5965 GULF OF MEXICO DRIVE
LONGBOAT KEY FL 34228
Residential / Single Family Residence
11 Bed · 13 Bath · 4 Half Baths · 17,199 SqFt · $1,454/SqFt
Days on Market: 5
County: Manatee
Subdiv/Community Name: Longboat Key
Legal Subdivision Name: LONGBOAT KEY
Year built: 2007
Garage: Yes 7 vehicles
Private Pool: Yes
Waterfront: Yes
Lot Size (in acres): 1.64
Under Construction. A vision of architectural brilliance, this extraordinary estate, nestled on a nearly two-acre site on the Gulf of Mexico, is poised to redefine comfortable coastal living. Currently under construction with a cost basis of approximately $25 million, this landmark residence is destined to be one of the most iconic homes on Sarasota’s Gulf Coast. Conceptualized by internationally acclaimed Sweet Sparkman Architecture and Interiors, the design reflects a fusion of bold innovation, timeless elegance, and an intimate understanding of the coastal environment. The main residence is a masterpiece of refined sophistication, featuring an expansive primary suite with dual bathrooms ... Read more....»
5861 GULF OF MEXICO DRIVE
LONGBOAT KEY FL 34228
Residential / Single Family Residence
5 Bed · 6 Bath · 1 Half Bath · 10,400 SqFt · $2,202/SqFt
Days on Market: 16
County: Manatee
Subdiv/Community Name: Longboat Key
Legal Subdivision Name: LONGBOAT KEY
Year built: 2023
Garage: Yes 8 vehicles
Private Pool: Yes
Waterfront: Yes
Lot Size (in acres): 1.13
Welcome to 5861 Gulf of Mexico Drive, a contemporary home that exudes Zen-like calm in a tropical jungle garden located on over an acre beachfront estate on Longboat Key. This masterpiece of tropical modernism spans a stunning 1.1 acres with 100 feet of direct Gulf frontage, offering privacy, breathtaking views, and a sophisticated lifestyle experience. Seclusion and privacy begin with an eight ft solid concrete and Brazilian hardwood entry gate. Upon entering, you are welcomed down a path that leads you past two free standing accessory buildings that allow for multiple creative uses. The ground floor includes garage space ... Read more....»
6171 GULF OF MEXICO DRIVE
LONGBOAT KEY FL 34228
Residential / Single Family Residence
4 Bed · 5 Bath · 1 Half Bath · 7,352 SqFt · $2,312/SqFt
Days on Market: 193
County: Manatee
Subdiv/Community Name: Sleepy Lagoon
Legal Subdivision Name: SLEEPY LAGOON
Year built: 1995
Garage: Yes 4 vehicles
Waterfront: Yes
Rare Opportunity - Luxury Gulf Front Estate in Longboat Key, Florida. Welcome to Eagles Sacred Retreat, the ultimate in luxury Florida living! This rarely available Gulf Front Estate boasts 100 feet of pristine beachfrontage with a deeded boat slip. This recently completed architectural masterpiece offers the perfect blend of modern design and luxurious amenities, including a prime location with lush landscaping directly on the white sandy beach of the Gulf of Mexico, with panoramic views as far as the eye can see. This gated retreat features expansive walls of glass where you will delight in watching breathtaking sunsets while entertaining family and ... Read more....»
6489 GULFSIDE ROAD
LONGBOAT KEY FL 34228
Residential / Single Family Residence
4 Bed · 4 Bath · 1 Half Bath · 6,616 SqFt · $2,569/SqFt
Days on Market: 10
County: Manatee
Subdiv/Community Name: Sleepy Lagoon
Legal Subdivision Name: SLEEPY LAGOON
Year built: 2024
Garage: Yes 4 vehicles
Private Pool: Yes
Waterfront: Yes
Under Construction. Enjoy the ultimate Longboat Key lifestyle in your very own direct Gulf Front private access with stunning Gulf of Mexico views! The progress at this Seaward Homes Curated Collection at 6489 Gulfside is moving right along, with completion expected by August of 2025. Designed by DSDG Architects, this home epitomizes exceptional quality and attention to detail. Situated on a coveted 100' Gulf front lot, this property offers soft sands, endless Gulf views, and miles of walkability. Gulfside Drive provides a quiet entrance street for its Gulf front residents. The main house features 4 oversized en-suite bedrooms and over ... Read more....»
