282

Waterfront Homes for Sale in Longboat Key, FL

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  • 1211 Gulf of Mexico Dr Unit 505, Longboat Key, FL 34228
    1211 Gulf of Mexico Dr Unit 505, Longboat Key, FL 34228
    1211 Gulf of Mexico Dr Unit 505, Longboat Key, FL 34228
    /73

    $1,595,000

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

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

    Turn-key furnished, beach-front and available for a quick close! This lovely Longboat Key condo is already renovated and fully furnished right down to the Keurig coffee maker. The entire condo was professionally renovated and reimagined with entertaining in mind - with an open kitchen, breakfast bar, dining inside or out, a casual zone around the well equipped wet bar, cozy furnishings to enjoy

    Sharon Whalen COLDWELL BANKER REALTY

    1211 Gulf of Mexico Dr Unit 505, Longboat Key, FL 34228
  • 1445 Gulf of Mexico Dr Unit 404, Longboat Key, FL 34228
    1445 Gulf of Mexico Dr Unit 404, Longboat Key, FL 34228
    1445 Gulf of Mexico Dr Unit 404, Longboat Key, FL 34228
    /86

    $1,250,000

    • 3 Beds
    • 2 Baths
    • 1,787 Sq Ft

    1445 Gulf of Mexico Dr Unit 404, Longboat Key, FL 34228

    Gulf-Front Elegance at The Players Club. Welcome to the epitome of coastal luxury living at The Players Club, where the pristine shores of Longboat Key meet world-class resort-style amenities. This beautifully renovated 3-bedroom, 2-bath split-plan residence is being offered turn-key furnished - ready for you to move in and immediately embrace the Gulf-front lifestyle. From the moment you step

    Kathy Callahan MICHAEL SAUNDERS & COMPANY

    1445 Gulf of Mexico Dr Unit 404, Longboat Key, FL 34228
  • 5841 Gulf of Mexico Dr Unit 244, Longboat Key, FL 34228
    5841 Gulf of Mexico Dr Unit 244, Longboat Key, FL 34228
    5841 Gulf of Mexico Dr Unit 244, Longboat Key, FL 34228
    /21

    $575,000

    • 1 Bed
    • 1 Bath
    • 520 Sq Ft

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

    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 outdoor grill or

    George Sanchez EZ CHOICE REALTY

    5841 Gulf of Mexico Dr Unit 244, Longboat Key, FL 34228
  • 4234 Gulf of Mexico Dr Unit G2, Longboat Key, FL 34228
    4234 Gulf of Mexico Dr Unit G2, Longboat Key, FL 34228
    4234 Gulf of Mexico Dr Unit G2, Longboat Key, FL 34228
    /44

    $949,000

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

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

    PRICE REDUCTION! 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 screened-in

    Shauna Ruby BLUESRQ REAL ESTATE INC

    4234 Gulf of Mexico Dr Unit G2, Longboat Key, FL 34228
  • 2600 Harbourside Dr Unit Q-08, Longboat Key, FL 34228
    2600 Harbourside Dr Unit Q-08, Longboat Key, FL 34228
    2600 Harbourside Dr Unit Q-08, 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
  • 3320 Gulf of Mexico Dr Unit 208C, Longboat Key, FL 34228
    3320 Gulf of Mexico Dr Unit 208C, Longboat Key, FL 34228
    3320 Gulf of Mexico Dr Unit 208C, Longboat Key, FL 34228
    /44

    $599,000

    • 2 Beds
    • 2 Baths
    • 1,154 Sq Ft

    3320 Gulf of Mexico Dr Unit 208C, Longboat Key, FL 34228

    Offered at $599,000! This stunning residence presents an incredible opportunity to experience the coveted Longboat Key lifestyle. Welcome to your completely renovated coastal retreat, bright, airy, and beautifully designed to capture breathtaking water views of Crane’s Bayou, Buttonwood Harbor, and Sarasota Bay. Natural light fills every corner of this end-unit condo, creating an inviting and

