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Longboat Key, FL Homes for Sale

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  • /32

    $565,000

    • 3 Beds
    • 2 Baths
    • 1,484 Sq Ft

    5055 Gulf of Mexico Dr Unit 412, Longboat Key, FL 34228

    Discover an exceptional value opportunity in Club Longboat on Longboat Key, one of the island’s most desirable beachside communities known for its active lifestyle and resort style amenities. This three bedroom, two bathroom ground floor walkout residence is currently the least expensive unit in the community and presents a rare chance to create a fully customized coastal retreat. With a solid

    Ryan Ackerman COLDWELL BANKER REALTY

    5055 Gulf of Mexico Dr Unit 412, Longboat Key, FL 34228
  • /54

    $725,000

    • 2 Beds
    • 2 Baths
    • 961 Sq Ft

    5125 Gulf of Mexico Dr Unit 4, Longboat Key, FL 34228

    An exceptional opportunity to own a private family retreat on the pristine shores of Longboat Key—while generating rental income when you’re away. Located within the intimate beachfront enclave of Sea Grape Inn, this unique resort community offers just eight residences, creating a peaceful, uncrowded atmosphere rarely found on the island. Approved for daily, weekly, or monthly rentals, the

    Bobbie Banan MICHAEL SAUNDERS & COMPANY

    5125 Gulf of Mexico Dr Unit 4, Longboat Key, FL 34228
  • /65

    $8,850,000

    • 6 Beds
    • 6.5 Baths
    • 5,862 Sq Ft

    6477 Gulfside Rd, Longboat Key, FL 34228

    100' of direct beach and gulf frontage..... Welcome to Paradise! Experience the ultimate in Longboat Key and Gulf-front luxury with this spectacular nearly 6,000 sq. ft. beachfront estate on Longboat Key. Perfectly positioned on a pristine stretch of white-sand shoreline, this gorgeous beach home offers unobstructed, panoramic views of the Gulf of Mexico from nearly every room in the home. Also

    Robert Delaney MICHAEL SAUNDERS & COMPANY

    6477 Gulfside Rd, Longboat Key, FL 34228
  • /63

    $1,799,000

    • 3 Beds
    • 3 Baths
    • 2,375 Sq Ft

    565 Sanctuary Dr Unit B106, Longboat Key, FL 34228

    Nestled behind the exclusive gates of the Longboat Key Club, The Sanctuary enjoys an enviable location along a pristine stretch of Longboat Key’s Gulf beach. This exceptionally renovated 3BR, 3BA residence with nearly 2,400 square feet of living space is simply stunning. This corner residence features a thoughtful split-bedroom layout, elegant finishes and floor to ceiling high-impact glass

    Bruce Myer COLDWELL BANKER REALTY

    565 Sanctuary Dr Unit B106, Longboat Key, FL 34228
  • /13

    $265,000

    26OO Harbourside Dr Unit O-06, Longboat Key, FL 34228

    A great view of the bay and city skyline along with easy boat access! This 50 x 20 foot slip at Longboat Key Club Moorings is located on the south side of O-dock. Club membership is not required. Direct access to Sarasota Bay and the ICW. The deep water marina is as much a luxury resort as any other neighborhood on the island, thanks to individual slip ownership, a Mediterranean style marina

    Jennifer Wilson LBRE LLC

    26OO Harbourside Dr Unit O-06, Longboat Key, FL 34228
  • /78

    $1,100,000

    • 3 Beds
    • 2.5 Baths
    • 2,298 Sq Ft

    360 Gulf of Mexico Dr Unit 312, Longboat Key, FL 34228

    Tangerine Bay Club An Island Resort-style condo located at the premier location on Longboat Key. This professionally painted 2 bedroom, 2.5bath with office/den features views of Sarasota Bay. It is in close proximity to New Pass and the pristine beaches of the Gulf of Mexico. Upgraded Ergon Fall White stone ceramic tile flooring is as beautiful as it is durable. The kitchen will satisfy your

