Longboat Key, FL Homes for Sale with Pool

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  /69

  $399,900

  • 1 Bed
  • 1.5 Baths
  • 1,094 Sq Ft

  2055 Gulf of Mexico Dr Unit G2214, Longboat Key, FL 34228

  Below $400,000 Seaplace opportunity • Hurricane shutter & newer AC • Gulf-front communityWelcome to Seaplace, a sought-after gated Gulf-front community on Longboat Key offering resort-style amenities and beach access. This rare below-$400,000 opportunity (Unit G2-214) provides exceptional value in one of the island’s most desirable coastal neighborhoods. The one-bedroom,

  Michael Renick MANGROVE REALTY ASSOCIATES

  2055 Gulf of Mexico Dr Unit G2214, Longboat Key, FL 34228
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  /59

  $2,500,000

  • 3 Beds
  • 3 Baths
  • 2,385 Sq Ft

  415 L Ambiance Dr Unit B202, Longboat Key, FL 34228

  Gulf-front enclave offers a rare blend of luxury, location, and lifestyle that transforms every day into a retreat. From the moment you step inside, you’re greeted by an atmosphere of refined elegance and architectural clarity—crafted for those who appreciate design as a way of life. This residence exudes sophistication with interiors envisioned by an internationally acclaimed designer,

  Judy Kepecz-Hays COLDWELL BANKER REALTY

  415 L Ambiance Dr Unit B202, Longboat Key, FL 34228
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  /45

  $485,000

  • 2 Beds
  • 1 Bath
  • 933 Sq Ft

  2055 Gulf of Mexico Dr Unit G2108, Longboat Key, FL 34228

  PRICE ADJUSTMENT: This is a great opportunity to own a piece of paradise on beautiful Longboat Key in the community of Seaplace which is located on 42 acres of land right on the azure waters of the Gulf of America. This beautifully updated 2bedroom/1bath condominium with separate dressing area and sink. It's coming furnished for your convenience with stainless steel appliances in the kitchen.

  Sandra Endres COLDWELL BANKER REALTY

  2055 Gulf of Mexico Dr Unit G2108, Longboat Key, FL 34228
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  /25

  $150,000

  • 2 Beds
  • 1 Bath
  • 684 Sq Ft

  3710 Gulf of Mexico Dr Unit D19, Longboat Key, FL 34228

  FANTASTIC OPPORTUNITY to own a home in a beach-to-bay community. Gulfshore of Longboat Key has it all -- private, pristine sand beach, on the Gulf of Mexico, a marina (needs to be repaired) on Sarasota Bay, large community pool, clubhouse with a commercial kitchen, a well-maintained campus and very reasonable HOA fees. Truly, Gulfshore is a remnant of Old Florida that is just six miles from the

  Bill Shuttleworth EDGEWATER REAL ESTATE, INC

  3710 Gulf of Mexico Dr Unit D19, Longboat Key, FL 34228
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  /83

  $9,900,000

  • 4 Beds
  • 4.5 Baths
  • 4,224 Sq Ft

  6161 Gulf of Mexico Dr, Longboat Key, FL 34228

  Gulf front Masterpiece with Bayside Boathouse and 12klb lift Experience the pinnacle of coastal living at this unparalleled Gulf-to-Bay estate on Longboat Key, where 100 feet of private, sugar-white beachfront meets the rare luxury of a deeded bayside boathouse—a coveted feature seldom available on the island. For the discerning boater, this exceptional amenity includes a 12,000-lb lift

  Steve and Janet Walter MICHAEL SAUNDERS & COMPANY

  6161 Gulf of Mexico Dr, Longboat Key, FL 34228
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  /33

  $2,395,000

  • 3 Beds
  • 2.5 Baths
  • 2,314 Sq Ft

  340 Gulf of Mexico Dr Unit 115, Longboat Key, FL 34228

  Your Longboat Key oasis awaits! This totally renovated 3bdrm 2.5 bath condo offers a open concept living space with high ceilings and walls of glass allowing sweeping views os Sarasota Bay. Light and bright material selections mix modern luxury with a coastal theme.The gourmet kitchen features white soft close custom cabinetry, sleek glass doors, quartz countertops, mother of pearl

