Recently Sold Longboat Key, FL Homes

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  $475,000 Sold Jul 25, 2025

  • 1,441 Sq Ft
  • $330/SF
  • 163 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1969

  6750 Gulf of Mexico Dr Unit 153, Longboat Key, FL 34228

  EXCEPTIONAL value in this rarely available bayou AND canalfront Whitney Beach bayside SECOND floor condo. Partial GULF OF MEXICO gulf views from the 2nd bedroom and front foyer entry area too! If you listen closely you can even hear the sounds of the waves.Feel the bayou breeze from this beautifully updated 2nd-floor end-unit condo, where serene water views, deeded private beach access,

  Shayla Twit CORCORAN DWELLINGS REALTY

  6750 Gulf of Mexico Dr Unit 153, Longboat Key, FL 34228
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  $2,175,000 Sold Jul 25, 2025

  • 2,375 Sq Ft
  • $916/SF
  • 158 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1991

  545 Sanctuary Dr Unit A803, Longboat Key, FL 34228

  Discover the pinnacle of coastal luxury in this magnificent 8th-floor northeast corner residence, perfectly positioned within one of Longboat Key’s most sought-after communities. Revel in sweeping, unobstructed views of the Gulf of Mexico, Sarasota Bay, Downtown Sarasota, theLongboat Key golf course and beyond. With a generous 2,375-square-foot floor plan, this exquisitely appointed home

  Louis Wery PREMIER SOTHEBY'S INTERNATIONAL REALTY

  545 Sanctuary Dr Unit A803, Longboat Key, FL 34228
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  $350,000 Sold Jul 24, 2025

  • 1,245 Sq Ft
  • $281/SF
  • 28 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1968

  754 Spanish Dr S Unit 754, Longboat Key, FL 34228

  Welcome to Spanish Main Yacht Club, a sought-after 55+ waterfront community on Longboat Key, where coastal living meets exceptional value. Priced at $359,000, this 2-bedroom, 2-bath villa-style condo offers 1,677 SqFt of interior space—1,357 of it under air—and presents a unique opportunity to craft your dream home in a prime location. This stand-alone unit has already undergone key

  Geoff Scalera AUM FLORIDA REAL ESTATE LLC

  754 Spanish Dr S Unit 754, Longboat Key, FL 34228
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  $600,000 Sold Jul 22, 2025

  • 928 Sq Ft
  • $647/SF
  • 91 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1978

  1945 Gulf of Mexico Dr Unit M2310, Longboat Key, FL 34228

  NEW PRICE:ONLY FULL DIRECT WATER VIEW AT SEAPLACE: Welcome to paradise, from the moment you open the front door your eyes are drawn to the magnificent unobstructed views of the azure waters of the Gulf of Mexico. You will be working with a clean slate to decorate and furnish to your own personal taste. New 20" x 20" off white tiles throughout the main rooms and electronic shutters in the living

  Sandra Endres COLDWELL BANKER REALTY

  1945 Gulf of Mexico Dr Unit M2310, Longboat Key, FL 34228
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  $790,000 Sold Jul 21, 2025

  • 1,559 Sq Ft
  • $507/SF
  • 55 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1975

  4600 Gulf of Mexico Dr Unit 201, Longboat Key, FL 34228

  Exquisite Bayfront Living with Unparalleled Panoramic ViewsImmerse yourself in breathtaking day-to-night bay views from every room in this impeccably maintained 2-bedroom, 2-bathroom corner end-unit condo (1,523 SF). Boasting the largest floor plan in the community, this elevated 2nd-floor retreat, effortlessly combines elegance, comfort, and the beauty of its natural surroundings —accessible

  Oday Marogi KELLER WILLIAMS ON THE WATER S

  4600 Gulf of Mexico Dr Unit 201, Longboat Key, FL 34228
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  /2

  $1,050,000 Sold Jul 21, 2025

  • 1,579 Sq Ft
  • $665/SF
  • 127 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1978

  650 Penfield St, Longboat Key, FL 34228

  An ELEVATED waterfront home uniquely positioned in an exceptional location on the fabulous north end of Longboat Key. This laid back, friendly, single-family neighborhood adds to the charm. With no high rises here, your morning strolls on the beach are only crowded by the shore birds. Surrounded by trees on all sides and sitting on a 10,230sf lot, when you enter into this home, you truly have a