    Karl Helbig SUNREAL ESTATE INC

    360 Gulf of Mexico Dr Unit 312, Longboat Key, FL 34228
  • /73

    $1,499,000

    • 2 Beds
    • 2 Baths
    • 1,598 Sq Ft

    1211 Gulf of Mexico Dr Unit 505, Longboat Key, FL 34228

    No matter where you 'summer' you belong in sunny Sarasota for the 'winter'. Feast your eyes on this TURN-KEY FURNISHED, BEACH FRONT condo. Your job? BRING YOUR LUGGAGE ... everything else is here! This lovely Longboat Key condo is beautifully furnished, fully equipped and calling your name. Renovated and reimagined for casual living just a few years ago, it features an open kitchen, gulf front

    Sharon Whalen COLDWELL BANKER REALTY

    1211 Gulf of Mexico Dr Unit 505, Longboat Key, FL 34228
  • /50

    $1,850,000

    • 2 Beds
    • 2 Baths
    • 1,470 Sq Ft

    2425 Gulf of Mexico Dr Unit 6D, Longboat Key, FL 34228

    Sea Gate Club on Longboat Key, Sarasota. DIRECT Beach and Gulf Views greet you when you open the front door! This unit is in the preferred section of Sea Gate building, with incredible views from every window. Wait till you see the green flash at the stunning sunsets from your balcony or down on the beach! All new hurricane sliding glass doors and windows. All new hurricane glass railings on the

    Sally Masters Compass Florida LLC

    2425 Gulf of Mexico Dr Unit 6D, Longboat Key, FL 34228
  • /64

    $999,999

    • 2 Beds
    • 2 Baths
    • 1,172 Sq Ft

    1105 Gulf of Mexico Dr Unit 401, Longboat Key, FL 34228

    Direct Ocean view from this Bright Airy corner unit in desirable building five. Catch the view of the Gulf of Mexico and Sunsets from your balcony. To see this property is to fall in love with easy living! You need to visit this unit to get a sense of the remarkable views , especially the amount of light that permeates the entire interior. Beachplace is a perfect get away on the south end of

    Jim Weingart COLDWELL BANKER REALTY

    1105 Gulf of Mexico Dr Unit 401, Longboat Key, FL 34228
  • /21

    $525,500

    • 1 Bed
    • 1 Bath
    • 520 Sq Ft

    5841 Gulf of Mexico Dr Unit 244, Longboat Key, FL 34228

    REDUCE PRICE- RARE FIND!!! This fully furnished turnkey 1bedroom/1bath end unit has an open kitchen, dining and living room combo with a sofa sleeper and a screened lanai accommodating four guests comfortably. This lovely turnkey unit has a spectacular view of the Gulf of Mexico from the kitchen, living room and screened in lanai. Walk out of the lanai and dive into the heated pool with an

    George Sanchez EZ CHOICE REALTY

    5841 Gulf of Mexico Dr Unit 244, Longboat Key, FL 34228
  • /44

    $895,000

    • 3 Beds
    • 2 Baths
    • 1,636 Sq Ft

    4234 Gulf of Mexico Dr Unit G2, Longboat Key, FL 34228

    Price Improvement! Priced to sell! Waterfront 3BR Coastal Condo with Panoramic Bay Views! Experience the pinnacle of island living in this recently refreshed 3-bedroom, 2-bath condo in the highly desirable Pelican Harbour & Beach Club on Longboat Key. Located on the second floor, this light-filled end unit offers sweeping Sarasota Bay views from the living room, primary suite, and your private

    Shauna Ruby BLUESRQ REAL ESTATE INC

    4234 Gulf of Mexico Dr Unit G2, Longboat Key, FL 34228
  • /58

    $495,000 Open Sat 1PM - 4PM

    • 2 Beds
    • 2 Baths
    • 1,260 Sq Ft

    3240 Gulf of Mexico Dr Unit B104, Longboat Key, FL 34228

    Experience tranquil island living in this beautifully maintained first-floor residence at Portobello, offering private, serene views of expansive grounds, lush mangroves, and the bay. With your beach, shimmering Gulf waters, and breathtaking sunsets just across the street, this is the perfect coastal retreat. Designed with a desirable split floor plan, the home is filled with natural light from

