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Longboat Key Homes For Sale & Real Estate - 366 homes

Longboat Key homes for sale are located in Sarasota County, Florida. Find homes in Longboat Key for sale with data from the Multiple Listing Service (MLS). Our REALTORS® can assist you in your real estate search for Longboat Key houses.

Location: Longboat Key

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  • 3131 BAYOU SOUND, LONGBOAT KEY, FL 34228

    $1,650,000140 Days on yellowkey   MLS ID: A4683048

    For Sale A4683048 - 3131 BAYOU SOUND, LONGBOAT KEY, FL 34228 43 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 3023
       Built: 1978
    Monthly Fee: $104
       Tax: $15,562 (2025)
    Community: Bay Isles
    Single Family


    Estimated Monthly Payment: $10,442 (change assumption)
    Mortgage ($9,041) + Fees ($104) + Taxes in 2025 ($1,297)


    Taxes:$15,562

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2295 GULF OF MEXICO DR #54S, LONGBOAT KEY, FL 34228

    $899,000137 Days on yellowkey   MLS ID: A4683112

    For Sale A4683112 - 2295 GULF OF MEXICO DR #54S, LONGBOAT KEY, FL 34228 53 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1235
       Built: 1970   Tax: $7,576 (2025)
    Community: Islander Club Of Longboat
    Condo


    Estimated Monthly Payment: $5,557 (change assumption)
    Mortgage ($4,926) + Taxes in 2025 ($631)


    Taxes:$7,576

    Elementary School: Southside Elementary

    High School: Riverview High

    Tax Year: 2025

    Middle School: Booker Middle


  • 775 LONGBOAT CLUB RD #807, LONGBOAT KEY, FL 34228

    $1,995,000277 Days on yellowkey   MLS ID: A4667077

    0 Days Off yellowkey (back on 6/20/2026)

    REDUCED by $300,000 (13.1%) on 06/09/2026

    For Sale A4667077 - 775 LONGBOAT CLUB RD #807, LONGBOAT KEY, FL 34228 71 photos

    Bed: 3   Bath: 3.0   Gar: 1
    Liv Area Sq Ft: 1842
       Built: 1984   Tax: $10,487 (2024)
    Community: Beaches Of Longboat Key Ph-1
    Condo


    Estimated Monthly Payment: $11,805 (change assumption)
    Mortgage ($10,931) + Taxes in 2024 ($874)


    Taxes:$10,487

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2024

    Middle School: Pine View School


  • 3806 GULF OF MEXICO DR #C209, LONGBOAT KEY, FL 34228

    $335,00054 Days on yellowkey   MLS ID: A4693850

    2 Days Off yellowkey (back on 6/20/2026)

    For Sale A4693850 - 3806 GULF OF MEXICO DR #C209, LONGBOAT KEY, FL 34228 38 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1046
       Built: 1970
    Monthly Fee: $1,346
       Tax: $2,934 (2025)
    Community: Beach Harbor Club
    Condo


    Estimated Monthly Payment: $3,426 (change assumption)
    Mortgage ($1,836) + Fees ($1,346) + Taxes in 2025 ($245)


    Taxes:$2,934

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3563 FAIR OAKS LN, LONGBOAT KEY, FL 34228

    $2,650,00045 Days on yellowkey   MLS ID: A4695291

    1 Days Off yellowkey (back on 6/20/2026)

    For Sale A4695291 - 3563 FAIR OAKS LN, LONGBOAT KEY, FL 34228 46 photos

    Bed: 4   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 3544
       Built: 1996
    Monthly Fee: $833
       Tax: $16,169 (2025)
    Community: Queens Harbour
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $16,701 (change assumption)
    Mortgage ($14,520) + Fees ($833) + Taxes in 2025 ($1,347)


    Taxes:$16,169

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 408 GULF OF MEXICO DR #1332, LONGBOAT KEY, FL 34228