  JoDene Moneuse MICHAEL SAUNDERS & COMPANY

  650 Penfield St, Longboat Key, FL 34228
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  $130,000 Sold Jul 18, 2025

  • 902 Sq Ft
  • $144/SF
  • 208 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1965

  88 Twin Shores Blvd, Longboat Key, FL 34228

  Welcome to this 2-bedroom, 2-bath mobile home, a perfect blank canvas awaiting your creative touch. Situated in the sought-after Twin Shores community, this property is being offered at land value due to the effects of Hurricane Helene. The opportunities for crafting your dream retreat in this picturesque area are limitless. The Twin Shores Mobile Home Park boasts a welcoming atmosphere and a

  Darren Dowling BEYOND REALTY LLC

  88 Twin Shores Blvd, Longboat Key, FL 34228
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  /2

  $500,000 Sold Jul 16, 2025

  • 1,416 Sq Ft
  • $353/SF
  • 110 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1954

  651 Fox St, Longboat Key, FL 34228

  Opportunity is knocking! Currently one of the lowest priced homes on Longboat Key!! Bring your vision and reimagine this wonderful spot for your own island paradise! This home and the separate 2 story apartment were both completely renovated before the storm. A newer metal roof and storm rated windows and doors kept the home and apartment safe from the wind, but were damaged by water intrusion

  JoDene Moneuse MICHAEL SAUNDERS & COMPANY

  651 Fox St, Longboat Key, FL 34228
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  /2

  $950,000 Sold Jul 15, 2025

  • 1,235 Sq Ft
  • $769/SF
  • 60 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1970

  2301 Gulf of Mexico Dr Unit 26, Longboat Key, FL 34228

  This tranquil second floor residence at Islander Club of Longboat Key boasts direct full views of the Gulf of Mexico, complete with spellbinding sunsets, sandy shores, and soothing sounds of the surf. An enchanting beachfront getaway, this furnished condo offers two bedrooms and two full bathrooms, with a spacious open living & dining space, and a private terrace that spans almost the entire

  Doug Parks MICHAEL SAUNDERS & COMPANY

  2301 Gulf of Mexico Dr Unit 26, Longboat Key, FL 34228
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  $650,000 Sold Jul 15, 2025

  • 1,540 Sq Ft
  • $422/SF
  • 288 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1975

  780 Tarawitt Dr, Longboat Key, FL 34228

  Home available to show and was unaffected by the recent Hurricane Milton. Majestic Waterfront Living in Longboat Key boasts DEEDED BEACH ACCESS to a private Gulf of Mexico beach and is walking distance to renowned Harry’s Kitchen and Delicatessen. Nestled in the serene beauty of Longboat Key, this waterfront 3-bedroom, 2-bathroom ranch home spans over 1,500 Sq Ft of an unparalleled blend of

  Sophia Kramedas-Ghanayem KW SUNCOAST

  780 Tarawitt Dr, Longboat Key, FL 34228
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  /2

  $250,000 Sold Jul 14, 2025

  • 1,361 Sq Ft
  • $184/SF
  • 20 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1970

  683 Spanish Dr S Unit 214, Longboat Key, FL 34228

  Coastal Living at Its Finest! Located in the highly sought-after Spanish Main Yacht Club, this 2-bedroom, 2-bath villa offers 1,361 sq ft under air (1,677 total sq ft) and is ready for rebuild after the storm—a perfect opportunity to customize your dream home in one of Longboat Key’s premier 55+ waterfront communities.Enjoy a spacious, light-filled open floor plan with a generous primary

  Geoff Scalera AUM FLORIDA REAL ESTATE LLC

  683 Spanish Dr S Unit 214, Longboat Key, FL 34228
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  $1,700,000 Sold Jul 14, 2025

  • 1,842 Sq Ft
  • $923/SF
  • 132 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1984

  775 Longboat Club Rd Unit 902, Longboat Key, FL 34228

  Nestled within the gates of the exclusive Longboat Key Club, this fully furnished move in tomorrow 9th-floor corner condo offers sweeping panoramic views from the Gulf of Mexico to Sarasota Bay, making it an unparalleled beachfront retreat. With three generously sized bedroom suites and three beautifully appointed bathrooms, this luxury residence offers the perfect blend of comfort and

