2myfloridabroker.com Search Results

$7,700,000

Rare opportunity to acquire completely remodeled waterfront residence (Finished in 2023) on Sarasota’s most prestigious barrier island of Longboat Key, in the coveted Harbors enclave of Bay Isles. Orchestrating exceptional style, comfort, and barefoot elegance, this five-bedroom home stirs the senses. Completely redesigned by renowned architect Clifford Scholz, construction was completed in October 2023 after two years. This home is filled with top of the line finishes that merge with a thoughtful floorplan and an endless list of custom touches. Set on a dreamy corner lot with basin frontage that leads straight into Sarasota Bay, the outdoor experience was perfected by award-winning landscape architect Michael A. Gilkey. Upon entering the foyer, your eyes are immediately drawn to the oil rubbed, hand scrapped wood floors and extensive woodwork throughout the entire home. The formal living room, anchored by a custom wormy butternut bar, coffered ceilings with hidden air vents and speakers and a wealth of french doors, which leads directly to the outdoor living room, protected by retractable screens and shutters. Enter the chef’s kitchen complete with Viking and Subzero appliances, Italian soapstone countertops, custom Campbell cabinetry, Miele built-in coffee station and ice maker in the beverage center, and two concealed Cove dishwashers. Rounding out the kitchen is the butler’s pantry with additional refrigerator, laundry, and custom cabinetry for storage of all your entertaining essentials. Enjoy morning coffee in the connected family room with gas fireplace and built-in bookshelves and cabinets. Conveniently located steps away is the large outdoor kitchen with grill, power burner, smoker, and custom dining table for twelve. Large media room contains custom leather theater seating and wet bar. Under the staircase is the climate controlled 506-bottle wine cellar with old-world marble floor. The breathtaking dining room includes custom built furniture imported from Italy, Juliet balcony, and wet bar. Two bedrooms finish out the first floor, one complete with custom built-in office. The pool bath has floating wood counters made from antique wooden boat slabs imported from France, mother of pearl shower wall tiles, and Waterstone fixtures. The primary suite is serene and spacious and opens to its own private terrace. Winding down every day becomes a cherished ritual in the primary bath which boasts large copper tub and Waterstone fixtures throughout, imported crema tile in zero clearance wet room that contains rain head, two handhelds, marble bench, and electronic privacy glass. The large ensuite closet is fully custom with mahogany wood slab island. A second-level primary bedroom offers an ensuite bath and its own private terrace. There is an efficiency bedroom, complete with ensuite bath with tub, and kitchenette with full-size fridge. The back yard pampers with a resort-like experience with pool with sun shelf, spa, custom firepit, outdoor shower and dog wash, and pet turf. The HOA maintains the seawall. The boat lift, jetski lift, and corresponding pilings are new, along with new Azek PVC decking material. Other notable items: 36,000 KW Kohler generator which powers the entire residence, Lutron smart home system, laundry room on each level of the home, three-car garage, and hidden retractable electronic Lutron shades throughout.

5 Beds ⋅ 6 Baths ⋅ Bay Isles SubDv. ⋅ 34228 Zip Code

Rare opportunity to acquire completely remodeled waterfront residence (Finished in 2023) on Sarasota’s most prestigious barrier island of Longboat Key, in the coveted Harbors enclave of Bay Isles. Orchestrating exceptional style, comfort, and barefoot elegance, this five-bedroom home stirs the senses. Completely redesigned by renowned architect Clifford Scholz, construction was completed in October 2023 after two years. This home is filled with top of the line finishes that merge with a thoughtful floorplan and an endless list of custom touches. Set on a dreamy corner lot with basin frontage that leads straight into Sarasota Bay, the outdoor experience was perfected by award-winning landscape architect Michael A. Gilkey. Upon entering the foyer, your eyes are immediately drawn to the oil rubbed, hand scrapped wood floors and extensive woodwork throughout the entire home. The formal living room, anchored by a custom wormy butternut bar, coffered ceilings with hidden air vents and speakers and a wealth of french doors, which leads directly to the outdoor living room, protected by retractable screens and shutters. Enter the chef’s kitchen complete with Viking and Subzero appliances, Italian soapstone countertops, custom Campbell cabinetry, Miele built-in coffee station and ice maker in the beverage center, and two concealed Cove dishwashers. Rounding out the kitchen is the butler’s pantry with additional refrigerator, laundry, and custom cabinetry for storage of all your entertaining essentials. Enjoy morning coffee in the connected family room with gas fireplace and built-in bookshelves and cabinets. Conveniently located steps away is the large outdoor kitchen with grill, power burner, smoker, and custom dining table for twelve. Large media room contains custom leather theater seating and wet bar. Under the staircase is the climate controlled 506-bottle wine cellar with old-world marble floor. The breathtaking dining room includes custom built furniture imported from Italy, Juliet balcony, and wet bar. Two bedrooms finish out the first floor, one complete with custom built-in office. The pool bath has floating wood counters made from antique wooden boat slabs imported from France, mother of pearl shower wall tiles, and Waterstone fixtures. The primary suite is serene and spacious and opens to its own private terrace. Winding down every day becomes a cherished ritual in the primary bath which boasts large copper tub and Waterstone fixtures throughout, imported crema tile in zero clearance wet room that contains rain head, two handhelds, marble bench, and electronic privacy glass. The large ensuite closet is fully custom with mahogany wood slab island. A second-level primary bedroom offers an ensuite bath and its own private terrace. There is an efficiency bedroom, complete with ensuite bath with tub, and kitchenette with full-size fridge. The back yard pampers with a resort-like experience with pool with sun shelf, spa, custom firepit, outdoor shower and dog wash, and pet turf. The HOA maintains the seawall. The boat lift, jetski lift, and corresponding pilings are new, along with new Azek PVC decking material. Other notable items: 36,000 KW Kohler generator which powers the entire residence, Lutron smart home system, laundry room on each level of the home, three-car garage, and hidden retractable electronic Lutron shades throughout.

