Longboat Key, FL Homes for Sale with Water View

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  $275,000

  2600 Harbourside Dr Unit H-04, Longboat Key, FL 34228

  A favorite dock in the Marina! This 55 x 20 foot slip at Longboat Key Club Moorings is located at the Marina Village along the seawall! Easy access on and off the water to this H-dock slip. 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

  Jennifer Wilson LBRE LLC

  2600 Harbourside Dr Unit H-04, Longboat Key, FL 34228
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  /40

  $799,000

  • 2 Beds
  • 2 Baths
  • 1,110 Sq Ft

  5311 Gulf of Mexico Dr Unit 5, Longboat Key, FL 34228

  Turnkey furnished and positioned just steps from the Gulf’s sandy shoreline, this first-floor residence at Beach Castle on Longboat Key offers a compelling combination of coastal living and proven rental potential. With flexible daily or weekly rental allowances, this two-bedroom retreat presents an exceptional opportunity for personal use, income generation, or both. The light-filled interior

  Roger Pettingell COLDWELL BANKER REALTY

  5311 Gulf of Mexico Dr Unit 5, Longboat Key, FL 34228
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  /22

  $749,900

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

  4835 Gulf of Mexico Dr Unit 106, Longboat Key, FL 34228

  Waterfront Living on Longboat Key – Direct Gulf AccessExperience the best of coastal living on beautiful Longboat Key. This first-floor residence offers effortless access and an unbeatable connection to the water, with direct access to the stunning Gulf of Mexico just steps from your door. Recently updated, the home features brand-new flooring throughout, along with all-new hurricane-impact

  Toni Giliberti COLDWELL BANKER REALTY

  4835 Gulf of Mexico Dr Unit 106, Longboat Key, FL 34228
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  /37

  $960,000

  • 1 Bed
  • 1 Bath
  • 634 Sq Ft

  250 Sands Point Rd Unit 5106, Longboat Key, FL 34228

  Completely renovated first floor walkdown Junior Suite with spectacular views of Longboat Key Club’s Golf Course currently in the hotel program now available. There is an expanded deck in addition to the covered terrace, ideal for watching a wide variety of wildlife and golfing activity. Building 5 is positioned where owners value privacy from the hustle and bustle of the main entrance and pool

  Ian Addy, PA MICHAEL SAUNDERS & COMPANY

  250 Sands Point Rd Unit 5106, Longboat Key, FL 34228
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  /33

  $2,345,000

  $50K PRICE DROP

  • 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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  /39

  $799,000

  $30K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,274 Sq Ft

  5655 Gulf of Mexico Dr Unit D107, Longboat Key, FL 34228

  Experience breathtaking beach and Gulf views from this spacious, turnkey-furnished two-bedroom, two-bath residence in Cedars West. Beautifully updated with no detail overlooked, this exceptional property features elegant stone countertops, quality appliances, and a relaxed coastal ambiance that makes it highly sought after. Offering over 1,270 square feet of air-conditioned living space, the

  John Milkovich CHARLES RUTENBERG REALTY INC

  5655 Gulf of Mexico Dr Unit D107, Longboat Key, FL 34228
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  /31

  $250,000

  2600 Harbourside Dr Unit H-06, Longboat Key, FL 34228

  An exceptional 55-by-21-foot boat slip is ideally positioned in one of the most desirable locations within the Longboat Key Moorings Marina. Offering deep-water access with no bridges to Sarasota Bay and the Intracoastal Waterway, this premium slip provides effortless access to the Gulf and beyond. Longboat Key Moorings is a world-class marina offering individually owned slips, full-service

  Mike Warm PREMIER SOTHEBY'S INTERNATIONAL REALTY

  2600 Harbourside Dr Unit H-06, Longboat Key, FL 34228
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  /91

  $899,000

  $86K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 2,282 Sq Ft

  2326 Harbour Oaks Dr, Longboat Key, FL 34228

  Discover refined coastal living in this impeccably maintained, fully furnished end-unit villa on Longboat Key, offering nearly 2,400 square feet of thoughtfully designed living space in one of the area's most desirable island communities. Combining the privacy and feel of a single-family residence with the ease of maintenance-free living, this exceptional home is just moments from the Gulf's

  Rachel Tritschler RE/MAX ALLIANCE GROUP

  2326 Harbour Oaks Dr, Longboat Key, FL 34228
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  /61

  $774,900

  $20K PRICE DROP

  • 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 with UNOBSTRUCTED FULL BAY VIEWS 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