  Courtney Tarantino COLDWELL BANKER REALTY

  775 Longboat Club Rd Unit 902, Longboat Key, FL 34228
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  $2,700,000 Sold Jul 14, 2025

  • 4,127 Sq Ft
  • $654/SF
  • 255 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 2000

  549 Sloop Ln, Longboat Key, FL 34228

  Experience unparalleled luxury and elegance at this prestigious Country Club Shores residence, nestled on the sought-after south end of Longboat Key. Designed by renowned architect and interior designer George Merlin.

  Tracey Stetler COLDWELL BANKER REALTY

  549 Sloop Ln, Longboat Key, FL 34228
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  $3,300,000 Sold Jul 11, 2025

  • 3,710 Sq Ft
  • $889/SF
  • 335 Days On Market

  • 5 Beds
  • 4.5 Baths
  • Built 1977

  750 Penfield St, Longboat Key, FL 34228

  Nestled in the North Longboat Key area, this stunning five-bedroom home rebuilt in 2014 with new pool and many other features offers unparalleled luxury and breathtaking views. As you step through the sliding glass doors from the main living area to the terrace, you are greeted by the expansive vistas of Sarasota Bay and the Intercoastal Waterway. This property is an epitome of modern elegance,

  Reid Murphy DEVELOPERS REALTY LBK, INC

  750 Penfield St, Longboat Key, FL 34228
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  $925,000 Sold Jul 10, 2025

  • 1,624 Sq Ft
  • $570/SF
  • 25 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1973

  5055 Gulf of Mexico Dr Unit 232, Longboat Key, FL 34228

  Discover the epitome of coastal beachfront living with unparalleled gulf views in this beautifully renovated turnkey top-floor, corner-unit condominium with two bedrooms, two baths plus office/den that could become a third bedroom, in the sought-after Club Longboat Beach and Tennis Condos. Offered fully furnished, this exquisite residence boasts floor-to-ceiling sliding glass doors in the living

  Nathan Mathers PREMIER SOTHEBY'S INTERNATIONAL REALTY

  5055 Gulf of Mexico Dr Unit 232, Longboat Key, FL 34228
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  $357,000 Sold Jul 09, 2025

  • 837 Sq Ft
  • $427/SF
  • 26 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 1970

  4420 Exeter Dr Unit 104, Longboat Key, FL 34228

  Spectacular water views of open Sarasota Bay from the front door of this fully furnished/turnkey, one bedroom, one bath walk out home on the first floor. The water view is amazing and must be seen to be appreciated. Enjoy reading or just relaxing from your living room watching the birds, dolphin, manatee or fish jump right outside your door. Bedroom and kitchen windows replaced in 2014 with

  Malihe Karimi MICHAEL SAUNDERS & COMPANY

  4420 Exeter Dr Unit 104, Longboat Key, FL 34228
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  $850,000 Sold Jul 07, 2025

  • 2,550 Sq Ft
  • $333/SF
  • 2 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1988

  2120 Harbourside Dr Unit 621, Longboat Key, FL 34228

  This beautifully updated three-bedroom, 3.5-bath residence in the sought-after Atrium at Bay Isles on Longboat Key offers panoramic views of Sarasota Bay. The spacious living room opens to an expansive lanai through a four-panel sliding glass door, ideal for seamless indoor-outdoor living. The contemporary kitchen is equipped with stainless steel appliances, granite countertops, abundant

  Judy Mitchell PREMIER SOTHEBY'S INTERNATIONAL REALTY

  2120 Harbourside Dr Unit 621, Longboat Key, FL 34228
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  $350,000 Sold Jul 03, 2025

  • 1,396 Sq Ft
  • $251/SF
  • 70 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1970

  3802 Gulf of Mexico Dr Unit 103, Longboat Key, FL 34228

  Discover Your Slice of Paradise!This stunning 2-bedroom, 2-bath condo is perfectly positioned between the Gulf of Mexico and Sarasota Bay, offering breathtaking sunrise and sunset views. The desirable split floor plan features two primary suites, providing ultimate privacy and comfort. Step outside to a spacious outdoor patio, ideal for entertaining, sipping your morning coffee, or

