10,810

Homes in ZIP Code 34228

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  • /49

    $1,800,000

    $200K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 3,383 Sq Ft

    2450 Harbourside Dr Unit 234, Longboat Key, FL 34228

    Welcome to Marina Bay, one of the most coveted condominium residences within the guard-gated Bay Isles community on Longboat Key. This expansive three-bedroom, three-bath residence offers 3,383 square feet of light-filled living space and exceptional privacy, sharing the floor with only one other residence. Enjoy sweeping panoramic views of Sarasota Bay and downtown Sarasota from the oversized

    Agent Photo

    Beverly St Hilaire

    MICHAEL SAUNDERS & COMPANY

    2450 Harbourside Dr Unit 234, 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

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

    $655,000

    Sold Dec 10, 2025

    560 Cedar St, Longboat Key, FL 34228

    • 3 Beds
    • 3 Baths
    • 1,824 Sq Ft
    • Built 1970

    Last Sold Summary

    • 12% Below List Price
    • $359/SF
    • 64 Days On Market

    Current Estimated Value $940,537

    Last Listing Agent Lauren Hofing THE KEYES COMPANY - SARASOTA

    560 Cedar St, Longboat Key, FL 34228
    • /2

      Est $359,032

      Not Listed For Sale

      655 Spanish Way, Longboat Key, FL 34228

      • 2 Beds
      • 2 Baths
      • 1,241 Sq Ft
      • Built 1968
      655 Spanish Way, Longboat Key, FL 34228

      Last Sold Summary

      • 74 Days On Market

      Last Listing Agent Kimberly Freiwald PREMIER SOTHEBY'S INTERNATIONAL REALTY

  • /88

    $1,899,000

    • 4 Beds
    • 2.5 Baths
    • 3,009 Sq Ft

    3040 Gulf of Mexico Dr Unit 3, Longboat Key, FL 34228

    Welcome to island living on Longboat Key, one of Sarasota's premier barrier island destinations. In Triton Cove, this coastal residence offers direct Gulf Beach access across the street and a lifestyle designed for boating, seasonal use or year-round living along Florida's Gulf Coast. Enjoy nightly sunsets along Gulf of Mexico Drive or experience world-class dining and shopping on nearby St.

    Agent Photo

    Frank Lambert

    PREMIER SOTHEBY'S INTERNATIONAL REALTY

    3040 Gulf of Mexico Dr Unit 3, Longboat Key, FL 34228
  • /20

    $4,500

    Total Monthly Price

    • 2 Beds
    • 1.5 Baths
    • 871 Sq Ft
    • Condo for Rent

    779 St Judes Dr N Unit SI FL2-ID1604522P, Longboat Key, FL 34228

    The advertised rate of $4,500/month is the lowest available price, based on a 30 day(s) stay with a move-in date of October 2, 2026. Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be

    779 St Judes Dr N Unit SI FL2-ID1604522P, Longboat Key, FL 34228
  • /2

    $4,750,000

    Sold May 06, 2026

    4127 Gulf of Mexico Dr Unit N101, Longboat Key, FL 34228

    • 3 Beds
    • 3.5 Baths
    • 3,582 Sq Ft
    • Built 2007

    Last Sold Summary

    • 5% Below List Price
    • $1,326/SF
    • 58 Days On Market

    Current Estimated Value $4,670,650

    Last Listing Agent Sue Wolverton DOUGLAS ELLIMAN

    4127 Gulf of Mexico Dr Unit N101, Longboat Key, FL 34228
    • /2

      Est $1,751,149

      Not Listed For Sale

      2065 Harbour Links Dr Unit 5, Longboat Key, FL 34228

      • 3 Beds
      • 3.5 Baths
      • 2,865 Sq Ft
      • Built 2001
      2065 Harbour Links Dr Unit 5, Longboat Key, FL 34228

      Last Sold Summary

      • 159 Days On Market

      Last Listing Agent Bruce Myer COLDWELL BANKER REALTY

  • /88

    $479,000

    • 2 Beds
    • 2 Baths
    • 1,072 Sq Ft

    4340 Falmouth Dr Unit 204, Longboat Key, FL 34228

    Welcome to Longboat Harbour D-204, a beautifully maintained second-floor condominium in one of Longboat Key's most desirable gated waterfront communities. Ideally located in Building D—the closest building to the community's private Gulf beach access—this residence offers umatched convenience to the beach pavilion, showers, restrooms, and private beach lockers. Inside, you'll find a bright and