  Beth Ann Boyer MICHAEL SAUNDERS & COMPANY

  5270 Gulf of Mexico Dr Unit 508, Longboat Key, FL 34228
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  /41

  $2,495,000

  • 3 Beds
  • 2 Baths
  • 1,972 Sq Ft

  617 Rountree Dr, Longboat Key, FL 34228

  Premier waterfront opportunity in Longboat Key Estates, offering direct canal frontage in one of the island’s most desirable residential enclaves.Positioned along a quiet interior street, this property offers the opportunity to own or build a custom coastal residence in an area undergoing continued redevelopment and investment potential. Surrounding properties reflect the neighborhood's

  Judi Taulbee FINE PROPERTIES

  617 Rountree Dr, Longboat Key, FL 34228
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  /57

  $1,749,500

  $300K PRICE DROP

  • 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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  /83

  $4,999,000

  • 5 Beds
  • 3 Baths
  • 3,842 Sq Ft

  3606 Fair Oaks Place, Longboat Key, FL 34228

  Nestled behind the gates of the highly celebrated Bay Isles community, this exceptional five-bedroom waterfront residence at 3606 Fair Oaks Lane offers the perfect blend of luxury, comfort, and peace of mind with an impressive list of recent upgrades and improvements. Designed for effortless coastal living, this beautifully updated home showcases refined interiors, expansive outdoor living

  Renee Preininger SARASOTA TRUST REALTY COMPANY

  3606 Fair Oaks Place, Longboat Key, FL 34228
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  /55

  $1,245,000

  $254K PRICE DROP

  • 3 Beds
  • 3.5 Baths
  • 2,143 Sq Ft

  3010 Grand Bay Blvd Unit 432, Longboat Key, FL 34228

  Step into the foyer from your private elevator and through chic double doors into this fully furnished Grand Bay masterpiece where drama meets elegance. Floor-to-ceiling glass sliders reveal a breathtaking panorama of the downtown city skyline, John Ringling Bridge, Harbourside golf course, and Sarasota Bay. The open floor plan seamlessly connects the living and dining areas to a versatile

  Ian Addy, PA MICHAEL SAUNDERS & COMPANY

  3010 Grand Bay Blvd Unit 432, Longboat Key, FL 34228
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  /52

  $749,900

  $79K PRICE DROP

  • 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. VACATION WHEN YOU WANT - GENERATE INCOME WHEN YOU DON'T - TURNKEY GULF-SIDE INVESTMENT WITH REAL RETURNS. 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

  Michael Albano, PA COLDWELL BANKER REALTY

  4725 Gulf of Mexico Dr Unit 314, Longboat Key, FL 34228
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  /50

  $1,775,000

  $175K PRICE DROP

  • 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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  /99

  $649,900

  $79K PRICE DROP

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

  4310 Falmouth Dr Unit 102, Longboat Key, FL 34228

  Recently reduced—don’t miss this opportunity. No special assessments after the 2024 storms, no history of flooding, well-funded reserves, and structural soundness supported by SIRS report! Exceptional value for a Longboat Key condo with private beach access. Enjoy deeded Gulf access with a residents-only community beach house featuring bathrooms, indoor/outdoor showers, seating, cabana space, and

  Kerre Allman MARCUS & COMPANY REALTY

  4310 Falmouth Dr Unit 102, Longboat Key, FL 34228
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  /21

  $7,299,000

  New Construction $100K PRICE DROP

  • 5 Beds
  • 7 Baths
  • 4,452 Sq Ft

  591 Golf Links Ln, Longboat Key, FL 34228

  Pre-Construction. To be built. Wake up to shimmering views, spend your afternoons on the water, and end your evenings watching the Sarasota skyline glow from your private rooftop deck. This is the kind of home that defines the Longboat Key lifestyle. To be built by Brista Homes and designed by Mark Sultana of DSDG Architects, this stunning residence is set on one of the largest canal-front lots

  Gina Ursini BRISTA REALTY LLC

  591 Golf Links Ln, Longboat Key, FL 34228
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  /50

  $1,995,000

  $204K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 2,311 Sq Ft

  500 Halyard Ln, Longboat Key, FL 34228

  Huge Price Reduction. Flexible Terms. Best-Priced Waterfront in Country Club Shores. Gorgeous Views and Updated. New Roof, New Seawall, New Impact Windows & Doors - 1/2 Acre Elevated Waterfront Lot - Enjoy the Longboat Key Island Lifestyle. In a prime South Longboat Key location, this beautifully updated waterfront home offers a blend of privacy, comfort and exceptional boating access. Set on a