    Mimi Kruk MICHAEL SAUNDERS & COMPANY

    3320 Gulf of Mexico Dr Unit 208C, Longboat Key, FL 34228
  • 4235 Gulf of Mexico Dr Unit T101, Longboat Key, FL 34228
    4235 Gulf of Mexico Dr Unit T101, Longboat Key, FL 34228
    4235 Gulf of Mexico Dr Unit T101, Longboat Key, FL 34228
    /30

    $895,000

    • 1 Bed
    • 1 Bath
    • 720 Sq Ft

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

    Experience effortless beachfront living from this turnkey-furnished, direct Gulf-front retreat at Turtle Crawl Inn on Longboat Key. Positioned on the ground floor, Residence T-101 offers a rare walk-out patio that places you just steps from the turquoise waters of the Gulf of Mexico. It’s the ideal setting for savoring morning coffee with the sound of the surf or unwinding at sunset with

    Roger Pettingell COLDWELL BANKER REALTY

    4235 Gulf of Mexico Dr Unit T101, Longboat Key, FL 34228
  • 2301 Gulf of Mexico Dr Unit 12N and 11N, Longboat Key, FL 34228
    2301 Gulf of Mexico Dr Unit 12N and 11N, Longboat Key, FL 34228
    2301 Gulf of Mexico Dr Unit 12N and 11N, 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
  • 1425 Gulf of Mexico Dr Unit 408, Longboat Key, FL 34228
    1425 Gulf of Mexico Dr Unit 408, Longboat Key, FL 34228
    1425 Gulf of Mexico Dr Unit 408, Longboat Key, FL 34228
    /45

    $1,150,000

    • 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
  • 240 Sands Point Rd Unit 4205, Longboat Key, FL 34228
    240 Sands Point Rd Unit 4205, Longboat Key, FL 34228
    240 Sands Point Rd Unit 4205, 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
  • 4390 Exeter Dr Unit 206, Longboat Key, FL 34228
    4390 Exeter Dr Unit 206, Longboat Key, FL 34228
    4390 Exeter Dr Unit 206, Longboat Key, FL 34228
    /53

    $595,000

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

    4390 Exeter Dr Unit 206, Longboat Key, FL 34228

    This beauty is ready for a new owner! 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 bathe! Recent tastefully completed renovations include ALL NEW TILE FLOORING, NEW A/C UNIT, a fully

    Sheryl Vanduren COLDWELL BANKER REALTY

    4390 Exeter Dr Unit 206, Longboat Key, FL 34228
  • 1591 Gulf of Mexico Dr Unit 216, Longboat Key, FL 34228
    1591 Gulf of Mexico Dr Unit 216, Longboat Key, FL 34228
    1591 Gulf of Mexico Dr Unit 216, Longboat Key, FL 34228
    /69

    $2,800,000 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
  • 4900 Gulf of Mexico Dr Unit 205, Longboat Key, FL 34228
    4900 Gulf of Mexico Dr Unit 205, Longboat Key, FL 34228
    4900 Gulf of Mexico Dr Unit 205, Longboat Key, FL 34228
    /40

    $698,000

    • 2 Beds
    • 2 Baths
    • 1,312 Sq Ft

    4900 Gulf of Mexico Dr Unit 205, Longboat Key, FL 34228

    Breathtaking full bay views greet you as you enter this delightful 2 Bedroom 2 bath condo at Windward Bay. The interior has been freshly painted and fully updated with brand new Luxury Vinyl Plank flooring and Moen plumbing fixtures. The Unit boasts granite countertops and Brookhill custom wood cabinets in kitchen and baths, GE Profile double oven, Bosch stacking washer/dryer, Hunter Douglas

    Richard Perlman MICHAEL SAUNDERS & COMPANY

    4900 Gulf of Mexico Dr Unit 205, Longboat Key, FL 34228
  • 2089 Gulf of Mexico Dr Unit G1105, Longboat Key, FL 34228
    2089 Gulf of Mexico Dr Unit G1105, Longboat Key, FL 34228
    2089 Gulf of Mexico Dr Unit G1105, Longboat Key, FL 34228
    /55

    $880,000

    • 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
  • 1055 Gulf of Mexico Dr Unit 305, Longboat Key, FL 34228
    1055 Gulf of Mexico Dr Unit 305, Longboat Key, FL 34228
    1055 Gulf of Mexico Dr Unit 305, Longboat Key, FL 34228
    /56