    Laura Rode KW COASTAL LIVING III

    3240 Gulf of Mexico Dr Unit B104, Longboat Key, FL 34228
  • /17

    $265,000

    2600 Harbourside Dr Unit Q-08, Longboat Key, FL 34228

    A fantastic view of the city skyline from the 48 x 21 foot slip at Longboat Key Club Moorings! Club membership is not required. Direct access to Sarasota Bay and the ICW. The deep water marina is as much a luxury resort as any other neighborhood on the island, thanks to individual slip ownership, a Mediterranean style marina village that includes restaurants, shopping (close to Publix, CVS, and

    Jennifer Wilson LBRE LLC

    2600 Harbourside Dr Unit Q-08, Longboat Key, FL 34228
  • /66

    $900,000

    • 2 Beds
    • 2 Baths
    • 1,456 Sq Ft

    828 Bayport Way Unit 828, Longboat Key, FL 34228

    Bayport Beach & Tennis Club is a true Longboat Key Gulf-to-Bay community, set across 27 acres of beautifully maintained gardens with 1,200 feet of pristine private Gulf beach. Designed by Tim Siebert, one of the founding architects of the renowned Sarasota School of Architecture. Bayport is celebrated for its award-winning, timeless design. Residences like this rarely come to market. This

    Alexis Smith-Frady COMPASS FLORIDA LLC

    828 Bayport Way Unit 828, Longboat Key, FL 34228
  • /30

    $699,000

    • 1 Bed
    • 1 Bath
    • 642 Sq Ft

    225 Sands Point Rd Unit 7205, Longboat Key, FL 34228

    This beautifully remodeled Junior Suite captures serene lagoon views while offering excellent income potential through the established hotel rental program. Hurricane-impact sliders frame the space and open to a private terrace with glass railing, allowing uninterrupted views across the tropical lagoon setting. Sold fully furnished, this residence is truly turnkey, blending personal enjoyment

    Bruce Myer COLDWELL BANKER REALTY

    225 Sands Point Rd Unit 7205, Longboat Key, FL 34228
  • /30

    $825,000

    • 1 Bed
    • 1 Bath
    • 720 Sq Ft

    4235 Gulf of Mexico Dr Unit T101, Longboat Key, FL 34228

    Turnkey furnished and direct Gulf-front, this exceptional ground-floor residence at Turtle Crawl Inn on Longboat Key offers both effortless beachfront living and remarkable, documented rental performance. Residence T-101 has averaged a yearly gross rental income of approximately $90,000 over the past three years, making it a compelling opportunity for investors, seasonal owners, or those seeking

    Roger Pettingell COLDWELL BANKER REALTY

    4235 Gulf of Mexico Dr Unit T101, Longboat Key, FL 34228
  • /70

    $2,488,000

    • 4 Beds
    • 4 Baths
    • 2,415 Sq Ft

    2301 Gulf of Mexico Dr Unit 12N and 11N, Longboat Key, FL 34228

    Rare Beachfront Opportunity - Two Adjacent Residences at The Islander Club, South Longboat Key Seize a truly rare and unique opportunity to own two adjacent Gulf-front residences in the North Tower of The Islander Club on South Longboat Key. Featuring highly sought-after southwest and northwest exposures, these first-floor walk-out condos live like a maintenance-free beachfront home, with no

    Leah George COLDWELL BANKER REALTY

    2301 Gulf of Mexico Dr Unit 12N and 11N, Longboat Key, FL 34228
  • /45

    $1,075,000 Open Sat 11AM - 2PM

    • 3 Beds
    • 3 Baths
    • 1,707 Sq Ft

    1425 Gulf of Mexico Dr Unit 408, Longboat Key, FL 34228

    Step inside and be immediately greeted by stunning, uninterrupted views of the Gulf of Mexico, setting the tone for this exceptional Players Club residence. This home is being sold FURNISHED, you just need to bring your toothbrush. The well-appointed kitchen features generous counter space and *stainless steel appliances*, making meal preparation a delight—especially with your own gulf view