  Mike Seamon PREMIER SOTHEBY'S INTERNATIONAL REALTY

  500 Halyard Ln, Longboat Key, FL 34228
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  /18

  $300,000

  $25K PRICE DROP

  2800 Harbourside Dr Unit E-16, Longboat Key, FL 34228

  A 60 ft. x 21 ft. Boat Slip at Longboat Key Moorings Marina. This is a Yacht Club slip; purchase of the slip requires purchase of membership in the Longboat Key Club. Enjoy all the amenities of the private Longboat Key Club as a Yacht Club Member. 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

  Jennifer Wilson LBRE LLC

  2800 Harbourside Dr Unit E-16, Longboat Key, FL 34228
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  /26

  $1,199,000

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

  2301 Gulf of Mexico Dr Unit 33, Longboat Key, FL 34228

  Experience breathtaking beachfront living in this rare direct Gulf-front residence at the prestigious Islander Club on Longboat Key. This two-bedroom, two-bath condominium showcases panoramic Gulf of Mexico views from every room, including the living room, primary suite and guest bedroom, creating a spectacular coastal backdrop throughout the home. One of the exceptional features of this

  Chris Wetzig PREMIER SOTHEBY'S INTERNATIONAL REALTY

  2301 Gulf of Mexico Dr Unit 33, Longboat Key, FL 34228
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  /32

  $799,000

  $100K PRICE DROP

  • 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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  /82

  $750,000

  • 2 Beds
  • 2 Baths
  • 1,449 Sq Ft

  925 Spanish Dr N Unit 60, Longboat Key, FL 34228

  Wow! Panoramic water views from almost every window, plus rare direct access to Bay waters just near the back paver patio. This completely renovated two-bedroom, two-bath, 1,449-square-foot home is a must see! Fully remodeled in 2025/2026 in full compliance with FEMA requirements. It is all about details as this gorgeous Spanish Main turnkey furnished villa is ready to welcome you home! The

  Kimberly Freiwald PREMIER SOTHEBY'S INTERNATIONAL REALTY

  925 Spanish Dr N Unit 60, Longboat Key, FL 34228
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  /75

  $2,550,000

  • 4 Beds
  • 4.5 Baths
  • 4,154 Sq Ft

  3527 Fair Oaks Ln, Longboat Key, FL 34228

  Experience refined coastal luxury in this impeccably renovated 4,154-square-foot golf course estate, ideally positioned within the exclusive Queens Harbour enclave of gated Bay Isles on Longboat Key. This extraordinary two-story residence offers 4 bedrooms, 4.5 bathrooms, and an elegant open floor plan thoughtfully curated with exquisite finishes and designer details throughout. Extensive recent

  Miriam Pearson COLDWELL BANKER REALTY

  3527 Fair Oaks Ln, Longboat Key, FL 34228
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  /26

  $649,000

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

  4440 Exeter Dr Unit 106, 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

  Roger Richmond KELLER WILLIAMS ISLAND LIFE REAL ESTATE

  4440 Exeter Dr Unit 106, Longboat Key, FL 34228
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  /44

  $1,595,000

  • 2 Beds
  • 2 Baths
  • 1,513 Sq Ft

  2425 Gulf of Mexico Dr Unit 1A, Longboat Key, FL 34228

  This is the gorgeous ground floor, walk-out unit next to the beach you've been looking for. Do you prefer to live like a single family home, no elevator, and walk straight out to the beach? Then this is the One! Welcome to Sea Gate Club on beautiful Longboat Key, perfectly positioned near mid-island, and close to shopping at Publix or CVS. As you enter this very private End Unit #1A, you're

  Robert Delaney MICHAEL SAUNDERS & COMPANY

  2425 Gulf of Mexico Dr Unit 1A, Longboat Key, FL 34228
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  /34

  $1,095,000

  • 2 Beds
  • 2 Baths
  • 1,239 Sq Ft

  4311 Gulf of Mexico Dr Unit 501, Longboat Key, FL 34228

  Some Photo's are virtually staged ! Spectacular gulf front views from this 5th floor 2 bedroom/ 2 bathroom condo residence in rarely available Longboat Beach House with convenient mid key location in close proximity to Longboat Key shops & restaurants as well as Bayfront Park with its pickleball courts and kayak launch and St Armands Circle. Left entirely unscathed by the recent storms, this unit

  Richard Perlman MICHAEL SAUNDERS & COMPANY

  4311 Gulf of Mexico Dr Unit 501, Longboat Key, FL 34228

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