  Reid Murphy DEVELOPERS REALTY LBK, INC

  340 Gulf of Mexico Dr Unit 115, Longboat Key, FL 34228
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  /57

  $710,000

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

  4430 Exeter Dr Unit 106, Longboat Key, FL 34228

  Set in the sought-after Longboat Harbour community on Longboat Key, this beautifully updated 2BR/2BA walkout residence offers 1,152+/- sq. ft. of inviting waterfront living. Your breath will be taken away by the peaceful mangrove-lined views that shape a relaxed, effortless way of life. The moment you step inside, the level of care and style is unmistakable, as crown molding, maintenance free

  Bruce Myer COLDWELL BANKER REALTY

  4430 Exeter Dr Unit 106, Longboat Key, FL 34228
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  /61

  $794,999

  • 3 Beds
  • 3 Baths
  • 1,460 Sq Ft

  5270 Gulf of Mexico Dr Unit 508, Longboat Key, FL 34228

  Rarely available and beautifully positioned, this 3-bedroom, 3-bath fully furnished residence invites you to experience true beach-to-bay living in the coveted community of Banyan Bay on the north end of Longboat Key. From sunrise coffees on your private terrace to evenings spent watching dolphins glide across the bay, this home offers an effortless blend of comfort, coastal elegance, and

  Beth Ann Boyer MICHAEL SAUNDERS & COMPANY

  5270 Gulf of Mexico Dr Unit 508, Longboat Key, FL 34228
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  /73

  $3,495,000

  • 3 Beds
  • 5.5 Baths
  • 3,727 Sq Ft

  3576 Fair Oaks Way, Longboat Key, FL 34228

  One or more photo(s) has been virtually staged. A boater’s dream location on Longboat Key in Queens Harbour....This is the “Best” waterfront lot in Queens Harbour! No bridges to Sarasota Bay and close to the intercoastal waterway too. 125-lb boat lift on a deepwater canal for your Dream boat.Location, Location, Location on Longboat Key with a Chef’s kitchen, contemporary interior design

  Tom Cinquegrano MICHAEL SAUNDERS & COMPANY

  3576 Fair Oaks Way, Longboat Key, FL 34228
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  /57

  $1,999,000

  • 2 Beds
  • 3 Baths
  • 2,823 Sq Ft

  5920 Gulf of Mexico Dr, Longboat Key, FL 34228

  DEEDED BEACH ACCESS AND DEEP WATER CANAL at this beautifully renovated mid-key beach house on the barrier island of Longboat Key. You can enjoy a 3-minute walk to the beach using your private beach access or step outside and enjoy the canal on your trex dock. The uncrowded beach with natural surroundings, fine sand beaches, warm breezes, and clear turquoise waters is truly a special place.

  John Donato JOHN DONATO REAL ESTATE INC

  5920 Gulf of Mexico Dr, Longboat Key, FL 34228
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  /42

  $1,350,000

  • 2 Beds
  • 2 Baths
  • 1,458 Sq Ft

  603 Longboat Club Rd Unit 402N, Longboat Key, FL 34228

  Nestled behind the exclusive gates of the Longboat Key Club, Longboat Key Towers stands as one of the island’s most distinguished Gulf-front communities. Within the north tower, this elegant fourth-floor residence captures breathtaking views from sunrise to sunset — with two expansive balconies overlooking the shimmering Gulf of Mexico to the west and the rolling greens and bay waters to the

  Judy Kepecz-Hays COLDWELL BANKER REALTY

  603 Longboat Club Rd Unit 402N, Longboat Key, FL 34228
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  /56

  $999,000

  • 2 Beds
  • 2 Baths
  • 1,585 Sq Ft

  1211 Gulf of Mexico Dr Unit 704, Longboat Key, FL 34228

  Welcome to your dream beachfront retreat at The Promenade. This sunny, south-facing seventh-floor residence offers an open, spacious interior encompassing 1585 sq. ft. of living space. It’s waiting for you to make it your own and embrace the captivating views of the Gulf, Sarasota Bay, and downtown Sarasota from its wraparound terrace. With its ideal beachside location, this getaway provides an