    $69,00099 Days on yellowkey   MLS ID: A4688941

    REDUCED by $6,000 (8.0%) on 06/19/2026

    For Sale A4688941 - 408 GULF OF MEXICO DR #1332, LONGBOAT KEY, FL 34228 5 photos

    Bed:    Bath: 0.0
    Built: 2006
       Tax: $1,058 (2025)
    Community: Boathouse On Longboat
    Dock-Rackominium


    Estimated Monthly Payment: $466 (change assumption)
    Mortgage ($378) + Taxes in 2025 ($88)


    Taxes:$1,058

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3804 GULF OF MEXICO DR #B204, LONGBOAT KEY, FL 34228

    $339,00033 Days on yellowkey   MLS ID: A4696842

    For Sale A4696842 - 3804 GULF OF MEXICO DR #B204, LONGBOAT KEY, FL 34228 28 photos

    Bed: 1   Bath: 1.0
    Liv Area Sq Ft: 761
       Built: 1970   Tax: $1,343 (2025)
    Community: Beach Harbor Club
    Condo


    Estimated Monthly Payment: $1,969 (change assumption)
    Mortgage ($1,857) + Taxes in 2025 ($112)


    Taxes:$1,343

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 510 PUTTER LN, LONGBOAT KEY, FL 34228

    $2,875,000190 Days on yellowkey   MLS ID: A4676878

    0 Days Off yellowkey (back on 6/18/2026)

    REDUCED by $50,000 (1.7%) on 05/13/2026

    For Sale A4676878 - 510 PUTTER LN, LONGBOAT KEY, FL 34228 74 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2253
       Built: 1968   Tax: $17,343 (2024)
    Community: Country Club Shores
    Spa: No

    Single Family


    Estimated Monthly Payment: $17,198 (change assumption)
    Mortgage ($15,753) + Taxes in 2024 ($1,445)


    Taxes:$17,343

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2024

    Middle School: Booker Middle


  • 3710 GULF OF MEXICO DR #E22, LONGBOAT KEY, FL 34228

    $310,00026 Days on yellowkey   MLS ID: A4697004

    For Sale A4697004 - 3710 GULF OF MEXICO DR #E22, LONGBOAT KEY, FL 34228 37 photos

    Bed: 1   Bath: 1.0
    Liv Area Sq Ft: 680
       Built: 1976
    Monthly Fee: $290
       Tax: $2,208 (2025)
    Community: Gulfshore Of Longboat Key
    Spa: No

    Mobile Home


    Estimated Monthly Payment: $2,173 (change assumption)
    Mortgage ($1,699) + Fees ($290) + Taxes in 2025 ($184)


    Taxes:$2,208

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 455 LONGBOAT CLUB RD #402, LONGBOAT KEY, FL 34228

    $2,095,000104 Days on yellowkey   MLS ID: A4686984

    REDUCED by $100,000 (4.6%) on 05/04/2026

    For Sale A4686984 - 455 LONGBOAT CLUB RD #402, LONGBOAT KEY, FL 34228 48 photos

    Bed: 3   Bath: 3.0   Gar: 1
    Liv Area Sq Ft: 2410
       Built: 1990   Tax: $18,228 (2025)
    Community: Pierre
    Spa: Yes

    Condo


    Estimated Monthly Payment: $12,998 (change assumption)
    Mortgage ($11,479) + Taxes in 2025 ($1,519)


    Taxes:$18,228

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 100 SANDS POINT RD #225, LONGBOAT KEY, FL 34228

    $899,00059 Days on yellowkey   MLS ID: A4693834

    0 Days Off yellowkey (back on 6/18/2026)

    For Sale A4693834 - 100 SANDS POINT RD #225, LONGBOAT KEY, FL 34228 41 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1492
       Built: 1966   Tax: $3,929 (2025)
    Community: Sands Point
    Condo


    Estimated Monthly Payment: $5,253 (change assumption)
    Mortgage ($4,926) + Taxes in 2025 ($327)


    Taxes:$3,929

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 2525 GULF OF MEXICO DR #3D, LONGBOAT KEY, FL 34228

