ Coreys Landing SubDv. ⋅ 34228 Zip Code
Freshly updated and directly overlooking Sarasota Bay, this four-bedroom waterfront residence in guard-gated Corey’s Landing returns to the market with significant interior enhancements just completed. Most notably, beautiful brand-new oversized porcelain tile flooring now extends throughout the main living areas, creating a fresh, sophisticated look while visually connecting the home’s open living spaces. The fireplace wall has also been thoughtfully scaled back, opening the sightlines and creating a more effortless flow between the living room, dining room and eat-in kitchen. These new improvements complement an exceptional Longboat Key lifestyle centered around the water. Located behind the gates of Bay Isles, the more than 3,100-square-foot residence combines direct Sarasota Bay frontage, updated dock with 14,000-lb boat lift and deeded access to the private Bay Isles Beach Club on the Gulf of Mexico—a particularly desirable combination for those seeking both boating and beach access. The newly updated main level is designed to draw your attention toward the bay. The oversized porcelain tile provides a clean, cohesive foundation throughout the common areas, while soaring ceilings, abundant natural light and walls of glass enhance the home's open, airy feel. The dramatic bayfront living room features cathedral ceilings, a gas fireplace and impact-rated sliding glass doors opening to the screened waterfront terrace, where wide water views create a beautiful backdrop for morning coffee, entertaining and evenings overlooking Sarasota Bay. The primary suite is conveniently located on the first floor, offering a spacious walk-in closet plus two additional closets and a private en-suite bath. Two additional guest bedrooms on this level—one currently used as a study—share a beautifully updated full bathroom. Upstairs, guests enjoy a private retreat with a loft-style bonus area featuring a built-in entertainment center and an oversized en-suite bedroom finished with elegant tilework. Extensive upgrades enhance comfort and long-term value, including a new tile roof (2023), two A/C systems (2022), remodeled kitchen and baths, recessed lighting, storm windows on the bayside, a new electrical panel, exterior lighting, updated landscaping, sprinkler system, and a new screen enclosure. Corey’s Landing offers a maintenance-free waterfront lifestyle with 24-hour guard-gated security, community tennis courts, and a heated pool and spa. Ownership also includes deeded access to the private Bay Isles Beach Club, where residents enjoy Gulf-front relaxation with pavilion seating, beachside gatherings, and direct access to the white sands of Longboat Key. Ideally positioned behind the gates of Bay Isles, this residence is moments from the Longboat Key Club’s championship golf and tennis facilities, nearby marinas, and island dining. St. Armands Circle, Lido Beach, and downtown Sarasota’s renowned cultural venues, galleries, waterfront parks, and restaurants are all within easy reach—bringing together boating, beach access, and the best of Sarasota’s coastal lifestyle.

3530 Mistletoe Lane, Longboat Key

4800 Gulf Of Mexico Drive Unit PH 3, Longboat Key
$795,000
2 Beds ⋅ 2 Baths ⋅ Windward Bay SubDv. ⋅ 34228 Zip Code
Welcome to your Longboat Key PENTHOUSE, where unobstructed PANORAMIC WATER VIEWS from every room create a breathtaking backdrop from the moment you walk through the door. Recently renovated from top to bottom and offered TURNKEY FURNISHED, this residence is ready to enjoy from day one. The BRAND-NEW KITCHEN showcases quartz countertops, custom cabinetry, and all-new stainless-steel appliances, opening seamlessly to the bright and airy living space. Both bathrooms have been completely updated with modern finishes and quartz countertops, creating a fresh, cohesive feel throughout the home. Other thoughtful updates throughout include luxury vinyl flooring throughout, fresh carpeting in the bedrooms, beautifully remodeled, IMPACT WINDOWS, generous storage, and the convenience of an in-unit washer and dryer. Located in the pet-friendly waterfront community of Windward Bay, residents enjoy an impressive collection of amenities including boat slips, two swimming pools, a fitness center, sauna, tennis and pickleball courts, and three beach access points. NO upcoming special assessments, FULLY FUNDED reserves, and a PASSED Milestone. Perfectly positioned on Longboat Key, this penthouse offers the relaxed island lifestyle while keeping you conveniently connected to the dining, shopping, beaches, and entertainment of Longboat Key, St Armands, and Anna Maria Island. Whether you're searching for a full-time residence or your own Florida getaway, this turnkey waterfront penthouse is ready to welcome you home.