    $1,595,000

    • 2 Beds
    • 2 Baths
    • 1,503 Sq Ft

    1055 Gulf of Mexico Dr Unit 305, Longboat Key, FL 34228

    STEP BACK AND LOOK! Nicest Property on market at BEACHPLACE. LOOK CLOSELY AT THE PICTURES! OR SCHEDULE A VISIT. A GETAWAY WITH EVERY AMENITY POSSIBLE. Kitchen includes high end appliances, beautifully imagined countertop placement to navigate for cooking fabulous dinners! NEED SPACE? CABINETRY ABOUNDS! LOOK IN HALLWAY BY SECOND BATHROOM, NEW WINE, BEER OR DRINK REFRIGERATOR with special

    Jim Weingart COLDWELL BANKER REALTY

    1055 Gulf of Mexico Dr Unit 305, Longboat Key, FL 34228
  • 1630 Harbor Cay Ln, Longboat Key, FL 34228
    1630 Harbor Cay Ln, Longboat Key, FL 34228
    1630 Harbor Cay Ln, 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
  • 2301 Gulf of Mexico Dr Unit 101, Longboat Key, FL 34228
    2301 Gulf of Mexico Dr Unit 101, Longboat Key, FL 34228
    2301 Gulf of Mexico Dr Unit 101, 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
  • 2301 Gulf of Mexico Dr Unit 25, Longboat Key, FL 34228
    2301 Gulf of Mexico Dr Unit 25, Longboat Key, FL 34228
    2301 Gulf of Mexico Dr Unit 25, 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
  • 2165 Gulf of Mexico Dr Unit 114, Longboat Key, FL 34228
    2165 Gulf of Mexico Dr Unit 114, Longboat Key, FL 34228
    2165 Gulf of Mexico Dr Unit 114, Longboat Key, FL 34228
    /54

    $2,100,000

    • 3 Beds
    • 3 Baths
    • 2,448 Sq Ft

    2165 Gulf of Mexico Dr Unit 114, Longboat Key, FL 34228

    Enjoy Sunsets and experience direct beachfront living with stunning Gulf views on South Longboat Key in this exceptional Villa Di Lancia residence that has been updated. This 3-bedroom, 3-bath home spans 2,448 sq ft and lives like a single-family beach home. Once you walk in, the interior welcomes you with an open, sun-filled layout. You will want to spend most of your time on the spacious

    Judy Kepecz-Hays COLDWELL BANKER REALTY

    2165 Gulf of Mexico Dr Unit 114, Longboat Key, FL 34228
  • 4976 Gulf of Mexico Dr Unit 18, Longboat Key, FL 34228
    4976 Gulf of Mexico Dr Unit 18, Longboat Key, FL 34228
    4976 Gulf of Mexico Dr Unit 18, Longboat Key, FL 34228
    /47

    $725,000

    • 3 Beds
    • 2 Baths
    • 1,900 Sq Ft

    4976 Gulf of Mexico Dr Unit 18, Longboat Key, FL 34228

    This spacious waterfront villa lives like a single-family home yet offers the easeof maintenance-free living! Enjoy breathtaking Sarasota Bay and canal views from this 1,900sq. ft. residence—the largest in the community. Thoughtfully designed, it features a waterfrontgreat room, two generously sized bedrooms, two beautifully updated bathrooms, and a versatilebonus room that can

    Debbie McHardy COLDWELL BANKER REALTY

    4976 Gulf of Mexico Dr Unit 18, Longboat Key, FL 34228
  • 510 Wedge Ln, Longboat Key, FL 34228
    510 Wedge Ln, Longboat Key, FL 34228
    510 Wedge Ln, Longboat Key, FL 34228
    /73

    $2,215,000

    • 4 Beds
    • 3 Baths
    • 1,840 Sq Ft

    510 Wedge Ln, Longboat Key, FL 34228

    Welcome to your own piece of paradise in the prestigious Country Club Shores community on Longboat Key. This completely renovated 4-bedroom, 3-bath coastal retreat was taken down to the studs in 2012 and rebuilt with exceptional attention to detail—offering the rare combination of timeless style, modern infrastructure, and effortless move-in readiness on a tranquil canal.From the ground up,

