444

Recently Sold Longboat Key, FL Homes

Section Image
  • /2

    $2,900,000 Sold May 22, 2025

    • 4,167 Sq Ft
    • $696/SF
    • 75 Days On Market
    • 5 Beds
    • 5.5 Baths
    • Built 1998

    3580 Fair Oaks Ln, Longboat Key, FL 34228

    Courtyard residences in Queens Harbour are a rare find, and this impeccably recently updated five-bedroom waterfront home is move-in ready, offering a seamless blend of privacy, elegance, and coastal luxury. Designed for effortless indoor-outdoor living, the residence is centered around a lushly landscaped courtyard, where a newly resurfaced swimming pool, spa, and new paver deck create an

    Roger Pettingell COLDWELL BANKER REALTY

    3580 Fair Oaks Ln, Longboat Key, FL 34228
  • /2

    $2,200,000 Sold May 22, 2025

    • 4,465 Sq Ft
    • $493/SF
    • 112 Days On Market
    • 4 Beds
    • 4 Baths
    • Built 1991

    3310 Sabal Cove Ln, Longboat Key, FL 34228

    Embrace the resort lifestyle in the tranquil community of Sabal Cove, an exclusive collection of 38 custom single-family homes, nestled within the secure gates of Bay Isles on South Longboat Key. This is a rare opportunity to own a four-bedroom home that sustained no hurricane damage with a gorgeous backdrop on the 2nd hole of the Blue Harbourside Golf Course of the Longboat Key Club. The

    Beverly St Hilaire MICHAEL SAUNDERS & COMPANY

    3310 Sabal Cove Ln, Longboat Key, FL 34228
  • /2

    $1,400,000 Sold May 20, 2025

    • 1,460 Sq Ft
    • $959/SF
    • 16 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1972

    2525 Gulf of Mexico Dr Unit 5A, Longboat Key, FL 34228

    Experience breathtaking, direct Gulf views from this beautifully appointed two-bedroom, two-bathroom condominium. Situated in a pet-friendly building, this residence boasts an expansive feel, with floor-to-ceiling windows that flood the space with natural light and maximize the spectacular scenery. Enjoy the convenience of easy access to shopping, along with a protected turn into the condominium

    Susan Fox MICHAEL SAUNDERS & COMPANY

    2525 Gulf of Mexico Dr Unit 5A, Longboat Key, FL 34228
  • /2

    $275,000 Sold May 20, 2025

    • 382 Days On Market

    2800 Harbourside Dr Unit E-15, Longboat Key, FL 34228

    Nice 63 x 20 Boat Slip at Longboat Key Moorings Marina for sale right now in the marina! LBK Club membership is optional. 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),

    Jennifer Wilson LBRE LLC

    2800 Harbourside Dr Unit E-15, Longboat Key, FL 34228
  • /2

    $3,000,000 Sold May 19, 2025

    • 4,213 Sq Ft
    • $712/SF
    • 80 Days On Market
    • 3 Beds
    • 4.5 Baths
    • Built 1991

    1560 Harbor Sound Dr Unit 1, Longboat Key, FL 34228

    This impeccably updated waterfront residence in the prestigious Bay Isles Harbor neighborhood offers a seamless blend of luxury and coastal charm. Located behind the secure, 24-hour manned gates of Bay Isles, this home has been meticulously enhanced with thoughtful renovations inside and out. Recent improvements include lush new landscaping (2024), impact windows (2018), a renovated family room,

    Roger Pettingell COLDWELL BANKER REALTY

    1560 Harbor Sound Dr Unit 1, Longboat Key, FL 34228
  • /2

    $690,000 Sold May 19, 2025

    • 1,409 Sq Ft
    • $490/SF
    • 88 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1972

    1000 Longboat Club Rd Unit 304, Longboat Key, FL 34228

    NOW the lowest priced condominium behind the gates of the Longboat Key Club & Resort on the gulf side, on the beach, and all future assessments that have been levied by the Association have been paid in FULL by this unit owner. This two-bedroom, two bathroom unit in Privateer South has 1,409 square feet and unobstructed angle gulf views from the side balcony on the northeast corner of the

    Andrew Vac RE/MAX ALLIANCE GROUP

    1000 Longboat Club Rd Unit 304, Longboat Key, FL 34228
  • /2

    $1,210,000 Sold May 19, 2025

    • 1,941 Sq Ft
    • $623/SF
    • 335 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1966