    $1,650,00036 Days on yellowkey   MLS ID: A4696213

    1 Days Off yellowkey (back on 6/16/2026)

    For Sale A4696213 - 2525 GULF OF MEXICO DR #3D, LONGBOAT KEY, FL 34228 100 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1468
       Built: 1972   Tax: $18,254 (2025)
    Community: Islands West
    Spa: Yes

    Condo


    Estimated Monthly Payment: $10,562 (change assumption)
    Mortgage ($9,041) + Taxes in 2025 ($1,521)


    Taxes:$18,254

    Elementary School: None

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 4976 GULF OF MEXICO DR #Villa 18, LONGBOAT KEY, FL 34228

    $600,000294 Days on yellowkey   MLS ID: A4665034

    REDUCED by $50,000 (7.7%) on 05/30/2026

    For Sale A4665034 - 4976 GULF OF MEXICO DR #Villa 18, LONGBOAT KEY, FL 34228 45 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1900
       Built: 1974   Tax: $5,878 (2024)
    Community: Windward Bay
    Spa: No

    Villa


    Estimated Monthly Payment: $3,777 (change assumption)
    Mortgage ($3,288) + Taxes in 2024 ($490)


    Taxes:$5,878

    Elementary School: Anna Maria Elementary

    High School: Bayshore High

    Tax Year: 2024

    Middle School: Martha B. King Middle


  • 4234 GULF OF MEXICO DR #E2, LONGBOAT KEY, FL 34228

    $580,000270 Days on yellowkey   MLS ID: A4667654

    REDUCED by $18,000 (3.0%) on 06/04/2026

    For Sale A4667654 - 4234 GULF OF MEXICO DR #E2, LONGBOAT KEY, FL 34228 40 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1150
       Built: 1973   Tax: $10,617 (2025)
    Community: Pelican Harbour & Beach Club
    Condo


    Estimated Monthly Payment: $4,063 (change assumption)
    Mortgage ($3,178) + Taxes in 2025 ($885)


    Taxes:$10,617

    Elementary School: Anna Maria Elementary

    High School: Bayshore High

    Tax Year: 2025

    Middle School: Martha B. King Middle


  • 563 SPANISH DR S, LONGBOAT KEY, FL 34228

    $615,000147 Days on yellowkey   MLS ID: A4682513

    For Sale A4682513 - 563 SPANISH DR S, LONGBOAT KEY, FL 34228 44 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1516
       Built: 1971
    Monthly Fee: $1,340
       Tax: $7,899 (2024)
    Community: Spanish Main Yacht Club Condo
    Villa


    Estimated Monthly Payment: $5,368 (change assumption)
    Mortgage ($3,370) + Fees ($1,340) + Taxes in 2024 ($658)


    Taxes:$7,899

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 615 DREAM ISLAND PL #105, LONGBOAT KEY, FL 34228

    $949,00091 Days on yellowkey   MLS ID: A4689957

    REDUCED by $46,000 (4.6%) on 06/01/2026

    For Sale A4689957 - 615 DREAM ISLAND PL #105, LONGBOAT KEY, FL 34228 37 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1293
       Built: 1985
    Monthly Fee: $2,172
       Tax: $4,735 (2025)
    Community: Harbour Villa Club At The Buccaneer
    Spa: Yes

    Condo


    Estimated Monthly Payment: $7,766 (change assumption)
    Mortgage ($5,200) + Fees ($2,172) + Taxes in 2025 ($395)


    Taxes:$4,735

    Elementary School: Anna Maria Elementary

    High School: Bayshore High

    Tax Year: 2025

    Middle School: Martha B. King Middle


  • 2600 HARBOURSIDE DR #C13, LONGBOAT KEY, FL 34228

    $489,500123 Days on yellowkey   MLS ID: A4686064

    For Sale A4686064 - 2600 HARBOURSIDE DR #C13, LONGBOAT KEY, FL 34228 23 photos

    Bed:    Bath: 0.0
    Monthly Fee: $411
       Tax: $2,681 (2025)
    Community: Bay Isles
    Dock-Rackominium


    Estimated Monthly Payment: $3,317 (change assumption)
    Mortgage ($2,682) + Fees ($411) + Taxes in 2025 ($223)