  Kathleen Magnus FLORIDA GALLERY REAL ESTATE

  3802 Gulf of Mexico Dr Unit 103, Longboat Key, FL 34228
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  $2,000,000 Sold Jul 03, 2025

  • 2,834 Sq Ft
  • $706/SF
  • 129 Days On Market

  • 3 Beds
  • 4 Baths
  • Built 1996

  6821 Longboat Dr S, Longboat Key, FL 34228

  Nestled on an oversized waterfront homesite of nearly 17,000 sq. ft., this quality-built, elevated coastal oasis is "natural Florida" at its best. As you approach the architecturally designed home, a tree-lined drive and lush landscaping set the stage for the island lifestyle that awaits. The private setting, the deep-covered terraces, and generous windows beautifully capture the essence of a

  Amy Drake DOUGLAS ELLIMAN

  6821 Longboat Dr S, Longboat Key, FL 34228
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  $585,000 Sold Jul 01, 2025

  • 1,076 Sq Ft
  • $544/SF
  • 23 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1974

  2045 Gulf of Mexico Dr Unit M1207, Longboat Key, FL 34228

  Experience coastal luxury in this beautifully renovated 2-bedroom, 2-bath condo, showcasing stunning partial Gulf views. Thoughtfully upgraded, the kitchen and bathrooms feature sleek granite countertops, custom cabinetry, and stainless steel appliances. Offered fully furnished, this move-in-ready residence is ideal as a vacation retreat, second home, or investment opportunity.Located

  Michael Renick MANGROVE REALTY ASSOCIATES

  2045 Gulf of Mexico Dr Unit M1207, Longboat Key, FL 34228
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  $1,000,000 Sold Jul 01, 2025

  • 750 Sq Ft
  • $1333/SF
  • 58 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 1982

  230 Sands Point Rd Unit 3501, Longboat Key, FL 34228

  Rarely does an A+ Junior Suite like this come on the market. Create memories that last a lifetime in this dream-like beachside oasis. Overlooking the sparkling turquoise water of the Gulf, this waterfront resort will embrace you and your guests with an incomparable array of private residential amenities and exclusive club membership privileges. Sensational waterfront Junior Club Suite A+ (50

  Judy Kepecz-Hays COLDWELL BANKER REALTY

  230 Sands Point Rd Unit 3501, Longboat Key, FL 34228
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  $950,000 Sold Jul 01, 2025

  • 1,532 Sq Ft
  • $620/SF
  • 85 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1978

  1945 Gulf of Mexico Dr Unit M2516, Longboat Key, FL 34228

  Beachfront Condo with Stunning Gulf Views – Your Dream Coastal Retreat!Welcome to your perfect getaway! This rarely available, top floor updated 3-bedroom, 2-bath corner unit is beautifully furnished and move-in ready. Nestled in a prime beachfront community, this condo offers breathtaking views of the Gulf of Mexico and resort-style amenities, making it ideal as a vacation home, rental

  Michael Renick MANGROVE REALTY ASSOCIATES

  1945 Gulf of Mexico Dr Unit M2516, Longboat Key, FL 34228
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  $1,150,000 Sold Jul 01, 2025

  • 2,632 Sq Ft
  • $437/SF
  • 145 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1964

  671 Emerald Harbor Dr, Longboat Key, FL 34228

  Discover the coveted Longboat Key waterfront lifestyle with an exceptional opportunity for this property, offering 100 feet of canal frontage on deep sailboat water in the highly sought-after Dream Island, located within the prestigious Emerald Harbor community. Surrounded by lush tropical landscapes, this charming pool home exudes classic Old Florida appeal, with stunning water views from the

  Judy Wright, PA MICHAEL SAUNDERS & COMPANY

  671 Emerald Harbor Dr, Longboat Key, FL 34228
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  $340,000 Sold Jul 01, 2025

  • 1,312 Sq Ft
  • $259/SF
  • 131 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1975