    Agent Photo

    Jonna Humphries

    WAGNER REALTY

    4340 Falmouth Dr Unit 204, Longboat Key, FL 34228
  • /60

    $6,000 Per Month

    • 2 Beds
    • 2 Baths
    • 1,456 Sq Ft
    • Condo for Rent

    805 Bayport Way Unit 805, Longboat Key, FL 34228

    Pleasantly perfect! This spacious well appointed 2 bedroom, 2 bathroom condo is fully furnished, so just bring your beach gear and move right in. Bayport Beach and Tennis Club offers a wonderful pristine private beach exclusive for your enjoyment, with Intracoastal Bay Access. Tim Seibert, designer of Bayport, sought to create private villas surrounded by lush landscaped tropical gardens, and he

    Agent Photo

    Antonietta Car

    KELLER WILLIAMS SUBURBAN TAMPA

    805 Bayport Way Unit 805, Longboat Key, FL 34228
  • /2

    $475,000

    Sold Jun 26, 2026

    6750 Gulf of Mexico Dr Unit 163, Longboat Key, FL 34228

    • 2 Beds
    • 2 Baths
    • 1,449 Sq Ft
    • Built 1970

    Last Sold Summary

    • 5% Below List Price
    • $328/SF
    • 94 Days On Market

    Current Estimated Value $477,630

    Last Listing Agent Karen Whitaker PREMIER SOTHEBY'S INTERNATIONAL REALTY

    6750 Gulf of Mexico Dr Unit 163, Longboat Key, FL 34228
    • /57

      Est $3,709,791

      Not Listed For Sale

      6941 Bayside Dr, Longboat Key, FL 34228

      • 4 Beds
      • 3.5 Baths
      • 3,272 Sq Ft
      • Built 2023
      6941 Bayside Dr, Longboat Key, FL 34228

      Last Sold Summary

      • 123 Days On Market

      Last Listing Agent Kate Enis FINE PROPERTIES

  • /86

    $640,000

    $109K PRICE DROP Under Contract
    • 2 Beds
    • 2 Baths
    • 1,316 Sq Ft

    4350 Chatham Dr Unit 208, Longboat Key, FL 34228

    Under contract-accepting backup offers. Virtually Staged. NEW PRICE IMPROVEMENT! REDUCED $35,000!NEWLY REMODELED • COASTAL LUXURY RESIDENCE Longboat Harbour • Building E #208 | Corner End Unit • Bay & Harbour Views. CLOSEST BUILDING TO A SHORT WALK ACCROSS THE STREET WITH A PRIVATE DEEDED GULF BEACH ACCESS WITH PAVILION, RESTROOMS AND SHOWERSTOTALLY REMODELED FROM FLOOR TO CEILING

    Agent Photo

    Billie Chipain

    COLDWELL BANKER REALTY

    4350 Chatham Dr Unit 208, Longboat Key, FL 34228
  • /20

    $5,212

    Total Monthly Price

    • 2 Beds
    • 2 Baths
    • 1,388 Sq Ft
    • Condo for Rent

    1109 Gulf of Mexico Dr Unit SI ID1591491P, Longboat Key, FL 34228

    The advertised rate of $5,213/month is the lowest available price, based on a 1 month(s) stay with a move-in date of November 1, 2026. Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be

    1109 Gulf of Mexico Dr Unit SI ID1591491P, Longboat Key, FL 34228
  • /2

    $549,000

    Sold Feb 05, 2026

    2045 Gulf of Mexico Dr Unit M1410, Longboat Key, FL 34228

    • 2 Beds
    • 2 Baths
    • 928 Sq Ft
    • Built 1974

    Last Sold Summary

    • $592/SF
    • 0 Days On Market

    Current Estimated Value $560,246

    Last Listing Agent Michael Renick MANGROVE REALTY ASSOCIATES

    2045 Gulf of Mexico Dr Unit M1410, Longboat Key, FL 34228
    • /30

      Est $522,868

      Not Listed For Sale

      225 Sands Point Rd Unit 6105, Longboat Key, FL 34228

      • 1 Bed
      • 1 Bath
      • 642 Sq Ft
      • Built 1983
      225 Sands Point Rd Unit 6105, Longboat Key, FL 34228

      Last Sold Summary

      • 199 Days On Market

      Last Listing Agent Roger Pettingell COLDWELL BANKER REALTY

  • /48

    $880,000

    $25K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,505 Sq Ft

    3240 Gulf of Mexico Dr Unit B402, Longboat Key, FL 34228

    TURNKEY Furnished Portobello condo with Deeded Beach Access! TWO Balconies with Sunsets AND Sunrises included! Enjoy Beach and Bayou water access! Rarely available end unit with two balconies and lots of privacy and natural lighting. The front open balcony has unobstructed Gulf views whilst the rear balcony is glassed in with sliders/screens and faces the Bayou. This 4th Floor condo has elevator