    Courtney Tarantino COLDWELL BANKER REALTY

    510 Wedge Ln, Longboat Key, FL 34228
  • 600 Sutton Place Unit 101, Longboat Key, FL 34228
    600 Sutton Place Unit 101, Longboat Key, FL 34228
    600 Sutton Place Unit 101, Longboat Key, FL 34228
    /53

    $399,000

    • 1 Bed
    • 1 Bath
    • 883 Sq Ft

    600 Sutton Place Unit 101, Longboat Key, FL 34228

    Welcome to the stunning Sutton Place Condominiums—COMPLETLEY UNTOUCHED BY WATER!Nestled along Sarasota Bay in Longboat Key and just steps from the turquoise waters of the Gulf of Mexico, this community offers an unbeatable location—a true paradise found! Step inside this spacious, ground-floor corner unit and be greeted by an expansive open-concept living space is set up to SLEEP SIX. The

    Jill Baldwin MARINA PARK REALTY LLC

    600 Sutton Place Unit 101, Longboat Key, FL 34228
  • 435 L Ambiance Dr Unit L807, Longboat Key, FL 34228
    435 L Ambiance Dr Unit L807, Longboat Key, FL 34228
    435 L Ambiance Dr Unit L807, Longboat Key, FL 34228
    /57

    $3,500,000

    • 3 Beds
    • 3.5 Baths
    • 2,525 Sq Ft

    435 L Ambiance Dr Unit L807, Longboat Key, FL 34228

    Discover Your Coastal Paradise at L'Ambiance!** Step into a world of instant enjoyment. Nestled along the stunning Gulf of Mexico, L'Ambiance offers you a front-row seat to Sarasota's dramatic sunrises and captivating sunsets. This exceptional corner residence is a rare gem, designed to help you create a lifetime of cherished memories. As you glide off your private elevator into the foyer,

    Judy Kepecz-Hays COLDWELL BANKER REALTY

    435 L Ambiance Dr Unit L807, Longboat Key, FL 34228
  • 1125 Gulf of Mexico Dr Unit 101, Longboat Key, FL 34228
    1125 Gulf of Mexico Dr Unit 101, Longboat Key, FL 34228
    1125 Gulf of Mexico Dr Unit 101, Longboat Key, FL 34228
    /40

    $899,000

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

    1125 Gulf of Mexico Dr Unit 101, Longboat Key, FL 34228

    Step into a bright, inviting coastal retreat just moments from the sand at Beachplace on Longboat Key. This beautifully furnished first-floor residence in Building 3 offers true walk-down convenience from the private wraparound terrace—an effortless way to enjoy the Gulf-front lifestyle. Designed for comfort and ease, the interior features porcelain tile flooring throughout, plus new impact

    Roger Pettingell COLDWELL BANKER REALTY

    1125 Gulf of Mexico Dr Unit 101, Longboat Key, FL 34228
  • 5055 Gulf of Mexico Dr Unit 331, Longboat Key, FL 34228
    5055 Gulf of Mexico Dr Unit 331, Longboat Key, FL 34228
    5055 Gulf of Mexico Dr Unit 331, Longboat Key, FL 34228
    /75

    $1,095,000

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

    5055 Gulf of Mexico Dr Unit 331, Longboat Key, FL 34228

    Welcome to your coastal retreat in paradise — a stunning third-floor waterfront residence in Club Longboat Beach and Tennis, offering expansive Gulf views and one of the largest floor plans in the community. This exceptional 2-bedroom plus 3rd bedroom/study layout perfectly blends elegance, comfort, and functionality, ideal for full-time living or as a refined vacation escape. With 750 feet of

    Ryan Heers COLDWELL BANKER REALTY

    5055 Gulf of Mexico Dr Unit 331, Longboat Key, FL 34228
  • 619 Buttonwood Dr, Longboat Key, FL 34228
    619 Buttonwood Dr, Longboat Key, FL 34228
    619 Buttonwood Dr, Longboat Key, FL 34228
    /70