    Mairead Smialek COLDWELL BANKER REALTY

    1425 Gulf of Mexico Dr Unit 408, Longboat Key, FL 34228
  • /42

    $649,999

    • 2 Beds
    • 2 Baths
    • 1,128 Sq Ft

    5260 Gulf of Mexico Dr Unit 403, Longboat Key, FL 34228

    This beautifully maintained, ground-floor 2-bedroom, 2-bathroom condo in the desirable Banyan Bay Club offers an exceptional opportunity to own a spacious, modern / updated, move-in-ready home perfectly positioned in a charming, pet-friendly gulf-to-bay community. This unit combines convenience, amenities, and a relaxed coastal lifestyle—all at an outstanding location. This Banyan Bay condominium

    Kaitlin Kuhn MICHAEL SAUNDERS & COMPANY

    5260 Gulf of Mexico Dr Unit 403, Longboat Key, FL 34228
  • /69

    $725,000

    • 3 Beds
    • 2 Baths
    • 2,031 Sq Ft

    2110 Harbourside Dr Unit 523, Longboat Key, FL 34228

    Experience elevated coastal living in Bay Isles at The Atrium, where this stunning 3-bedroom, 2-bath residence showcases breathtaking views of Sarasota Bay that truly steal the show. From the moment you step inside, you are welcomed by sweeping water views that stretch for miles, sparkling blue during the day and glowing with unforgettable sunset colors in the evening. The expansive private

    Caroline Mitchell MICHAEL SAUNDERS & COMPANY

    2110 Harbourside Dr Unit 523, Longboat Key, FL 34228
  • /86

    $18,700,000

    • 6 Beds
    • 8 Baths
    • 9,328 Sq Ft

    865 Longboat Club Rd, Longboat Key, FL 34228

    Regent’s Court: The Pinnacle of Luxury on Florida’s West CoastRegents Court: Where Legend Meets Luxury Beyond the gates of the Longboat Key Club lies an estate that doesn’t just live — it performs. A dramatic masterpiece perched on Florida’s west coast, this estate commands over an acre of pure beachfront with 150 feet of unspoiled Gulf frontage, where sky and water fuse in ever-changing hues

    Reid Murphy DEVELOPERS REALTY LBK, INC

    865 Longboat Club Rd, Longboat Key, FL 34228
  • /39

    $1,115,000

    • 1 Bed
    • 1 Bath
    • 640 Sq Ft

    240 Sands Point Rd Unit 4205, Longboat Key, FL 34228

    This junior suite, located in Building 4, offers spectacular northwest-facing views of the Gulf, providing owners with breathtaking sunsets and expansive water vistas. For those seeking accommodation for larger groups or families, units 4205 and 4206 are conveniently offered for sale next to each other, allowing parties to stay in close proximity. The suite has undergone a complete renovation,

    Jackie Kleppinger PREMIER SOTHEBY'S INTERNATIONAL REALTY

    240 Sands Point Rd Unit 4205, Longboat Key, FL 34228
  • /53

    $529,000

    • 2 Beds
    • 2 Baths
    • 1,152 Sq Ft

    4390 Exeter Dr Unit 206, Longboat Key, FL 34228

    ~~~~~ * * * * SELLER SAYS SELL * * * * ~~~~~~~ * * * * NICEST FULL REMODEL IN LONGBOAT HARBOUR * * * * ~~~~~ PRICED BELOW MARKET VALUE ~~~~~ Enjoy island living nestled in the VIBRANT community of Longboat Harbour on beautiful Longboat Key. This UPDATED and FULLY RENOVATED condo offers a luxurious living experience with abundant amenities and stunning canal views where the Manatee play and sun

