Longboat Key, FL Homes

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  Est $1,686,898 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,122 Sq Ft

  775 Longboat Club Rd Unit 308, Longboat Key, FL 34228

  775 Longboat Club Rd Unit 308, Longboat Key, FL 34228
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  /82

  $4,599,000

  • 4 Beds
  • 4.5 Baths
  • 4,044 Sq Ft

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

  The Quintessence of Coastal Living: A British West Indies Masterpiece on Longboat Key - Where Architecture Meets Paradise. Offered turn-key, this exquisite 4,000+ sq. ft., 4-bedroom, 4.5-bath residence in Longboat Key’s prestigious Bonaire subdivision is a rare union of refined British West Indies architecture and the serene beauty of Florida’s Gulf Coast. Every inch of this home has been

  Kathy Callahan MICHAEL SAUNDERS & COMPANY

  5005 Gulf of Mexico Dr Unit 5, Longboat Key, FL 34228
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  /64

  $2,201,000 Sold May 15, 2025

  • 1,785 Sq Ft
  • $1,233/SF
  • 9 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1990

  575 Sanctuary Dr Unit A304, Longboat Key, FL 34228

  Experience the epitome of luxury living in this exquisite 3-bedroom, 3-bathroom condo at The Sanctuary, nestled behind the gates of the prestigious Longboat Key Club. This stunning beachfront residence boasts breathtaking views of the Gulf of Mexico from every room, creating a serene and picturesque retreat. Renovated to maximize the water views from the moment you enter, and timelessly designed

  Dianne Anderson COMPASS FLORIDA LLC

  575 Sanctuary Dr Unit A304, Longboat Key, FL 34228
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  /63

  Est $997,908 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,602 Sq Ft

  775 Longboat Club Rd Unit 205, Longboat Key, FL 34228

  775 Longboat Club Rd Unit 205, Longboat Key, FL 34228
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  /86

  $1,349,000

  • 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
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  /69

  $4,733,000 Sold May 15, 2025

  • 3,380 Sq Ft
  • $1,400/SF
  • 69 Days On Market

  • 3 Beds
  • 3.5 Baths
  • Built 1992

  415 L Ambiance Dr Unit A401, Longboat Key, FL 34228

  BEST-PRICED DIRECT GULF-FRONT LUXURY RESIDENCE IN LONGBOAT KEY AND SURROUNDING AREAS. This renovated property boasts a south-west exposure, offering stunning sunsets. It is move-in ready and furnished with high-end furniture and accessories from Robb and Stucky. The residence was fully renovated to the studs in 20/21 and refurbished again in 2024 by a new owner. All windows and sliders have

  Judy Kepecz-Hays COLDWELL BANKER REALTY

  415 L Ambiance Dr Unit A401, Longboat Key, FL 34228
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  /50

  Est $1,153,132 Not Listed For Sale

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

  1050 Longboat Club Rd Unit 803, Longboat Key, FL 34228

  1050 Longboat Club Rd Unit 803, Longboat Key, FL 34228
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  $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
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  /67

  $700,000 Sold May 15, 2025

  • 1,312 Sq Ft
  • $534/SF
  • 215 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1975

  4600 Gulf of Mexico Dr Unit 203, Longboat Key, FL 34228

  ROCK BOTOOM PRICE REDUCTION! This beautifully updated Bay front condo combines modern, minimalist design with high-end finishes and a re-engineered floor plan, offering a unique living experience in the Windward Bay community. The bright, open living space is highlighted by 24-inch porcelain tile that flows seamlessly throughout, creating a sleek and sophisticated aesthetic. The expansive great

  Eileen Gillen COLDWELL BANKER REALTY

  4600 Gulf of Mexico Dr Unit 203, Longboat Key, FL 34228
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  /2

  Est $1,036,964 Not Listed For Sale

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

  1000 Longboat Club Rd Unit 706, Longboat Key, FL 34228

  1000 Longboat Club Rd Unit 706, Longboat Key, FL 34228
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  /76

  $3,795,000

  • 3 Beds
  • 2.5 Baths
  • 3,060 Sq Ft

  2333 Gulf of Mexico Dr Unit 1A3, Longboat Key, FL 34228

  Experience Boutique Gulf-Front Luxury at Vizcaya on Longboat Key - Discover a rare opportunity to own in Vizcaya—Longboat Key’s premier low-density beachfront enclave, where just 31 residences share 9 lushly landscaped acres along one of the island’s quietest stretches of sand. Set well back from Gulf of Mexico Drive, you’ll hear waves instead of traffic, and with no public beach access nearby,

  Steve and Janet Walter MICHAEL SAUNDERS & COMPANY

  2333 Gulf of Mexico Dr Unit 1A3, Longboat Key, FL 34228
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  /2

  $3,750,000 Sold May 14, 2025

  • 2,650 Sq Ft
  • $1,415/SF
  • 24 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1996

