11,645

Longboat Key, FL Homes

Section Image
    • /2

      Est $1,081,674

      Not Listed For Sale

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

      • 2 Beds
      • 2 Baths
      • 1,409 Sq Ft
      • Built 1974
      1050 Longboat Club Rd Unit 704, Longboat Key, FL 34228

      Last Sold Summary

      • 31 Days On Market

  • /48

    $995,000

    Pending
    • 3 Beds
    • 3.5 Baths
    • 2,143 Sq Ft

    3030 Grand Bay Blvd Unit 312, Longboat Key, FL 34228

    Under contract-accepting backup offers. Located in the Grand Bay community on Longboat Key, this spacious 3BR residence offers stunning views and desirable extras, including 2 conveniently located parking spaces. The pet friendly community allows up to 2 large dogs. The home features luxury vinyl flooring and neutral tones throughout, with floor-to-ceiling windows and plantation shutters that let

    Bruce Myer COLDWELL BANKER REALTY

    3030 Grand Bay Blvd Unit 312, Longboat Key, FL 34228
  • /2

    $290,000

    Sold Jun 25, 2026

    4360 Chatham Dr Unit 305, Longboat Key, FL 34228

    • 1 Bed
    • 1 Bath
    • 747 Sq Ft
    • Built 1969

    Last Sold Summary

    • 14% Below List Price
    • $388/SF
    • 134 Days On Market

    Current Estimated Value $330,618

    Last Listing Agent Malihe Karimi MICHAEL SAUNDERS & COMPANY

    4360 Chatham Dr Unit 305, Longboat Key, FL 34228
    • /2

      Est $987,503

      Not Listed For Sale

      1050 Longboat Club Rd Unit 305, Longboat Key, FL 34228

      • 2 Beds
      • 2 Baths
      • 1,290 Sq Ft
      • Built 1974
      1050 Longboat Club Rd Unit 305, Longboat Key, FL 34228

      Last Sold Summary

      • 2 Days On Market

  • /59

    $1,625,000

    Open Thu 12PM - 3PM
    • 2 Beds
    • 2 Baths
    • 2,236 Sq Ft

    791 Broadway St, Longboat Key, FL 34228

    Welcome home to 791 Broadway, nestled in the heart of historic Longbeach Village on the North end of prestigious Longboat Key. This elevated island-style residence offers the perfect blend of coastal charm, comfort, and relaxed island living. Thoughtfully designed across multiple levels including a large 11x30 third floor FLEX SPACE that could easily be converted into a 3RD BEDROOM. This home

    Matthew Voss PREFERRED SHORE LLC

    791 Broadway St, Longboat Key, FL 34228
  • /2

    $1,250,000

    Sold Jan 27, 2026

    1925 Gulf of Mexico Dr Unit G8201, Longboat Key, FL 34228

    • 3 Beds
    • 2 Baths
    • 1,492 Sq Ft
    • Built 1978

    Last Sold Summary

    • $838/SF

    Current Estimated Value $1,229,834

    Last Listing Agent Stellar Non-Member Agent STELLAR NON-MEMBER OFFICE

    1925 Gulf of Mexico Dr Unit G8201, Longboat Key, FL 34228
    • /2

      Est $1,014,290

      Not Listed For Sale

      1000 Longboat Club Rd Unit 706, Longboat Key, FL 34228

      • 2 Beds
      • 2 Baths
      • 1,409 Sq Ft
      • Built 1972
      1000 Longboat Club Rd Unit 706, Longboat Key, FL 34228

      Last Sold Summary

      • 58 Days On Market

  • /30

    $675,000

    $115K PRICE DROP
    • 1 Bed
    • 1 Bath
    • 642 Sq Ft

    225 Sands Point Rd Unit 6201, Longboat Key, FL 34228

    Tropical elegance awaits in this thoughtfully updated Junior Suite, which pairs tranquil lagoon views with strong rental potential through the established hotel program. Impact-rated sliding glass doors lead to a private, open terrace with a glass railing, allowing the lush, tropical setting to remain the focal point while inviting the outdoors in. Inside, the residence feels airy and welcoming