    100 Sands Point Rd Unit 305, Longboat Key, FL 34228

    EXCEPTIONAL OPPORTUNITY! True white sand beach front living awaits you at Sands Point. A community located behind the gates of the Longboat Key Club on the beautiful southern end of Longboat Key. This expansive third floor residence boasts 1,941sq.ft and offers the epitome of tropical Florida living! Attention to detail can be seen everywhere in this newly renovated Condo. The elegantly styled

    Carl Marino CORCORAN DWELLINGS REALTY

    100 Sands Point Rd Unit 305, Longboat Key, FL 34228
  • /2

    $1,149,000 Sold May 16, 2025

    • 1,832 Sq Ft
    • $627/SF
    • 7 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1962

    610 Russell St, Longboat Key, FL 34228

    Welcome to this beautifully furnished and fully renovated coastal retreat on Longboat Key. Ideally in desirable Longbeach Village, this home is on a lush, oversized lot with rare alley access. The property offers privacy, convenience and opportunity to enjoy island living and exceptional Gulf to Bay access. The open-concept layout with a split-bedroom design provides functionality and

    Cindy Fischer PREMIER SOTHEBY'S INTERNATIONAL REALTY

    610 Russell St, Longboat Key, FL 34228
  • /2

    $9,500,000 Sold May 16, 2025

    • 6,349 Sq Ft
    • $1496/SF
    • 53 Days On Market
    • 5 Beds
    • 6 Baths
    • Built 1981

    1580 Harbor Cay Ln, Longboat Key, FL 34228

    Exceptional Contemporary Bayfront Estate in Bay Isles Harbor Section Experience unparalleled luxury in this immaculate, organic-modern Bayfront estate in the esteemed Harbor Section of Bay Isles. This 6,349 sq. ft. 5-bedroom residence seamlessly blends minimalist design with warm organic touches - completely updated to current building code in 2017 and exterior refresh by DSDG architects in

    Steve and Janet Walter MICHAEL SAUNDERS & COMPANY

    1580 Harbor Cay Ln, Longboat Key, FL 34228
  • /2

    $548,200 Sold May 16, 2025

    • 933 Sq Ft
    • $588/SF
    • 69 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1974

    2089 Gulf of Mexico Dr Unit G1205, Longboat Key, FL 34228

    A tranquil coastal retreat located in one of Longboat Key's most desirable communities: SEAPLACE. A 2 bedroom, 2 bath, 2nd floor condo uniquely positioned in the highly sought-after Gulf-front G1 building. It is beautifully turnkey furnished in seaside hues with Crate and Barrel furniture and original art work so you can move right in and start enjoying the laid-back island lifestyle that

    JoDene Moneuse MICHAEL SAUNDERS & COMPANY

    2089 Gulf of Mexico Dr Unit G1205, Longboat Key, FL 34228
  • /2

    $425,000 Sold May 15, 2025

    • 1,260 Sq Ft
    • $337/SF
    • 0 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1980

    609 Bayport Way Unit 609, Longboat Key, FL 34228

    Welcome home to your 2 bedroom, 2 bath condo in the beautiful Bayport Beach and Tennis Club Community. Indulge in luxury with amenities such as: Junior Olympic pool, a Bocci Ball court, a fitness center, four Har-Tru tennis courts, and scenic walking trails. Plus 1,200 feet of deeded beach access with loungers and umbrellas, a private fishing pier, and a kayak launch. Your new home also offers

    Diane Smith KELLER WILLIAMS ON THE WATER S

    609 Bayport Way Unit 609, Longboat Key, FL 34228
  • /28

    $455,000 Sold May 15, 2025

    • 1,152 Sq Ft
    • $395/SF
    • 14 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1970

    4440 Exeter Dr Unit 103, Longboat Key, FL 34228

    Welcome to Longboat Harbour, this beautiful partially updated 2 bedroom, 2 baths condo offers great Bay views and the best island lifestyle.A lot of improvements done as new impact windows and updated kitchen and primary bathroom. Just a short walk to the community pool and all the amenities in the Clubhouse. Across the street, residents enjoy access to a private beach club, complete with

    Ruediger Weiss CHARITY & WEISS INTERNATIONAL LLC

    4440 Exeter Dr Unit 103, Longboat Key, FL 34228
  • /64

    $2,201,000 Sold May 15, 2025

    • 1,785 Sq Ft
    • $1233/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
  • /69