501 Harbor Point Road, Longboat Key

$3,500,000

Spectacular Waterfront Estate in Bay Isles | Longboat Key Rarely does a property of this caliber come to market. Located behind the exclusive, 24-hour guarded gates of the Longboat Key Club in the prestigious Bay Isles community, this estate spans 4,200 square feet of elegant one level living space. With 5 spacious bedrooms, 4.5 baths, plus a dedicated office—all under soaring 12-foot ceilings—this home offers refined luxury with an unmatched sense of openness and light. Set on one of the largest lots in Bay Isles at just under 20,000 square feet, this peninsula-shaped property boasts 205 feet of prime water frontage and breathtaking, unobstructed views over Buttonwood Harbor. Enjoy the ultimate boating lifestyle with three boat lifts situated along a deep-water, wide canal on the protected north side of the property. Built with solid block construction, the home sits high and dry with an impressive 4,000-square-foot elevated lower level—ideal for the serious car collector, with the capacity to accommodate over 10 vehicles. Currently utilized as a high-end fitness facility, this space offers endless flexibility. The recently updated chef’s kitchen is a dream for culinary enthusiasts, featuring top-of-the-line gourmet appliances, a massive center island, and rich solid wood cabinetry. Outdoors, the magic truly begins—an expansive terrace surrounds the oversized pool, perfectly positioned to take in panoramic views of the harbor. Entertain effortlessly with a outdoor kitchen and multiple lounging areas that make the most of this remarkable waterfront setting. Additional recent upgrades include a brand-new standing seam metal roof (2024), ensuring peace of mind and long-term durability. Residents of Bay Isles enjoy exclusive access to the private Bay Isles Beach Club and its pristine Gulf-front beach, as well as the convenience of on-site amenities including Publix, CVS, banking, dry cleaning, and more. This is more than a home—it’s a once-in-a-lifetime opportunity to own one of the most coveted properties in Bay Isles. Don’t miss your chance to make this exceptional estate your own.

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

Spectacular Waterfront Estate in Bay Isles | Longboat Key Rarely does a property of this caliber come to market. Located behind the exclusive, 24-hour guarded gates of the Longboat Key Club in the prestigious Bay Isles community, this estate spans 4,200 square feet of elegant one level living space. With 5 spacious bedrooms, 4.5 baths, plus a dedicated office—all under soaring 12-foot ceilings—this home offers refined luxury with an unmatched sense of openness and light. Set on one of the largest lots in Bay Isles at just under 20,000 square feet, this peninsula-shaped property boasts 205 feet of prime water frontage and breathtaking, unobstructed views over Buttonwood Harbor. Enjoy the ultimate boating lifestyle with three boat lifts situated along a deep-water, wide canal on the protected north side of the property. Built with solid block construction, the home sits high and dry with an impressive 4,000-square-foot elevated lower level—ideal for the serious car collector, with the capacity to accommodate over 10 vehicles. Currently utilized as a high-end fitness facility, this space offers endless flexibility. The recently updated chef’s kitchen is a dream for culinary enthusiasts, featuring top-of-the-line gourmet appliances, a massive center island, and rich solid wood cabinetry. Outdoors, the magic truly begins—an expansive terrace surrounds the oversized pool, perfectly positioned to take in panoramic views of the harbor. Entertain effortlessly with a outdoor kitchen and multiple lounging areas that make the most of this remarkable waterfront setting. Additional recent upgrades include a brand-new standing seam metal roof (2024), ensuring peace of mind and long-term durability. Residents of Bay Isles enjoy exclusive access to the private Bay Isles Beach Club and its pristine Gulf-front beach, as well as the convenience of on-site amenities including Publix, CVS, banking, dry cleaning, and more. This is more than a home—it’s a once-in-a-lifetime opportunity to own one of the most coveted properties in Bay Isles. Don’t miss your chance to make this exceptional estate your own.

3531 Bayou Pointe, Longboat Key

$3,300,000

This exquisite two-story waterfront home located in the coveted Harbor section of Bay Isles has been meticulously renovated to embody modern elegance and luxurious coastal living. Surrounded by lush tropical landscaping, the home welcomes you through an elegant French door entrance into the grand foyer, where soaring ceilings, gleaming travertine flooring, and a striking wrought iron floating staircase with rich, dark wood steps set the tone for the refined elegance that unfolds throughout the home. The lower level boasts a bright and airy open space with hardwood floors throughout, creating a welcoming atmosphere that effortlessly combines sophistication with the timeless beauty of natural materials. The spacious family room is anchored by a stunning fireplace with decorative columns and an elegant mantel, complemented by French doors leading to the expansive waterfront lanai, reinforcing the home's seamless connection to its stunning natural surroundings. A culinary enthusiast’s dream, the generously sized kitchen features a large island with a waterfall granite countertop, custom cabinetry, ample storage space, and high-end stainless steel appliances, including a six-burner gas range and double ovens. Adjacent to the kitchen, the dining area and great room spaces flow seamlessly into each other. The great room is both grand and inviting, showcasing a dramatic wood-clad cathedral ceiling that adds warmth and character. A second stone fireplace enhances the ambiance, while three sets of French doors that open onto the lanai offer an effortless transition between indoor and outdoor living. Also on this level are two generous guest suites, each with a full bath, one with direct lanai access, and a den with full bath. Upstairs, the primary suite is a true retreat. Floor-to-ceiling windows illuminate the space, and French doors open to a spacious private balcony, offering captivating water views that create a peaceful escape. A cozy fireplace adds to the intimate atmosphere, while the spa-inspired en-suite bath indulges with marble flooring, soaking tub, dual vanities, frameless glass walk-in shower, and water closet, all overlooking the serene waterway. The outdoor living space is equally spectacular, designed for both relaxation and entertaining. The expansive lanai features multiple covered areas with a rich wood-clad ceiling and retractable screens, a sun-drenched open-air section, and a stunning saltwater pool with travertine decking framed by verdant tropical landscaping. Just beyond the pool, a private dock with a boat lift sits on a deep-water basin and wide canal with no bridges to Sarasota Bay, offering quick and direct access for boating enthusiasts. Bay Isles Beach Club membership is included. This extraordinary home seamlessly blends elegance, comfort, and the unparalleled beauty of waterfront living, creating a sanctuary that is as functional as it is breathtaking.

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

This exquisite two-story waterfront home located in the coveted Harbor section of Bay Isles has been meticulously renovated to embody modern elegance and luxurious coastal living. Surrounded by lush tropical landscaping, the home welcomes you through an elegant French door entrance into the grand foyer, where soaring ceilings, gleaming travertine flooring, and a striking wrought iron floating staircase with rich, dark wood steps set the tone for the refined elegance that unfolds throughout the home. The lower level boasts a bright and airy open space with hardwood floors throughout, creating a welcoming atmosphere that effortlessly combines sophistication with the timeless beauty of natural materials. The spacious family room is anchored by a stunning fireplace with decorative columns and an elegant mantel, complemented by French doors leading to the expansive waterfront lanai, reinforcing the home's seamless connection to its stunning natural surroundings. A culinary enthusiast’s dream, the generously sized kitchen features a large island with a waterfall granite countertop, custom cabinetry, ample storage space, and high-end stainless steel appliances, including a six-burner gas range and double ovens. Adjacent to the kitchen, the dining area and great room spaces flow seamlessly into each other. The great room is both grand and inviting, showcasing a dramatic wood-clad cathedral ceiling that adds warmth and character. A second stone fireplace enhances the ambiance, while three sets of French doors that open onto the lanai offer an effortless transition between indoor and outdoor living. Also on this level are two generous guest suites, each with a full bath, one with direct lanai access, and a den with full bath. Upstairs, the primary suite is a true retreat. Floor-to-ceiling windows illuminate the space, and French doors open to a spacious private balcony, offering captivating water views that create a peaceful escape. A cozy fireplace adds to the intimate atmosphere, while the spa-inspired en-suite bath indulges with marble flooring, soaking tub, dual vanities, frameless glass walk-in shower, and water closet, all overlooking the serene waterway. The outdoor living space is equally spectacular, designed for both relaxation and entertaining. The expansive lanai features multiple covered areas with a rich wood-clad ceiling and retractable screens, a sun-drenched open-air section, and a stunning saltwater pool with travertine decking framed by verdant tropical landscaping. Just beyond the pool, a private dock with a boat lift sits on a deep-water basin and wide canal with no bridges to Sarasota Bay, offering quick and direct access for boating enthusiasts. Bay Isles Beach Club membership is included. This extraordinary home seamlessly blends elegance, comfort, and the unparalleled beauty of waterfront living, creating a sanctuary that is as functional as it is breathtaking.