    $1,599,000

    • 3 Beds
    • 2 Baths
    • 2,265 Sq Ft

    619 Buttonwood Dr, Longboat Key, FL 34228

    One or more photo(s) has been virtually staged. Welcome to an exceptional mid-century modern waterfront residence in Buttonwood Harbor, custom renovated from the ground up to deliver luxury coastal living. Situated on a deepwater canal with direct Gulf access, this 3-bedroom, 2-bath home offers timeless mid-century architecture, exceptional boating access, and thoughtfully integrated modern

    Michelle Musto COLDWELL BANKER REALTY

    619 Buttonwood Dr, Longboat Key, FL 34228
  • 415 L Ambiance Dr Unit A801, Longboat Key, FL 34228
    415 L Ambiance Dr Unit A801, Longboat Key, FL 34228
    415 L Ambiance Dr Unit A801, Longboat Key, FL 34228
    /58

    $6,995,000

    • 3 Beds
    • 3.5 Baths
    • 3,380 Sq Ft

    415 L Ambiance Dr Unit A801, Longboat Key, FL 34228

    Welcome to L’Ambiance, where every day is a holiday. — This residence is the gem of all jewels, a Crown of Coastal Elegance and the epitome of refined luxury living! Discover the true essence of a sophisticated coastal lifestyle at L’Ambiance, where every detail has been meticulously curated to offer unparalleled elegance, comfort, and breathtaking beauty. Nestled just moments from the

    Judy Kepecz-Hays COLDWELL BANKER REALTY

    415 L Ambiance Dr Unit A801, Longboat Key, FL 34228
  • 2800 Harbourside Dr Unit M-03, Longboat Key, FL 34228
    2800 Harbourside Dr Unit M-03, Longboat Key, FL 34228
    2800 Harbourside Dr Unit M-03, Longboat Key, FL 34228
    /21

    $250,000

    2800 Harbourside Dr Unit M-03, Longboat Key, FL 34228

    45 x 20 Boat Slip on M-dock at Longboat Key Moorings Marina for sale. Exceptional views of Sarasota Bay and the city skyline, close to parking for easy access. LBK Club membership is optional. 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, Marina village that includes

    Jennifer Wilson LBRE LLC

    2800 Harbourside Dr Unit M-03, Longboat Key, FL 34228
  • 4485 Gulf of Mexico Dr Unit 402, Longboat Key, FL 34228
    4485 Gulf of Mexico Dr Unit 402, Longboat Key, FL 34228
    4485 Gulf of Mexico Dr Unit 402, Longboat Key, FL 34228
    /70

    $830,000

    • 2 Beds
    • 2 Baths
    • 1,022 Sq Ft

    4485 Gulf of Mexico Dr Unit 402, Longboat Key, FL 34228

    Experience exceptional beachfront living in this beautiful Gulf-front residence at Arbomar on Longboat Key. Unit 402 is a 2-bedroom, 2-bath condominium offering direct, unobstructed Gulf of Mexico views and immediate beach access, making it the most affordable 2-bedroom, 2-bath opportunity on Longboat Key with true Gulf frontage. The residence features a bright, open layout designed to capture

    Richard Tyson PREFERRED SHORE LLC

    4485 Gulf of Mexico Dr Unit 402, Longboat Key, FL 34228
  • 1000 Longboat Club Rd Unit 604, Longboat Key, FL 34228
    1000 Longboat Club Rd Unit 604, Longboat Key, FL 34228
    1000 Longboat Club Rd Unit 604, Longboat Key, FL 34228
    /49

    $1,100,000

    • 2 Beds
    • 2 Baths
    • 1,409 Sq Ft

    1000 Longboat Club Rd Unit 604, Longboat Key, FL 34228

    Welcome to the Privateer South Tower – Your Dream Coastal Retreat!Nestled along the pristine beaches of Longboat Key, behind the secure Longboat Key Club guard gate is this beautifully renovated 2-bedroom, 2-bath residence that offers the ultimate in coastal living. Featuring a stylish, coastal-themed design, this move-in-ready, turnkey condo is perfect for those seeking luxury and

    Darcy Leahy MICHAEL SAUNDERS & COMPANY

    1000 Longboat Club Rd Unit 604, Longboat Key, FL 34228
  • 520 Harbor Cay Dr, Longboat Key, FL 34228
    520 Harbor Cay Dr, Longboat Key, FL 34228
    520 Harbor Cay Dr, Longboat Key, FL 34228
    /60