6603 GULFSIDE ROAD
LONGBOAT KEY FL 34228
Residential / Single Family Residence
5 Bed · 5 Bath · 1 Half Bath · 4,925 SqFt · $3,046/SqFt
Days on Market: 241
County: Manatee
Subdiv/Community Name: Sleepy Lagoon
Legal Subdivision Name: SLEEPY LAGOON
Year built: 2025
Garage: Yes 3 vehicles
Private Pool: Yes
Waterfront: Yes
Pre-Construction. To be built. Introducing a rare gem of contemporary luxury on Longboat Key: a brand-new, direct Gulf-front masterpiece crafted by Vertical Design Build to the most exacting standards. Still in the beginning stages, there is plenty of time to make your personal selections! Set on over a quarter-acre of lush beachfront property, this architectural marvel offers an unparalleled coastal living experience. Designed to showcase the breathtaking vistas of the Gulf of Mexico, every aspect of this home has been meticulously planned and executed to perfection. No detail has been overlooked in this chic and opulent retreat. From the sleek ... Read more....»
6680 GULF OF MEXICO DRIVE
LONGBOAT KEY FL 34228
Residential / Single Family Residence
6 Bed · 6 Bath · 1 Half Bath · 6,408 SqFt · $2,310/SqFt
Days on Market: 463
County: Manatee
Subdiv/Community Name: Rauch Subdivision
Legal Subdivision Name: RAUCH
Year built: 2020
Garage: Yes 6 vehicles
Private Pool: Yes
Waterfront: Yes
Lot Size (in acres): 2.39
Expansive, gated, waterfront family estate featuring custom designed main home along with a separate three bedroom guest home. Enjoy private deeded beach access and deep water dockage. This Private two acre gated estate on the north end of Longboat Key is a rare gem. Entrance, Driveway and Main home are illuminated with Bevelo gas lanterns. Property includes 4 parcels total including 500 Nomas Way, 510 Nomas Way, 520 Nomas Way and 6680 Gulf of Mexico Drive. All are buildable lots. There is a Separate 3 bedroom, 2 bathroom, 1850 square foot Guest House (500 Nomas Way) ... Read more....»
50 LIGHTHOUSE POINT DRIVE
LONGBOAT KEY FL 34228
Residential / Single Family Residence
6 Bed · 6 Bath · 1 Half Bath · 7,450 SqFt · $1,872/SqFt
Days on Market: 4
County: Sarasota
Complex/CommunityName: LIGHTHOUSE POINT
Subdiv/Community Name: Lighthouse Point
Legal Subdivision Name: LIGHTHOUSE POINT
Year built: 1992
Garage: Yes 3 vehicles
Private Pool: Yes
Waterfront: Yes
Discover the pinnacle of coastal luxury at 50 Lighthouse Point Drive, an extraordinary estate nestled in the exclusive gated community of Lighthouse Point. A 13-acre community with only 16 estate homes on Longboat Key. This residence on over 3/4 of an acre spans over 7450 square feet of living space, completely renovated beginning in 2015, offering six bedrooms, six-and-a-half baths, a game room, and a loft /study. The open-concept design embraces breathtaking panoramic water views from all sides, featuring three oversized floor-to-ceiling angles windows that frame the Gulf of Mexico, New Pass and Sarasota Bay. This unique personal resort-style residence ... Read more....»