4800 Gulf Of Mexico Drive Unit PH 3, Longboat Key

3453 Gulf Of Mexico Drive Unit 200, Longboat Key
$390,000
1 Beds ⋅ 1 Baths ⋅ Sea Horse Beach Resort SubDv. ⋅ 34228 Zip Code
TURNKEY BEACHFRONT LIVING WITH EXCEPTIONAL RENTAL FLEXIBILITY ON LONGBOAT KEY! Located at Sea Horse Beach Resort, this spacious 1-bedroom, 1-bath condominium offers 876 square feet and an opportunity to enjoy the island lifestyle while taking advantage of short-term rental potential. With rentals managed on-site and minimum stays of just 7 days during season and 3 days throughout the remainder of the year, this property offers flexibility for buyers seeking a vacation retreat with income-producing potential. Inside, the bright and open floor plan features cathedral ceilings, luxury vinyl flooring, and comfortable living and dining spaces that make it easy to settle into island life. The kitchen opens to the main living area, while the loft-style bedroom creates a private retreat above. Step outside, and the reason to own on Longboat Key becomes clear. Sea Horse Beach Resort is located directly along the Gulf, offering a beachfront pool, expansive Gulf views, and the sand and water just steps away. Whether you're searching for your own Longboat Key getaway, a seasonal escape, or a property with short-term rental opportunities, Unit 200 offers a compelling combination of location, flexibility, and laid-back Gulf Coast living.

3453 Gulf Of Mexico Drive Unit 200, Longboat Key

36 Twin Shores Boulevard, Longboat Key
$139,000
1 Beds ⋅ 1 Baths ⋅ Twin Shores Mobile Home SubDv. ⋅ 34228 Zip Code
GET EXCITED ABOUT THIS ONE on Longboat Key! Not just because of the LOCATION, but because of the opportunity to finish making it your own which includes the following (not yet installed) materials: new windows, new flooring, new cabinetry, high-end appliances, ship-lap, as well as the furnishings. AND, you will get to enjoy the NEWLY RENOVATED CLUBHOUSE, which is almost complete. Brand new Tiki Hut coming soon on the beach, as well. Did I mention the extremely affordable HOA fees, which is rare on Longboat Key? Twin Shores is a unique 55+ Gulf-to-Bay community offering access to both the beach and Sarasota Bay. This charming 1-bedroom, 1-bath home (with another full-bath outside) is ready for its next owner to complete the renovation and create their own island retreat. (Also, the owner had plans to install the existing shuttered doors to create an optional temporary 2nd bedroom for overnight guests!) Renovation work has already begun, giving you the opportunity to finish the home to your personal taste and style. This home can be your inviting Longboat Key getaway or full-time island residence. What truly sets this opportunity apart is that Twin Shores has the best of both worlds in this resident-owned Gulf-to-Bay cooperative community, with private deeded Gulf beach access, Sarasota Bay access, marina, community pool and clubhouse. Spend your mornings walking the beach, your afternoons boating or relaxing by the pool, and your evenings enjoying game nights in the clubhouse as well as everything Longboat Key has to offer. Opportunities at this price point on Longboat Key are increasingly hard to find. Offered AS-IS. Renovation is incomplete and the appliances, cabinetry, flooring, and windows at the property are included in the sale. Twin Shores Beach and Marina offers a saltwater/heated community pool, a marina with boat slips available for lease (current waitlist), a beautiful, new clubhouse (almost completed) with plenty of community activities and social events. This community offers an array of outdoor activities because of its beach-to-bay location: Enjoy kayaking, paddle boarding, biking, boating and fishing. Love pickleball? Bayfront Park is a short walk or bike ride away which offers pickleball for all levels. Twin Shores Beach and Marina is a remnant of Old Florida with extremely affordable community fees at $280/month which includes water, sewer, trash, pool maintenance, clubhouse, management, marina, maintenance grounds and common area taxes. Enjoy million-dollar sunrises from the marina and million-dollar sunsets from the deeded beach without the typical Longboat Key million-dollar-plus price tag!

