11,542

Longboat Key, FL Homes

Section Image Section Image
  • /29

    $600,000

    • 2 Beds
    • 2 Baths
    • 1,068 Sq Ft

    1975 Gulf of Mexico Dr Unit G4308, Longboat Key, FL 34228

    Here’s your chance to own a little slice of paradise on Longboat Key! This updated 2-bedroom, 2-bath condo is tucked into the sought-after Seaplace community—right on the sugar-white sands of the Gulf. Bright, open, and beachy, this coastal retreat has everything you need: an open layout, a spacious kitchen with stainless steel appliances, a comfy primary suite with a walk-in closet and en-suite

    Aaron Pyman REDFIN CORPORATION

    1975 Gulf of Mexico Dr Unit G4308, Longboat Key, FL 34228
  • /72

    $11,000 per month

    • 2 Beds
    • 2 Baths
    • 1,601 Sq Ft
    • Condo for Rent

    739 Bayport Way Unit 739, Longboat Key, FL 34228

    This beautifully remodeled end unit condo, boasts two bedrooms, two bathrooms and has an open concept floor plan which features anexpansive Living/Dining/Kitchen combo. In addition, it has a generous sized master bedroom with en suite bathroom, an alcove thataccommodates a small desk and a private lanai leading off the bedroom. Begin each day by enjoying nature's' most beautiful the

    Agent Photo

    Antonietta Car

    KELLER WILLIAMS SUBURBAN TAMPA

    (941) 393-0590

    739 Bayport Way Unit 739, Longboat Key, FL 34228
  • /2

    $1,500,000 Sold Aug 19, 2025

    • 1,551 Sq Ft
    • $967/SF
    • 81 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1975

    1701 Gulf of Mexico Dr Unit 502, Longboat Key, FL 34228

    Welcome to the Aquarius Club, a boutique coveted beachfront community on the serene southern end of Longboat Key, where just 58 residences enjoy an intimate, resort-style setting along the Gulf of Mexico. This 5th-floor, turnkey furnished direct Gulf-front condominium offers over 1,550+ SF of refined coastal living, with a desirable split floor plan featuring two bedrooms and two bathrooms.

    Ryan Ackerman COLDWELL BANKER REALTY

    1701 Gulf of Mexico Dr Unit 502, Longboat Key, FL 34228
    • /53

      Est $845,636 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,172 Sq Ft

      1085 Gulf of Mexico Dr Unit 401, Longboat Key, FL 34228

      1085 Gulf of Mexico Dr Unit 401, Longboat Key, FL 34228
  • /40

    $3,450,000

    • 4 Beds
    • 5 Baths
    • 3,313 Sq Ft

    601 Triton Bend, Longboat Key, FL 34228

    Exuding coastal charm, this spacious four bedroom, three full baths, and two half baths Brista Homes masterpiece is a true tropical find just 500 feet from the beach. Behind its inviting facade lies a private courtyard oasis with a resort-style heated pool, sun shelf, and pergola with rain-shower waterfall—an everyday escape that feels like vacation. The first-floor master has an en suite bath

    Gina Ursini BRISTA REALTY LLC

    601 Triton Bend, Longboat Key, FL 34228
  • /72

    $10,000 per month

    • 2 Beds
    • 2 Baths
    • 1,685 Sq Ft
    • Condo for Rent

    523 Bayport Way Unit 523, Longboat Key, FL 34228

    Delightfully Welcoming! This remodeled and tastefully decorated 2 bedroom, 2 bathroom furnished condominium has an open concept floor plan which features an expansive Living/Dining/Kitchen area. The generous size primary bedroom with adjoining bathroom includes a double vanity, separate shower, a walk-in closet and a small alcove that is designed for relaxing with a book or quite contemplation .