    Agent Photo

    Monica DeSomma

    PREFERRED SHORE LLC

    3240 Gulf of Mexico Dr Unit B402, Longboat Key, FL 34228
  • /68

    $6,000 Per Month

    • 2 Beds
    • 2 Baths
    • 1,260 Sq Ft
    • Condo for Rent

    720 Bayport Way Unit 720, Longboat Key, FL 34228

    Bright and Spacious! This lovely 2 bedroom, 2 bathroom furnished condominium is nestled comfortably in a lush tropical setting with a spacious eat-in kitchen that is open to the living area. Elegantly furnished in a natural color pallet. The master suite is tastefully decorated, with a built in vanity, double sinks and his and her closets. It also features a small alcove with a desk with access

    Agent Photo

    Antonietta Car

    KELLER WILLIAMS SUBURBAN TAMPA

    720 Bayport Way Unit 720, Longboat Key, FL 34228
  • /2

    $724,000

    Sold Jul 20, 2026

    2020 Harbourside Dr Unit 457, Longboat Key, FL 34228

    • 2 Beds
    • 2 Baths
    • 1,442 Sq Ft
    • Built 1984

    Last Sold Summary

    • $502/SF
    • 2 Days On Market

    Current Estimated Value $725,063

    Last Listing Agent Bruce Myer COLDWELL BANKER REALTY

    2020 Harbourside Dr Unit 457, Longboat Key, FL 34228
    • /25

      Est $967,476

      Not Listed For Sale

      230 Sands Point Rd Unit 3503, Longboat Key, FL 34228

      • 1 Bed
      • 1 Bath
      • 634 Sq Ft
      • Built 1982
      230 Sands Point Rd Unit 3503, Longboat Key, FL 34228

      Last Sold Summary

      • 22 Days On Market

      Last Listing Agent Richard Perlman MICHAEL SAUNDERS & COMPANY

  • /51

    $689,000

    $11K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,260 Sq Ft

    3240 Gulf of Mexico Dr Unit B504, Longboat Key, FL 34228

    Welcome to Portobello, a Gulf to Bay community on mid Longboat Key where residents enjoy their own private beach access just across the street and a bayside dock right outside the door. This beautifully remodeled, turnkey furnished fifth floor condo overlooks the quiet waters of Cranes Bayou, positioned to catch soft morning light while the terrace stays comfortably shaded through the afternoon.

    Agent Photo

    Toni Zarghami

    KW COASTAL LIVING III

    3240 Gulf of Mexico Dr Unit B504, Longboat Key, FL 34228
  • /20

    $5,696

    Total Monthly Price

    • 1 Bed
    • 2 Baths
    • 1,076 Sq Ft
    • Condo for Rent

    6701 Gulf of Mexico Dr Unit SI ID1591482P, Longboat Key, FL 34228

    The advertised rate of $5,696/month is the lowest available price, based on a 1 month(s) stay with a move-in date of September 19, 2026. Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can

    6701 Gulf of Mexico Dr Unit SI ID1591482P, Longboat Key, FL 34228
  • /2

    $1,600,625

    Sold Jul 28, 2026

    2425 Gulf of Mexico Dr Unit 14E, Longboat Key, FL 34228

    • 2 Beds
    • 2 Baths
    • 1,470 Sq Ft
    • Built 1973

    Last Sold Summary

    • 6% Below List Price
    • $1,089/SF
    • 98 Days On Market

    Current Estimated Value $1,599,203

    Last Listing Agent Robert Delaney MICHAEL SAUNDERS & COMPANY

    2425 Gulf of Mexico Dr Unit 14E, Longboat Key, FL 34228
    • /56

      Est $899,869

      Not Listed For Sale

      4311 Gulf of Mexico Dr Unit 304, Longboat Key, FL 34228

      • 2 Beds
      • 2 Baths
      • 1,239 Sq Ft
      • Built 1977
      4311 Gulf of Mexico Dr Unit 304, Longboat Key, FL 34228