5919 GULF OF MEXICO DRIVE
LONGBOAT KEY FL 34228
Residential / Single Family Residence
5 Bed · 6 Bath · 5,596 SqFt · $2,234/SqFt
Days on Market: 17
County: Manatee
Subdiv/Community Name: Longboat Key
Legal Subdivision Name: LONGBOAT KEY
Year built: 1998
Garage: Yes 9 vehicles
Private Pool: Yes
Waterfront: Yes
Lot Size (in acres): 1.58
Experience the ultimate in beachfront living with this extraordinary 1.6-acre estate on Longboat Key, offering a rare 156 feet of direct frontage along the Gulf of Mexico. Embrace breathtaking water views and spectacular sunsets from every room and multiple balconies. The grand living room features soaring cathedral ceilings and dramatic walls of glass that frame the elevated pool deck with an infinity-edge pool, spa, and endless Gulf views beyond. A private, gated entrance and stately drive lead to a dual staircase entry, setting a tone of sophistication upon arrival. Inside, neutral finishes throughout the approximately 5,600 square feet of living ... Read more....»
801 LONGBOAT CLUB ROAD
LONGBOAT KEY FL 34228
Residential / Single Family Residence
5 Bed · 5 Bath · 1 Half Bath · 6,923 SqFt · $1,719/SqFt
Days on Market: 12
County: Sarasota
Subdiv/Community Name: Regent Court
Legal Subdivision Name: REGENT COURT
Year built: 1993
Garage: Yes 9 vehicles
Private Pool: Yes
Waterfront: Yes
Lot Size (in acres): 1.24
Welcome to a truly remarkable legacy estate spanning 150’ of walking beach tucked behind the gates of the exclusive Longboat Key Club in Regent’s Court. Unquestionably, one of the area’s most distinguished and desirable locations. Perfectly positioned on a quiet street, this custom built residence offers unparalleled views of the Gulf of Mexico, lush tropical landscaping, and is designed for the ultimate Longboat Key lifestyle. Boasting 5-bedrooms, 5.5-bathrooms, the home is a masterpiece of traditional island-style design, featuring soaring ceilings, exquisite trim, and detailed moldings throughout. Expansive verandahs overlooking the Gulf create seamless indoor-outdoor living spaces, perfect for entertaining or ... Read more....»
6161 GULF OF MEXICO DRIVE
LONGBOAT KEY FL 34228
Residential / Single Family Residence
4 Bed · 4 Bath · 1 Half Bath · 4,224 SqFt · $2,770/SqFt
Days on Market: 6
County: Manatee
Subdiv/Community Name: Sleepy Lagoon
Legal Subdivision Name: SLEEPY LAGOON
Year built: 1997
Garage: Yes 5 vehicles
Private Pool: Yes
Waterfront: Yes
Rare Opportunity: Beach and Boating Lifestyle on Longboat Key. Experience the best of both worlds with breathtaking Gulf of Mexico views and deeded bay access, including a renovated boathouse with a lift just across Gulf of Mexico Drive. This three-story Key West-style home, designed by Clifford M. Scholz Architects and built by Perrone Builders, offers unparalleled privacy and the ultimate coastal lifestyle. Nestled behind a private gate and surrounded by lush tropical greenery on almost an acre (33,400sf), this island retreat is built with concrete block construction. The four-bedroom home has been meticulously maintained and thoughtfully updated over the years. Recent ... Read more....»
600 PUTTER LANE
LONGBOAT KEY FL 34228
Residential / Single Family Residence
5 Bed · 5 Bath · 5,982 SqFt · $1,856/SqFt
Days on Market: 13
County: Sarasota
Subdiv/Community Name: Country Club Shores
Legal Subdivision Name: COUNTRY CLUB SHORES, UNIT 5, SEC 3
Year built: 2017
Garage: Yes 3 vehicles
Private Pool: Yes
Waterfront: Yes
Welcome to Paradise on Longboat Key. This coastal modern home is located on the direct bayfront with a total of 270 feet on the water. As you enter the home, your first view is a serene and expansive view of Sarasota Bay all the way from the Ringling Museum to Downtown Sarasota. Every bedroom is filled with bay views. Enjoy different types of boating as the dock includes 2 jet ski lifts and a 13,000 pound boat lift. With plenty of interior space that includes 5 bedrooms, 5 baths plus and office/den and upstairs has a ... Read more....»