    Agent Photo

    Antonietta Car

    KELLER WILLIAMS SUBURBAN TAMPA

    (941) 269-8927

    523 Bayport Way Unit 523, Longboat Key, FL 34228
  • /2

    $825,000 Sold Aug 18, 2025

    • 1,772 Sq Ft
    • $466/SF
    • 2 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1981

    1485 Gulf of Mexico Dr Unit 101, Longboat Key, FL 34228

    Presenting a rare opportunity to acquire a distinguished residence within the exclusive Players Club community on Longboat Key. In the desirable north building, this three-bedroom, two-and-a-half-bath condominium offers an unparalleled canvas for creating a bespoke coastal retreat. Situated first-up and adjacent to the St. Regis, this property boasts a prime location in this prestigious 24-hour

    Jackie Kleppinger PREMIER SOTHEBY'S INTERNATIONAL REALTY

    1485 Gulf of Mexico Dr Unit 101, Longboat Key, FL 34228
    • /17

      Est $202,805 Not Listed For Sale

      • Studio
      • 800 Sq Ft

      2600 Harbourside Dr Unit G-2, Longboat Key, FL 34228

      2600 Harbourside Dr Unit G-2, Longboat Key, FL 34228
  • /51

    $1,699,999

    • 2 Beds
    • 3 Baths
    • 3,171 Sq Ft

    3210 Bayou Sound, Longboat Key, FL 34228

    Welcome to this elevated retreat in the sought-after Bayou section of Bay Isles—a seamless blend of sophisticated design and relaxed coastal elegance. Encompassing nearly 2,100 sq. ft. of sunlit interiors, this residence offers an open-concept floor plan with soaring vaulted ceilings, creating an airy, inviting ambiance ideal for both everyday living and effortless entertaining. The expansive

    Nicholle McKiernan COLDWELL BANKER REALTY

    3210 Bayou Sound, Longboat Key, FL 34228
  • /39

    $14,000 per month

    • 3 Beds
    • 2 Baths
    • 1,675 Sq Ft
    • Condo for Rent

    5611 Gulf of Mexico Dr Unit 1, Longboat Key, FL 34228

    DIRECTLY on the GULF. WITH PRIVATE BEACH .Be Prepared for style, relaxation and Longboat luxury. This stunning boutique condominium renovated in 2024 and located on Longboat Key's Gulf of Mexico Beach. Its newly designed layout emphasizes the magnificent ocean view throughout its open floor plan that is visible from the time you walk in the door, through the beautiful dining area, upscale

    Agent Photo

    William Glade

    WILLIAM GLADE LIC. REAL ESTATE BROKER

    (941) 394-0592

    5611 Gulf of Mexico Dr Unit 1, Longboat Key, FL 34228
  • /2

    $1,550,000 Sold Aug 18, 2025

    • 3,080 Sq Ft
    • $503/SF
    • 68 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1990

    2450 Harbourside Dr Unit 233, Longboat Key, FL 34228

    BREATH TAKING SARASOTA BAY VIEWS..... Welcome to an extraordinary residence that lives like a single-family home, offering unparalleled, unobstructed views of Sarasota Bay, the city skyline, and the lush fairways of the Longboat Key Club Harbourside Golf Course—all at an exceptional value. Nestled behind the 24-hour manned gates of the Longboat Key Club, this home enjoys a prime location close

    Linda Weber COLDWELL BANKER REALTY

    2450 Harbourside Dr Unit 233, Longboat Key, FL 34228
    • /51

      Est $360,568 Not Listed For Sale

      • 1 Bed
      • 1 Bath
      • 912 Sq Ft

      4720 Gulf of Mexico Dr Unit 2, Longboat Key, FL 34228

      4720 Gulf of Mexico Dr Unit 2, Longboat Key, FL 34228
  • /99

    $1,700,000

    • 2 Beds
    • 2 Baths
    • 1,513 Sq Ft

    2425 Gulf of Mexico Dr Unit 10F, Longboat Key, FL 34228

    Gulf-Front Elegance | Sea Gate Club #10F | Longboat Key —Welcome to Sea Gate Club #10F, a rarely available 10th-floor end unit offering spectacular, front-row Gulf views in one of Longboat Key’s most intimate beachfront communities. Perfectly positioned mid-island along the sandy shores of the Gulf of Mexico, this elegant 2-bedroom, 2-bath residence captures direct, unobstructed views of the