      Last Sold Summary

      • 7 Days On Market

      Last Listing Agent Tiffany Nisbet RE/MAX ALLIANCE GROUP

  • /52

    $499,000

    • 2 Beds
    • 2 Baths
    • 1,072 Sq Ft

    4370 Chatham Dr Unit 304, Longboat Key, FL 34228

    Experience the best of Bay-to-Gulf living in this beautifully furnished condominium located on the top-floor in Building G at Longboat Harbour. Featuring 2 bedrooms and 2 bathrooms, this move-in-ready residence offers peaceful canal views, thoughtful updates, and exclusive access to a private, gated beach club on the Longboat Key Gulf Beach, just steps away. Building G also offers a special

    Agent Photo

    Kevin Tai

    PREFERRED SHORE LLC

    4370 Chatham Dr Unit 304, Longboat Key, FL 34228
  • /57

    $10,000 Per Month

    • 2 Beds
    • 2 Baths
    • 1,456 Sq Ft
    • Condo for Rent

    519 Bayport Way Unit 519, Longboat Key, FL 34228

    Seasonal rental in Bayport Beach and Tennis Club which is a beautiful, established, award-winning, amenity-rich community with immediate access to a peaceful private beach that continues in both directions for miles along the Gulf of Mexico shore. The complex includes a large pool surrounded by flowering trees, four immaculately maintained clay tennis courts, fitness center, a large clubhouse,

    Agent Photo

    Antonietta Car

    KELLER WILLIAMS SUBURBAN TAMPA

    519 Bayport Way Unit 519, Longboat Key, FL 34228
  • /2

    $675,000

    Sold May 15, 2026

    4805 Gulf of Mexico Dr Unit 103, Longboat Key, FL 34228

    • 2 Beds
    • 2 Baths
    • 1,393 Sq Ft
    • Built 1970

    Last Sold Summary

    • 21% Below List Price
    • $485/SF
    • 80 Days On Market

    Current Estimated Value $673,096

    Last Listing Agent Malihe Karimi MICHAEL SAUNDERS & COMPANY

    4805 Gulf of Mexico Dr Unit 103, Longboat Key, FL 34228
    • /2

      Not Listed For Sale

      74 Twin Shores Blvd, Longboat Key, FL 34228

      • 2 Beds
      • 2 Baths
      • 960 Sq Ft
      • Built 1974
      74 Twin Shores Blvd, Longboat Key, FL 34228

      Last Sold Summary

      • 62 Days On Market

      Last Listing Agent Garrett Sedlacek KELLER WILLIAMS ON THE WATER S

  • /42

    $499,000

    $200K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,152 Sq Ft

    4420 Exeter Dr Unit 303, Longboat Key, FL 34228

    Enjoy tranquil, unobstructed Sarasota Bay views from this top-floor, two-bedroom, two-bath partially furnished residence in the desirable Longboat Harbour community. Fresh paint and updated lighting in some areas of the home enhance the bright, inviting interior, while comfortable living spaces offer peaceful water views from most rooms. The kitchen features stainless steel appliances, the hall

    Agent Photo

    Jerry Gemmecke

    SMITH & ASSOCIATES REAL ESTATE

    4420 Exeter Dr Unit 303, Longboat Key, FL 34228
  • /20

    $6,345

    Total Monthly Price

    • 3 Beds
    • 2 Baths
    • 2,131 Sq Ft
    • Condo for Rent

    320 N Shore Rd Unit SI ID1591451P, Longboat Key, FL 34228

    The advertised rate of $6,345/month is the lowest available price, based on a 30 day(s) stay with a move-in date of October 4, 2026. Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be

    320 N Shore Rd Unit SI ID1591451P, Longboat Key, FL 34228
  • /2

    $1,075,000

    Sold Oct 16, 2025

    240 Sands Point Rd Unit 4403, Longboat Key, FL 34228

    • 1 Bed
    • 1 Bath
    • 626 Sq Ft
    • Built 1982

    Last Sold Summary

    • 1% Below List Price
    • $1,717/SF
    • 2 Days On Market

    Current Estimated Value $1,077,778

    Last Listing Agent Ian Addy, PA MICHAEL SAUNDERS & COMPANY

    240 Sands Point Rd Unit 4403, Longboat Key, FL 34228
    • /2

      Est $3,741,416

      Not Listed For Sale

      3480 Bayou Sound, Longboat Key, FL 34228

      • 5 Beds
      • 4.5 Baths
      • 3,926 Sq Ft
      • Built 2024
      3480 Bayou Sound, Longboat Key, FL 34228