    $4,733,000 Sold May 15, 2025

    • 3,380 Sq Ft
    • $1400/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
  • /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
  • /2

    $3,750,000 Sold May 14, 2025

    • 2,650 Sq Ft
    • $1415/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
  • /2

    $9,125,000 Sold May 12, 2025

    • 4,017 Sq Ft
    • $2272/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
  • /2

    $335,000 Sold May 12, 2025

    • 1,312 Sq Ft
    • $255/SF
    • 129 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1975

    4540 Gulf of Mexico Dr Unit 204, Longboat Key, FL 34228

    One or more photo(s) has been virtually staged. **THIS PROPERTY QUALIFIES FOR A 1% LENDER INCENTIVE IF USING PREFERRED LENDER. INQUIRE FOR MORE DETAILS.** Imagine waking up in your island retreat, nestled within the lush, serene surroundings of the Windward Bay community. This charming 2-bedroom, 2-bathroom condo on the second floor offers a unique blend of comfort, potential, and convenience.

    Toni Zarghami KW COASTAL LIVING III

    4540 Gulf of Mexico Dr Unit 204, Longboat Key, FL 34228
  • /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
  • /2

    $10,250,000 Sold May 09, 2025

    • 6,923 Sq Ft
    • $1481/SF
    • 76 Days On Market
    • 5 Beds
    • 5.5 Baths
    • Built 1993

    801 Longboat Club Rd, Longboat Key, FL 34228

    Welcome to a truly remarkable legacy estate spanning 150’ of walking beach tucked behind the gates of the exclusive Longboat Key Club in Regent’s Court. Unquestionably, one of the area’s most distinguished and desirable locations. Perfectly positioned on a quiet street, this custom built residence offers unparalleled views of the Gulf of Mexico, lush tropical landscaping, and is designed for the

    Kim Ogilvie MICHAEL SAUNDERS & COMPANY

    801 Longboat Club Rd, Longboat Key, FL 34228
  • /60

    $2,500,000 Sold May 09, 2025

    • 4,858 Sq Ft
    • $515/SF
    • 121 Days On Market
    • 5 Beds
    • 5.5 Baths
    • Built 2008

    591 Putting Green Ln, Longboat Key, FL 34228

    Welcome to the coastal sanctuary you've been dreaming of—perfectly nestled on a peaceful cul-de-sac in one of Longboat Key’s most coveted communities, Country Club Shores. Set on an oversized, lushly landscaped lot, this elegant waterfront residence offers mesmerizing Sarasota Bay views and a front-row seat to the city skyline, all from the comfort of home. Step inside and immediately feel the

    Roberta Tengerdy, PA PREMIER SOTHEBY'S INTERNATIONAL REALTY

    591 Putting Green Ln, Longboat Key, FL 34228
  • /2

    $124,000 Sold May 08, 2025

    • 935 Sq Ft
    • $133/SF
    • 150 Days On Market
    • 2 Beds
    • 1.5 Baths
    • Built 1965

    83 Main Street Dr, Longboat Key, FL 34228

    Location, location location! This storm impacted mobile home is your opportunity to own a slice of paradise with PRIVATE BEACH ACCESS, MARINA ACCESS, and community saltwater pool and more. Ready to enjoy million dollar sunsets without the typical million dollar Longboat Key price tag? Twin Shores is a secret gem of Longboat Key- the community spans from the Gulf to the Bay. Priced well below

    Erica Smentowski KELLER WILLIAMS ON THE WATER S

    83 Main Street Dr, Longboat Key, FL 34228
  • /2

    $935,000 Sold May 07, 2025

    • 1,409 Sq Ft
    • $664/SF
    • 31 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1974

    1050 Longboat Club Rd Unit 704, Longboat Key, FL 34228

    Step into the epitome of coastal elegance in this beautifully renovated residence, perfectly situated behind the gates of the prestigious Longboat Key Club in Privateer. Offering a seamless blend of modern design and breathtaking waterfront views, this 2-bedroom, 2-bath retreat is an exceptional find on the southern end of Longboat Key. Professionally designed with both style and durability in

    Patrick Dipinto, III COLDWELL BANKER REALTY

    1050 Longboat Club Rd Unit 704, Longboat Key, FL 34228
  • /2

    $460,000 Sold May 07, 2025

    • 910 Sq Ft
    • $505/SF
    • 37 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1930

    7119 Longboat Dr E, Longboat Key, FL 34228

    This fabulous little 1930's cottage has a wonderful history and is ready to be reimagined by its next visionary owner. Located in the famous "Village" of Longboat Key, it sits back on a lushly landscaped lot. It was once featured in Sarasota magazine as the "epitome of the island beach cottage". The bay is across the street and the beautiful Broadway beach is just a short walk or bike ride way.