501 HARBOR POINT ROAD
LONGBOAT KEY FL 34228
Residential / Single Family Residence
5 Bed · 5 Bath · 1 Half Bath · 6,125 SqFt · $1,714/SqFt
Days on Market: 53
County: Sarasota
Subdiv/Community Name: Bay Isles
Legal Subdivision Name: BAY ISLES
Year built: 1989
Garage: Yes 3 vehicles
Private Pool: Yes
Waterfront: Yes
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 ... Read more....»
6061 GULF OF MEXICO DRIVE
LONGBOAT KEY FL 34228
Residential / Single Family Residence
5 Bed · 5 Bath · 1 Half Bath · 3,203 SqFt · $2,779/SqFt
Days on Market: 4
County: Manatee
Subdiv/Community Name: Sleepy Lagoon
Legal Subdivision Name: SLEEPY LAGOON 2
Year built: 1969
Garage: Yes 2 vehicles
Private Pool: Yes
Waterfront: Yes
This stunning Gulf front gated Estate property boasts a beautifully almost one acre landscaped setting with a long, elegant paver driveway leading to a spacious six-bedroom, six-bathroom home. Designed with a bright and airy interior, the home features ten-foot ceilings and expansive glass windows that invite natural light into every room. The open floor plan creates a seamless flow, perfect for modern living and entertaining. The property also includes a detached one-bedroom, one-bathroom casita, offering privacy and versatility. Step outside to enjoy the sparkling Gulfside pool, ideal for relaxation or gatherings. A two-car garage provides ample storage, and the location offers ... Read more....»
5941 GULF OF MEXICO DRIVE
LONGBOAT KEY FL 34228
Residential / Single Family Residence
3 Bed · 3 Bath · 1 Half Bath · 2,417 SqFt · $3,641/SqFt
Days on Market: 89
County: Manatee
Subdiv/Community Name: Longboat Key
Legal Subdivision Name: TOWN OF LONGBOAT KEY
Year built: 1954
Garage: Yes 2 vehicles
Private Pool: Yes
Waterfront: Yes
Lot Size (in acres): 1.07
**Exquisite Beachfront Estate! Choice Longboat Key location ** Seize this extraordinary, once-in-a-lifetime opportunity to create your personal sanctuary on one of the most remarkable waterfront lots along the Gulf Coast. This rare gem offers an unparalleled oceanfront homesite 100X465 (over 1 acre) directly on the pristine beaches of the Gulf of Mexico. This delightful residence, recently affected by water intrusion due to Hurricane Helene, is being sold in its current condition-"as-is.” Envision the possibilities of crafting your dream oceanfront estate nestled on the stunning shores of Longboat Key. The expansive lot, spanning just over an acre, is perfectly suited ... Read more....»
757 HIDEAWAY BAY DRIVE
LONGBOAT KEY FL 34228
Residential / Single Family Residence
4 Bed · 5 Bath · 4,507 SqFt · $1,886/SqFt
Days on Market: 246
County: Manatee
Subdiv/Community Name: Hideaway Bay Subdivision
Legal Subdivision Name: HIDEAWAY BAY SUB
Year built: 2007
Garage: Yes 3 vehicles
Private Pool: Yes
Waterfront: Yes
This property has sustained no damage from any of the three hurricanes and boasts an elevation of 10.5 feet, ensuring you stay high and dry. Introducing Maison d'Azur, a custom waterfront estate in the prestigious Hideaway Bay enclave on the north end of Longboat Key. This exquisite 4,500 sq. ft. Key West-inspired residence, crafted by acclaimed builder John Cannon, features four bedrooms and five bathrooms, seamlessly blending indoor and outdoor living to create an atmosphere of refined luxury reminiscent of a boutique hotel. Situated on over a quarter of an acre, this bayfront property commands breathtaking, unobstructed views. Enjoy the vibrant ... Read more....»