  4540 Gulf of Mexico Dr Unit 304, Longboat Key, FL 34228

  OUTSTANDING PRICE IMPROVEMENT OFFERED BY MOTIVATED SELLERS! This private bayfront condo has gorgeous views of a protected mangrove preserve and Sarasota Bay. The spacious two bed two bath home boasts a flow through open floor plan with abundant light supplied by floor to ceiling windows with peaceful water views from both the living room and expansive Florida Room. Watch the sunrise as pelicans

  Marcela Terrell COLDWELL BANKER REALTY

  4540 Gulf of Mexico Dr Unit 304, Longboat Key, FL 34228
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  $795,000 Sold Jun 30, 2025

  • 1,569 Sq Ft
  • $507/SF
  • 35 Days On Market

  • 2 Beds
  • 2.5 Baths
  • Built 1981

  1485 Gulf of Mexico Dr Unit 205, Longboat Key, FL 34228

  Enjoy the best of Gulf-front living in this well-appointed 2-bedroom, 2-bath residence with a flexible study/den in the Players Club, a gated community located on the sought-after south end of Longboat Key. This residence offers sweeping views of the Gulf of Mexico and a comfortable interior with tile floors throughout the main living areas and a neutral, coastal color palette. A wall of sliding

  Bruce Myer COLDWELL BANKER REALTY

  1485 Gulf of Mexico Dr Unit 205, Longboat Key, FL 34228
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  $1,800,000 Sold Jun 30, 2025

  • 2,612 Sq Ft
  • $689/SF
  • 80 Days On Market

  • 3 Beds
  • 3.5 Baths
  • Built 1993

  612 Weston Pointe Ct, Longboat Key, FL 34228

  CONTRACT CANCELLATION DUE TO BUILD OUT LIMITATION TO FOOTPRINT OF PROPERTY TO THE EXTENT OF WHAT BUYER WANTED. Seldom is there an opportunity to purchase one of these casita homes in Weston Pointe which is, quite possibly, the best BOATABLE single family home community on Longboat Key. Not only does it come with a boat slip, complete with lift, but it is also the closest proximity of any to the

  Cindy Schatzle COLDWELL BANKER REALTY

  612 Weston Pointe Ct, Longboat Key, FL 34228
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  $7,130,000 Sold Jun 30, 2025

  • 6,556 Sq Ft
  • $1088/SF
  • 98 Days On Market

  • 5 Beds
  • 6.5 Baths
  • Built 2008

  500 Harbor Point Rd, Longboat Key, FL 34228

  ACCEPTING BACK UP OFFERS. Sleek. Sophisticated. Effortlessly Luxurious. This completely reimagined Bay Isles Harbor residence is a stunning example of minimalist elegance, where clean lines, impeccable craftsmanship, and Restoration Hardware’s exquisite furnishings create a space that blends everyday comfort with innovation. Step inside to an open, airy layout filled with natural light, where

  Steve and Janet Walter MICHAEL SAUNDERS & COMPANY

  500 Harbor Point Rd, Longboat Key, FL 34228
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  $3,850,000 Sold Jun 30, 2025

  • 3,521 Sq Ft
  • $1093/SF
  • 162 Days On Market

  • 3 Beds
  • 3.5 Baths
  • Built 2007

  4125 Gulf of Mexico Dr Unit S201, Longboat Key, FL 34228

  This remarkable La Firenza residence, one of only 10 in this boutique community, offers over 3,500 square feet of refined, air-conditioned living space. Ideally positioned on the desired southwest corner, it boasts wraparound, unobstructed views of the gulf and Longboat Key. The villa-like architecture and meticulously designed grounds exude timeless elegance, seamlessly carried into the home’s

  Moriah Taliaferro PREMIER SOTHEBY'S INTERNATIONAL REALTY

  4125 Gulf of Mexico Dr Unit S201, Longboat Key, FL 34228
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  $6,000,000 Sold Jun 30, 2025

  • 2,417 Sq Ft
  • $2482/SF
  • 218 Days On Market

  • 3 Beds
  • 3.5 Baths
  • Built 1954

  5941 Gulf of Mexico Dr, Longboat Key, FL 34228

  **Exquisite Beachfront Estate! Don't miss this once-in-a-lifetime opportunity to own a beachfront estate right on the Gulf!**Seize this extraordinary, once-in-a-lifetime opportunity to create your sanctuary on one of the most remarkable waterfront lots along the Gulf Coast. This rare gem offers an unparalleled oceanfront homesite 100X465 (over 1 acre) directly on the pristine beaches of the