    Erica Thomas MICHAEL SAUNDERS & COMPANY

    2425 Gulf of Mexico Dr Unit 10F, Longboat Key, FL 34228
  • /87

    $6,000 per month

    • 2 Beds
    • 2 Baths
    • 1,601 Sq Ft
    • Condo for Rent

    817 Bayport Way Unit 817, Longboat Key, FL 34228

    STUNNING BAY VIEWS! Enjoy picturesque sunrises from your private deck in this tastefully decorated 2 bedroom, 2 bathroom furnished condominium. This home has an open concept floor plan which features an expansive Living/Dining/Kitchen area. The generous size master bedroom with adjoining bathroom includes a double vanity, separate shower, a walk-in closet and a small alcove that accommodates a

    Agent Photo

    Antonietta Car

    KELLER WILLIAMS SUBURBAN TAMPA

    (941) 732-8949

    817 Bayport Way Unit 817, Longboat Key, FL 34228
  • /2

    $1,000,000 Sold Aug 18, 2025

    • 2,100 Sq Ft
    • $476/SF
    • 155 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 1985

    1211 Gulf of Mexico Dr Unit 701, Longboat Key, FL 34228

    One or more photo(s) has been virtually staged. Welcome to a blank canvas for your beachfront dream home in this 7th-floor corner residence at Promenade on Longboat Key, where sophisticated design meets expansive, breathtaking vistas. With 2 bedrooms plus a den that can easily transform back into a full 3rd bedroom, and 3 elegant baths, this home awaits your personal vision. Upon entering, walls

    Ryan Ackerman COLDWELL BANKER REALTY

    1211 Gulf of Mexico Dr Unit 701, Longboat Key, FL 34228
    • /48

      Est $2,195,021 Not Listed For Sale

      • 3 Beds
      • 3.5 Baths
      • 2,499 Sq Ft

      6957 Longboat Dr S, Longboat Key, FL 34228

      6957 Longboat Dr S, Longboat Key, FL 34228
  • /40

    $989,000

    • 4 Beds
    • 3 Baths
    • 2,106 Sq Ft

    608 Saint Judes Dr, Longboat Key, FL 34228

    A TRUE FLORIDA DREAM HOME! WALKING DISTANCE TO ONE OF FLORIDA'S MOST BEAUTIFUL BEACH! This 4 bedroom, 3 bath and 2 car garage home is newly renovated thoughout. Step through the door into the spacious open kitchen and living area that expands into a back additional living area large enough for lounging and a pool table. 4 bedrooms and 3 bathrooms offers ample space for family and friends. The

    Cassandra MacDonald TALL PINES REALTY

    608 Saint Judes Dr, Longboat Key, FL 34228
  • /11

    $20,000 per month

    • 2 Beds
    • 2 Baths
    • 1,560 Sq Ft
    • Condo for Rent

    601 Longboat Club Rd, Longboat Key, FL 34228

    Welcome to your serene escape in Longboat Key, Florida! This charming property offers an ideal location for those seeking a beachside lifestyle while still being close to essential amenities.Key property features include spacious bedrooms and bathrooms, providing ample space for relaxation and comfort. With several delightful restaurants nearby, you can easily enjoy the local cuisine.

    601 Longboat Club Rd, Longboat Key, FL 34228
  • /2

    $3,300,000 Sold Aug 14, 2025

    • 2,943 Sq Ft
    • $1,121/SF
    • 154 Days On Market
    • 4 Beds
    • 4 Baths
    • Built 1959

    4473 Gulf of Mexico Dr Unit 2, Longboat Key, FL 34228

    Nestled along the pristine shores of Longboat Key, this furnished, direct Gulf-front getaway offers an exceptional beachfront lifestyle and modern updates. With the beach in your backyard, this rare mid-Key offering captures breathtaking sunsets and mesmerizing water views from nearly every room. Thoughtfully updated, the nearly 3,000-square-foot, two-story residence features engineered wood