500 HARBOR POINT ROAD
LONGBOAT KEY FL 34228
Residential / Single Family Residence
4 Bed · 5 Bath · 2 Half Baths · 6,556 SqFt · $1,220/SqFt
Days on Market: 32
County: Sarasota
Subdiv/Community Name: Bay Isles
Legal Subdivision Name: BAY ISLES
Year built: 2008
Garage: Yes 4 vehicles
Private Pool: Yes
Waterfront: Yes
Nestled within the prestigious Bay Isles Harbor Section community, this residential masterpiece, crafted by luxury home builder Murray Homes, epitomizes waterfront luxury living. Boasting five bedrooms and nearly 7,000 square feet of meticulously updated interiors and exteriors, this private sanctuary embraces the boater's lifestyle. This residence captivates with stunning views of Sarasota Bay, where tranquil sailboat-deep waters and lush Mangroves create a picturesque setting. A true boater's dream, the property features a newly installed 30' dock, a 10,000-lbs. lift (both added in 2022), and a seawall constructed in 2008, ensuring seamless access to the bay's sparkling waters. Approaching the home, ... Read more....»
65 LIGHTHOUSE POINT DRIVE
LONGBOAT KEY FL 34228
Residential / Single Family Residence
4 Bed · 4 Bath · 1 Half Bath · 4,941 SqFt · $1,617/SqFt
Days on Market: 3
County: Sarasota
Subdiv/Community Name: Lighthouse Point
Legal Subdivision Name: LIGHTHOUSE POINT
Year built: 2001
Garage: Yes 3 vehicles
Private Pool: Yes
Waterfront: Yes
Built with the scale and security of a grand personal estate, this gated waterfront home boasts nearly 5,000 square feet of interior living space that opens seamlessly to expansive terraces on two levels, with spectacular vistas overlooking manicured tropical surroundings and a secluded lagoon that enjoys bridgeless access to the Gulf. Extensively updated in 2021, the two-story Mediterranean-style residence and grounds feature luxurious design elements and upgrades, including fully renovated Cucina Ricci kitchen and bathrooms, indoor-outdoor Yamaha sound system, landscape and security lighting, and whole-house Koehler generator. Immediately showcasing the home’s distinctively elegant coastal style, arched French casement double doors open ... Read more....»
5910 GULF OF MEXICO DRIVE
LONGBOAT KEY FL 34228
Residential / Single Family Residence
5 Bed · 4 Bath · 2 Half Baths · 4,272 SqFt · $1,674/SqFt
Days on Market: 65
County: Manatee
Subdiv/Community Name: Longboat Key
Legal Subdivision Name: HARRIS BAYOU
Year built: 2023
Garage: Yes 3 vehicles
Private Pool: Yes
Waterfront: Yes
Live the boater’s dream on exclusive North Longboat Key. This spectacular, newly built, coastal contemporary waterfront home provides easy access to the tranquil Intercoastal Waterway, sparkling Sarasota Bay and majestic Gulf of Mexico. Located on a three-quarter acre lot with 133 feet of frontage on a 125-foot-wide canal, this 4,210-SF home features an open floorplan with light-color finishes, quartz hard surfaces and wood-look tile flooring. The large kitchen includes a Sub-Zero glass door refrigerator and Thermador appliances. There is an additional full outdoor kitchen with a gas grill, vent hood and U-Line refrigeration. A spacious first-floor office/den overlooks the waterway. ... Read more....»
7147 LA LENAIRE DRIVE
LONGBOAT KEY FL 34228
Residential / Single Family Residence
5 Bed · 5 Bath · 1 Half Bath · 3,503 SqFt · $1,927/SqFt
Days on Market: 162
County: Manatee
Subdiv/Community Name: La Lenaire Isle
Legal Subdivision Name: JEWFISH KEY
Year built: 1990
Garage: No
Private Pool: Yes
Waterfront: Yes
Lot Size (in acres): 1.35
This is a once-in-a-lifetime opportunity to own the crown jewel of Florida's west coast. Nestled on an exclusive island, this property spans 1.35 acres and includes a private beach with endless views of aqua blue waters. When you dream of living the Florida lifestyle, this estate is truly what you envision. Accessible only by boat, this Polynesian-style waterfront sanctuary promises complete seclusion and tranquility amidst lush, tropical vegetation. Elevated 18 feet above sea level, it boasts raised walkways and separate bedroom buildings, ensuring plenty of space. With five bedrooms and five and a half baths, this home captivates with its ... Read more....»