  Judy Kepecz-Hays COLDWELL BANKER REALTY

  1211 Gulf of Mexico Dr Unit 704, Longboat Key, FL 34228
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  /51

  $829,000

  • 2 Beds
  • 2 Baths
  • 1,104 Sq Ft

  4725 Gulf of Mexico Dr Unit 314, Longboat Key, FL 34228

  Welcome to Sand Cay Beach Resort—one of Longboat Key’s premier vacation destinations. This rarely available third-floor condo truly impresses with soaring vaulted ceilings exclusive to top-floor residences, a beautifully updated kitchen, and tasteful coastal-inspired finishes throughout. A well-established vacation rental with a strong income history, this property is an ideal opportunity for

  Michael Albano, PA COLDWELL BANKER REALTY

  4725 Gulf of Mexico Dr Unit 314, Longboat Key, FL 34228
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  /28

  $1,050,000

  • 2 Beds
  • 2 Baths
  • 1,509 Sq Ft

  615 Dream Island Place Unit 210, Longboat Key, FL 34228

  Paradise at Harbour Villa Club – Waterfront Luxury with a boat slip on Longboat Key! Enjoy this condo year-round or rent it weekly when you cannot be there- you choose! Discover this fully renovated 2BR/2BA condo with panoramic views of the gorgeous Sarasota Bay. Bright and spacious, the open floor plan features soaring 9 ft ceilings, custom finishes, a gourmet kitchen with top-of-the-line

  Lori Lahart CENTURY 21 BILL NYE REALTY

  615 Dream Island Place Unit 210, Longboat Key, FL 34228
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  /16

  $7,900,000

  • 4 Beds
  • 4.5 Baths
  • 3,961 Sq Ft

  2251 Gulf of Mexico Dr Unit 203, Longboat Key, FL 34228

  Step into unparalleled elegance with this stunning 4-bedroom, 4.5-bathroom beachfront condo, where modern sophistication meets coastal serenity. This exclusive fully furnished residence boasts floor-to-ceiling windows that fill the space with natural light and showcase breathtaking panoramic Gulf views from every angle. Designed for ultimate privacy and comfort, the unit features direct elevator

  Larry Starr SVN COMMERCIAL ADVISORY GROUP

  2251 Gulf of Mexico Dr Unit 203, Longboat Key, FL 34228
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  /50

  $1,950,000

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

  340 Gulf of Mexico Dr Unit 112, Longboat Key, FL 34228

  Perfectly positioned on Sarasota Bay at the southern end of Longboat Key, this beautifully renovated 3BR/3BA, 2,298± sq. ft. residence with a private 2-car garage at Tangerine Bay Club combines luxury, comfort, and a premier location just moments from St. Armands Circle and downtown Sarasota. A private front courtyard welcomes you inside, where rich wood floors, custom doors, and neutral tones

  Bruce Myer COLDWELL BANKER REALTY

  340 Gulf of Mexico Dr Unit 112, Longboat Key, FL 34228
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  /81

  $1,995,000

  • 3 Beds
  • 3 Baths
  • 2,550 Sq Ft

  3040 Grand Bay Blvd Unit 283, Longboat Key, FL 34228

  One or more photo(s) has been virtually staged. Welcome to Grand Bay. Experience the essence of refined coastal living, where breathtaking panoramic water and city views take center stage. Awaken to the sunrise over Sarasota Bay’s skyline with limitless views of the bay and golf course, and unwind with stunning sunsets over the Gulf, an ever-changing display of beauty from every room. Perfectly

  Stacy Hanan MICHAEL SAUNDERS & COMPANY

  3040 Grand Bay Blvd Unit 283, Longboat Key, FL 34228
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  /39

  $480,000

  • 2 Beds
  • 2 Baths
  • 1,072 Sq Ft

  4370 Chatham Dr Unit 104, Longboat Key, FL 34228

  Turnkey two-bedroom, two-bath residence in a first-floor, walkout location. Freshly painted with updated baths and 1,172 square feet of living space. Enjoy direct access to the harbor-front walking path and deeded beach access with baths, outdoor shower and chair storage. Includes a covered, assigned parking space. Resort-style amenities include a renovated clubhouse with kitchen and presentation