    Roger Pettingell COLDWELL BANKER REALTY

    4473 Gulf of Mexico Dr Unit 2, Longboat Key, FL 34228
    • /19

      Est $180,963 Not Listed For Sale

      • Studio
      • 1,200 Sq Ft

      2600 Harbourside Dr Unit H-06, Longboat Key, FL 34228

      2600 Harbourside Dr Unit H-06, Longboat Key, FL 34228
  • /33

    $510,000

    • 2 Beds
    • 1 Bath
    • 933 Sq Ft

    1935 Gulf of Mexico Dr Unit G7304, Longboat Key, FL 34228

    Experience the best of coastal living in this beautifully maintained 2-bedroom, 1-bathroom condominium, perfectly situated on the third floor of the desirable Seaside community on Longboat Key. Set within a secure, 24-hour guard-gated enclave, this charming residence offers both privacy and peace of mind. Step inside to discover a light and airy interior that was tastefully repainted in April

    Alie Espinoza EATON REALTY

    1935 Gulf of Mexico Dr Unit G7304, Longboat Key, FL 34228
  • /34

    $3,000 per month

    • 2 Beds
    • 2 Baths
    • 976 Sq Ft
    • Condo for Rent

    3802 Gulf of Mexico Dr Unit 105, Longboat Key, FL 34228

    2-bed, 2-bath seasonal or annual rental paradise on the stunning Longboat Key, where every amenity you could dream of is at your fingertips! Nestled in the fabulous Beach Harbor Club, this beach-to-bay community is packed with perks. Enjoy deeded beach access and the community’s private beach area, complete with grills, showers, and comfy beach chairs and lounges. Swim in the heated pool, paddle

    Dakota Magnus FLORIDA GALLERY REAL ESTATE

    3802 Gulf of Mexico Dr Unit 105, Longboat Key, FL 34228
  • /2

    $302,000 Sold Aug 13, 2025

    • 1,278 Sq Ft
    • $236/SF
    • 57 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1972

    565 Sutton Place, Longboat Key, FL 34228

    Escape to Paradise – Rarely Available Villa on Longboat Key. Welcome to your private coastal sanctuary in one of Longboat Key’s most sought-after Gulf-to-Bay communities. This rarely available 2bedroom, 2bath villa exudes the charm of a single family home with all the ease and convenience of maintenance-free living. Inside, be captivated by the bright, open layout where a thoughtfully designed

    Malihe Karimi MICHAEL SAUNDERS & COMPANY

    565 Sutton Place, Longboat Key, FL 34228
    • /14

      Est $226,360 Not Listed For Sale

      • Studio
      • 1,100 Sq Ft

      2600 Harbourside Dr Unit H-05, Longboat Key, FL 34228

      2600 Harbourside Dr Unit H-05, Longboat Key, FL 34228
  • /73

    $5,425,000

    • 3 Beds
    • 3.5 Baths
    • 4,733 Sq Ft

    585 Gunwale Ln, Longboat Key, FL 34228

    Welcome to 585 Gunwale Lane, a rare, full-bayfront offering in the desirable community of Country Club Shores on southern end of Longboat Key. On a .36-acre bayfront parcel with 117 feet on Sarasota Bay and 123 feet on a deepwater canal, this residence is a boater’s paradise. A newer seawall and 58-foot dock (2022) with a 24,000-pound boat lift assure easy access to Sarasota Bay and the Gulf of

    Peter G. Laughlin PREMIER SOTHEBY'S INTERNATIONAL REALTY

    585 Gunwale Ln, Longboat Key, FL 34228
  • /15

    $4,500 per month

    • 2 Beds
    • 2 Baths
    • 1,392 Sq Ft
    • Condo for Rent

    1055 Gulf of Mexico Dr Unit 603, Longboat Key, FL 34228

    Property Id: 2070073This is a rare Gulf-front contemporary penthouse available for sale at Beachplace on Longboat Key. It offers amazing views of the Gulf of Mexico from most rooms and has two balconies. Located on the southern end of Longboat Key, Beachplace is close to the water, providing a great waterfront lifestyle. The penthouse is beautifully renovated with the largest balcony for

    1055 Gulf of Mexico Dr Unit 603, Longboat Key, FL 34228
  • /2

    $1,420,000 Sold Aug 13, 2025

    • 2,410 Sq Ft
    • $589/SF
    • 104 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 1990