  Judy Kepecz-Hays COLDWELL BANKER REALTY

  5941 Gulf of Mexico Dr, Longboat Key, FL 34228
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  $470,000 Sold Jun 27, 2025

  • 992 Sq Ft
  • $474/SF
  • 27 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1970

  4380 Exeter Dr Unit 304, Longboat Key, FL 34228

  Experience the best of waterfront living on beautiful Longboat Key! This light-filled, meticulously maintained 2-bedroom, 2-bath condo offers sweeping views of the harbor on Sarasota Bay, creating a serene backdrop for your beach to bay life style. Located in the sought-after Longboat Harbour community, this residence features an open floor plan, an updated kitchen with modern appliances,

  Brett Keyser, Jr RE/MAX ALLIANCE GROUP

  4380 Exeter Dr Unit 304, Longboat Key, FL 34228
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  $710,000 Sold Jun 27, 2025

  • 928 Sq Ft
  • $765/SF
  • 72 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1978

  1945 Gulf of Mexico Dr Unit M2110, Longboat Key, FL 34228

  RARELY available - DIRECT GULF-FRONT condo with UNOBSTRUCTED BEACH views! Step into paradise with this STUNNINGLY UPDATED, FULLY FURNISHED 2-bedroom, 2-bathroom condo in the highly coveted Seaplace community on LONGBOAT KEY. Perfectly positioned to capture head-on GULF VIEWS, this residence offers one of the BEST LOCATIONS in the complex, overlooking the shimmering pool and the pristine sandy

  Mike Polachek KELLER WILLIAMS ON THE WATER

  1945 Gulf of Mexico Dr Unit M2110, Longboat Key, FL 34228
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  /2

  $325,000 Sold Jun 27, 2025

  • 1,092 Sq Ft
  • $298/SF
  • 197 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1969

  4360 Chatham Dr Unit 108, Longboat Key, FL 34228

  Calling all Investors! Welcome home to Longboat Harbour! Gorgeous Longboat Key condominium with water views and sunsets. Sailboat water, no bridges to bay. Resort and boating community with private deeded Gulf of Mexico beach access, complete with beach house facility that includes restrooms, showers and reserved parking. Community is known for its abundance of amenities including tennis,

  Kimberly Freiwald PREMIER SOTHEBY'S INTERNATIONAL REALTY

  4360 Chatham Dr Unit 108, Longboat Key, FL 34228
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  /2

  $2,975,000 Sold Jun 27, 2025

  • 2,965 Sq Ft
  • $1003/SF
  • 189 Days On Market

  • 2 Beds
  • 4 Baths
  • Built 1996

  1241 Gulf of Mexico Dr Unit 708, Longboat Key, FL 34228

  ***FULLY FURNISHED TURN KEY OR UNFURNISHED FOR A DISCOUNTED PRICE*** One of the few units on the Florida west coast that has a beautiful and striking view of BOTH the pristine gulf waters, and Sarasota Bay. This home perched 7 stories high, has unobstructed 270 degree panoramic views which are enhanced by the 10 foot high ceilings. And what a bonus seeing downtown Sarasota all lit up at night!

  Duane Ullrich SHIRLEY INTERNATIONAL REALTY

  1241 Gulf of Mexico Dr Unit 708, Longboat Key, FL 34228
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  /2

  $659,000 Sold Jun 27, 2025

  • 2,222 Sq Ft
  • $297/SF
  • 399 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1987

  2383 Harbour Oaks Dr, Longboat Key, FL 34228

  Live the resort lifestyle, with expansive golf course and sunset views in one of the most sought-after locations on Longboat Key! All upcoming roof assessments have been paid in full by seller! This 3 bedroom 2 1⁄2 bath villa with over 2,200 square feet is located behind the gates of the beautiful Bay Isles Community. In a small HOA, with only 42 residences, a community pool and spa, on a private