  Thomas Netzel PREMIER SOTHEBY'S INTERNATIONAL REALTY

  4370 Chatham Dr Unit 104, Longboat Key, FL 34228
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  /53

  $879,000

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

  1095 Gulf of Mexico Dr Unit 503, Longboat Key, FL 34228

  One or more photo(s) has been virtually staged. Enjoy comfortable, coastal living in this well-appointed 2BR/2BA residence on the sought-after south end of Longboat Key. With over 1,500 sq. ft., this home features a neutral color palette and thoughtful design that enhances the natural beauty just outside. The kitchen offers classic white cabinetry with glass accents, granite countertops,

  Bruce Myer COLDWELL BANKER REALTY

  1095 Gulf of Mexico Dr Unit 503, Longboat Key, FL 34228
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  /76

  $6,950,000 New Construction

  • 2 Beds
  • 2.5 Baths
  • 2,249 Sq Ft

  1591 Gulf of Mexico Dr Unit 514, Longboat Key, FL 34228

  Experience breathtaking sunsets and exceptional privacy from this direct west-facing center residence at The St. Regis Longboat Key. Floor-to-ceiling windows bathe the interiors in natural light and frame unobstructed Gulf views, while the expansive living room offers an ideal setting for elegant entertaining. Every detail of this home has been meticulously upgraded with custom wallpaper,

  Lynn Morris MICHAEL SAUNDERS & COMPANY

  1591 Gulf of Mexico Dr Unit 514, Longboat Key, FL 34228
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  $775,000 Open Sat 1PM - 3PM

  • 2 Beds
  • 2 Baths
  • 1,325 Sq Ft

  4900 Gulf of Mexico Dr Unit 203, Longboat Key, FL 34228

  BAYFRONT BEAUTY! VIEWS THAT STEAL THE SHOW! Discover the ultimate in Florida Gulf-to-Bay living with this beautifully remodeled 2-bedroom, 2-bath luxury condo offering jaw-dropping, multi-million-dollar water views of Sarasota Bay. From the moment you enter, you’ll be drawn into a world where comfort, beauty and the quiet grace of nature welcomes you like an old friend. Wake up to spectacular

  Debby McCaig COLDWELL BANKER REALTY

  4900 Gulf of Mexico Dr Unit 203, Longboat Key, FL 34228
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  /45

  $950,000

  • 2 Beds
  • 2 Baths
  • 884 Sq Ft

  2721 Gulf of Mexico Dr Unit 408, Longboat Key, FL 34228

  Rare Gulf-Front Opportunity! This is the only listing currently available at The Beachcomber on Longboat Key. Perfectly positioned on the 4th floor, this corner residence is filled with natural light from multiple windows and offers unobstructed, direct Gulf-front views. The beautifully updated two-bedroom, two-bath condominium provides the ultimate in coastal living, with the flexibility of

  Jo James COLDWELL BANKER REALTY

  2721 Gulf of Mexico Dr Unit 408, Longboat Key, FL 34228
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  /73

  $1,195,000

  • 2 Beds
  • 2.5 Baths
  • 2,276 Sq Ft

  360 Gulf of Mexico Dr Unit 322, Longboat Key, FL 34228

  This is your perfect tropical Happy Place! Elevator access takes you directly to your very own slice of paradise. Enter through mahogany doors and be instantly wowed by this 3 BD, 2.5BA unit. The 3rd bedroom was converted to a den as part of a total update, and can easily be changed back to a bedroom. 9-foot ceilings in an open floor plan where walls have been removed create incredible openness