    455 Longboat Club Rd Unit 407, Longboat Key, FL 34228

    3 bedroom/3 bath condo on LBK with gulf views!! Welcome to The Pierre, nestled within the exclusive gated Longboat Key Club, offering coastal views of pristine coastline and sparkling gulf waters. This residence delivers the ultimate beachfront views and lifestyle, enhanced by wonderful amenities. Relax and unwind from everyday life in this 4th floor unit spanning 2,410 square feet of living

    Stacy Hanan MICHAEL SAUNDERS & COMPANY

    455 Longboat Club Rd Unit 407, Longboat Key, FL 34228
    • /58

      Est $1,141,990 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,314 Sq Ft

      4401 Gulf of Mexico Dr Unit 701, Longboat Key, FL 34228

      4401 Gulf of Mexico Dr Unit 701, Longboat Key, FL 34228
  • /32

    $1,880,000

    • 3 Beds
    • 2 Baths
    • 1,758 Sq Ft

    521 Wedge Ln, Longboat Key, FL 34228

    This home is Deep Sailboat Water at the South end of Longboat Key. Welcome home to 521 Wedge Ln, an extraordinary community and opportunity to own a renovated waterfront home in the highly sought-after Country Club Shores. Perfectly positioned on 105 feet of deep sailboat water with no bridge obstructions, this home provides direct access to Sarasota Bay, the Intracoastal Waterway, and the Gulf

    Judy Kepecz-Hays COLDWELL BANKER REALTY

    521 Wedge Ln, Longboat Key, FL 34228
  • /57

    $23,500 per month

    • 3 Beds
    • 3.5 Baths
    • 2,940 Sq Ft
    • Condo for Rent

    1511 Gulf of Mexico Dr Unit 201, Longboat Key, FL 34228

    South Longboat Key 3 bed, 3 1/2 bath DIRECT Beachfront 3-month rental now available for this immediate 2026 season anytime between end of December through May '26! (can be moderately longer or shorter) Rare opportunity for a 3 bedroom 3 1⁄2 bath + den Longboat Key direct beachfront rental for the height of season 2026! This 2940 +/- sq ft unit is situated on the south side of this building which

    Carol Aviles MICHAEL SAUNDERS & COMPANY

    1511 Gulf of Mexico Dr Unit 201, Longboat Key, FL 34228
  • /2

    $4,225,000 Sold Aug 12, 2025

    • 3,925 Sq Ft
    • $1,076/SF
    • 71 Days On Market
    • 4 Beds
    • 4.5 Baths
    • Built 2019

    581 Kingfisher Ln, Longboat Key, FL 34228

    Discover unparalleled luxury and design at 581 Kingfisher Lane, a 2019 masterpiece by Ross Built Construction, this like-new, move-in-ready home is ideally located in Longboat Key Estates, offering direct access to Sarasota Bay and just seven homes from the pristine Gulf beaches. This home combines the best of coastal beauty, modern design, and convenience, offering a perfect retreat for those

    Rich Polese COMPASS FLORIDA LLC

    581 Kingfisher Ln, Longboat Key, FL 34228
    • /66

      Est $3,250,157 Not Listed For Sale

      • 3 Beds
      • 4.5 Baths
      • 3,687 Sq Ft

      3521 Bayou Pointe, Longboat Key, FL 34228

      3521 Bayou Pointe, Longboat Key, FL 34228
  • /58

    $1,065,000 Open Sun 1PM - 4PM

    • 2 Beds
    • 2 Baths
    • 1,170 Sq Ft

    7105 Gulf of Mexico Dr Unit 21, Longboat Key, FL 34228

    Charming Gulf side 2 bedroom 2 bath condo with bonus room in the serene community of Long beach on the north end of Longboat Key. Stroll the nearly 3 acres of gulf front/beach property and enjoy...or take a dip in the heated pool, play tennis or relax on the enclosed balcony. This elevated condo has been updated and is being sold turnkey furnished for instant enjoyment or an Instant-Income

