Longboat Key, FL Homes for Sale with Pool

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  $1,250,000

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

  1045 Gulf of Mexico Dr Unit 403, Longboat Key, FL 34228

  Coastal living at its finest and the perfect beach front retreat. This fourth floor residence offers views of the beach, the sparkling Gulf of Mexico, and breath taking sunsets year round with new impact windows and sliding glass door. The interior has been beautifully updated with a new kitchen, a nice large pantry and breakfast bar. Both bathrooms offer a walk in shower with a glass enclosure

  Maggie Hicks COLDWELL BANKER REALTY

  1045 Gulf of Mexico Dr Unit 403, Longboat Key, FL 34228
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  $1,600,000

  • 3 Beds
  • 3 Baths
  • 2,180 Sq Ft

  2675 Gulf of Mexico Dr Unit 204, Longboat Key, FL 34228

  This exclusive corner unit at Veinte presents a rare opportunity to immerse yourself in the beauty of Gulf-front living. Nestled on the third floor, this spacious 3-bedroom, 3-bathroom TURN-KEY condo boasts unparalleled panoramic views of the Gulf of Mexico's pristine coastline. Step outside and feel the soft sand beneath your feet, as direct beach access awaits just steps away. Spanning 2,100+

  Milan Fiser RE/MAX HARBOR REALTY

  2675 Gulf of Mexico Dr Unit 204, Longboat Key, FL 34228
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  $1,090,000

  • 3 Beds
  • 2 Baths
  • 1,941 Sq Ft

  100 Sands Point Rd Unit 324, Longboat Key, FL 34228

  Sands Point is the most remarkable and unique complex on Longboat Key. Built in 1966, the building is a magnificent example of mid-century modern architecture. The complex faces directly onto New Pass, and the outdoor pool and patio have both privacy and spectacular views. The center of the unit is a large great room that features a wall of windows and a view of lush Florida greenery, the boat

  Carolyn Clark LOKATION

  100 Sands Point Rd Unit 324, Longboat Key, FL 34228
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  $1,725,000

  • 3 Beds
  • 2.5 Baths
  • 2,830 Sq Ft

  2450 Harbourside Dr Unit 212, Longboat Key, FL 34228

  JUMP NOW... $100,000 price reduction!! Indulge in the luxury living experience at Marina Bay, where every detail has been curated to create a serene and polished sanctuary. Elegance meets comfort and security in this meticulously maintained community. This expansive 3-bedroom condominium offers 2,830 square feet of living space, with panoramic vistas of Sarasota Bay, and easily lends itself to

  Beth Lancaster-Collins CORCORAN DWELLINGS REALTY

  2450 Harbourside Dr Unit 212, Longboat Key, FL 34228
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  $2,695,000

  • 3 Beds
  • 2 Baths
  • 2,570 Sq Ft

  5930 Gulf of Mexico Dr, Longboat Key, FL 34228

  A gated entrance and paver driveway surrounded by lush landscaping leads to this lovely home on a wide canal that is a boater's dream. The location is a private half plus acre estate across the street from the beautiful Gulf of Mexico and beach. The exquisite double entry etched doors open to the first living level of storage and an elevator plus staircase that goes to the main level. The main

  Reid Murphy DEVELOPERS REALTY LBK, INC

  5930 Gulf of Mexico Dr, Longboat Key, FL 34228
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  $7,680,000

  • 4 Beds
  • 5 Baths
  • 4,507 Sq Ft

  757 Hideaway Bay Dr, Longboat Key, FL 34228

  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

  Andrea Cohen COLDWELL BANKER REALTY

  757 Hideaway Bay Dr, Longboat Key, FL 34228
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  $4,799,000

  • 4 Beds
  • 4.5 Baths
  • 3,358 Sq Ft

  5005 Gulf of Mexico Dr Unit 5, Longboat Key, FL 34228

  Priced to sale!!Unbelievable price on a gorgeous 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

  Kimberly Towe CORCORAN CONNECT LLC

  5005 Gulf of Mexico Dr Unit 5, Longboat Key, FL 34228
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  $199,999

  • 2 Beds
  • 1 Bath
  • 680 Sq Ft

  3710 Gulf of Mexico Dr Unit E3, Longboat Key, FL 34228

  JUST ELEVATED! Gulfshore of Longboat Key, Inc. offers it all. It extends from the Gulf of Mexico to Sarasota Bay. It has approximately 450- 500 feet of frontage on the Gulf, a marina on Sarasota Bay, a large heated community pool, fabulous club house with a commercial kitchen and much more. It is one of the best kept secrets on Longboat. Truly, Gulfshore is a remnant of Old Florida that is

