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Recently Sold Longboat Key, FL Homes

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  • 663 Penfield St, Longboat Key, FL 34228
    663 Penfield St, Longboat Key, FL 34228
    /2

    $975,000 Sold Jul 28, 2025

    • 1,446 Sq Ft
    • $674/SF
    • 7 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 1970

    663 Penfield St, Longboat Key, FL 34228

    A Rare Longboat Key Value – Your Ideal Beach Retreat Awaits. Welcome to 663 Penfield Street—a hidden gem offering exceptional value on one of Longboat Key’s sought-after wide canals. This elevated three-bedroom, three-bath home boasts 1,446 sq ft of bright, open living space - emphasized by vaulted ceilings and skylights in the Kitchen/Great Room. Built in 1970 and enhanced with an elevator,

    Steve and Janet Walter MICHAEL SAUNDERS & COMPANY

    663 Penfield St, Longboat Key, FL 34228
  • 821 Evergreen Way, Longboat Key, FL 34228
    821 Evergreen Way, Longboat Key, FL 34228
    /2

    $589,000 Sold Jul 25, 2025

    • 1,440 Sq Ft
    • $409/SF
    • 140 Days On Market
    • 2 Beds
    • 2.5 Baths
    • Built 1991

    821 Evergreen Way, Longboat Key, FL 34228

    Stunning 2 bedroom condo just steps from Sarasota Bay - with one of the only 2 week minimum rentals allowed on Longboat Key. Welcome to your private retreat in the heart of Cedars East on Longboat Key! This beautifully updated 2 bedroom, 2 bathroom townhouse style condominium is located in the highly desirable bayfront section of the community - just 50 feet from the sparkling waters of

    Mary Moore WAGNER REALTY

    821 Evergreen Way, Longboat Key, FL 34228
  • 6750 Gulf of Mexico Dr Unit 153, Longboat Key, FL 34228
    6750 Gulf of Mexico Dr Unit 153, Longboat Key, FL 34228
    /2

    $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
  • 545 Sanctuary Dr Unit A803, Longboat Key, FL 34228
    545 Sanctuary Dr Unit A803, Longboat Key, FL 34228
    /2

    $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
  • 754 Spanish Dr S Unit 754, Longboat Key, FL 34228
    754 Spanish Dr S Unit 754, Longboat Key, FL 34228
    /2

    $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
  • 1945 Gulf of Mexico Dr Unit M2310, Longboat Key, FL 34228
    1945 Gulf of Mexico Dr Unit M2310, Longboat Key, FL 34228
    /2

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

    $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
  • 650 Penfield St, Longboat Key, FL 34228
    650 Penfield St, Longboat Key, FL 34228
    /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
  • 88 Twin Shores Blvd, Longboat Key, FL 34228
    88 Twin Shores Blvd, Longboat Key, FL 34228
    /2

    $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
  • 651 Fox St, Longboat Key, FL 34228
    651 Fox St, Longboat Key, FL 34228
    /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
  • 2301 Gulf of Mexico Dr Unit 26, Longboat Key, FL 34228
    2301 Gulf of Mexico Dr Unit 26, Longboat Key, FL 34228
    /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
  • 780 Tarawitt Dr, Longboat Key, FL 34228
    780 Tarawitt Dr, Longboat Key, FL 34228
    /2

    $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
  • 683 Spanish Dr S Unit 214, Longboat Key, FL 34228
    683 Spanish Dr S Unit 214, Longboat Key, FL 34228
    /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
  • 775 Longboat Club Rd Unit 902, Longboat Key, FL 34228
    775 Longboat Club Rd Unit 902, Longboat Key, FL 34228
    /2

    $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
  • 549 Sloop Ln, Longboat Key, FL 34228
    549 Sloop Ln, Longboat Key, FL 34228
    /2

    $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
  • 750 Penfield St, Longboat Key, FL 34228
    750 Penfield St, Longboat Key, FL 34228
    /2

    $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
  • 5055 Gulf of Mexico Dr Unit 232, Longboat Key, FL 34228
    5055 Gulf of Mexico Dr Unit 232, Longboat Key, FL 34228
    /2

    $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
  • 4420 Exeter Dr Unit 104, Longboat Key, FL 34228
    4420 Exeter Dr Unit 104, Longboat Key, FL 34228
    /2

    $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
  • 2120 Harbourside Dr Unit 621, Longboat Key, FL 34228
    2120 Harbourside Dr Unit 621, Longboat Key, FL 34228
    /2

    $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
  • 3802 Gulf of Mexico Dr Unit 103, Longboat Key, FL 34228
    3802 Gulf of Mexico Dr Unit 103, Longboat Key, FL 34228
    /2