    JoDene Moneuse MICHAEL SAUNDERS & COMPANY

    7119 Longboat Dr E, Longboat Key, FL 34228
  • /2

    $148,000 Sold May 07, 2025

    • 643 Sq Ft
    • $230/SF
    • 85 Days On Market
    • 1 Bed
    • 1 Bath
    • Built 1959

    3710 Gulf of Mexico Dr Unit G-6, Longboat Key, FL 34228

    WELCOME TO PARADISE: imagine a home in a beautiful beach-to-bay community. Gulfshore of Longboat Key has it all -- private, pristine sand beach on the Gulf of Mexico, a marina on Sarasota Bay, large community pool, clubhouse with a commercial kitchen, a well-maintained campus and very reasonable HOA fees. Truly, Gulfshore is a remnant of Old Florida that is just six miles from the world-famous

    Bill Shuttleworth EDGEWATER REAL ESTATE, INC

    3710 Gulf of Mexico Dr Unit G-6, Longboat Key, FL 34228
  • /2

    $740,000 Sold May 06, 2025

    • 1,296 Sq Ft
    • $571/SF
    • 24 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1962

    750 Russell St, Longboat Key, FL 34228

    Discover the essence of island living with this charming beach home, perfectly situated in the vibrant Village of Longboat Key. Recently renovated, this property boasts a 2-bedroom, 1-bathroom main residence Plus an above garage 1-bedroom, 1-bathroom private Suite. The main home features an open floor plan, an upgraded kitchen with brand-new appliances, upgraded bathroom and an abundance of

    Jesse Griffin CENTURY 21 BEGGINS ENTERPRISES

    750 Russell St, Longboat Key, FL 34228
  • /2

    $800,000 Sold May 06, 2025

    • 1,380 Sq Ft
    • $580/SF
    • 29 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1996

    3080 Grand Bay Blvd Unit 521, Longboat Key, FL 34228

    This Aruba residence in Building 5 at Grand Bay captures the essence of coastal living with sweeping direct views of Sarasota Bay, the Harbourside golf course, and the downtown skyline. Offered furnished, this sunlit retreat features tile flooring throughout and an inviting open layout. Floor-to-ceiling glass doors frame the picturesque scenery, connecting the indoor and outdoor living spaces. A

    Roger Pettingell COLDWELL BANKER REALTY

    3080 Grand Bay Blvd Unit 521, Longboat Key, FL 34228
  • /2

    $625,000 Sold May 06, 2025

    • 1,440 Sq Ft
    • $434/SF
    • 3 Days On Market
    • 2 Beds
    • 2.5 Baths
    • Built 1991

    858 Evergreen Way, Longboat Key, FL 34228

    Welcome to this beautifully maintained, turnkey townhome located in the highly sought-after Cedars Tennis Resort and Club on Longboat Key. Surrounded by lush mature greenery, this charming home comes fully furnished offering the perfect blend of comfort and convenience. Step outside to explore scenic trails, a kayak launch, and the clubhouse just a short walk away. Enjoy an active lifestyle with

    Martin Dimovski PREMIER SOTHEBY'S INTERNATIONAL REALTY

    858 Evergreen Way, Longboat Key, FL 34228
  • /29

    $840,000 Sold May 05, 2025

    • 2,137 Sq Ft
    • $393/SF
    • 117 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 1966

    7157 Longboat Dr N, Longboat Key, FL 34228

    One or more photo(s) has been virtually staged. NEW PRICE 2.0!! One of the best WATERFRONT properties on LBK! Motivated Seller! Unbelieve Opportunity on this Newly Priced LBK CANAL Front. Please listen when I tell you that your opportunity is now here. Rare and sought-after Village of Longboat Key direct waterfront. Beautiful lot of almost 9,000 ft. with deep water canal frontage with mangroves