36 Twin Shores Boulevard, Longboat Key

5320 Gulf Of Mexico Drive Unit 204, Longboat Key
$875,000
3 Beds ⋅ 2 Baths ⋅ Longboat Landing Condominium SubDv. ⋅ 34228 Zip Code
What if you didn't have to choose between boating and the beach? At Longboat Landing, Sarasota Bay is out back and the Gulf of Mexico is across the street. Offered TURNKEY FURNISHED, this beautifully updated 3-bedroom, 2-bath residence combines the ease of island living with the intimacy of a nine-residence community on Longboat Key. Inside, 1,323 square feet of thoughtfully designed living space feels open, warm and refreshingly different from the typical beach condo. Rich wood flooring flows through the main living areas, complemented by plantation shutters, crown molding, recessed lighting and French doors. At the heart of the home is a spacious kitchen made for gathering, with stainless appliances, abundant cabinetry, a designer tile backsplash and an oversized peninsula with generous seating. Open to the dining and living areas, it's a layout that works equally well for quiet mornings or a house full of family and friends. Sliding glass doors extend the living space onto a generous screened lanai surrounded by tropical island scenery, creating an inviting place for morning coffee, afternoon reading or cocktails after a day on the water. The primary suite offers an ensuite bath with a generous sitting room and direct lanai access. Two additional bedrooms provide valuable flexibility for visiting family and friends, with one currently arranged as a home office. An interior laundry room adds everyday convenience. Outside your door is what makes this location so compelling. Longboat Landing sits directly on Sarasota Bay, where residents enjoy a fishing pier and first-come boat slips accommodating vessels up to 26 feet, along with a heated community pool and tennis court. With only nine residences, the community offers an intimate setting rarely found among larger island developments. Spend the day boating, fishing or exploring Sarasota Bay, then come home for a swim or simply relax and enjoy the slower pace of island life. Just across Gulf of Mexico Drive is the other side of the Longboat Key lifestyle: the Gulf of Mexico, white-sand beaches, turquoise water and unforgettable sunsets. Here, you don't have to choose between boating and the beach. You can enjoy both. Located on the relaxed north end of Longboat Key, you're close to marinas, waterfront dining and the laid-back character of the island, with Anna Maria Island just beyond Longboat Pass. Head south to St. Armands Circle and downtown Sarasota for exceptional dining and shopping, galleries, theaters, performing arts and the cultural experiences that make Sarasota one of Florida's most distinctive Gulf Coast destinations. Whether you're searching for a full-time Longboat Key residence, winter retreat or Florida second home, this one offers a combination that's increasingly difficult to find: three bedrooms, beautifully updated interiors, turnkey furnishings, boating on Sarasota Bay, the Gulf across the street and the privacy of an intimate nine-residence community. Turnkey furnished, beautifully updated and ready to enjoy, this is more than a Florida getaway. It's an opportunity to arrive with your suitcase and start living the island life you've been waiting for.