    Taxes:$2,681

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 6700 GULF OF MEXICO DR #118, LONGBOAT KEY, FL 34228

    $387,561255 Days on yellowkey   MLS ID: A4670555

    For Sale A4670555 - 6700 GULF OF MEXICO DR #118, LONGBOAT KEY, FL 34228 40 photos

    Bed: 1   Bath: 1.0
    Liv Area Sq Ft: 990
       Built: 1969   Tax: $6,431 (2024)
    Community: Whitney Beach
    Condo


    Estimated Monthly Payment: $2,659 (change assumption)
    Mortgage ($2,124) + Taxes in 2024 ($536)


    Taxes:$6,431

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 2367 HARBOUR OAKS DR, LONGBOAT KEY, FL 34228

    $949,500226 Days on yellowkey   MLS ID: A4670055

    0 Days Off yellowkey (back on 6/15/2026)

    REDUCED by $35,500 (3.6%) on 06/04/2026

    For Sale A4670055 - 2367 HARBOUR OAKS DR, LONGBOAT KEY, FL 34228 45 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2219
       Built: 1986
    Monthly Fee: $1,617
       Tax: $11,977 (2024)
    Community: Harbour Oaks 2
    Villa


    Estimated Monthly Payment: $7,818 (change assumption)
    Mortgage ($5,203) + Fees ($1,617) + Taxes in 2024 ($998)


    Taxes:$11,977

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2024

    Middle School: Booker Middle


  • 635 JUNGLE QUEEN WAY, LONGBOAT KEY, FL 34228

    $2,895,000169 Days on yellowkey   MLS ID: A4679064

    For Sale A4679064 - 635 JUNGLE QUEEN WAY, LONGBOAT KEY, FL 34228 55 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3047
       Built: 2025   Tax: $4,831 (2024)
    Community: Mary Regina Reese
    Spa: No

    Single Family


    Estimated Monthly Payment: $16,265 (change assumption)
    Mortgage ($15,863) + Taxes in 2024 ($403)


    Taxes:$4,831

    Elementary School: Anna Maria Elementary

    High School: Bayshore High

    Tax Year: 2024

    Middle School: Martha B. King Middle




Why Bother Searching Elsewhere for Longboat Key Homes for Sale and Other Real Estate?

Longboat Key home, townhome, condo, villa, and other listing sales data is continuously updated on yellowkeyrealty.com. yellowkeyrealty.com offers one of the most exhaustive, current, and relevant set of data you can find on houses for sale in Longboat Key. You can use our website to view Multiple Listing Service (MLS) data on Longboat Key Real Estate. Feel free to reach out to a REALTOR ® at 1-954-369-1486 if you are unable to find specific information on any of our Longboat Key listings.



Data is updated at least once a week by Sunday nights. Some properties that appear for sale on this web site may subsequently have been sold and may no longer be available. The data relating to real estate for sale/lease on this web site come in part from a cooperative data exchange program of the multiple listing service (MLS) in which this real estate firm (Broker) participates. Data can be retrieved from any one of the following MLS’s: Greater Fort Lauderdale REALTORS®, Space Coast Association of REALTORS®, My Florida Regional MLS, Florida Gulf Coast MLS, "©2024 Northeast Florida Multiple Listing Service, Inc. All rights reserved." The properties displayed may not be all of the properties in the MLS’s database, or all of the properties listed with Brokers participating in the cooperative data exchange program. Properties listed by Brokers other than this Broker are marked with either the listing Broker’s logo or name or the MLS name or a logo provided by the MLS. Detailed information about such properties includes the name of the listing Brokers. Information provided is thought to be reliable but is not guaranteed to be accurate; you are advised to verify facts that are important to you. No warranties, expressed or implied, are provided for the data herein, or for their use or interpretation by the user. The Florida Association of Realtors® and its cooperating MLSs do not create, control or review the property data displayed herein and take no responsibility for the content of such records. Federal law prohibits discrimination on the basis of race, color, religion, sex, handicap, familial status or national origin in the sale, rental or financing of housing.