  Scott Rickards RE/MAX ALLIANCE GROUP

  360 Gulf of Mexico Dr Unit 322, Longboat Key, FL 34228
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  /74

  $1,695,000

  • 3 Beds
  • 3.5 Baths
  • 2,550 Sq Ft

  3040 Grand Bay Blvd Unit 243, Longboat Key, FL 34228

  Set above the sparkling waters of Sarasota Bay, this beautifully updated 3BR/3.5BA, 2,550 sq. ft. residence in Grand Bay on Longboat Key offers refined living with a seamless, well-planned layout. From the moment the private elevator opens to your foyer, the atmosphere feels bright and balanced, with rich wood floors, crown molding and recessed lighting framing panoramic views of the bay,

  Bruce Myer COLDWELL BANKER REALTY

  3040 Grand Bay Blvd Unit 243, Longboat Key, FL 34228
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  /32

  $899,000

  • 2 Beds
  • 2 Baths
  • 1,393 Sq Ft

  4825 Gulf of Mexico Dr Unit 105, Longboat Key, FL 34228

  Experience the epitome of Island living in this meticulously kept and beautifully renovated retreat located in the beachfront community of The Westchester on Longboat Key. This ground floor walk-out, 2 bedroom, 2 bath residence is a true coastal oasis all done up in seaside hues. The gorgeous kitchen opens to the large living/dining area and the spectacular views can be seen through impact

  JoDene Moneuse MICHAEL SAUNDERS & COMPANY

  4825 Gulf of Mexico Dr Unit 105, Longboat Key, FL 34228
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  /68

  $495,000 Open House 1/04

  • 2 Beds
  • 2 Baths
  • 928 Sq Ft

  4370 Chatham Dr Unit 204, Longboat Key, FL 34228

  Longboat Harbour is one of the best gated complexes on Longboat Key offering a marina with deep sailboat water and deeded beach access pavilion. Each boat slip is equipped with water and electric for a nominal fee first come first serve. Extensive amenities including four heated pools, kayak storage and launch area, fitness center, sauna, clubhouse, billiards, card room, tennis/pickleball courts,

  Tammy Mast MICHAEL SAUNDERS & COMPANY

  4370 Chatham Dr Unit 204, Longboat Key, FL 34228
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  /65

  $3,250,000

  • 2 Beds
  • 3 Baths
  • 2,385 Sq Ft

  415 L Ambiance Dr Unit E507, Longboat Key, FL 34228

  Experience a lifestyle defined by effortless luxury, resort-style comforts, and uncompromising convenience in the sought-after, guard-gated L’Ambiance on Longboat Key. Recently and thoughtfully updated to perfection with quality finishes, this “Areca” corner residence is a masterpiece of comfortable contemporary design. Beginning with two secure parking spaces and continues directly up the

  Linda Driggs MICHAEL SAUNDERS & COMPANY

  415 L Ambiance Dr Unit E507, Longboat Key, FL 34228
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  /94

  $1,100,000

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

  1050 Longboat Club Rd Unit 903, Longboat Key, FL 34228

  SIGNIFICANT PRICE REDUCTON - This TOTALLY RENOVATED ISLAND BEAUTY will charm the most sophisticated Buyers and the spectacular sunrise views over Sarasota Bay enhanced by sunset-lit City and Golf Course views will take your breath away. Ideally situated within a short beach walk between the popular Resort at Longboat Key Club and the brand-new St. Regis Resort, this perfect gem features storm

  Tina Rudek Stark, PA ROSEBAY INTERNATIONAL REALTY, INC

  1050 Longboat Club Rd Unit 903, Longboat Key, FL 34228
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  /98

  $5,650,000 New Construction

  • 4 Beds
  • 6 Baths
  • 3,737 Sq Ft

  524 Halyard Ln, Longboat Key, FL 34228

  One or more photo(s) has been virtually staged. Experience the ultimate in island living in this brand-new custom built waterfront residence located within the prestigious Country Club Shores community at the south end of Longboat Key. Designed with high performance and easy maintenance in mind, this solid all-block, two-story coastal contemporary residence blends timeless island elegance with

  Rob Hunt, Jr HUNT BROTHERS REALTY, INC.

  524 Halyard Ln, Longboat Key, FL 34228

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