520 Harbor Cay Drive, Longboat Key

$2,625,000

Artfully Curated, Fully Reimagined Lakefront Estate in Bay Isles This is not just a home—it’s a curated piece of art. Set behind the exclusive 24-hour guarded gates of the Longboat Key Club in the sought-after Bay Isles community; this residence has been completely reimagined from the ground up. Taken down to the studs and rebuilt with all-new electrical, plumbing, HVAC, and impact-rated windows and doors, this one-level home offers nearly 3,000 square feet of effortless luxury. Situated on an expansive 16,000+ square foot lot at the end of a private cul-de-sac, the property enjoys unobstructed views of a tranquil lake where swans glide and otters play. From nearly every room, you’ll feel as if you’re floating on a private yacht, surrounded by nature and beauty, with no neighboring homes in sight—just shimmering water and spectacular sunrises. The tropical grounds were designed by a local landscape architect, featuring rare and exotic trees, custom landscape lighting, and garden paths that glow under nightfall. A newly updated pool area with travertine stone, an outdoor kitchen, and hurricane-impact screen enclosure creates an idyllic retreat. Perimeter accent lighting ‘Trimlite’ along the roofline adds an architectural glow after dark. Inside, wide 9-inch white oak hardwood planks run throughout the home. The state-of-the-art kitchen is a showpiece, Devittori custom designed and installed cabinets and outfitted with Thermador’s finest: a steam oven, coffee center, warming drawer, wine fridge, and built-in appliances—all surrounded by exquisite countertops and a waterfall island. The ambiance is elevated even further with Hue smart lighting systems throughout the home, allowing you to set the perfect mood in every room. Every inch of this residence was thoughtfully planned and executed with uncompromising attention to detail. A newly installed 3-zone HVAC system (2024), whole house generator, spacious two-car garage with epoxy floors, dedicated storage, and a 220V EV charging station. Every bathroom and space within the home has been finished with the highest level of craftsmanship and elegance. Enjoy the unmatched lifestyle of Bay Isles, with deeded access to the private Bay Isles Beach Club, and the convenience of nearby Publix, dining, banking, and wellness amenities—all just moments from your front door. This is a rare opportunity to own a truly one-of-a-kind home on Longboat Key

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

Artfully Curated, Fully Reimagined Lakefront Estate in Bay Isles This is not just a home—it’s a curated piece of art. Set behind the exclusive 24-hour guarded gates of the Longboat Key Club in the sought-after Bay Isles community; this residence has been completely reimagined from the ground up. Taken down to the studs and rebuilt with all-new electrical, plumbing, HVAC, and impact-rated windows and doors, this one-level home offers nearly 3,000 square feet of effortless luxury. Situated on an expansive 16,000+ square foot lot at the end of a private cul-de-sac, the property enjoys unobstructed views of a tranquil lake where swans glide and otters play. From nearly every room, you’ll feel as if you’re floating on a private yacht, surrounded by nature and beauty, with no neighboring homes in sight—just shimmering water and spectacular sunrises. The tropical grounds were designed by a local landscape architect, featuring rare and exotic trees, custom landscape lighting, and garden paths that glow under nightfall. A newly updated pool area with travertine stone, an outdoor kitchen, and hurricane-impact screen enclosure creates an idyllic retreat. Perimeter accent lighting ‘Trimlite’ along the roofline adds an architectural glow after dark. Inside, wide 9-inch white oak hardwood planks run throughout the home. The state-of-the-art kitchen is a showpiece, Devittori custom designed and installed cabinets and outfitted with Thermador’s finest: a steam oven, coffee center, warming drawer, wine fridge, and built-in appliances—all surrounded by exquisite countertops and a waterfall island. The ambiance is elevated even further with Hue smart lighting systems throughout the home, allowing you to set the perfect mood in every room. Every inch of this residence was thoughtfully planned and executed with uncompromising attention to detail. A newly installed 3-zone HVAC system (2024), whole house generator, spacious two-car garage with epoxy floors, dedicated storage, and a 220V EV charging station. Every bathroom and space within the home has been finished with the highest level of craftsmanship and elegance. Enjoy the unmatched lifestyle of Bay Isles, with deeded access to the private Bay Isles Beach Club, and the convenience of nearby Publix, dining, banking, and wellness amenities—all just moments from your front door. This is a rare opportunity to own a truly one-of-a-kind home on Longboat Key

3310 Bayou Road, Longboat Key

$2,200,000

Imagine waking up to manicured fairways and ending your day with toes in the sand. Ideal for seasonal living, or full-time escape, this Longboat Key home offers a refined island lifestyle with beautiful golf course views and private gulf beach access. With over 1300 miles of scenic coastline, Florida is a no income tax state that offers beautiful beaches, year-round out-door activities, mild winters and abundant sunshine. Located just minutes from Sarasota’s vibrant cultural arts scene, enjoy world-class theatre, ballet, opera, fine dining, and upscale shopping. This luxurious, tropically inspired residence provides two exterior entertaining spaces, a private and serene court-yard, with a black-bottomed pool and a spacious patio with a gas fire pit that’s nestled under a canopy of trees that overlook the fairway, a lake, and offers spectacular sunset views. Enter the home’s grand entrance as it reveals a spacious, light-filled vestibule with a striking, curved staircase, a 20-foot ceiling, and panoramic views through an abundance of windows overlooking the spectacular Longboat Key Club golf course. A rare find, this home is ideal for multigenerational living, with two equally spacious 15-by-20-foot primary suites, with one on the first floor and the second, upstairs. Both primary suites offer walk-in closets and a luxurious spa-like bath. The upstairs suite sits adjacent to the bonus room loft, providing a TV/lounge room for guests, or children to have their space. The chef’s kitchen features Miele and Sub-Zero appliances, a Wolf five-burner gas cooktop, ice maker and wine cooler. The beautiful quartzite countertops are back dropped by a gorgeous sea-colored glass tile backsplash and beautiful custom cabinetry. Additionally, the first floor offers a spacious family room and an office with built-ins overlooking the courtyard. The secondary bedrooms offer private accommodations, walk-in closets and en-suite baths. Additional features include a new roof. The Queens Harbour neighborhood is ideally located behind the gates of Bay Isles and features a community heated pool. Residents enjoy a maintenance-free lifestyle and deeded access to Gulf of Mexico beaches with the Bay Isles Beach Club. The gated, private beach pavilion for residents includes barbecue, volleyball, parking, beach chair storage and restrooms. This wonderful home is available for private showings, or virtual showings by appointment.