6516 BAYOU HAMMOCK ROAD
LONGBOAT KEY FL 34228
Residential / Single Family Residence
2 Bed · 4 Bath · 1 Half Bath · 3,693 SqFt · $1,679/SqFt
Days on Market: 33
County: Manatee
Subdiv/Community Name: Bayou Hammock
Legal Subdivision Name: GULF SIDE
Year built: 1960
Garage: Yes 2 vehicles
Private Pool: Yes
Waterfront: Yes
A Rare Opportunity to Own an Exquisite Bayfront Property on Longboat Key! Discover an extraordinary chance to build the waterfront estate of your dreams on this sprawling estate-sized property located in the exclusive enclave of Bayou Hammock. Boasting an impressive 200 feet of direct bayfront access, this prime location offers unobstructed, forever views across the bay to the Intracoastal Waterway. Immerse yourself in the natural beauty of the surroundings, where panoramic vistas of sparkling water are complemented by the serene sights and sounds of graceful seabirds, playful sea life, and gentle bay breezes. This private, secluded setting provides a rare ... Read more....»
585 GUNWALE LANE
LONGBOAT KEY FL 34228
Residential / Single Family Residence
3 Bed · 3 Bath · 1 Half Bath · 4,733 SqFt · $1,267/SqFt
Days on Market: 4
County: Sarasota
Subdiv/Community Name: Country Club Shores
Legal Subdivision Name: COUNTRY CLUB SHORES SEC 02
Year built: 1990
Garage: Yes 2 vehicles
Private Pool: Yes
Waterfront: Yes
Welcome to your exclusive waterfront retreat, a resilient haven that has withstood multiple storms without damage. On the point of a peaceful cul-de-sac in Country Club Shores on Longboat Key, this exceptional property offers breathtaking panoramic views of the Bay, city skyline, and iconic Ringling Bridge—visible from every window. With 243 feet of prime water frontage, including 118 feet on the open Bay and 125 feet on the canal, this home offers unparalleled water access. The 60-foot boat dock, lift, and mooring are sheltered in sailboat-friendly waters, allowing unobstructed views of the Bay. Built in 1990 and meticulously maintained, this ... Read more....»
519 ROUNTREE DRIVE
LONGBOAT KEY FL 34228
Residential / Single Family Residence
4 Bed · 4 Bath · 1 Half Bath · 3,554 SqFt · $1,674/SqFt
Days on Market: 205
Cumulative Days on Market: 303
County: Sarasota
Subdiv/Community Name: Longboat Key Estates
Legal Subdivision Name: LONGBOAT KEY ESTATES
Year built: 2024
Garage: Yes 2 vehicles
Private Pool: Yes
Waterfront: Yes
One or more photo(s) has been virtually staged. Under Construction. PROJECTED COMPLETION: Late December, 2024. • OVER 6,000 Sq. Ft. of indoor/outdoor living space! 4 BED / 4.5 BATH (plus office) WATERFRONT LUXURY at its finest. • SIMPLY INCREDIBLE ENTERTAINERS DREAM includes a 1,000+ Sq. Ft. rooftop terrace with full outdoor kitchen overlooking the Gulf of Mexico; • This MODERN MASTERPIECE developed by ii Miami is the most unique home in Longboat Key, highlighting Arieno Custom Home Design's innovative plan; • CUSTOM BUILT with Tidewater Builders renowned quality craftsmanship; • PANORAMIC VIEWS in 360 of the Gulf, Bayfront Park ... Read more....»