    Bruce Myer COLDWELL BANKER REALTY

    225 Sands Point Rd Unit 6201, Longboat Key, FL 34228
  • /2

    $1,050,000

    Sold Jun 18, 2026

    240 Sands Point Rd Unit 4206, Longboat Key, FL 34228

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

    Last Sold Summary

    • 6% Below List Price
    • $1,641/SF
    • 230 Days On Market

    Last Listing Agent Jackie Kleppinger PREMIER SOTHEBY'S INTERNATIONAL REALTY

    240 Sands Point Rd Unit 4206, Longboat Key, FL 34228
    • /47

      Est $963,392

      Not Listed For Sale

      1000 Longboat Club Rd Unit 604, Longboat Key, FL 34228

      • 2 Beds
      • 2 Baths
      • 1,409 Sq Ft
      • Built 1972
      1000 Longboat Club Rd Unit 604, Longboat Key, FL 34228

      Last Sold Summary

      • 56 Days On Market

  • /34

    $1,879,000

    • 2 Beds
    • 2.5 Baths
    • 2,550 Sq Ft

    3010 Grand Bay Blvd Unit 493, Longboat Key, FL 34228

    One or more photo(s) has been virtually staged. Perched just one floor below the penthouse in the sought-after Grand Bay IV community on Longboat Key, this 2,550-sq.-ft. Cayman floor plan offers an exceptional opportunity to enjoy the Grand Bay lifestyle immediately—while still allowing a future owner to complete their personal renovation plans once the building’s elevator modernization is

    Ryan Ackerman COLDWELL BANKER REALTY

    3010 Grand Bay Blvd Unit 493, Longboat Key, FL 34228
  • /2

    $700,000

    Sold Apr 03, 2026

    1975 Gulf of Mexico Dr Unit G4309, Longboat Key, FL 34228

    • 2 Beds
    • 2 Baths
    • 933 Sq Ft
    • Built 1977

    Last Sold Summary

    • 7% Below List Price
    • $750/SF
    • 69 Days On Market

    Current Estimated Value $709,543

    Last Listing Agent Harold Kaufman PREFERRED SHORE LLC

    1975 Gulf of Mexico Dr Unit G4309, Longboat Key, FL 34228
    • /2

      Est $1,058,959

      Not Listed For Sale

      1000 Longboat Club Rd Unit 603, Longboat Key, FL 34228

      • 2 Beds
      • 2 Baths
      • 1,409 Sq Ft
      • Built 1972
      1000 Longboat Club Rd Unit 603, Longboat Key, FL 34228

      Last Sold Summary

      • 91 Days On Market

  • /43

    $1,090,000

    • 2 Beds
    • 2 Baths
    • 1,384 Sq Ft

    726 Jungle Queen Way, Longboat Key, FL 34228

    Coastal Living Perfected on Longboat Key Discover the ultimate island retreat at 726 Jungle Queen Way, a beautifully reimagined 2-bedroom, 2-bath waterfront home where modern comfort meets timeless Florida charm. Tucked away on a peaceful canal just steps from the Gulf of Mexico, this residence offers the rare privilege of deeded beach access, 125ft canal frontage, and a resort-style saltwater

    Steve and Janet Walter MICHAEL SAUNDERS & COMPANY

    726 Jungle Queen Way, Longboat Key, FL 34228
  • /2

    $1,425,000

    Sold Jun 17, 2026

    1241 Gulf of Mexico Dr Unit 207, Longboat Key, FL 34228

    • 2 Beds
    • 4 Baths
    • 2,965 Sq Ft
    • Built 1996

    Last Sold Summary

    • 25% Below List Price
    • $481/SF
    • 58 Days On Market

    Current Estimated Value $1,573,154

    Last Listing Agent Lisa O'Hara ROSEBAY INTERNATIONAL REALTY, INC

    1241 Gulf of Mexico Dr Unit 207, Longboat Key, FL 34228
    • /94

      Est $8,482,559

      Not Listed For Sale

      620 Yardarm Ln, Longboat Key, FL 34228

      • 5 Beds
      • 7 Baths
      • 7,278 Sq Ft
      • Built 2016
      620 Yardarm Ln, Longboat Key, FL 34228