    Sheryl Vanduren COLDWELL BANKER REALTY

    4390 Exeter Dr Unit 206, Longboat Key, FL 34228
  • /69

    $2,750,000 New Construction

    • 1 Bed
    • 2.5 Baths
    • 1,556 Sq Ft

    1591 Gulf of Mexico Dr Unit 216, Longboat Key, FL 34228

    Step inside this spacious residence to discover a clean, modern interior with a sophisticated Palm Beach vibe. Designed for both style and comfort, this home features a gracious great room featuring floor-to-ceiling windows that flood the interiors with natural light and open to the large, 765 square foot private terrace with a built-in gas grill—perfect for gardening, entertaining friends and

    Lynn Morris MICHAEL SAUNDERS & COMPANY

    1591 Gulf of Mexico Dr Unit 216, Longboat Key, FL 34228
  • /75

    $549,999 Open Sat 1PM - 3:30PM

    • 2 Beds
    • 2 Baths
    • 931 Sq Ft

    4760 Gulf of Mexico Dr, Longboat Key, FL 34228

    UNBEATABLE VALUE! AMAZING PRICE FOR A BRAND NEW BEACH & BAY VILLA! Renovated with precision, the final finishing touches were completed in 2025 (12 weeks in living time since renovation) for this quality engineered, down to the studs, two-bedroom and two-bath beach getaway villa. From the moment you step inside, you'll be greeted by a thoughtfully designed sunny open floor plan boasting recessed

    Debby McCaig COLDWELL BANKER REALTY

    4760 Gulf of Mexico Dr, Longboat Key, FL 34228
  • /68

    $3,250,000

    • 5 Beds
    • 3 Baths
    • 3,042 Sq Ft

    501 Norton St, Longboat Key, FL 34228

    In the tranquil north end of Longboat Key, where Gulf breezes drift through the palms and the pace slows to a whisper, this extraordinary beach retreat captures the essence of refined coastal living. Positioned on nearly half an acre of canal front property and encompassing over 3,000 square feet of interior living space (more than 6,000 square feet total), the residence sits just across from the

    Keith Redding WILLIAM RAVEIS REAL ESTATE

    501 Norton St, Longboat Key, FL 34228
  • /35

    $1,225,000

    • 3 Beds
    • 2 Baths
    • 2,031 Sq Ft

    2120 Harbourside Dr Unit 623, Longboat Key, FL 34228

    Step into coastal elegance in this fully renovated three-bedroom, two-bathroom Fairway Bay residence, where every detail has been thoughtfully reimagined. A charming private lanai and seating area welcome you before entering the unit, setting the tone for relaxed waterfront living. Inside, an open-concept layout seamlessly blends the kitchen, dining, and living spaces, creating a bright, airy

    Ryan Ackerman COLDWELL BANKER REALTY

    2120 Harbourside Dr Unit 623, Longboat Key, FL 34228
  • /55

    $855,000

    • 2 Beds
    • 2 Baths
    • 1,257 Sq Ft

    2089 Gulf of Mexico Dr Unit G1105, Longboat Key, FL 34228

    Wake up in This Resort-Style Living Condo located on a Barrier Island Paradise! Positioned just steps from the Gulf of Mexico on exclusive Longboat Key—where sugar-white sand beaches stretch endlessly and dolphins play in turquoise waters—this professionally redesigned ground-floor residence in Seaplace's coveted G1 building offers the rare combination of coastal luxury, modern sophistication,

    Beverly Perez FINE PROPERTIES

    2089 Gulf of Mexico Dr Unit G1105, Longboat Key, FL 34228
  • /72

    $435,000

    • 2 Beds
    • 2 Baths
    • 1,326 Sq Ft

    554 Spanish Dr S, Longboat Key, FL 34228

    Welcome to Spanish Main Yacht Club waterfront community and your new home! Light and bright, this stand-alone villa is all new and beautifully updated in 2026. White marble-like large porcelain tile floors that span the entire living area, providing a continuous flow throughout the villa. The new kitchen boasts stainless steel appliances, white quartz countertops, new cabinetry, lighting and