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

Imagine waking up to manicured fairways and ending your day with toes in the sand. Ideal for seasonal living, or full-time escape, this Longboat Key home offers a refined island lifestyle with beautiful golf course views and private gulf beach access. With over 1300 miles of scenic coastline, Florida is a no income tax state that offers beautiful beaches, year-round out-door activities, mild winters and abundant sunshine. Located just minutes from Sarasota’s vibrant cultural arts scene, enjoy world-class theatre, ballet, opera, fine dining, and upscale shopping. This luxurious, tropically inspired residence provides two exterior entertaining spaces, a private and serene court-yard, with a black-bottomed pool and a spacious patio with a gas fire pit that’s nestled under a canopy of trees that overlook the fairway, a lake, and offers spectacular sunset views. Enter the home’s grand entrance as it reveals a spacious, light-filled vestibule with a striking, curved staircase, a 20-foot ceiling, and panoramic views through an abundance of windows overlooking the spectacular Longboat Key Club golf course. A rare find, this home is ideal for multigenerational living, with two equally spacious 15-by-20-foot primary suites, with one on the first floor and the second, upstairs. Both primary suites offer walk-in closets and a luxurious spa-like bath. The upstairs suite sits adjacent to the bonus room loft, providing a TV/lounge room for guests, or children to have their space. The chef’s kitchen features Miele and Sub-Zero appliances, a Wolf five-burner gas cooktop, ice maker and wine cooler. The beautiful quartzite countertops are back dropped by a gorgeous sea-colored glass tile backsplash and beautiful custom cabinetry. Additionally, the first floor offers a spacious family room and an office with built-ins overlooking the courtyard. The secondary bedrooms offer private accommodations, walk-in closets and en-suite baths. Additional features include a new roof. The Queens Harbour neighborhood is ideally located behind the gates of Bay Isles and features a community heated pool. Residents enjoy a maintenance-free lifestyle and deeded access to Gulf of Mexico beaches with the Bay Isles Beach Club. The gated, private beach pavilion for residents includes barbecue, volleyball, parking, beach chair storage and restrooms. This wonderful home is available for private showings, or virtual showings by appointment.

3521 Fair Oaks Lane, Longboat Key

$2,087,550

A boater’s delight in the heart of Bay Isles on exclusive Longboat Key, a Coastal double gated community. See our homes 3-D and Bay Isles video tour links. Your home enjoys easy access to the Gulf in just 17-20 minutes from your private dock. The "J" shaped dock features a 44’ slip with 30,000 lb. lift, 100 linear ft. of Trex decking, jet ski/kayak launch, shore power of 30 & 50 amp, and water. This custom Florida coastal home offers 2,849 sq. ft. of light-filled living space in a split plan with 3 bedrooms (double master suite), 3 baths (2 en-suite), a front den, and loft (little ones will love this). A lush and private one-third acre setting with circular driveway surrounded by a neatly manicured landscape kept green by reclaimed irrigation water. Your home features a heated pool and cascading spa with (brand new gas pool heater and brand-new pebble body finish), expansive covered paver lanai for sunbathing, natural gas grill hook-up, pre plumbed for an outdoor kitchen and serene views of Crane’s Bayou and Gulf sunsets. Inside, discover 15 1/2' vaulted ceiling, wide plank tile flooring in all active living areas, and an open great room design. Show kitchen with new quartz kitchen countertops, glass accent backsplash w/under cabinet lighting, 42” shaker cabinets and two-tone cabinet design, modern appliances, and dual islands perfect for entertaining. Open dining area with dry bar cabinet and wine refrigerator. The primary suite offers a newly remodeled bath, walk-in shower, twin vessel sinks, and custom walk-in closet. Two a/c units for zone air conditioning and two efficient electric water heaters. Residents enjoy membership in the private Bay Isles Beach Club, offering five acres of pristine Gulf-front beach with grills and pavilions (walk the beach to the Monkey Bar for a sunset cocktail). Optional private membership to the Longboat Key Club & Resort provides access to 45 holes of golf, a world-class tennis and pickleball center, deep-water marina, spa, fitness facilities, and fine dining. Just moments away, the new St. Regis Longboat Key Resort offers exceptional restaurants and lounges, including the elegant CW Prime Steakhouse, Riva restaurant, Oshen rooftop lounge, and the iconic Monkey Bar, perfect for sunset cocktails. For daily shopping, a short distance outside the Bay Isles gate is Longboat Key Town Center featuring a full-sized Publix grocery, CVS pharmacy, and nail salon. Bay Isles is minutes to St. Armand’s circle an open-air, European-inspired circular plaza of 130 shops and restaurants. The John Ringling bridge brings you to downtown Sarasota, waterfront park, and marina. Experience the ultimate blend of boating, beach, and luxury coastal living. Living Bayou is a lifestyle, comfort, convenience, and security…. with a Touch of Class.

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

A boater’s delight in the heart of Bay Isles on exclusive Longboat Key, a Coastal double gated community. See our homes 3-D and Bay Isles video tour links. Your home enjoys easy access to the Gulf in just 17-20 minutes from your private dock. The "J" shaped dock features a 44’ slip with 30,000 lb. lift, 100 linear ft. of Trex decking, jet ski/kayak launch, shore power of 30 & 50 amp, and water. This custom Florida coastal home offers 2,849 sq. ft. of light-filled living space in a split plan with 3 bedrooms (double master suite), 3 baths (2 en-suite), a front den, and loft (little ones will love this). A lush and private one-third acre setting with circular driveway surrounded by a neatly manicured landscape kept green by reclaimed irrigation water. Your home features a heated pool and cascading spa with (brand new gas pool heater and brand-new pebble body finish), expansive covered paver lanai for sunbathing, natural gas grill hook-up, pre plumbed for an outdoor kitchen and serene views of Crane’s Bayou and Gulf sunsets. Inside, discover 15 1/2' vaulted ceiling, wide plank tile flooring in all active living areas, and an open great room design. Show kitchen with new quartz kitchen countertops, glass accent backsplash w/under cabinet lighting, 42” shaker cabinets and two-tone cabinet design, modern appliances, and dual islands perfect for entertaining. Open dining area with dry bar cabinet and wine refrigerator. The primary suite offers a newly remodeled bath, walk-in shower, twin vessel sinks, and custom walk-in closet. Two a/c units for zone air conditioning and two efficient electric water heaters. Residents enjoy membership in the private Bay Isles Beach Club, offering five acres of pristine Gulf-front beach with grills and pavilions (walk the beach to the Monkey Bar for a sunset cocktail). Optional private membership to the Longboat Key Club & Resort provides access to 45 holes of golf, a world-class tennis and pickleball center, deep-water marina, spa, fitness facilities, and fine dining. Just moments away, the new St. Regis Longboat Key Resort offers exceptional restaurants and lounges, including the elegant CW Prime Steakhouse, Riva restaurant, Oshen rooftop lounge, and the iconic Monkey Bar, perfect for sunset cocktails. For daily shopping, a short distance outside the Bay Isles gate is Longboat Key Town Center featuring a full-sized Publix grocery, CVS pharmacy, and nail salon. Bay Isles is minutes to St. Armand’s circle an open-air, European-inspired circular plaza of 130 shops and restaurants. The John Ringling bridge brings you to downtown Sarasota, waterfront park, and marina. Experience the ultimate blend of boating, beach, and luxury coastal living. Living Bayou is a lifestyle, comfort, convenience, and security…. with a Touch of Class.