    Diana Kryszak MICHAEL SAUNDERS & COMPANY

    7105 Gulf of Mexico Dr Unit 21, Longboat Key, FL 34228
  • /57

    $4,250 per month

    • 3 Beds
    • 2.5 Baths
    • 2,394 Sq Ft
    • Condo for Rent

    350 Gulf of Mexico Dr Unit 211, Longboat Key, FL 34228

    Annual rental available at the beautiful Tangerine Club on Longboat Key! Discover your dream home at Tangerine Bay Club on the serene and convenient south end of Longboat Key. This meticulously maintained 2,400-square-foot end-unit residence boasts breathtaking views of Sarasota Bay. Ideally just steps from Dry Dock Marina and Restaurant, and a short drive to Publix, shopping, dining, St. Armands

    Alex Lane PREMIER SOTHEBY'S INTERNATIONAL REALTY

    350 Gulf of Mexico Dr Unit 211, Longboat Key, FL 34228
  • /2

    $290,000 Sold Aug 08, 2025

    • 1,031 Sq Ft
    • $281/SF
    • 5 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1970

    3806 Gulf of Mexico Dr Unit C205, Longboat Key, FL 34228

    Island Gulf to Bay Condo for Sale - Your Paradise Awaits! Wake up to a breathtaking walk on your own deed beach or get to the dock and take off early! This island beachfront condo is a rare opportunity to own a slice of paradise. This beautifully maintained unit offers deeded beach access, sweeping water views, heated oversize swimming pool, fitness center, private boat docking, community

    Kay Winefordner BAY VISION REALTY INC

    3806 Gulf of Mexico Dr Unit C205, Longboat Key, FL 34228
    • /60

      Est $1,549,934 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,513 Sq Ft

      2425 Gulf of Mexico Dr Unit 13A, Longboat Key, FL 34228

      2425 Gulf of Mexico Dr Unit 13A, Longboat Key, FL 34228
  • /88

    $1,750,000

    • 4 Beds
    • 4 Baths
    • 2,900 Sq Ft

    370 Gulf of Mexico Dr Unit 432, Longboat Key, FL 34228

    PENTHOUSE. Delight in scenic views of Sarasota Bay in this custom-designed, rare 4 bedroom, 4.5 bathroom in the gated resort-style Tangerine Bay community on the southernmost tip of Longboat Key. The residence is only minutes from St. Armand's Circle, across the street from the Longboat Key Club, and a short driving distance to the Bay Isles Beach Club and vibrant downtown Sarasota. Filled with

    Steve and Janet Walter MICHAEL SAUNDERS & COMPANY

    370 Gulf of Mexico Dr Unit 432, Longboat Key, FL 34228
  • /28

    $4,500 per month

    • 2 Beds
    • 2 Baths
    • 1,168 Sq Ft
    • Condo for Rent

    4420 Exeter Dr Unit 208, Longboat Key, FL 34228

    2025 WINTER RENTAL- Available Oct 1, 2025- May 24, 2026. Talk about the perfect beach place. Intercoastal view and private easy access to the beach with a private beach house! Longboat Harbour Condominium Association has tennis courts, a fitness center, Kayak launching pads, docks, fishing areas, many pools, private access to the beach on the Gulf of Mexico. Marina slips MAY be available so you

    Armando Gonzalez AG REALTY SERVICES LLC

    4420 Exeter Dr Unit 208, Longboat Key, FL 34228
  • /2

    $3,170,000 Sold Aug 08, 2025

    • 3,254 Sq Ft
    • $974/SF
    • 140 Days On Market
    • 4 Beds
    • 4.5 Baths
    • Built 2005

    689 Lands End Dr, Longboat Key, FL 34228

    Welcome to 689 Lands End, where bespoke design seamlessly blends with the finest in Florida living. This elevated pool home is nestled on a stunning canal, offering quick access to open water. Start your day with a peaceful cup of coffee on the covered front porch or bask in the sun as you enjoy the serene surroundings. As the day unfolds, move the celebration indoors or gather with family under

    Matthew Voss PREFERRED SHORE LLC

    689 Lands End Dr, Longboat Key, FL 34228
    • /50

      Est $1,545,138 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,470 Sq Ft

      2425 Gulf of Mexico Dr Unit 11E, Longboat Key, FL 34228

      2425 Gulf of Mexico Dr Unit 11E, Longboat Key, FL 34228

Showing Results 81 - 120, Page 3 of 18

How to Buy a Home How to Finance a Home How to Sell a Home