    Kimberly Freiwald PREMIER SOTHEBY'S INTERNATIONAL REALTY

    554 Spanish Dr S, Longboat Key, FL 34228
  • /35

    $595,000

    • 2 Beds
    • 2 Baths
    • 1,248 Sq Ft

    4234 Gulf of Mexico Dr Unit D1, Longboat Key, FL 34228

    $100,000 PRICE REDUCTION! Refined coastal renovation, waterfront location, deeded beach, pet-friendly, pickleball, tennis, kayaking, boating, and the best of casual island living. Enjoy the larger D1 plan, offering owners more square footage in this open concept two-bedroom, two-bath condominium in Longboat Key's Pelican Harbour & Beach Club. Plus this unit comes totally turnkey furnished and is

    Mike Seamon PREMIER SOTHEBY'S INTERNATIONAL REALTY

    4234 Gulf of Mexico Dr Unit D1, Longboat Key, FL 34228
  • /21

    $3,249,000

    • Land
    • 0.26 Acre
    • $12,496,154 per Acre

    7094 Longboat Dr E, Longboat Key, FL 34228

    A rare opportunity to craft a bespoke waterfront estate on the coveted north end of Longboat Key. Situated on over 11,000 square feet, this exceptional vacant homesite offers sweeping water views overlooking picturesque Jewfish Island, creating a serene and ever-changing coastal backdrop for your future residence. Cleared and ready for your builder, the property invites endless architectural

    Renee Preininger SARASOTA TRUST REALTY COMPANY

    7094 Longboat Dr E, Longboat Key, FL 34228
  • /2

    $2,450,000

    • 5 Beds
    • 3.5 Baths
    • 3,391 Sq Ft

    3481 Bayou Sound, Longboat Key, FL 34228

    More pictures coming soon. Step into a private coastal sanctuary at 3481 Bayou Sound, located within one of Longboat Key’s most exclusive gated communities. Accessed through two secured gates and a guarded entrance, this residence offers a level of privacy and security rarely found.Ideally situated just moments from Publix, and within walking distance to the marina, golf course, and premier

    Hugo Gagliardi LUXIO REAL ESTATE LLC

    3481 Bayou Sound, Longboat Key, FL 34228
  • /89

    $2,500,000

    • 5 Beds
    • 4 Baths
    • 3,016 Sq Ft

    771 Marbury Ln, Longboat Key, FL 34228

    One or more photo(s) has been virtually staged. Boaters will love this spacious elevated home in a premier waterfront location on Longboat Key with dock, lift and by boat it is just four homes from the intercoastal, open bay waters and a short boat ride to the Gulf. Built for large gatherings, this home is beautifully designed with loads of gathering and entertaining spaces. The open plan home

    Holly Switow PREMIER SOTHEBY'S INTERNATIONAL REALTY

    771 Marbury Ln, Longboat Key, FL 34228
  • /51

    $469,500

    • 2 Beds
    • 1 Bath
    • 928 Sq Ft

    2045 Gulf of Mexico Dr Unit M1502, Longboat Key, FL 34228

    A perfect coastal retreat located in Seaplace, and now at an unbeleivable price! This is one of Longboat Keys most desirable beachfront communities. A light and bright 2 bedroom, 1 plus bath, 5th floor condo with a beautiful Bay view. (the photos of the view just do not do it justice!) An exceptional location in the highly sought-after Gulf-front M1 building means you can have your toes in the

    JoDene Moneuse MICHAEL SAUNDERS & COMPANY

    2045 Gulf of Mexico Dr Unit M1502, Longboat Key, FL 34228
  • /18

    $5,595,000

    • Land
    • 0.37 Acre
    • $15,121,622 per Acre

    1630 Harbor Cay Ln, Longboat Key, FL 34228

    Rarely available Bay Isles Harbor bayfront lot. Enjoy incredible sweeping Sarasota Bay views in the prestigious Harbor section of Bay Isles. The property is at the end of a cul-de-sac on an oversized 16,000-square-foot lot with 150 feet of canal frontage overlooking Sarasota Bay. This is an incredible opportunity to build your dream residence on an extraordinary Bay Isles Harbor Lot with