3261 Bayou Sound, Longboat Key

$1,925,000

Nestled behind the gates of prestigious Bay Isles on Longboat Key, this exceptional residence offers over 3,000 square feet of thoughtfully designed living space surrounded by lush tropical landscaping and just moments from the Gulf of Mexico. Combining timeless architecture, spacious interiors, and resort-style outdoor living, this home delivers the privacy and elegance that define the Longboat Key lifestyle. A grand entry welcomes you into an open and inviting floor plan featuring soaring ceilings, abundant natural light, and generous living and entertaining spaces. The expansive great room flows seamlessly into the dining area and well-appointed kitchen, complete with ample cabinetry, extensive counter space, and a convenient wet bar for effortless entertaining. The first-floor primary suite serves as a private retreat with a spacious bedroom, large walk-in closet, and luxurious en-suite bath. Additional guest bedrooms are thoughtfully positioned for privacy and comfort, while the second floor offers a private guest suite with balcony access—perfect for visitors seeking their own space and enjoying tropical views. Designed for year-round enjoyment, the screened outdoor living area is a true highlight. Relax poolside in the sparkling heated pool and spa, entertain under the covered lanai, or unwind amidst the lush tropical surroundings that create a secluded backyard oasis. Located within the highly sought-after Bay Isles community, residents enjoy 24-hour gated security, beautifully maintained grounds, and exclusive access to the private Bay Isles Beach Club on the Gulf of Mexico. Just minutes away are the Longboat Key Club's championship golf courses, tennis facilities, marina, waterfront dining, boutique shopping, and renowned St. Armands Circle. Offering the perfect blend of luxury, privacy, and coastal convenience, this exceptional Longboat Key residence presents a rare opportunity to enjoy one of Sarasota's most desirable island lifestyles.

4 Beds ⋅ 4 Baths ⋅ Bay Isles SubDv. ⋅ 34228 Zip Code

Nestled behind the gates of prestigious Bay Isles on Longboat Key, this exceptional residence offers over 3,000 square feet of thoughtfully designed living space surrounded by lush tropical landscaping and just moments from the Gulf of Mexico. Combining timeless architecture, spacious interiors, and resort-style outdoor living, this home delivers the privacy and elegance that define the Longboat Key lifestyle. A grand entry welcomes you into an open and inviting floor plan featuring soaring ceilings, abundant natural light, and generous living and entertaining spaces. The expansive great room flows seamlessly into the dining area and well-appointed kitchen, complete with ample cabinetry, extensive counter space, and a convenient wet bar for effortless entertaining. The first-floor primary suite serves as a private retreat with a spacious bedroom, large walk-in closet, and luxurious en-suite bath. Additional guest bedrooms are thoughtfully positioned for privacy and comfort, while the second floor offers a private guest suite with balcony access—perfect for visitors seeking their own space and enjoying tropical views. Designed for year-round enjoyment, the screened outdoor living area is a true highlight. Relax poolside in the sparkling heated pool and spa, entertain under the covered lanai, or unwind amidst the lush tropical surroundings that create a secluded backyard oasis. Located within the highly sought-after Bay Isles community, residents enjoy 24-hour gated security, beautifully maintained grounds, and exclusive access to the private Bay Isles Beach Club on the Gulf of Mexico. Just minutes away are the Longboat Key Club's championship golf courses, tennis facilities, marina, waterfront dining, boutique shopping, and renowned St. Armands Circle. Offering the perfect blend of luxury, privacy, and coastal convenience, this exceptional Longboat Key residence presents a rare opportunity to enjoy one of Sarasota's most desirable island lifestyles.

3271 Bayou Road, Longboat Key

$1,800,000

Luxury living is about creating an experience, and this exceptional courtyard residence begins the moment you arrive. Nestled within the prestigious double gated neighborhood of Queens Harbour in Bay Isles, this beautifully designed three-bedroom, three full bath home offers the perfect blend of privacy, elegance, and effortless indoor-outdoor living. Centered around a private saltwater courtyard pool, the home’s distinctive Mediterranean-inspired design creates a serene setting for entertaining, relaxing, and enjoying Florida’s year-round sunshine. Multiple gathering spaces flow seamlessly to the outdoor oasis, delivering the feel of a boutique resort tucked within one of Longboat Key’s most sought-after maintenance free communities. At the heart of the home, the chef's kitchen showcases Kashmir white granite countertops, elegant Azure tile backsplash, stainless steel appliances and a gas cooktop-designed for both everyday living and effortless entertaining. The thoughtfully designed split floor plan offers exceptional privacy, with a beautifully renovated primary retreat set apart from the guest accommodations. At the heart of the home, the open-concept kitchen and great room provide an inviting space for everyday living and entertaining alike. A rare and highly coveted feature, the detached private casita offers remarkable flexibility—ideal for visiting guests, a home office, fitness studio, creative space, or multigenerational living. Separated from the main residence by the courtyard, it provides a level of privacy seldom found in today’s home designs. New Tile Roof 2024, Exterior Paint 2026, New Exterior Lighting 2026 Residents of Bay Isles enjoy 24-hour gated security, exclusive access to the Bay Isles Beach Club, and close proximity to the Longboat Key Club, the renowned St. Regis Longboat Key Resort, world-class dining, shopping, and SRQ Sarasota-Bradenton, TPA Tampa and RSW Ft. Myers airports are all within a short drive. A timeless coastal retreat where luxury, privacy, and lifestyle come together beautifully.