    $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
  • 6821 Longboat Dr S, Longboat Key, FL 34228
    6821 Longboat Dr S, Longboat Key, FL 34228
    /2

    $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
  • 2045 Gulf of Mexico Dr Unit M1207, Longboat Key, FL 34228
    2045 Gulf of Mexico Dr Unit M1207, Longboat Key, FL 34228
    /2

    $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
  • 230 Sands Point Rd Unit 3501, Longboat Key, FL 34228
    230 Sands Point Rd Unit 3501, Longboat Key, FL 34228
    /2

    $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
  • 1945 Gulf of Mexico Dr Unit M2516, Longboat Key, FL 34228
    1945 Gulf of Mexico Dr Unit M2516, Longboat Key, FL 34228
    /2

    $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
  • 671 Emerald Harbor Dr, Longboat Key, FL 34228
    671 Emerald Harbor Dr, Longboat Key, FL 34228
    /2

    $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
  • 4540 Gulf of Mexico Dr Unit 304, Longboat Key, FL 34228
    4540 Gulf of Mexico Dr Unit 304, Longboat Key, FL 34228
    /2

    $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
  • 1485 Gulf of Mexico Dr Unit 205, Longboat Key, FL 34228
    1485 Gulf of Mexico Dr Unit 205, Longboat Key, FL 34228
    /2

    $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
  • 612 Weston Pointe Ct, Longboat Key, FL 34228
    612 Weston Pointe Ct, Longboat Key, FL 34228
    /2

    $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
  • 500 Harbor Point Rd, Longboat Key, FL 34228
    500 Harbor Point Rd, Longboat Key, FL 34228
    /2

    $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
  • 4125 Gulf of Mexico Dr Unit S201, Longboat Key, FL 34228
    4125 Gulf of Mexico Dr Unit S201, Longboat Key, FL 34228
    /2

    $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
  • 5941 Gulf of Mexico Dr, Longboat Key, FL 34228
    5941 Gulf of Mexico Dr, Longboat Key, FL 34228
    /2

    $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
  • 4380 Exeter Dr Unit 304, Longboat Key, FL 34228
    4380 Exeter Dr Unit 304, Longboat Key, FL 34228
    /2

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

    $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
  • 4360 Chatham Dr Unit 108, Longboat Key, FL 34228
    4360 Chatham Dr Unit 108, Longboat Key, FL 34228
    /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
  • 1241 Gulf of Mexico Dr Unit 708, Longboat Key, FL 34228
    1241 Gulf of Mexico Dr Unit 708, Longboat Key, FL 34228
    /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
  • 2383 Harbour Oaks Dr, Longboat Key, FL 34228
    2383 Harbour Oaks Dr, Longboat Key, FL 34228
    /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
  • 2800 Harbourside Dr Unit M-01, Longboat Key, FL 34228
    2800 Harbourside Dr Unit M-01, Longboat Key, FL 34228
    /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
  • 681 Fox St, Longboat Key, FL 34228
    681 Fox St, Longboat Key, FL 34228
    /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
  • 3630 Gulf of Mexico Dr Unit 304, Longboat Key, FL 34228
    3630 Gulf of Mexico Dr Unit 304, Longboat Key, FL 34228
    /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
  • 408 Gulf of Mexico Dr Unit 2233, Longboat Key, FL 34228
    408 Gulf of Mexico Dr Unit 2233, Longboat Key, FL 34228
    /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

Showing Results 1 - 40, Page 1 of 12

Florida Longboat Key

Recently Sold Real Estate & Homes in Longboat Key, FL

Frequently Asked Questions

What is the average home price in Longboat Key, FL?
Homes for sale in Longboat Key, FL have an average home price of $2,917,923.
What is the average time to sell a house in Longboat Key, FL?
The houses for sale in Longboat Key, FL spend an average of 82 days on the market.
What is the number of active homes for sale in Longboat Key, FL?
There are 26 active homes for sale in Longboat Key, FL.
How many homes have sold over the last 12 months in Longboat Key, FL?
164 homes have sold in Longboat Key, FL over the last 12 months.

Home Trends in Longboat Key, FL

On average, homes in Longboat Key, FL sell after 82 days on the market compared to the national average of 70 days. The median sale price for homes in Longboat Key, FL over the last 12 months is $2,000,000, up 488% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price
$2,000,000
Median Single Family Sale Price
$2,000,000
Median 2 Bedroom Sale Price
$1,590,000
Median 1 Bedroom Sale Price
$1,000,000
Average Price Per Sq Ft
$1,137
Number of Homes for Sale
26
Last 12 months Home Sales
164
Months of Supply
1.90
Median List Price
$1,725,000
Median Change From 1st List Price
2%
Median Home Sale Price YoY Change
488%
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