      Last Sold Summary

      • 0 Days On Market

  • /53

    $1,420,000

    $75K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 2,880 Sq Ft

    515 Forest Way, Longboat Key, FL 34228

    NEW PRICE, AMAZING OPPORTUNITY!!! Experience the ultimate island lifestyle in this masterfully renovated 2,880 sqft, 4 Bed/3 Bath "lock-and-leave" condo at Cedars Tennis Resort and Club. Elevated sanctuary on the tranquil north end of Longboat Key. Offering the expansive feel of a single-family residence with the effortless "lock-and-leave" ease of being in the beautiful condo community of Cedars

    Jesse Griffin CENTURY 21 BEGGINS ENTERPRISES

    515 Forest Way, Longboat Key, FL 34228
  • /2

    $85,000

    Sold Nov 25, 2025

    73 Twin Shores Blvd, Longboat Key, FL 34228

    • 2 Beds
    • 2 Baths
    • 852 Sq Ft
    • Built 1965

    Last Sold Summary

    • 26% Below List Price
    • $100/SF
    • 209 Days On Market

    Last Listing Agent Mary Moore WAGNER REALTY

    73 Twin Shores Blvd, Longboat Key, FL 34228
    • /2

      Est $725,012

      Not Listed For Sale

      2077 Gulf of Mexico Dr Unit T1109, Longboat Key, FL 34228

      • 2 Beds
      • 2.5 Baths
      • 1,513 Sq Ft
      • Built 1974
      2077 Gulf of Mexico Dr Unit T1109, Longboat Key, FL 34228

      Last Sold Summary

      • 79 Days On Market

  • /71

    $1,845,000

    $50K PRICE INCREASE Pending
    • 3 Beds
    • 3.5 Baths
    • 2,250 Sq Ft

    3010 Grand Bay Blvd Unit 482, Longboat Key, FL 34228

    Under contract-accepting backup offers. This FURNISHED waterfront residence offers panoramic views of Sarasota Bay and the Gulf of Mexico, seamlessly complementing its neutral, sophisticated interior. An elegant double-door entry leads to an open floor plan with gleaming ceramic tile floors and floor-to-ceiling glass that highlights the stunning scenery. BRAND NEW IMPACT WINDOWS THROUGHOUT. The

    Bruce Myer COLDWELL BANKER REALTY

    3010 Grand Bay Blvd Unit 482, Longboat Key, FL 34228
  • /2

    $2,975,000

    Sold Jun 27, 2025

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

    • 2 Beds
    • 4 Baths
    • 2,965 Sq Ft
    • Built 1996

    Last Sold Summary

    • 15% Below List Price
    • $1,003/SF
    • 189 Days On Market

    Current Estimated Value $2,991,825

    Last Listing Agent Duane Ullrich SHIRLEY INTERNATIONAL REALTY

    1241 Gulf of Mexico Dr Unit 708, Longboat Key, FL 34228
    • /100

      Est $797,617

      Not Listed For Sale

      2063 Gulf of Mexico Dr Unit T1102, Longboat Key, FL 34228

      • 3 Beds
      • 2.5 Baths
      • 1,846 Sq Ft
      • Built 1974
      2063 Gulf of Mexico Dr Unit T1102, Longboat Key, FL 34228

      Last Sold Summary

      • 47 Days On Market

  • /41

    $725,000

    $70K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 1,376 Sq Ft

    690 Fox St, Longboat Key, FL 34228

    Buy the beach house, now is your opportunity! New unbelievable price on this fully renovated and turn-key furnished Village of Longboat Key Home. Take Advantage Today. Brand new Roof, New Hurricane glass throughout, Full interior renovation with new furnishings, Block home on a Beautiful private lot with outdoor living space and room for a Pool, steps away from white sand and turquoise water,

    Jesse Griffin CENTURY 21 BEGGINS ENTERPRISES

    690 Fox St, Longboat Key, FL 34228
  • /2

    $180,000

    Sold Mar 18, 2026

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

    Last Sold Summary

    • 17% Below List Price
    • 14 Days On Market

    Current Estimated Value $180,342

    Last Listing Agent JoDene Moneuse MICHAEL SAUNDERS & COMPANY

    2600 Harbourside Dr Unit N-10, Longboat Key, FL 34228
    • /35

      Est $567,182

      Not Listed For Sale

      2039 Gulf of Mexico Dr Unit G3305, Longboat Key, FL 34228

      • 2 Beds
      • 2 Baths
      • 1,257 Sq Ft
      • Built 1974
      2039 Gulf of Mexico Dr Unit G3305, Longboat Key, FL 34228