      Last Sold Summary

      • 57 Days On Market

      Last Listing Agent Nicholle McKiernan COLDWELL BANKER REALTY

  • /36

    $625,000

    • 2 Beds
    • 2 Baths
    • 1,296 Sq Ft

    2301 Gulf of Mexico Dr Unit 44, Longboat Key, FL 34228

    Simply magnificent! This beautifully renovated residence offers the perfect blend of sophisticated design, comfort, and effortless coastal living. Thoughtfully updated with designer finishes throughout, this move-in-ready home features an open, light-filled floor plan highlighted by floor-to-ceiling windows and a spectacular 38-foot covered terrace overlooking lush tropical gardens. Accessible

    Agent Photo

    Judy Kepecz-Hays

    COLDWELL BANKER REALTY

    2301 Gulf of Mexico Dr Unit 44, Longboat Key, FL 34228
  • /54

    $6,000 Per Month

    • 2 Beds
    • 2 Baths
    • 1,260 Sq Ft
    • Condo for Rent

    517 Bayport Way Unit 517, Longboat Key, FL 34228

    Gorgeous Inside! Furnished Rental at the exceptional Bayport Beach and Tennis Club. Single story end unit with private entrance. Very Private screened lanai and patio area. Amenities abound at this beautifully landscaped Beach and Tennis Club. Four professional quality Hart-Tru Clay Courts with ball machine, Junior Olympic (heated) swimming pool, ping pong table, bocce ball court, fitness center

    Agent Photo

    Antonietta Car

    KELLER WILLIAMS SUBURBAN TAMPA

    517 Bayport Way Unit 517, Longboat Key, FL 34228
  • /2

    $583,950

    Sold Apr 01, 2026

    1935 Gulf of Mexico Dr Unit G7402, Longboat Key, FL 34228

    • 2 Beds
    • 2 Baths
    • 1,068 Sq Ft
    • Built 1979

    Last Sold Summary

    • 10% Below List Price
    • $547/SF
    • 137 Days On Market

    Current Estimated Value $590,615

    Last Listing Agent Rita Pogany PREMIER SOTHEBY'S INTERNATIONAL REALTY

    1935 Gulf of Mexico Dr Unit G7402, Longboat Key, FL 34228
    • /2

      Est $403,497

      Not Listed For Sale

      2600 Harbourside Dr Unit B-10, Longboat Key, FL 34228

      • Studio
      • Built 1983
      2600 Harbourside Dr Unit B-10, Longboat Key, FL 34228

      Last Sold Summary

      • 6 Days On Market

      Last Listing Agent Jennifer Wilson LBRE LLC

  • /89

    $949,000

    $26K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,409 Sq Ft

    1000 Longboat Club Rd Unit 403, Longboat Key, FL 34228

    Experience refined coastal living behind the gates of the Longboat Key Club at Privateer South — a serene waterfront retreat where the Gulf sets the rhythm of each day. This exclusive Longboat Key enclave blends timeless Old Florida charm with resort-style amenities. Residents enjoy access to the Longboat Key Club’s championship golf, tennis, deep-water marina, fine dining, and private beach

    Agent Photo

    Judy Kepecz-Hays

    COLDWELL BANKER REALTY

    1000 Longboat Club Rd Unit 403, Longboat Key, FL 34228
  • /20

    $4,428

    Total Monthly Price

    • 3 Beds
    • 2 Baths
    • 1,582 Sq Ft
    • Condo for Rent

    6997 Longboat Dr S Unit SI ID1591477P, Longboat Key, FL 34228

    The advertised rate of $4,428/month is the lowest available price, based on a 30 day(s) stay with a move-in date of August 13, 2027. Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be

    6997 Longboat Dr S Unit SI ID1591477P, Longboat Key, FL 34228
  • /2

    $1,387,500

    Sold May 08, 2026

    2525 Gulf of Mexico Dr Unit 6B, Longboat Key, FL 34228

    • 2 Beds
    • 2 Baths
    • 1,491 Sq Ft
    • Built 1972

    Last Sold Summary

    • 13% Below List Price
    • $931/SF
    • 112 Days On Market

    Current Estimated Value $1,391,744

    Last Listing Agent Nancy Endara PREMIER SOTHEBY'S INTERNATIONAL REALTY

    2525 Gulf of Mexico Dr Unit 6B, Longboat Key, FL 34228
    • /33

      Not Listed For Sale

      3710 Gulf of Mexico Dr Unit D14, Longboat Key, FL 34228

      • 2 Beds
      • 1 Bath
      • 660 Sq Ft
      • Built 1988
      3710 Gulf of Mexico Dr Unit D14, Longboat Key, FL 34228

      Last Sold Summary

      • 248 Days On Market

      Last Listing Agent Michael Sexton SAFE LIST REALTY, LLC

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