  Beverly St Hilaire MICHAEL SAUNDERS & COMPANY

  2383 Harbour Oaks Dr, Longboat Key, FL 34228
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  /2

  $200,000 Sold Jun 27, 2025

  • 507 Days On Market

  2800 Harbourside Dr Unit M-01, Longboat Key, FL 34228

  45 x 20 ft. Boat Slip with exceptional views of Sarasota Bay, at Longboat Key Moorings Marina. 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, Marina village that includes restaurant, shopping (close to Publix, CVS, and other specialty shops), recreational and social

  Jennifer Wilson LBRE LLC

  2800 Harbourside Dr Unit M-01, Longboat Key, FL 34228
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  /2

  $580,000 Sold Jun 25, 2025

  • 810 Sq Ft
  • $716/SF
  • 4 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1964

  681 Fox St, Longboat Key, FL 34228

  Ideal as a vacation retreat, seasonal rental, or year-round island residence, this turnkey-furnished bungalow on the north end of Longboat Key has been beautifully renovated and is move-in ready. In the heart of the historic Longbeach Village, this inviting home blends vintage charm with modern comfort. The home offers multiple outdoor living spaces to relax or entertain, from the welcoming front

  Cindy Fischer PREMIER SOTHEBY'S INTERNATIONAL REALTY

  681 Fox St, Longboat Key, FL 34228
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  /2

  $661,000 Sold Jun 25, 2025

  • 1,284 Sq Ft
  • $515/SF
  • 66 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1980

  3630 Gulf of Mexico Dr Unit 304, Longboat Key, FL 34228

  Welcome to paradise on Longboat Key! This furnished, top-floor condo is all about soaking in the Florida lifestyle with sweeping views of Sarasota Bay from your private lanai and primary bedroom, along with gulf views from your kitchen and guest room. From the moment you step inside, you'll be surrounded by coastal elegance, where every detail speaks to luxury and relaxation.Enjoy your

  Eric Emmerling EXP REALTY LLC

  3630 Gulf of Mexico Dr Unit 304, Longboat Key, FL 34228
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  /2

  $69,000 Sold Jun 24, 2025

  • 2 Days On Market

  408 Gulf of Mexico Dr Unit 2233, Longboat Key, FL 34228

  Welcome to Slip #2233 at The Boathouse on Longboat, a rare opportunity on the coveted south end of Longboat Key! This is your chance to secure a covered, hurricane-protected slip in one of Sarasota's most desirable waterfront locations. This premium slip accommodates boats up to 30 feet in length, with a maximum height of 8.6 feet and a 9-foot beam (No T-tops unless collapsible). Enjoy

  Daniel Treiman MICHAEL SAUNDERS & COMPANY

  408 Gulf of Mexico Dr Unit 2233, Longboat Key, FL 34228
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  /2

  $1,000,000 Sold Jun 23, 2025

  • 2,568 Sq Ft
  • $389/SF
  • 7 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1980

  3540 Gulf of Mexico Dr Unit 303, Longboat Key, FL 34228

  One or more photo(s) has been virtually staged. Experience the pinnacle of coastal luxury in this rare double-unit penthouse residence in the sought-after Buttonwood Cove. A true Gulf to Bay community on Longboat Key. This 3 bedroom, 3 bathroom condo with deeded boat slip; offers the ultimate in island living, where every sunrise and sunset becomes part of your daily ritual. Two expansive

  Alexis Smith-Frady COMPASS FLORIDA LLC

  3540 Gulf of Mexico Dr Unit 303, Longboat Key, FL 34228
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  /2

  $940,000 Sold Jun 23, 2025

  • 1,827 Sq Ft
  • $515/SF
  • 73 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1985

  1211 Gulf of Mexico Dr Unit 207, Longboat Key, FL 34228

  Discover this sunny coastal residence in the prestigious Promenade community. This two-bedroom residence spans more than 1,800 square feet, offering sweeping views of the Gulf of Mexico and lushly landscaped grounds. A sunset-facing terrace invites you to bask in gentle beach breezes while taking in breathtaking vistas of the sparkling water and tropical scenery. Step inside to an open-concept

  Roger Pettingell COLDWELL BANKER REALTY

  1211 Gulf of Mexico Dr Unit 207, Longboat Key, FL 34228

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