      Last Sold Summary

      • 140 Days On Market

  • /23

    $489,500

    2600 Harbourside Dr Unit C-13, Longboat Key, FL 34228

    72' x 21' Boat Slip on C-Dock at Longboat Key Moorings Marina for Sale ~ AND THERE IS NO MEMBERSHIP REQUIREMENT to join The Longboat Key Club (which is now $115,000) and the annual fee of $8388 plus food & beverage fees. The beauty of this TWO-LEVEL dock is... there is no covenant BUT if you chose to join the Longboat Key Club, there are multiple membership packages to choose from which give you

    Rian Carver FINE PROPERTIES

    2600 Harbourside Dr Unit C-13, Longboat Key, FL 34228
  • /2

    $625,000

    Sold Apr 17, 2026

    4621 Gulf of Mexico Dr Unit 16B, Longboat Key, FL 34228

    • 2 Beds
    • 2 Baths
    • 900 Sq Ft
    • Built 1972

    Last Sold Summary

    • 22% Below List Price
    • $694/SF
    • 469 Days On Market

    Current Estimated Value $621,738

    Last Listing Agent Dennis Girard PREMIER SOTHEBY'S INTERNATIONAL REALTY

    4621 Gulf of Mexico Dr Unit 16B, Longboat Key, FL 34228
    • /39

      Est $558,296

      Not Listed For Sale

      2039 Gulf of Mexico Dr Unit G3211, Longboat Key, FL 34228

      • 2 Beds
      • 2.5 Baths
      • 1,214 Sq Ft
      • Built 1974
      2039 Gulf of Mexico Dr Unit G3211, Longboat Key, FL 34228

      Last Sold Summary

      • 51 Days On Market

  • /39

    $995,000

    • 2 Beds
    • 2 Baths
    • 1,524 Sq Ft

    4401 Gulf of Mexico Dr Unit 601, Longboat Key, FL 34228

    Two-bedroom, two-bath residence offering sweeping sixth-floor views of the Gulf of Mexico from Longboat Harbor Towers. This rare southwest corner condominium has completely unobstructed views west and south providing one of the most interesting and protected waterfront visages available anywhere on the key. In largely original condition, this spacious property presents an exceptional opportunity

    David Jennings COLDWELL BANKER REALTY

    4401 Gulf of Mexico Dr Unit 601, Longboat Key, FL 34228
  • /2

    $2,175,000

    Sold Jul 25, 2025

    545 Sanctuary Dr Unit A803, Longboat Key, FL 34228

    • 3 Beds
    • 2.5 Baths
    • 2,375 Sq Ft
    • Built 1991

    Last Sold Summary

    • 19% Below List Price
    • $916/SF
    • 158 Days On Market

    Current Estimated Value $2,222,482

    Last Listing Agent Louis Wery PREMIER SOTHEBY'S INTERNATIONAL REALTY

    545 Sanctuary Dr Unit A803, Longboat Key, FL 34228
    • /72

      Est $471,385

      Not Listed For Sale

      2055 Gulf of Mexico Dr Unit G2201, Longboat Key, FL 34228

      • 1 Bed
      • 1.5 Baths
      • 1,094 Sq Ft
      • Built 1974
      2055 Gulf of Mexico Dr Unit G2201, Longboat Key, FL 34228

      Last Sold Summary

      • 29 Days On Market

  • /41

    $950,000

    • 2 Beds
    • 2 Baths
    • 1,503 Sq Ft

    1085 Gulf of Mexico Dr Unit 404, Longboat Key, FL 34228

    Coveted Southern exposure offering morning sun with a very tropical feel over looking the Longboat Key Club golf course. With palm trees and beautifully landscaped grounds right outside your windows and privacy on your balcony. Featuring two bedrooms and two bathrooms, this spacious residence is open and airy with a beautifully updated kitchen, bathrooms and impact windows, this is the largest