5444 GULF OF MEXICO DRIVE
LONGBOAT KEY FL 34228
Residential / Single Family Residence
5 Bed · 5 Bath · 6,000 SqFt · $967/SqFt
Days on Market: 178
County: Manatee
Subdiv/Community Name: Cedar Woodlands
Legal Subdivision Name: CEDAR WOODLANDS
Year built: 1997
Garage: Yes 4 vehicles
Private Pool: Yes
Waterfront: Yes
Lot Size (in acres): 1.06
Behold a sanctuary of contemporary elegance, where luxury and innovation converge to create a residence that stands as a testament to architectural grandeur on beautiful Longboat Key. This 6,000+/- sq. ft. Bayfront marvel, brilliantly crafted by Bruce Saba, offers an unparalleled contemporary living experience. As you step inside, the exceptional style reveals itself, boasting absolutely the very best views of any single-family home on the island. The home’s 360-degree connection to the outdoors is achieved through walls of glass, allowing natural light to flood in and highlight the gorgeous limestone and marble floors and high ceilings. The expansive, oversized 49-foot ... Read more....»
596 YAWL LANE
LONGBOAT KEY FL 34228
Residential / Single Family Residence
5 Bed · 5 Bath · 1 Half Bath · 7,374 SqFt · $780/SqFt
Days on Market: 50
County: Sarasota
Subdiv/Community Name: Country Club Shores
Legal Subdivision Name: COUNTRY CLUB SHORES
Year built: 1996
Garage: Yes 2 vehicles
Private Pool: Yes
Waterfront: Yes
This is one of the most significant properties in the prestigious Country Club Shores community, boasting the third-largest lot in the neighborhood at an impressive 18,416 square feet. The current home spans 7,374 square feet, offering a spacious footprint that could be renovated or reimagined entirely as a custom-built waterfront masterpiece. With expansive water frontage and direct access to Sarasota Bay, this property is a boater’s dream. The 275-foot seawall not only enhances the property's waterfront appeal but also provides ample space for multiple docks or larger watercraft. The oversized lot offers plenty of room to create luxurious outdoor living spaces, ... Read more....»
3480 BAYOU SOUND
LONGBOAT KEY FL 34228
Residential / Single Family Residence
5 Bed · 4 Bath · 1 Half Bath · 3,926 SqFt · $1,274/SqFt
Days on Market: 25
County: Sarasota
Subdiv/Community Name: Bay Isles
Legal Subdivision Name: BAY ISLES
Year built: 2024
Garage: Yes 2 vehicles
Private Pool: Yes
Step into a world of unparalleled luxury and coastal elegance with this brand new coastal contemporary masterpiece in the exclusive double gated and secure Bay Isles community of Bayou Sound. Designed with impeccable attention to detail, this home offers a seamless blend of sophistication and comfort. The custom chef’s kitchen is a true showstopper, featuring bespoke cabinetry, top-of-the-line stainless steel appliances, an oversized island, and a sunlit dining area with an unobstructed view of the spectacular back yard. The great room is a stunning space designed for both relaxation and entertaining adorned with exquisite built-ins and exposed wood beams ... Read more....»
510 BOWSPRIT LANE
LONGBOAT KEY FL 34228
Residential / Single Family Residence
5 Bed · 6 Bath · 1 Half Bath · 4,389 SqFt · $1,128/SqFt
Days on Market: 18
County: Sarasota
Subdiv/Community Name: Country Club Shores
Legal Subdivision Name: COUNTRY CLUB SHORES
Year built: 2013
Garage: Yes 2 vehicles
Private Pool: Yes
Waterfront: Yes
Enjoy an exceptional lifestyle at this coveted Country Club Shores canal home ideal for boaters and less than three blocks from the beach. With direct access to Sarasota Bay and within two minutes of open water, this stately elevated waterfront villa is an exquisite blend of elegant design and modern coastal luxury. Thoughtfully laid out with an inviting primary suite on the main level and four en suite bedrooms on the second floor, the home features oversized windows and incredible sight lines that showcase beautiful views and abundant natural light throughout. Fully remodeled by Klar and Klar Architects, the interior ... Read more....»