  Bill Shuttleworth EDGEWATER REAL ESTATE, INC

  3710 Gulf of Mexico Dr Unit E3, Longboat Key, FL 34228
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  $895,000

  • 2 Beds
  • 2 Baths
  • 1,413 Sq Ft

  3080 Grand Bay Blvd Unit 533, Longboat Key, FL 34228

  As you step into this rarely available Capri floor plan, the entrance sets the stage for an exquisite bayfront experience. Inside, the residence unfolds with white ceramic tile throughout and water views via floor-to-ceiling windows and sliders in every room, creating a bright, private ambiance and a seamless connection to the natural beauty that surrounds you. The 2 large balconies immediately

  Ryan Ackerman COLDWELL BANKER REALTY

  3080 Grand Bay Blvd Unit 533, Longboat Key, FL 34228
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  $1,650,000

  • 3 Beds
  • 2 Baths
  • 1,719 Sq Ft

  721 Emerald Harbor Dr, Longboat Key, FL 34228

  Cottage style Emerald Harbor home with deep boating water for a very large boat and deeded beach access.This is truly the Florida lifestyle with most rooms overlooking the beautiful pool area and then out to the gorgeous water views. The beach is only a two minute walk away for shelling and sunsets. This three bedroom home has a terrific split floor plan and feels like an English cottage. Added

  Reid Murphy DEVELOPERS REALTY LBK, INC

  721 Emerald Harbor Dr, Longboat Key, FL 34228
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  $5,495,000 New Construction

  • 5 Beds
  • 5.5 Baths
  • 4,022 Sq Ft

  670 Old Compass Rd, Longboat Key, FL 34228

  Experience brand-new coastal luxury in this just-completed custom home, finished in June 2025 and located in the sought-after Emerald Harbor community on Longboat Key. Positioned on a spacious corner lot along a wide canal, this one-story residence offers the perfect blend of elegance, function, and laid-back Florida living. With direct beach access across the street and your own boat dock in the

  Reid Murphy DEVELOPERS REALTY LBK, INC

  670 Old Compass Rd, Longboat Key, FL 34228
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  $4,340,000 New Construction

  • 4 Beds
  • 3.5 Baths
  • 3,243 Sq Ft

  590 de Narvaez Dr, Longboat Key, FL 34228

  Step into a new era of coastal modern living with this breathtaking, newly constructed waterfront retreat, perfectly positioned on the exclusive north end of Longboat Key. Designed with intention and offered fully turnkey-furnished, this residence is a refined sanctuary where architectural elegance meets cutting-edge technology and relaxed sophistication.The grand entry leads into a

  Cole Collins COLDWELL BANKER REALTY

  590 de Narvaez Dr, Longboat Key, FL 34228
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  $15,000,000 New Construction

  • 5 Beds
  • 5.5 Baths
  • 4,925 Sq Ft

  6603 Gulfside Rd, Longboat Key, FL 34228

  Under Construction. You're in for something special with this new beachfront construction set to be completed by December, 2025. Located on over a quarter acre on Longboat Key, this contemporary luxury home is directly on the beach with stunning Gulf views. Designed with a modern coastal aesthetic, it’s built for both style and comfort. Inside no detail is overlooked. From sleek Walker Zanger

  Reid Murphy DEVELOPERS REALTY LBK, INC

  6603 Gulfside Rd, Longboat Key, FL 34228
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  $2,650,000 New Construction

  • 4 Beds
  • 4.5 Baths
  • 2,788 Sq Ft

  610 Hibiscus Way, Longboat Key, FL 34228

  Pre-Construction. To be built. Welcome to a luxurious modern retreat in The Preserve on Longboat Key. This exquisite residence boasts 4 bedrooms and 4.5 bathrooms across 2,788 square feet of impeccable design. Built with Italian flooring, cabinetry, and fixtures, the home exudes a timeless elegance. Enjoy the ultimate privacy and relaxation with a spacious primary bedroom, complemented by a

  Rinat Sikdar COLDWELL BANKER REALTY

  610 Hibiscus Way, Longboat Key, FL 34228
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  $23,950,000 New Construction