5320 Gulf Of Mexico Drive Unit 204, Longboat Key

2425 Gulf Of Mexico Drive Unit 3A, Longboat Key
$1,595,000
2 Beds ⋅ 2 Baths ⋅ Sea Gate Club SubDv. ⋅ 34228 Zip Code
Wake up to the Gulf of Mexico just beyond your windows at this beautifully updated, fully furnished residence at Sea Gate Club, a private Gulf-front community on the coveted southern end of Longboat Key. Perfectly positioned in a quiet third-floor corner location, this two-bedroom, two-bath retreat offers more than 1,600 square feet of coastal living, spectacular Gulf views, and convenient access to recently enhanced resort-style amenities. Floor-to-ceiling impact-rated windows and sliding glass doors fill the residence with natural light while keeping the turquoise waters and sandy shoreline constantly in view. The open layout flows from the extended foyer into spacious living and dining areas, where oversized tile flooring and a neutral palette create a relaxed, contemporary atmosphere. Walls of glass draw your attention toward the Gulf, while sliding doors open to the private covered balcony. A newer glass railing preserves the sweeping views, creating an inviting setting for morning coffee, sea breezes, and unforgettable sunsets. The renovated kitchen is both stylish and functional, featuring quartz countertops, custom cabinetry, stainless steel appliances, glass tile backsplash, breakfast bar, generous storage, and an extended workspace with built-in planning desk overlooking the Gulf. The adjoining dining area is surrounded by windows, allowing water views to remain part of every meal. The spacious east-facing primary suite offers a peaceful retreat with a walk-in closet and updated en-suite bath featuring stone countertops and a walk-in shower. The second bedroom, currently arranged as a den, provides flexibility for guests, a home office, or additional living space. An updated guest bath and convenient in-residence laundry complete the floor plan. The residence is offered furnished and move-in ready. Sea Gate Club is an intimate Gulf-front community of just 90 residences that has undergone extensive improvements, including a newer 2024/2025 roof, exterior restoration, refreshed stucco, newer windows and sliders, updated entryways and corridors, redesigned social room with catering kitchen, and refreshed fitness center. Residents enjoy a heated Gulf-front pool and spa, expansive sundeck, Har-Tru tennis courts, fitness center, social spaces, on-site management, bicycle and kayak storage, and direct access to a private stretch of Longboat Key beach. Ideally located on the southern end of Longboat Key, Sea Gate Club is close to the Longboat Key Club's golf, tennis, marina, and dining opportunities, with St. Armands Circle just minutes away. Downtown Sarasota's renowned restaurants, theaters, galleries, Selby Gardens, The Ringling, and waterfront attractions are also within easy reach. Fully furnished, beautifully updated, and directly overlooking the Gulf, Sea Gate Club #3A offers an exceptional opportunity to embrace the best of Longboat Key beachfront living.

2425 Gulf Of Mexico Drive Unit 3A, Longboat Key

4545 Gulf Of Mexico Drive Unit 311, Longboat Key
$1,095,000
2 Beds ⋅ 2 Baths ⋅ Castillian The SubDv. ⋅ 34228 Zip Code
It doesn't get better than this ... sweeping gulf and beach views, the soothing sound of waves, and instant relaxation at The Castillian on Longboat Key. Residences here rarely become available, so all that's left to do is embrace the casual laid-back lifestyle. The condo's centerpiece is a beautifully renovated open kitchen featuring solid wood cabinetry, granite countertops, GE Monogram appliances, a large stainless steel sink, and a stylish built-in desk area. Both bathrooms have also been updated. The owner's suite, guest bedroom, and great room all open to the balcony, which is equipped with a hurricane shutter for added peace of mind. The Castillian consists of two 30-residence buildings and offers assigned under-building parking, a private storage closet, a heated pool and spa, an outdoor grilling area, and a tennis/pickleball court. This pet-friendly community is conveniently located near Publix and just minutes from the restaurants and shops of St. Armands Circle.