750 PENFIELD STREET
LONGBOAT KEY FL 34228
Residential / Single Family Residence
5 Bed · 4 Bath · 1 Half Bath · 3,710 SqFt · $1,301/SqFt
Days on Market: 147
County: Manatee
Subdiv/Community Name: Sleepy Lagoon
Legal Subdivision Name: SLEEPY LAGOON PARK 3
Year built: 1977
Garage: Yes 3 vehicles
Private Pool: Yes
Waterfront: Yes
Nestled in the North Longboat Key area, this stunning five-bedroom home rebuilt in 2014 with new pool and many other features offers unparalleled luxury and breathtaking views. As you step through the sliding glass doors from the main living area to the terrace, you are greeted by the expansive vistas of Sarasota Bay and the Intercoastal Waterway. This property is an epitome of modern elegance, featuring high-end finishes and an array of amenities designed for comfort and style. Key features of the home include a gourmet kitchen equipped with the latest high end appliances ideal for culinary enthusiasts. The home ... Read more....»
5005 GULF OF MEXICO DRIVE UNIT 5
LONGBOAT KEY FL 34228
Residential / Single Family Residence
4 Bed · 4 Bath · 1 Half Bath · 3,358 SqFt · $1,429/SqFt
Days on Market: 295
County: Manatee
Subdiv/Community Name: Bonaire Bayou
Legal Subdivision Name: BONAIRE AT LONGBOAT KEY
Year built: 2018
Garage: Yes 3 vehicles
Private Pool: Yes
Unbelievable price on an unbelievable beautiful home on Longboat Key!! Motivated seller!!A lifestyle of uncompromising luxury awaits in this beautiful residence in the exclusive Gulf side community of Bonaire, where beachfront sophistication meets breathtaking vistas, and every detail is crafted with the utmost elegance. This immaculately cared for British West Indies home is only steps away from a residence ONLY private beach access and has everything you could dream of in a coastal luxury home. Upon entering the 3-level floor plan haven, a harmonious blend of engineered hardwoods and ceramic tile unfolds, creating an ambiance exuding both panache and ... Read more....»
500 BUTTONWOOD DRIVE
LONGBOAT KEY FL 34228
Residential / Single Family Residence
4 Bed · 4 Bath · 4,868 SqFt · $902/SqFt
Days on Market: 195
County: Sarasota
Subdiv/Community Name: Buttonwood Harbor
Legal Subdivision Name: LONGBOAT SHORES REV
Year built: 2021
Garage: Yes 3 vehicles
Private Pool: Yes
Million-dollar Gulf of Mexico views. Lowest square foot price on any newer built home on the Island! Enjoy watching waves crash from the comforts of your living room. New Construction (2021). PRIVATE PERSONAL BOAT DOCK and irrigation with optional HOA Membership. Hurricane windows and doors. Raised home so no worries of hurricane flood damage! One-of-a-kind Mid-Island Longboat Key custom-built home across the street from the Gulf of Mexico! Just steps from the very quiet, often private beach. Rare find on LBK - With BOTH gulf and bay views AND a boat dock! 4,868 square feet under air, breathtaking gulf views ... Read more....»
591 PUTTING GREEN LANE
LONGBOAT KEY FL 34228
Residential / Single Family Residence
5 Bed · 5 Bath · 1 Half Bath · 4,858 SqFt · $875/SqFt
Days on Market: 26
County: Sarasota
Subdiv/Community Name: Country Club Shores
Legal Subdivision Name: COUNTRY CLUB SHORES
Year built: 2008
Garage: Yes 2 vehicles
Private Pool: Yes
Waterfront: Yes
Welcome to your dream home, perched on a serene cul-de-sac on sought-after Longboat Key, where the beauty of Sarasota Bay and the skyline becomes a stunning backdrop to everyday life. This meticulously maintained residence offers a blend of comfort, elegance and practicality, creating an ideal space for both relaxation and entertaining. As you enter the home, the open and bright living spaces invite you to unwind or host guests in style. With 12-foot ceilings and beautiful crown molding, the interior feels expansive and airy. The rich travertine tile, wood flooring, and plush carpet underfoot add warmth and sophistication to every ... Read more....»
The information relating to real estate for sale on this website comes in part from the My Florida Regional MLS DBA Stellar MLS. This information is provided exclusively for consumers' personal, non-commercial use. It may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed accurate by the MLS.