    $3,995,000

    • 4 Beds
    • 4.5 Baths
    • 3,828 Sq Ft

    520 Harbor Cay Dr, Longboat Key, FL 34228

    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

    Steve and Janet Walter MICHAEL SAUNDERS & COMPANY

    520 Harbor Cay Dr, Longboat Key, FL 34228
  • 720 Tarawitt Dr, Longboat Key, FL 34228
    720 Tarawitt Dr, Longboat Key, FL 34228
    720 Tarawitt Dr, Longboat Key, FL 34228
    /16

    $899,000

    • Land
    • 0.25 Acre
    • $3,596,000 per Acre

    720 Tarawitt Dr, Longboat Key, FL 34228

    Build Your dream waterfront home on North Longboat Key! Discover an exceptional opportunity to create your custom coastal retreat on this build-to-suit lot with 120 feet of waterfront frontage. The property is primed for development, with a permit filed and approved. Architectural plans by Sweet Sparkman Architecture and Interiors, renowned for their innovative designs that harmonize modern

    Moriah Taliaferro PREMIER SOTHEBY'S INTERNATIONAL REALTY

    720 Tarawitt Dr, Longboat Key, FL 34228
  • 230 Sands Point Rd Unit 3205, Longboat Key, FL 34228
    230 Sands Point Rd Unit 3205, Longboat Key, FL 34228
    230 Sands Point Rd Unit 3205, Longboat Key, FL 34228
    /38

    $1,090,000

    • 1 Bed
    • 1 Bath
    • 634 Sq Ft

    230 Sands Point Rd Unit 3205, Longboat Key, FL 34228

    Spectacular Gulf and Sunset views are enjoyed from this west facing Junior Suite in Building 3. The direct beach view through the swaying palms perfectly encompasses the resort lifestyle and the vision guests have of tropical landscapes when making reservations. This completely renovated residence is currently in the hotel program and reported healthy income in 2023 and 2024. As an owner, you are

    Ian Addy, PA MICHAEL SAUNDERS & COMPANY

    230 Sands Point Rd Unit 3205, Longboat Key, FL 34228
  • 1095 Gulf of Mexico Dr Unit 502, Longboat Key, FL 34228
    1095 Gulf of Mexico Dr Unit 502, Longboat Key, FL 34228
    1095 Gulf of Mexico Dr Unit 502, Longboat Key, FL 34228
    /63

    $1,099,000

    • 2 Beds
    • 2 Baths
    • 1,392 Sq Ft

    1095 Gulf of Mexico Dr Unit 502, Longboat Key, FL 34228

    Stunning Beachplace Condo with Gulf Views + Seller Incentive!Your opportunity on Longboat Key just got even better! The seller is offering an extraordinary incentive—they will cover the full special assessment at closing OR reduce the purchase price by the same amount... your choice! The seller has already begun paying the assessment, and the remaining balance can be applied toward this

    Michael Renick MANGROVE REALTY ASSOCIATES

    1095 Gulf of Mexico Dr Unit 502, Longboat Key, FL 34228
  • 3310 Bayou Rd, Longboat Key, FL 34228
    3310 Bayou Rd, Longboat Key, FL 34228
    3310 Bayou Rd, Longboat Key, FL 34228
    /78

    $2,750,000

    • 3 Beds
    • 3 Baths
    • 2,995 Sq Ft

    3310 Bayou Rd, Longboat Key, FL 34228

    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

    Ryan Heers COLDWELL BANKER REALTY

    3310 Bayou Rd, Longboat Key, FL 34228
  • 6925 Gulf of Mexico Dr Unit 24, Longboat Key, FL 34228
    6925 Gulf of Mexico Dr Unit 24, Longboat Key, FL 34228
    6925 Gulf of Mexico Dr Unit 24, Longboat Key, FL 34228
    /51

    $995,000

    • 2 Beds
    • 2 Baths
    • 1,170 Sq Ft

    6925 Gulf of Mexico Dr Unit 24, Longboat Key, FL 34228

    Experience elevated coastal living in this beautifully renovated, second-floor beachfront condominium, offering sweeping Gulf views and the tranquility that comes with a higher vantage point. Nestled within the intimate, gated community of Sea Pines on the serene north end of Longboat Key, this end-unit residence effortlessly blends updated sophistication with the soothing rhythm of the sea. This