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

Luxury living is about creating an experience, and this exceptional courtyard residence begins the moment you arrive. Nestled within the prestigious double gated neighborhood of Queens Harbour in Bay Isles, this beautifully designed three-bedroom, three full bath home offers the perfect blend of privacy, elegance, and effortless indoor-outdoor living. Centered around a private saltwater courtyard pool, the home’s distinctive Mediterranean-inspired design creates a serene setting for entertaining, relaxing, and enjoying Florida’s year-round sunshine. Multiple gathering spaces flow seamlessly to the outdoor oasis, delivering the feel of a boutique resort tucked within one of Longboat Key’s most sought-after maintenance free communities. At the heart of the home, the chef's kitchen showcases Kashmir white granite countertops, elegant Azure tile backsplash, stainless steel appliances and a gas cooktop-designed for both everyday living and effortless entertaining. The thoughtfully designed split floor plan offers exceptional privacy, with a beautifully renovated primary retreat set apart from the guest accommodations. At the heart of the home, the open-concept kitchen and great room provide an inviting space for everyday living and entertaining alike. A rare and highly coveted feature, the detached private casita offers remarkable flexibility—ideal for visiting guests, a home office, fitness studio, creative space, or multigenerational living. Separated from the main residence by the courtyard, it provides a level of privacy seldom found in today’s home designs. New Tile Roof 2024, Exterior Paint 2026, New Exterior Lighting 2026 Residents of Bay Isles enjoy 24-hour gated security, exclusive access to the Bay Isles Beach Club, and close proximity to the Longboat Key Club, the renowned St. Regis Longboat Key Resort, world-class dining, shopping, and SRQ Sarasota-Bradenton, TPA Tampa and RSW Ft. Myers airports are all within a short drive. A timeless coastal retreat where luxury, privacy, and lifestyle come together beautifully.

3526 Fair Oaks Lane, Longboat Key

$1,800,000

Set on a scenic lagoon located in the Bayou community of gated Bay Isles on Longboat Key, and masterfully renovated in 2020, this exquisite 4-bedroom home (currently enjoyed as 3 br plus den) blends modern design with luxurious detail. Enter through French doors into a spacious foyer illuminated by a Talia chandelier. Wide-plank oak Spanish Rivo hardwood floors throughout the home create a seamless foundation for light, bright, and airy spaces. Impact windows and sliders bathe the interior in natural light while offering views of the sparkling heated pool, screened patio, lush tropical foliage and fenced backyard. Clerestory windows in the kitchen and expansive great room enhance the airy ambiance. The kitchen is a masterpiece of design and functionality, with its ample cabinetry, Calacatta quartz island, closet pantry, Monogram appliances, Jenn Air coffee system, Caesarstone countertops, Dolomite backsplash, and elegant pendant lighting. The stylish, yet comfortable, living room features a tray ceiling and gas fireplace surrounded by floor-to-ceiling Dolomite marble with TV recessed in a custom-built niche. The living room flows into a spacious dining room and foyer, offering an ideal gathering place for family and friends. Unwind in the expansive primary suite with French doors to the patio, and bath with stylish soaking tub, dual quartz vanities, and travertine walk-in shower. Jeffries wallcoverings, motorized Hunter-Douglas solar shades, solid core doors, 5-inch baseboards, and designer hardware and lighting complement the home and create a serene, atmosphere.Additional highlights include a Sonos sound system, central Cyclovac (2024), and new air conditioning units (2023 and 2024). A freshly painted exterior, additional landscaping, updated landscape lighting, and new pool equipment (heater and pump) enhance the outdoor space. The oversize garage offers tandem parking for 4 vehicles, and storage space for beach toys, bikes, kayaks and tool workbench. Residents enjoy access to Bay Isles amenities, including the private beach club with deeded beach access and optional memberships to the Longboat Key Golf & Tennis Country Club. This home is located approximately one mile from the new St. Regis Longboat Key Resort. Come see why Forbes named Longboat Key one of the top 12 destinations to visit in 2025. Furniture and majority of Art is available for purchase under separate contract.

4 Beds ⋅ 4 Baths ⋅ Bay Isles SubDv. ⋅ 34228 Zip Code

Set on a scenic lagoon located in the Bayou community of gated Bay Isles on Longboat Key, and masterfully renovated in 2020, this exquisite 4-bedroom home (currently enjoyed as 3 br plus den) blends modern design with luxurious detail. Enter through French doors into a spacious foyer illuminated by a Talia chandelier. Wide-plank oak Spanish Rivo hardwood floors throughout the home create a seamless foundation for light, bright, and airy spaces. Impact windows and sliders bathe the interior in natural light while offering views of the sparkling heated pool, screened patio, lush tropical foliage and fenced backyard. Clerestory windows in the kitchen and expansive great room enhance the airy ambiance. The kitchen is a masterpiece of design and functionality, with its ample cabinetry, Calacatta quartz island, closet pantry, Monogram appliances, Jenn Air coffee system, Caesarstone countertops, Dolomite backsplash, and elegant pendant lighting. The stylish, yet comfortable, living room features a tray ceiling and gas fireplace surrounded by floor-to-ceiling Dolomite marble with TV recessed in a custom-built niche. The living room flows into a spacious dining room and foyer, offering an ideal gathering place for family and friends. Unwind in the expansive primary suite with French doors to the patio, and bath with stylish soaking tub, dual quartz vanities, and travertine walk-in shower. Jeffries wallcoverings, motorized Hunter-Douglas solar shades, solid core doors, 5-inch baseboards, and designer hardware and lighting complement the home and create a serene, atmosphere.Additional highlights include a Sonos sound system, central Cyclovac (2024), and new air conditioning units (2023 and 2024). A freshly painted exterior, additional landscaping, updated landscape lighting, and new pool equipment (heater and pump) enhance the outdoor space. The oversize garage offers tandem parking for 4 vehicles, and storage space for beach toys, bikes, kayaks and tool workbench. Residents enjoy access to Bay Isles amenities, including the private beach club with deeded beach access and optional memberships to the Longboat Key Golf & Tennis Country Club. This home is located approximately one mile from the new St. Regis Longboat Key Resort. Come see why Forbes named Longboat Key one of the top 12 destinations to visit in 2025. Furniture and majority of Art is available for purchase under separate contract.

3260 Bayou Road, Longboat Key

$1,350,000

One or more photo(s) has been virtually staged. Elegant Coastal Living Behind the Gates of Bay Isles Discover refined island living in this elevated block-construction home offering just under 3,000 square feet of beautifully designed space within the exclusive gated community of the Longboat Key Club and Bay Isles. Featuring three bedrooms and three full baths, this residence blends timeless architecture with modern comfort, all secured by impact-rated windows and doors. A versatile flex space with additional storage provides endless possibilities — whether you envision a home theater, private gym, game room, or creative studio. Architectural details throughout the home make it truly one of a kind. Step outside to your own tropical sanctuary surrounded by lush, exotic landscaping, including plumeria and multiple palm varieties. The fully fenced backyard is perfect for pets and gatherings, complete with multiple covered lanais and a resort-style pool and spa ideal for relaxation or entertaining. Offered furnished and move-in ready, this exceptional property also includes exclusive access to the Bay Isles Private Beach Club. Ideally located close to Publix, CVS, St. Armands Circle, and local banking institutions, this home offers both luxury and convenience in one of Longboat Key’s most desirable enclaves.

