Longboat Key, FL Homes for Sale with Acreage

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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

  Year after year, The Westchester has been considered to be the most sought after location on Gulf of Mexico Drive. This two bedroom, two bath 1,393 sq. ft. condominium holds many family memories, which could now be yours. Experience the beautiful views of the Emerald waters from both lanais. Unit has recently been completely painted with newly installed flooring. Unit is move-in ready to be

  Toni Giliberti COLDWELL BANKER REALTY

  4835 Gulf of Mexico Dr Unit 106, 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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  /33

  $2,345,000

  • 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

  $695,000

  • 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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  /53

  $5,250,000

  • 3 Beds
  • 3.5 Baths
  • 3,139 Sq Ft

  655 Longboat Club Rd Unit 1PH, Longboat Key, FL 34228

  It has been 20 years since a penthouse came to market at Regent Place on Longboat Key. Can you imagine the breathtaking views this elusive residence offers, spectacular sunsets over the Gulf and the twinkling lights of downtown Sarasota’s skyline? This extraordinary penthouse has been completely reimagined with coastal sophistication, featuring refined details meant to be experienced, not just

  Jo Rutstein PREMIER SOTHEBY'S INTERNATIONAL REALTY

  655 Longboat Club Rd Unit 1PH, Longboat Key, FL 34228
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  /55

  $1,499,000

  • 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 Building 4 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 den—perfect

  Ian Addy, PA MICHAEL SAUNDERS & COMPANY

  3010 Grand Bay Blvd Unit 432, Longboat Key, FL 34228
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  /56

  $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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  /45

  $1,395,000

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

  1145 Gulf of Mexico Dr Unit 503, Longboat Key, FL 34228

  Welcome to Beachplace #1-503, a coveted fifth-floor direct Gulf-front getaway in Building 1, offering panoramic beach and Gulf views from one of Longboat Key’s most desirable waterfront communities. Encompassing 1,503 square feet of interior living space, this two-bedroom, two-bath residence delivers front-row access to turquoise waters and spectacular sunset skies.Extensively updated, this

  Roger Pettingell COLDWELL BANKER REALTY

  1145 Gulf of Mexico Dr Unit 503, 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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  /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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  /48

  $299,900

  • 1 Bed
  • 1 Bath
  • 667 Sq Ft

  4350 Chatham Dr Unit 205, Longboat Key, FL 34228

  Resort-style living at Longboat Harbour! This move in ready one bedroom, one bath condo is one of the best get-aways in the area. From your lanai, the serene view down the canal makes for a great place to have your morning coffee or enjoy a sunset cocktail. Steps away, you have private gated access to the Gulf beaches including a pavilion with washrooms, lockers and parking. If you like, this

  Tracey Fiedler DALTON WADE INC

  4350 Chatham Dr Unit 205, Longboat Key, FL 34228
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  /72

  $719,000

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

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

  IN THE COVETED "B" BUILDING, A STRATEGIC $30,000 PRICE REFINEMENT NOW POSITIONS THIS EXCEPTIONAL RESIDENCE AS THE MOST COMPELLING OFFERING AT WINDWARD BAY! A 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

  Debby McCaig COLDWELL BANKER REALTY

  4900 Gulf of Mexico Dr Unit 203, Longboat Key, FL 34228
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  /72

  $684,500

  • 2 Beds
  • 2.5 Baths
  • 1,590 Sq Ft

  1920 Harbourside Dr Unit 1003, Longboat Key, FL 34228

  Start your day with glowing sunrise views across Sarasota Bay from the living room, primary suite, and screened lanai, where the waterfront setting makes every moment feel like a retreat. Located within the gated waterfront enclave of Bay Isles, this spacious 2-bedroom, 2.5-bath townhome offers effortless island living with serene bay views and a flexible layout.The main living level is

  Connor Meckley PREFERRED SHORE LLC

  1920 Harbourside Dr Unit 1003, Longboat Key, FL 34228
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  /48

  $895,000

  • 2 Beds
  • 2 Baths
  • 1,442 Sq Ft

  2016 Harbourside Dr Unit 317, Longboat Key, FL 34228

  Set in one of Fairway Bay’s most desirable corner locations, this first living level 2BR/2BA walk-down residence offers bay views and easy island living. Fully renovated, it provides the move-in-ready condition many buyers want. From the entry, the quality of the renovation is clear. Solid wood floors run throughout the residence and complement the Sarasota Bay views. The kitchen features quartz

  Bruce Myer COLDWELL BANKER REALTY

  2016 Harbourside Dr Unit 317, Longboat Key, FL 34228

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