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Longboat Key Homes For Sale & Real Estate - 432 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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  • 3040 GULF OF MEXICO DR #3, LONGBOAT KEY, FL 34228

    $1,899,00022 Days on yellowkey   MLS ID: A4692587

    For Sale A4692587 - 3040 GULF OF MEXICO DR #3, LONGBOAT KEY, FL 34228 88 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 3009
       Built: 1995   Tax: $8,653 (2025)
    Community: Triton Cove
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $11,126 (change assumption)
    Mortgage ($10,405) + Taxes in 2025 ($721)


    Taxes:$8,653

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 3060 GRAND BAY BLVD #155, LONGBOAT KEY, FL 34228

    $1,145,00064 Days on yellowkey   MLS ID: A4685023

    REDUCED by $50,000 (4.2%) on 05/11/2026

    For Sale A4685023 - 3060 GRAND BAY BLVD #155, LONGBOAT KEY, FL 34228 67 photos

    Bed: 3   Bath: 3.5   Gar: 1
    Liv Area Sq Ft: 2250
       Built: 1994   Tax: $14,345 (2025)
    Community: Grand Bay 1
    Spa: Yes

    Condo


    Estimated Monthly Payment: $7,469 (change assumption)
    Mortgage ($6,274) + Taxes in 2025 ($1,195)


    Taxes:$14,345

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 595 BOWSPRIT LN, LONGBOAT KEY, FL 34228

    $3,175,000222 Days on yellowkey   MLS ID: A4668868

    For Sale A4668868 - 595 BOWSPRIT LN, LONGBOAT KEY, FL 34228 49 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2550
       Built: 1966
    Monthly Fee: $21
       Tax: $26,814 (2025)
    Community: Country Club Shores
    Single Family


    Estimated Monthly Payment: $19,652 (change assumption)
    Mortgage ($17,397) + Fees ($21) + Taxes in 2025 ($2,235)


    Taxes:$26,814

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 604 SPANISH DR N, LONGBOAT KEY, FL 34228

    $465,00065 Days on yellowkey   MLS ID: A4687282

    0 Days Off yellowkey (back on 5/11/2026)

    REDUCED by $30,000 (6.1%) on 04/28/2026

    For Sale A4687282 - 604 SPANISH DR N, LONGBOAT KEY, FL 34228 43 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1357
       Built: 1967   Tax: $2,486 (2025)
    Community: Spanish Main Yacht Club Condo
    Spa: No

    Condo


    Estimated Monthly Payment: $2,755 (change assumption)
    Mortgage ($2,548) + Taxes in 2025 ($207)


    Taxes:$2,486

    Elementary School: Anna Maria Elementary

    High School: Bayshore High

    Tax Year: 2025

    Middle School: Martha B. King Middle


  • 6810 LONGBOAT DR S, LONGBOAT KEY, FL 34228

    $2,250,000211 Days on yellowkey   MLS ID: A4669890

    1 Days Off yellowkey (back on 5/11/2026)

    For Sale A4669890 - 6810 LONGBOAT DR S, LONGBOAT KEY, FL 34228 86 photos

    Bed: 4   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 2848
       Built: 2024
    Monthly Fee: $83
       Tax: $7,410 (2024)
    Community: Longbeach
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $13,029 (change assumption)
    Mortgage ($12,328) + Fees ($83) + Taxes in 2024 ($617)


    Taxes:$7,410

    Elementary School: Anna Maria Elementary

    High School: Bayshore High

    Tax Year: 2024

    Middle School: Martha B. King Middle


  • 531 WEDGE LN, LONGBOAT KEY, FL 34228

    $2,499,00055 Days on yellowkey   MLS ID: A4687694

    2 Days Off yellowkey (back on 5/11/2026)

    REDUCED by $100,999 (3.9%) on 05/01/2026

    For Sale A4687694 - 531 WEDGE LN, LONGBOAT KEY, FL 34228 28 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2751
       Built: 1966
    Monthly Fee: $21
       Tax: $10,602 (2025)
    Community: Country Club Shores Sec 02
    Spa: No

    Single Family


    Estimated Monthly Payment: $14,597 (change assumption)
    Mortgage ($13,693) + Fees ($21) + Taxes in 2025 ($884)


    Taxes:$10,602

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 4825 GULF OF MEXICO DR #504, LONGBOAT KEY, FL 34228