    Janet Walter MICHAEL SAUNDERS & COMPANY

    6925 Gulf of Mexico Dr Unit 24, Longboat Key, FL 34228
  • 1211 Gulf of Mexico Dr Unit 108, Longboat Key, FL 34228
    1211 Gulf of Mexico Dr Unit 108, Longboat Key, FL 34228
    1211 Gulf of Mexico Dr Unit 108, Longboat Key, FL 34228
    /65

    $1,199,000

    • 2 Beds
    • 2 Baths
    • 1,827 Sq Ft

    1211 Gulf of Mexico Dr Unit 108, Longboat Key, FL 34228

    Experience the ultimate in Gulf-front living from this meticulously updated 1827 sq. ft. beach retreat located on the sunny southern side and offering peaceful Gulf and courtyard vistas. The open floor plan is perfectly suited for entertaining, seamlessly connecting the living and dining areas. A modern wet bar with sleek finishes and electric fireplace complements the cozy ambiance of the great

    Tina Rudek Stark, PA ROSEBAY INTERNATIONAL REALTY, INC

    1211 Gulf of Mexico Dr Unit 108, Longboat Key, FL 34228
  • 2161 Gulf of Mexico Dr Unit 3, Longboat Key, FL 34228
    2161 Gulf of Mexico Dr Unit 3, Longboat Key, FL 34228
    2161 Gulf of Mexico Dr Unit 3, Longboat Key, FL 34228
    /62

    $4,995,000

    • 3 Beds
    • 3.5 Baths
    • 3,800 Sq Ft

    2161 Gulf of Mexico Dr Unit 3, Longboat Key, FL 34228

    Experience beachfront luxury in this spacious 3,800-square-foot 3-bedroom, 3.5-bath + den/office residence in the prestigious En Provence community on Longboat Key. A private elevator opens to a grand foyer with marble floors and tray ceilings. Expansive glass sliders in the living room frame stunning Gulf views and lead to an oversized terrace, perfect for seamless indoor-outdoor living. The

    Bruce Myer COLDWELL BANKER REALTY

    2161 Gulf of Mexico Dr Unit 3, Longboat Key, FL 34228
  • 6951 Gulf of Mexico Dr Unit 14, Longboat Key, FL 34228
    6951 Gulf of Mexico Dr Unit 14, Longboat Key, FL 34228
    6951 Gulf of Mexico Dr Unit 14, Longboat Key, FL 34228
    /63

    $997,500

    • 2 Beds
    • 2 Baths
    • 1,170 Sq Ft

    6951 Gulf of Mexico Dr Unit 14, Longboat Key, FL 34228

    WOW! The minute you open the front door of this first floor Coastal Retreat Seaside condo, you will be captivated by the shimmering, turquoise Gulf of Mexico Water View and the Panoramic Sandy White Beach in front of you. You'll be eager to get a closer look from the glassed in Florida Room, so you may overlook the beauty of this updated, attractively furnished & decorated first floor residence

    Maruta Miluns MICHAEL SAUNDERS & COMPANY

    6951 Gulf of Mexico Dr Unit 14, Longboat Key, FL 34228
  • 7147 La Lenaire Dr, Longboat Key, FL 34228
    7147 La Lenaire Dr, Longboat Key, FL 34228
    7147 La Lenaire Dr, Longboat Key, FL 34228
    /100

    $5,495,000

    • 5 Beds
    • 5.5 Baths
    • 3,503 Sq Ft

    7147 La Lenaire Dr, Longboat Key, FL 34228

    A rare offering on Florida’s coveted west coast, this private island sanctuary feels worlds away yet remains moments from the region’s most beloved coastal destinations. Set on the exclusive 38-acre island of Jewfish Key (accessible only by boat), this remarkable 1.35-acre estate commands its own secluded shoreline and uninterrupted views of crystal clear waters. Inspired by Polynesian

    Chase Moore SIGHT REAL ESTATE, LLC

    7147 La Lenaire Dr, Longboat Key, FL 34228

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