  • 6 Beds
  • 9 Baths
  • 9,243 Sq Ft

  612 Juan Anasco Dr, Longboat Key, FL 34228

  Welcome to your private, gated estate on Longboat Key, where coastal luxury meets effortless sophistication. Boasting over 730 feet of water frontage, this stunning property offers panoramic views of Whitney Bayou and Harris Canal and provides the ultimate waterfront lifestyle. With 9,243 square feet of air-conditioned living space and a total of 21,562 square feet on over an acre of pristine

  Charles & Gabe Buky COLDWELL BANKER REALTY

  612 Juan Anasco Dr, Longboat Key, FL 34228
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  $4,299,000 Open Fri 1PM - 3PM

  • 5 Beds
  • 7 Baths
  • 4,176 Sq Ft

  597 Buttonwood Dr, Longboat Key, FL 34228

  GULF AND BAY VIEWS! THREE OUTDOOR PATIOS! Discover an extraordinary coastal contemporary masterpiece by Floridian Crafted Homes, perfectly positioned on Longboat Key with breathtaking Gulf and Bay views. This 13 FEET ELEVATED, hurricane-fortified residence offers 5 bedrooms, 5 full bathrooms, and 2 partial bathrooms across 4,176 square feet of luxurious living space. Home has elevator shaft

  Joshua Freed PREFERRED SHORE LLC

  597 Buttonwood Dr, Longboat Key, FL 34228
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  $25,000,000 New Construction

  • 11 Beds
  • 17 Baths
  • 17,199 Sq Ft

  5965 Gulf of Mexico Dr, Longboat Key, FL 34228

  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

  Joel Schemmel PREMIER SOTHEBY'S INTERNATIONAL REALTY

  5965 Gulf of Mexico Dr, Longboat Key, FL 34228
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  $6,900,000 New Construction

  • 2 Beds
  • 2.5 Baths
  • 3,130 Sq Ft

  1591 Gulf of Mexico Dr Unit 311, Longboat Key, FL 34228

  Unique opportunity to own the largest two-bedroom floor plan at the highly coveted and exclusive St. Regis Longboat Key. Spectacular views from the wrap around terrace of the Gulf of Mexico, including the resort and tropical saltwater lagoon. This corner residence is flooded with natural light and features a gracious living room complete with built-in bar, ice maker and beverage refrigerator for

  Kim Ogilvie MICHAEL SAUNDERS & COMPANY

  1591 Gulf of Mexico Dr Unit 311, Longboat Key, FL 34228
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  $16,995,000 New Construction

  • 4 Beds
  • 4.5 Baths
  • 6,616 Sq Ft

  6489 Gulfside Rd, Longboat Key, FL 34228

  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

  Patrick Dipinto, III COLDWELL BANKER REALTY

  6489 Gulfside Rd, Longboat Key, FL 34228
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  $3,400,000 New Construction

  • 1 Bed
  • 2 Baths
  • 1,556 Sq Ft

  1591 Gulf of Mexico Dr Unit 515, Longboat Key, FL 34228

  Incredible opportunity for the lowest price residence at The St. Regis Longboat Key. Buyer will consider all offers. Enter from your private elevator into a dramatic living area with high ceilings and expansive glass featuring spectacular views of Sarasota Bay. The living area opens to a large outdoor terrace with a Wolf gas grill for easy entertainment. The chef’s kitchen is equipped Poggenpohl

  Kim Ogilvie MICHAEL SAUNDERS & COMPANY

  1591 Gulf of Mexico Dr Unit 515, Longboat Key, FL 34228
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  $3,595,000 New Construction

  • 5 Beds
  • 5 Baths
  • 3,815 Sq Ft

  2945 Pyrula Dr, Longboat Key, FL 34228

  Discover unparalleled modern living at this custom contemporary residence nestled on a quiet street in the heart of Longboat Key. The exterior of this striking residence is a harmonious fusion of richly stained wood, imported stone, and oversized glass windows, each uniquely shaped to create a stunning visual impact. As you enter through the glass front door, you're immediately greeted by walls

  Roger Pettingell COLDWELL BANKER REALTY

  2945 Pyrula Dr, Longboat Key, FL 34228
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  $14,750,000 New Construction

  • 6 Beds
  • 6.5 Baths
  • 6,408 Sq Ft

  6680 Gulf of Mexico Dr, Longboat Key, FL 34228

  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

  Randy Langley BARRIER ISLAND REALTY LLC

  6680 Gulf of Mexico Dr, Longboat Key, FL 34228

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