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

One or more photo(s) has been virtually staged. Elegant Coastal Living Behind the Gates of Bay Isles Discover refined island living in this elevated block-construction home offering just under 3,000 square feet of beautifully designed space within the exclusive gated community of the Longboat Key Club and Bay Isles. Featuring three bedrooms and three full baths, this residence blends timeless architecture with modern comfort, all secured by impact-rated windows and doors. A versatile flex space with additional storage provides endless possibilities — whether you envision a home theater, private gym, game room, or creative studio. Architectural details throughout the home make it truly one of a kind. Step outside to your own tropical sanctuary surrounded by lush, exotic landscaping, including plumeria and multiple palm varieties. The fully fenced backyard is perfect for pets and gatherings, complete with multiple covered lanais and a resort-style pool and spa ideal for relaxation or entertaining. Offered furnished and move-in ready, this exceptional property also includes exclusive access to the Bay Isles Private Beach Club. Ideally located close to Publix, CVS, St. Armands Circle, and local banking institutions, this home offers both luxury and convenience in one of Longboat Key’s most desirable enclaves.

3540 Bayou Circle, Longboat Key

$1,300,000

Stunning Waterfront Property in the Prestigious Bayou Section of Bay Isles, Longboat Key - Experience the ultimate in island living with this exceptional waterfront property located in the exclusive Bayou section of Bay Isles on Longboat Key. Situated on a 10,000-square-foot buildable lot, this rare offering presents an unparalleled opportunity to build your dream home or remodel the existing residence to your personal taste. Enjoy expansive water views and breathtaking sunsets from nearly every room, perfectly framed by lush tropical landscaping. The open floor plan, vaulted ceilings, and abundant filtered natural light create a warm and inviting ambiance throughout. Designed for relaxed coastal living, the home features spacious outdoor entertaining areas, a screened pool, and multiple terraces ideal for dining al fresco or simply soaking in the tranquil surroundings. For the boating enthusiast, the property offers direct access to the waterways of Sarasota Bay—ideal for a day on the water or a sunset cruise. This gated waterfront community provides private deeded beach access and proximity to world-class dining, golf, tennis, and shopping at St. Armands Circle. Whether you envision a custom new build or a thoughtful renovation, this property is a canvas for coastal luxury in one of Longboat Key’s most sought-after neighborhoods.

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

Stunning Waterfront Property in the Prestigious Bayou Section of Bay Isles, Longboat Key - Experience the ultimate in island living with this exceptional waterfront property located in the exclusive Bayou section of Bay Isles on Longboat Key. Situated on a 10,000-square-foot buildable lot, this rare offering presents an unparalleled opportunity to build your dream home or remodel the existing residence to your personal taste. Enjoy expansive water views and breathtaking sunsets from nearly every room, perfectly framed by lush tropical landscaping. The open floor plan, vaulted ceilings, and abundant filtered natural light create a warm and inviting ambiance throughout. Designed for relaxed coastal living, the home features spacious outdoor entertaining areas, a screened pool, and multiple terraces ideal for dining al fresco or simply soaking in the tranquil surroundings. For the boating enthusiast, the property offers direct access to the waterways of Sarasota Bay—ideal for a day on the water or a sunset cruise. This gated waterfront community provides private deeded beach access and proximity to world-class dining, golf, tennis, and shopping at St. Armands Circle. Whether you envision a custom new build or a thoughtful renovation, this property is a canvas for coastal luxury in one of Longboat Key’s most sought-after neighborhoods.

3361 Bayou Sound, 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

$900,000

It’s all about location. Close to everything. Away from it all. Just a short drive from Sarasota, Longboat Key offers unrivaled natural beauty in a coastal retreat. Surrounded by tropical landscaping, this home makes the most of its spaciously designed 2,267 square feet with open-plan living, three bedrooms, two full baths and a half-bath, 26-foot balcony, garage, and ample storage space that are well elevated. The interior creates feelings of tranquility and hospitality throughout. The main living space enjoys abundant natural light and views from 9-foot sliding glass doors. The kitchen opens to the dining and living areas for effortless entertainment with added dining alfresco on the balcony or at the pool. The primary bedroom is generous with en-suite bath offering peace in a soaking tub and spacious dual vanities. Completing the primary suite is a spatial walk-in closet. Two guest wings each with a bath and walk-in closets for added storage extend family and friends every comfort. It’s all about connectivity. Florida remains the envy of the country, with many of our markets winning awards for being among the best places to live or retire. Sarasota SRQ Airport’s soaring success added 30 flights in 2024 and 2025, strong passenger growth, a new $72 million runway and terminal, and ranks No. 1 best resort airport in the country, where passengers can get off a plane and feel like their vacation has begun. It’s all about investment. This home in The Bayou neighborhood of the planned community of Bay Isles could be your destination of choice. Residents enjoy access to the private Bay Isles Beach Club, a Gulf-front retreat with cabanas, picnic areas, grills, and beach is yours to enjoy the sand and world-class sunsets. There are also responsive management and maintenance staff, making where home and away share the same address. Membership is available for Longboat Key Club’s 45 holes of golf, Tennis Garden 20 Har-Tru courts, Moorings Marina 291 deepwater slips for vessels up to 150 feet, wellness spa and five unique restaurants. Not to be overlooked is proximity to St. Armands Circle, an unforgettable destination with over 130 boutiques, galleries and restaurants surrounding a central park. Longboat Key is the only barrier island on the West Coast of Florida to have relocated all overhead utilities underground for improved reliability and aesthetics, and LBK landed on the Forbes Travel Guide’s list of Top 12 Destinations for 2025.