4545 Gulf Of Mexico Drive Unit 311, Longboat Key

448 Gulf Of Mexico Drive Unit A104, Longboat Key
$725,000
2 Beds ⋅ 2 Baths ⋅ Bay Harbour Apts SubDv. ⋅ 34228 Zip Code
Location! Location! Location! Awesome, Spectacular Bay views from the kitchen, dining room, living room and primary bedroom! One Bridge to the Gulf! No wait list boat slip! Longboat Key is the place you want to be for the quiet solitude of a gulf front key condo with easy access to the culture and services of Sarasota! This two bedroom, two bathroom Condo in the bay side community of Bay Harbour, has its own private marina with no wait list, and is just one bridge to the Gulf! Beach access is within minutes from several locations on Longboat, Lido and Anna Maria Island. With a Base Flood Elevation of 10 Ft, this unit was High and Dry during the storms of 2024. It has been exquisitely redesigned with upscale quartz and Cambria counter tops, ceramic and porcelain tile flooring and Bosch Appliances. There is plenty of storage available with the pantry and built in closets. Bay Harbour is a South Longboat Key community of 39 units in two buildings with a private pool, easily accessible pool baths, community room and fitness center. Each unit has assigned carport parking and separate storage. A well-managed and well-maintained community with reserves; the condo fees are among the lowest on the gulf!

448 Gulf Of Mexico Drive Unit A104, Longboat Key

4340 Falmouth Drive Unit 104, Longboat Key
$449,900
2 Beds ⋅ 2 Baths ⋅ Longboat Harbour North SubDv. ⋅ 34228 Zip Code
Welcome to your slice of paradise on beautiful Longboat Key. Priced to sell and offered fully furnished, this beautifully maintained two-bedroom condominium is truly move-in ready. Combining breathtaking Sarasota Bay views with exclusive deeded beach access, this exceptional residence offers the perfect blend of waterfront serenity, resort-style amenities, and effortless coastal living. Wake each morning to spectacular sunrises over Sarasota Bay as dolphins, manatees, and coastal birds provide an ever-changing natural backdrop from your enclosed lanai. Inside, you’ll find a move-in-ready residence featuring granite countertops, plantation shutters, automatic living room blinds, tile flooring throughout, a newer roof, a three-year-old air conditioning system still under warranty, hot water heater and kitchen appliances covered under warranty through February 2027. What truly sets this property apart is the exclusive private beach experience. Imagine leaving your condo and taking a short stroll across Gulf of Mexico Drive to your deeded Gulf-front beach pavilion—a rare luxury on Longboat Key. This private beach oasis offers direct access to miles of pristine sand and the crystal-clear waters of the Gulf of Mexico, without the crowds of public beach access points. Spend your mornings collecting seashells, your afternoons soaking in the Florida sunshine, and your evenings watching unforgettable Gulf Coast sunsets paint the sky in vibrant shades of orange, pink, and gold. The private beach pavilion enhances every visit with convenient showers, restrooms, and dedicated beach chair storage, making spontaneous beach days effortless. Whether you’re taking a peaceful sunrise walk, enjoying a refreshing swim, or simply listening to the waves with your feet in the sand, this exclusive beach access transforms everyday living into a permanent vacation. Beyond the beach, Longboat Harbour delivers an unmatched resort-style lifestyle. Residents enjoy four heated swimming pools with loungers and umbrellas, a fitness center, art studio, game room, clubhouse with banquet facilities, two lighted fishing piers with fish-cleaning stations, kayak and paddleboard launches with storage, a scenic waterfront walking path, deeded covered parking, additional guest parking, and extra storage. For boating enthusiasts, boat slips accommodating vessels up to 34 feet are available via waitlist for an incredibly affordable annual fee, offering direct access to Sarasota Bay and endless days on the water. Whether you’re searching for a full-time residence, seasonal escape, or investment in the Longboat Key lifestyle, this is more than a condominium—it’s an invitation to experience the very best of waterfront and beachfront living in one extraordinary location. Bay views. Private beach. Resort amenities. Endless sunsets. Welcome to paradise.

4340 Falmouth Drive Unit 104, Longboat Key