  1241 Gulf of Mexico Dr Unit 1005, Longboat Key, FL 34228

  Elevate your lifestyle in this impeccably and completely renovated 3BR/3BA residence at The Water Club, a prestigious direct beachfront community on Longboat Key. Arriving at your private elevator foyer, you are greeted by a luminous interior where 10’ ceilings, walls of glass and refined neutral accents frame show-stopping panoramic views of the Gulf, beach, Sarasota Bay and city skyline from

  Ryan Ackerman COLDWELL BANKER REALTY

  1241 Gulf of Mexico Dr Unit 1005, Longboat Key, FL 34228
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  /2

  Est $1,074,972 Not Listed For Sale

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

  1000 Longboat Club Rd Unit 603, Longboat Key, FL 34228

  1000 Longboat Club Rd Unit 603, Longboat Key, FL 34228
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  /41

  $1,350,000

  • 3 Beds
  • 2.5 Baths
  • 1,660 Sq Ft

  4241 Gulf of Mexico Dr Unit 202, Longboat Key, FL 34228

  Spectacular Gulf Front Views! West Exposure With Amazing Sunset Views! This Private Boutique Building Located Directly On The Beach in Longboat Key! With Only 9 Total Units In The Building, This Condo Offers Excellent Privacy, Direct Beach Access and Resort Style Amenities at Pelican Harbour. Featuring 3 Bedrooms & 3 Washrooms, With 1660 Sq.Ft. 2 Separate Balconies and 1 Garage Parking Spot. A

  Ian Greenberg BRISTA REALTY LLC

  4241 Gulf of Mexico Dr Unit 202, Longboat Key, FL 34228
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  /2

  $9,125,000 Sold May 12, 2025

  • 4,017 Sq Ft
  • $2,272/SF
  • 32 Days On Market

  • 4 Beds
  • 4.5 Baths
  • Built 2024

  1581 Gulf of Mexico Dr Unit 308, Longboat Key, FL 34228

  Discover the epitome of luxury living in this rare and expansive four-bedroom corner residence at the prestigious St. Regis Longboat Key. Designer-furnished by Inside Eye Studio, this home exudes sophistication and elegance. As you step off your private elevator, you are welcomed into a gracious living room complete with a custom-built privacy wall leading to the primary suite. The space boasts

  Charles & Gabe Buky COLDWELL BANKER REALTY

  1581 Gulf of Mexico Dr Unit 308, Longboat Key, FL 34228
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  /2

  Est $735,224 Not Listed For Sale

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

  1000 Longboat Club Rd Unit 403, Longboat Key, FL 34228

  1000 Longboat Club Rd Unit 403, Longboat Key, FL 34228
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  /31

  $425,000

  • 1 Bed
  • 1 Bath
  • 711 Sq Ft

  5310 Gulf of Mexico Dr Unit 18, Longboat Key, FL 34228

  Charming, rarely available beach-to-bay short term vacation rental. This fully furnished 1bedroom/1bath has an open kitchen, dining and living room combo with a sofa sleeper and a screened porch accommodating four guests comfortably. Assigned parking, storage and laundry facility on site. Great owner/investment opportunity to generate income renting nightly, weekly and monthly. The owner has the

  George Sanchez EZ CHOICE REALTY

  5310 Gulf of Mexico Dr Unit 18, Longboat Key, FL 34228
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  /2

  $1,600,000 Sold May 09, 2025

  • 2,148 Sq Ft
  • $745/SF
  • 36 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1988

  581 Broadway St, Longboat Key, FL 34228

  Buyer Opportunity! New price on this stunning furnished three-bedroom elevated retreat in the charming and historic Longbeach Village. Coastal elegance meets modern luxury in this thoughtfully designed and updated home. A blend of timeless charm and contemporary sophistication welcomes you into a warm and inviting living space. The vaulted great room is a showstopper, featuring exposed beams,

  Cindy Fischer PREMIER SOTHEBY'S INTERNATIONAL REALTY

  581 Broadway St, Longboat Key, FL 34228
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  /94

  Est $8,331,209 Not Listed For Sale

  • 5 Beds
  • 7 Baths
  • 7,278 Sq Ft

  620 Yardarm Ln, Longboat Key, FL 34228

  620 Yardarm Ln, Longboat Key, FL 34228
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  /60

  $449,000

  • 1 Bed
  • 1 Bath
  • 936 Sq Ft

  6800 Gulf of Mexico Dr Unit 203, Longboat Key, FL 34228

  Serene water views of tranquil Bishops Bayou greet you as you enter this immaculate 2nd floor island retreat located in this charming Gulf-to-Bay community. Recently completely updated including impact resistant sliding doors, this lovely hideaway offers nearly 1000 sq. ft. of remodeled living space in peaceful tropical surroundings. Nature lovers will be delighted with the everchanging sunrise

  Tina Rudek Stark, PA ROSEBAY INTERNATIONAL REALTY, INC

  6800 Gulf of Mexico Dr Unit 203, Longboat Key, FL 34228

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