    Candria Crisp, PA PREMIER SOTHEBY'S INTERNATIONAL REALTY

    1630 Harbor Cay Ln, Longboat Key, FL 34228
  • /77

    $399,000 Open Sun 10AM - 1PM

    • 2 Beds
    • 2 Baths
    • 1,007 Sq Ft

    3802 Gulf of Mexico Dr Unit 203, Longboat Key, FL 34228

    Super value on 2nd floor 2br/2ba condo in Beach Harbor Club. This beautifully maintained Gulf-to-bay community offers boat slips on the bay and private beach access on the Gulf side, as well as pool, clubhouse, gym and private beach access just accross the street! Just bring your bathing suit and flip flops as this two-bedroom and two-bath unit has been beautifully updated to include an all-new

    Holly Switow PREMIER SOTHEBY'S INTERNATIONAL REALTY

    3802 Gulf of Mexico Dr Unit 203, Longboat Key, FL 34228
  • /43

    $1,395,000

    • 2 Beds
    • 2 Baths
    • 1,235 Sq Ft

    2301 Gulf of Mexico Dr Unit 101, Longboat Key, FL 34228

    FULLY RENOVATED - Set high on the 10th floor with direct Gulf and beachfront vistas, this 2BR, 2BA residence in the Islander Club offers a front-row seat to a breathtaking panorama on Longboat Key. From the moment you step through the foyer, the horizon opens wide, unveiling sweeping blues and azures that stretch up the shoreline and out to the Gulf. Diagonal tile floors and neutral tones create

    Bruce Myer COLDWELL BANKER REALTY

    2301 Gulf of Mexico Dr Unit 101, Longboat Key, FL 34228
  • /50

    $795,000

    • 2 Beds
    • 2 Baths
    • 2,039 Sq Ft

    3466 Winding Oaks Dr Unit 35, Longboat Key, FL 34228

    Located in one of the most sought-after villa communities on Longboat Key, this well-kept 2-bedroom, 2-bath home in Winding Oaks lives more like a single-family residence—without all the upkeep. Behind the gates of Bay Isles, it offers a great opportunity to enjoy a quiet, established neighborhood known for its natural beauty and relaxed feel. A paver driveway and walkway, surrounded by mature

    Bruce Myer COLDWELL BANKER REALTY

    3466 Winding Oaks Dr Unit 35, Longboat Key, FL 34228
  • /24

    $649,000

    • 2 Beds
    • 2 Baths
    • 1,376 Sq Ft

    4440 Exeter Dr, Longboat Key, FL 34228

    Welcome to Longboat Harbour, a gated waterfront community offering resort-style living on beautiful Longboat Key. This first-floor corner unit, N-106, features two bedrooms, two baths, and an assigned covered carport — all set against unparalleled views of Sarasota Bay and the Intracoastal Waterway. Step inside to find ceramis plank flooring throughout and a light-filled, open layout designed to

    Tiffany Monday Richmond Keller Williams Island Life RE

    4440 Exeter Dr, Longboat Key, FL 34228
  • /43

    $599,000

    • 2 Beds
    • 2 Baths
    • 1,235 Sq Ft

    2301 Gulf of Mexico Dr Unit 25, Longboat Key, FL 34228

    This inviting residence at the Islander Club of Longboat Key offers a peaceful retreat with beautiful views of the landscaped grounds. Spanning 1,235 sq ft, the home features two bedrooms, two full bathrooms, and an open floor plan that provides a comfortable space for both living and entertaining. The spacious kitchen and dining area offer plenty of room for cooking and gathering, with ample

    Bruce Myer COLDWELL BANKER REALTY

    2301 Gulf of Mexico Dr Unit 25, Longboat Key, FL 34228

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