    Jesse Griffin CENTURY 21 BEGGINS ENTERPRISES

    7157 Longboat Dr N, Longboat Key, FL 34228
  • /2

    $727,500 Sold May 02, 2025

    • 1,068 Sq Ft
    • $681/SF
    • 44 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1977

    1965 Gulf of Mexico Dr Unit G5405, Longboat Key, FL 34228

    Welcome to your dream coastal retreat! This beautifully renovated 2-bedroom, 2-bathroom condo on the top floor of G-5 Building in Seaplace offers breathtaking Gulf and beach views from the lanai, complete with new tile floor and a ceiling fan to enjoy the sea breeze in comfort. With its beachfront location and top-floor setting featuring elevated ceilings, this residence embodies the essence of

    Kevin Tai PREFERRED SHORE LLC

    1965 Gulf of Mexico Dr Unit G5405, Longboat Key, FL 34228
  • /2

    $650,000 Sold May 02, 2025

    • 1,172 Sq Ft
    • $555/SF
    • 112 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1981

    1085 Gulf of Mexico Dr Unit 301, Longboat Key, FL 34228

    Overlooking the Longboat Key Club golf course and only steps to the beach, this updated, modern END UNIT is offered TURNKEY FURNISHED. Situated on 31 pristine acres and 1450 feet of private beach in AWARD-WINNING Beachplace, you’ll enjoy long peaceful walks on the beach and outstanding sunsets. The unit’s southwest orientation with peek-a-boo views of the Gulf of Mexico affords privacy and full

    Phillip Wasson BRIGHT REALTY

    1085 Gulf of Mexico Dr Unit 301, Longboat Key, FL 34228
  • /2

    $797,000 Sold May 01, 2025

    • 1,152 Sq Ft
    • $692/SF
    • 16 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1970

    4420 Exeter Dr Unit 302, Longboat Key, FL 34228

    Modern waterfront living at its finest! This stunning Bayview condo underwent a total makeover by Trinity Construction in 2019. Custom cabinetry, gleaming tile trim and Stainless Steel Kitchen-Aid appliances complement the open Kitchen. Dark grey quartz flows over the counters and down the side of the expansive island that seats up to 6 guests. Both Bathrooms have beautiful step-in tile showers,

    Faith Michael BERKSHIRE HATHAWAY HOMESERVICES FLORIDA REALTY

    4420 Exeter Dr Unit 302, Longboat Key, FL 34228
  • /2

    $3,450,000 Sold May 01, 2025

    • 3,199 Sq Ft
    • $1078/SF
    • 24 Days On Market
    • 3 Beds
    • 4 Baths
    • Built 2023

    608 Bayview Dr, Longboat Key, FL 34228

    Along the tranquil shores of Gull Bayou, 608 Bayview Drive on Longboat Key offers an unparalleled blend of waterfront luxury and island living. With approximately 100 feet of direct water frontage, this exquisite home boasts breathtaking views of the bayou, where herons, ospreys and pelicans create a serene natural backdrop. A boater’s dream, the property provides easy access to the Intracoastal

    Joel Schemmel PREMIER SOTHEBY'S INTERNATIONAL REALTY

    608 Bayview Dr, Longboat Key, FL 34228
  • /2

    $900,000 Sold Apr 30, 2025

    • 2,608 Sq Ft
    • $345/SF
    • 0 Days On Market
    • 3 Beds
    • 3.5 Baths
    • Built 1988

    3460 Winding Oaks Dr Unit 38, Longboat Key, FL 34228

    Winding Oaks at Bay Isles is a gated community on Longboat Key, FL. Residents have access to the Bay Isles Beach Club, and there is also an optional membership to the Longboat Key Club. The community provides amenities such as a pool and tennis courts, with convenient access to the Gulf of Mexico, local dining, and shopping.