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

It’s all about location. Close to everything. Away from it all. Just a short drive from Sarasota, Longboat Key offers unrivaled natural beauty in a coastal retreat. Surrounded by tropical landscaping, this home makes the most of its spaciously designed 2,267 square feet with open-plan living, three bedrooms, two full baths and a half-bath, 26-foot balcony, garage, and ample storage space that are well elevated. The interior creates feelings of tranquility and hospitality throughout. The main living space enjoys abundant natural light and views from 9-foot sliding glass doors. The kitchen opens to the dining and living areas for effortless entertainment with added dining alfresco on the balcony or at the pool. The primary bedroom is generous with en-suite bath offering peace in a soaking tub and spacious dual vanities. Completing the primary suite is a spatial walk-in closet. Two guest wings each with a bath and walk-in closets for added storage extend family and friends every comfort. It’s all about connectivity. Florida remains the envy of the country, with many of our markets winning awards for being among the best places to live or retire. Sarasota SRQ Airport’s soaring success added 30 flights in 2024 and 2025, strong passenger growth, a new $72 million runway and terminal, and ranks No. 1 best resort airport in the country, where passengers can get off a plane and feel like their vacation has begun. It’s all about investment. This home in The Bayou neighborhood of the planned community of Bay Isles could be your destination of choice. Residents enjoy access to the private Bay Isles Beach Club, a Gulf-front retreat with cabanas, picnic areas, grills, and beach is yours to enjoy the sand and world-class sunsets. There are also responsive management and maintenance staff, making where home and away share the same address. Membership is available for Longboat Key Club’s 45 holes of golf, Tennis Garden 20 Har-Tru courts, Moorings Marina 291 deepwater slips for vessels up to 150 feet, wellness spa and five unique restaurants. Not to be overlooked is proximity to St. Armands Circle, an unforgettable destination with over 130 boutiques, galleries and restaurants surrounding a central park. Longboat Key is the only barrier island on the West Coast of Florida to have relocated all overhead utilities underground for improved reliability and aesthetics, and LBK landed on the Forbes Travel Guide’s list of Top 12 Destinations for 2025.

3291 Bayou Road, Longboat Key

$737,000

Penthouse-Level Condo at Grand Bay – Longboat Key Experience luxury living in this beautifully appointed penthouse-level residence at Grand Bay, located behind the gates of Bay Isles on Longboat Key. This spacious 2-bedroom, 2-bath condo offers an open and airy floor plan with stunning east-to-west exposure, capturing both sunrise and sunset from dual balconies with sweeping views of Sarasota Bay, the city skyline, and the golf course. As a penthouse-level home, it also features an added ceiling height of one foot, enhancing the sense of space and light throughout. Both bedrooms are en-suite, with the primary suite featuring dual closets (including one walk-in) and luxurious marble vanities in the bath. The home showcases elegant bamboo flooring in the main living area, marble tile in the bathrooms, and plush carpet in the bedrooms. Floor-to-ceiling sliding glass doors at both ends of the unit flood the space with natural light. The chef’s kitchen is equipped with a Sub-Zero refrigerator, Blue Pearl granite countertops, a breakfast bar, and an in-kitchen laundry room. Recent upgrades include a new AC system in 2021 and a water heater in 2020. The residence also comes with two deeded parking spaces and a private garage-level storage locker, and it is offered furnished for immediate enjoyment. Grand Bay’s exceptional amenities include 24-hour guard-gated Bay Isles entry, an additional Grand Bay gated entrance, secure coded lobby access, on-site property management, and a pet-friendly environment. Residents enjoy two resort-style pools, a state-of-the-art fitness center, tennis courts, and membership to the Bay Isles Beach Club. There are no current or pending assessments. Enjoy the perfect blend of luxury, privacy, and convenience in one of Longboat Key’s premier waterfront communities.

2 Beds ⋅ 2 Baths ⋅ Bay Isles SubDv. ⋅ 34228 Zip Code

Penthouse-Level Condo at Grand Bay – Longboat Key Experience luxury living in this beautifully appointed penthouse-level residence at Grand Bay, located behind the gates of Bay Isles on Longboat Key. This spacious 2-bedroom, 2-bath condo offers an open and airy floor plan with stunning east-to-west exposure, capturing both sunrise and sunset from dual balconies with sweeping views of Sarasota Bay, the city skyline, and the golf course. As a penthouse-level home, it also features an added ceiling height of one foot, enhancing the sense of space and light throughout. Both bedrooms are en-suite, with the primary suite featuring dual closets (including one walk-in) and luxurious marble vanities in the bath. The home showcases elegant bamboo flooring in the main living area, marble tile in the bathrooms, and plush carpet in the bedrooms. Floor-to-ceiling sliding glass doors at both ends of the unit flood the space with natural light. The chef’s kitchen is equipped with a Sub-Zero refrigerator, Blue Pearl granite countertops, a breakfast bar, and an in-kitchen laundry room. Recent upgrades include a new AC system in 2021 and a water heater in 2020. The residence also comes with two deeded parking spaces and a private garage-level storage locker, and it is offered furnished for immediate enjoyment. Grand Bay’s exceptional amenities include 24-hour guard-gated Bay Isles entry, an additional Grand Bay gated entrance, secure coded lobby access, on-site property management, and a pet-friendly environment. Residents enjoy two resort-style pools, a state-of-the-art fitness center, tennis courts, and membership to the Bay Isles Beach Club. There are no current or pending assessments. Enjoy the perfect blend of luxury, privacy, and convenience in one of Longboat Key’s premier waterfront communities.

3070 Grand Bay Boulevard Unit 644, Longboat Key

$725,000

A one of a kind boat slip available for sale with fortified pilings that are plastic coated and an extended finger pier, deep water, protected, yet easy access to Sarasota Bay and the Gulf at Longboat Key Moorings Marina. This is a 154 ft. T-dock/face dock ready to accommodate a yacht; T of D-dock has 2 50s/100 service outlets. D-19 is 74.5 feet, and D-20 is 79.5 feet, because this slip is deeded as two slips, two boats are permitted. Direct access to Sarasota Bay and the ICW with exceptional views of Sarasota Bay. This only deep water marina on the West Coast of Florida is as much a luxury resort as any other neighborhood on the island, thanks to individual slip ownership, Marina village that includes bath house, laundry facilities, restaurant, shopping - close to Publix, CVS, and other specialty shops - recreational and social activities, on-site maintenance and concierge services. Electric, water and wireless internet access at each slip. Free shuttle to St. Armand's Circle. The Marina has everything a boater could need. Membership at the Longboat Key Club is available for an additional fee. This slip will accommodate one or two vessels total 149 feet. Usable beam is 25 feet.

Bay Isles SubDv. ⋅ 34228 Zip Code

A one of a kind boat slip available for sale with fortified pilings that are plastic coated and an extended finger pier, deep water, protected, yet easy access to Sarasota Bay and the Gulf at Longboat Key Moorings Marina. This is a 154 ft. T-dock/face dock ready to accommodate a yacht; T of D-dock has 2 50s/100 service outlets. D-19 is 74.5 feet, and D-20 is 79.5 feet, because this slip is deeded as two slips, two boats are permitted. Direct access to Sarasota Bay and the ICW with exceptional views of Sarasota Bay. This only deep water marina on the West Coast of Florida is as much a luxury resort as any other neighborhood on the island, thanks to individual slip ownership, Marina village that includes bath house, laundry facilities, restaurant, shopping - close to Publix, CVS, and other specialty shops - recreational and social activities, on-site maintenance and concierge services. Electric, water and wireless internet access at each slip. Free shuttle to St. Armand's Circle. The Marina has everything a boater could need. Membership at the Longboat Key Club is available for an additional fee. This slip will accommodate one or two vessels total 149 feet. Usable beam is 25 feet.

2800 Harbourside Drive Drive Unit D-19 D-20, Longboat Key