    Maggie Hicks COLDWELL BANKER REALTY

    1085 Gulf of Mexico Dr Unit 404, Longboat Key, FL 34228
  • /2

    $980,000

    Sold Nov 11, 2025

    2358 Harbour Oaks Dr, Longboat Key, FL 34228

    • 3 Beds
    • 3 Baths
    • 2,381 Sq Ft
    • Built 1987

    Last Sold Summary

    • 1% Below List Price
    • $412/SF
    • 12 Days On Market

    Current Estimated Value $965,952

    Last Listing Agent Rachel Tritschler RE/MAX ALLIANCE GROUP

    2358 Harbour Oaks Dr, Longboat Key, FL 34228
    • /60

      Est $558,373

      Not Listed For Sale

      2055 Gulf of Mexico Dr Unit G2104, Longboat Key, FL 34228

      • 2 Beds
      • 2 Baths
      • 1,257 Sq Ft
      • Built 1974
      2055 Gulf of Mexico Dr Unit G2104, Longboat Key, FL 34228

      Last Sold Summary

      • 109 Days On Market

  • /19

    $299,000

    $21K PRICE DROP
    • Land
    • 1,742 Sq Ft
    • $7,475,000 per Acre

    3710 Gulf of Mexico Dr Unit G12, Longboat Key, FL 34228

    ON THE WATER - SPECTACULAR VIEWS: This lot sits directly on the marina seawall, in Gulfshore, and has extended views of Sarasota Bay. When a new elevated home is placed on this parcel of land, the views will only become more impressive. There are contractors ready for you to design your interior layout and they will build your home to meet all FEMA building codes. The community of Gulfshore, is

    Bill Shuttleworth EDGEWATER REAL ESTATE, INC

    3710 Gulf of Mexico Dr Unit G12, Longboat Key, FL 34228
  • /2

    $6,000,000

    Sold Jun 30, 2025

    5941 Gulf of Mexico Dr, Longboat Key, FL 34228

    • 3 Beds
    • 3.5 Baths
    • 2,417 Sq Ft
    • Built 1954

    Last Sold Summary

    • 37% Below List Price
    • $2,482/SF
    • 218 Days On Market

    Current Estimated Value $4,999,858

    Last Listing Agent Judy Kepecz-Hays COLDWELL BANKER REALTY

    5941 Gulf of Mexico Dr, Longboat Key, FL 34228
    • /55

      Est $619,745

      Not Listed For Sale

      2089 Gulf of Mexico Dr Unit G1305, Longboat Key, FL 34228

      • 2 Beds
      • 2 Baths
      • 1,257 Sq Ft
      • Built 1974
      2089 Gulf of Mexico Dr Unit G1305, Longboat Key, FL 34228

      Last Sold Summary

      • 41 Days On Market

  • /53

    $3,125,000

    New Construction
    • 5 Beds
    • 5 Baths
    • 4,340 Sq Ft

    2945 Pyrula Dr, Longboat Key, FL 34228

    A contemporary masterpiece awaits Your going to love this house !, constructed in 2024 and completed in December of 2025 this newly built residence blends contemporary architecture with uncompromising craftsmanship. The craftsmanship, and finishing touches puts this property in a class by itself when making your buying comparisons. Worth repeating....Your going to love this house!Step into

    Alin Zdroba PROPERTIO

    2945 Pyrula Dr, Longboat Key, FL 34228
  • /2

    $470,000

    Sold May 22, 2026

    2039 Gulf of Mexico Dr Unit G3203, Longboat Key, FL 34228

    • 2 Beds
    • 2.5 Baths
    • 1,214 Sq Ft
    • Built 1974

    Last Sold Summary

    • 13% Below List Price
    • $387/SF
    • 21 Days On Market

    Current Estimated Value $500,511

    Last Listing Agent Michael Renick MANGROVE REALTY ASSOCIATES

    2039 Gulf of Mexico Dr Unit G3203, Longboat Key, FL 34228
    • /73

      Est $601,615

      Not Listed For Sale

      2089 Gulf of Mexico Dr Unit G1303, Longboat Key, FL 34228

      • 2 Beds
      • 2 Baths
      • 1,257 Sq Ft
      • Built 1974
      2089 Gulf of Mexico Dr Unit G1303, Longboat Key, FL 34228

      Last Sold Summary

      • 131 Days On Market

Showing Results 641 - 680, Page 17 of 18

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