    Bruce Myer COLDWELL BANKER REALTY

    3460 Winding Oaks Dr Unit 38, Longboat Key, FL 34228
  • /2

    $1,010,000 Sold Apr 30, 2025

    • 2,219 Sq Ft
    • $455/SF
    • 52 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1984

    2129 Harbourside Dr Unit 901, Longboat Key, FL 34228

    Nestled in the prestigious Harbour Oaks community on Longboat Key, this 3BR/2.5BA, 2,219 sq. ft. residence blends elegance, comfort, and stunning golf course views. A private, 2 car garage and gracious entryway lead to rich wood floors, soaring ceilings, and recessed lighting. Walls of glass invite natural light while framing breathtaking views of the Harbourside Golf Course. The spacious living

    Bruce Myer COLDWELL BANKER REALTY

    2129 Harbourside Dr Unit 901, Longboat Key, FL 34228
  • /2

    $2,650,000 Sold Apr 30, 2025

    • 3,054 Sq Ft
    • $868/SF
    • 45 Days On Market
    • 2 Beds
    • 4 Baths
    • Built 1999

    1281 Gulf of Mexico Dr Unit 703, Longboat Key, FL 34228

    Looking for that unique beachfront retreat? Why not design it yourself! With breathtaking views spanning from the Gulf of Mexico to Sarasota Bay, this three-bedroom, four-bath retreat spans over 3,000 square feet and offers the ideal canvas to create a one-of-a-kind coastal masterpiece tailored to your vision. With the shimmering Gulf of Mexico to the west, Water Club's world-class amenities

    Jo Rutstein PREMIER SOTHEBY'S INTERNATIONAL REALTY

    1281 Gulf of Mexico Dr Unit 703, Longboat Key, FL 34228
  • /2

    $515,000 Sold Apr 30, 2025

    • 933 Sq Ft
    • $552/SF
    • 61 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1977

    1975 Gulf of Mexico Dr Unit G4306, Longboat Key, FL 34228

    Price Reduction offers a great opportunity to own on the beach in a fully furnished and renovated two bedroom condominium on Longboat Key. Nestled in the highly sought-after Seaplace community - located on the pristine beaches of Longboat. This bright and beautifully updated two-bedroom, two-bath condominium offers a coastal retreat - just steps to the beach. Be greeted with a generous open

    Ellen Kirkegaard PREMIER SOTHEBY'S INTERNATIONAL REALTY

    1975 Gulf of Mexico Dr Unit G4306, Longboat Key, FL 34228
  • /2

    $1,100,000 Sold Apr 30, 2025

    • 1,827 Sq Ft
    • $602/SF
    • 87 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1985

    1211 Gulf of Mexico Dr Unit 108, Longboat Key, FL 34228

    Sunny southern views and serene courtyard vistas welcome you to this nearly 2,000-square-foot, two-bedroom beach retreat. Meticulously updated, this elegant residence has been thoughtfully designed to enhance coastal living. Nearly every detail has been refreshed, including newer kitchen and bathrooms, freshly painted interior, and luxury vinyl plank flooring throughout. The open floor plan is

    Roger Pettingell COLDWELL BANKER REALTY

    1211 Gulf of Mexico Dr Unit 108, Longboat Key, FL 34228
  • /2

    $719,000 Sold Apr 30, 2025

    • 1,022 Sq Ft
    • $704/SF
    • 155 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1973

    4485 Gulf of Mexico Dr Unit 403, Longboat Key, FL 34228

    STUNNING 2-BEDROOM, 2-BATH BEACHFRONT CONDO WITH UNPARALLELED FULL GULF VIEWS! This beautifully furnished, 4th-floor condo offers sweeping, direct views of the Gulf of Mexico from every room. Located in the sought-after Arbomar community, this residence features an open floor plan with tasteful updates throughout, including newer vinyl plank flooring, crown molding, and a charming shiplap accent

    Jay Travis RE/MAX ALLIANCE GROUP

    4485 Gulf of Mexico Dr Unit 403, Longboat Key, FL 34228
  • /2

    $2,300,000 Sold Apr 30, 2025

    • 1,619 Sq Ft
    • $1421/SF
    • 275 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1982

    240 Sands Point Rd Unit 4507, Longboat Key, FL 34228

    Welcome to your dream condo at the Longboat Key Club! This recently remodeled unit offers unobstructed views of the Gulf of Mexico, providing a daily spectacle of stunning sunsets and tranquil ocean waves. The living room is a paradise with floor-to-ceiling windows that frame the breathtaking seascape, making every moment at home feel like a vacation. Step outside and indulge in the club's

    Leticia Diaz KELLER WILLIAMS ON THE WATER

    240 Sands Point Rd Unit 4507, Longboat Key, FL 34228

Showing Results 81 - 120, Page 3 of 12

How to Buy a Home How to Sell a Home How to Rent a Home