    $825,00026 Days on yellowkey   MLS ID: A4689724

    For Sale A4689724 - 4825 GULF OF MEXICO DR #504, LONGBOAT KEY, FL 34228 29 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1393
       Built: 1970
    Monthly Fee: $1,656
       Tax: $12,908 (2025)
    Community: Westchester Apts
    Condo


    Estimated Monthly Payment: $7,252 (change assumption)
    Mortgage ($4,520) + Fees ($1,656) + Taxes in 2025 ($1,076)


    Taxes:$12,908

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4835 GULF OF MEXICO DR #106, LONGBOAT KEY, FL 34228

    $749,900110 Days on yellowkey   MLS ID: A4677656

    For Sale A4677656 - 4835 GULF OF MEXICO DR #106, LONGBOAT KEY, FL 34228 22 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1393
       Built: 1970   Tax: $6,331 (2024)
    Community: Westchester Apts
    Spa: No

    Condo


    Estimated Monthly Payment: $4,637 (change assumption)
    Mortgage ($4,109) + Taxes in 2024 ($528)


    Taxes:$6,331

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1425 GULF OF MEXICO DR #408, LONGBOAT KEY, FL 34228

    $1,025,000166 Days on yellowkey   MLS ID: A4674194

    REDUCED by $25,000 (2.4%) on 04/29/2026

    For Sale A4674194 - 1425 GULF OF MEXICO DR #408, LONGBOAT KEY, FL 34228 45 photos

    Bed: 3   Bath: 3.0   Gar: 1
    Liv Area Sq Ft: 1707
       Built: 1983   Tax: $11,336 (2025)
    Community: Players Club Iv
    Condo


    Estimated Monthly Payment: $6,561 (change assumption)
    Mortgage ($5,616) + Taxes in 2025 ($945)


    Taxes:$11,336

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 5591 GULF OF MEXICO DR #4, LONGBOAT KEY, FL 34228

    $900,00035 Days on yellowkey   MLS ID: A4690629

    For Sale A4690629 - 5591 GULF OF MEXICO DR #4, LONGBOAT KEY, FL 34228 29 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1073
       Built: 1979   Tax: $3,532 (2025)
    Community: Sea Club Iii
    Spa: No

    Condo


    Estimated Monthly Payment: $5,226 (change assumption)
    Mortgage ($4,931) + Taxes in 2025 ($294)


    Taxes:$3,532

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2301 GULF OF MEXICO DR #12N and 11N, LONGBOAT KEY, FL 34228

    $2,377,000158 Days on yellowkey   MLS ID: A4675054

    REDUCED by $111,000 (4.5%) on 04/21/2026

    For Sale A4675054 - 2301 GULF OF MEXICO DR #12N and 11N, LONGBOAT KEY, FL 34228 72 photos

    Bed: 4   Bath: 4.0
    Liv Area Sq Ft: 2415
       Built: 1970   Tax: $13,538 (2025)
    Community: Islander Club Of Longboat
    Spa: No

    Condo


    Estimated Monthly Payment: $14,152 (change assumption)
    Mortgage ($13,024) + Taxes in 2025 ($1,128)


    Taxes:$13,538

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3636 FAIR OAKS PL, LONGBOAT KEY, FL 34228

    $3,600,00068 Days on yellowkey   MLS ID: A4686948

    0 Days Off yellowkey (back on 5/8/2026)

    REDUCED by $200,000 (5.3%) on 04/08/2026

    For Sale A4686948 - 3636 FAIR OAKS PL, LONGBOAT KEY, FL 34228 59 photos

    Bed: 5   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 3732
       Built: 1990
    Monthly Fee: $833
       Tax: $33,616 (2025)
    Community: Queens Harbour
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $23,360 (change assumption)
    Mortgage ($19,726) + Fees ($833) + Taxes in 2025 ($2,801)


    Taxes:$33,616

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 5920 GULF OF MEXICO DR, LONGBOAT KEY, FL 34228

    $1,749,500378 Days on yellowkey   MLS ID: A4652254

    For Sale A4652254 - 5920 GULF OF MEXICO DR, LONGBOAT KEY, FL 34228 57 photos

    Bed: 2   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2823
       Built: 1973   Tax: $8,478 (2024)
    Community: Longboat Key
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $10,293 (change assumption)
    Mortgage ($9,586) + Taxes in 2024 ($707)


    Taxes:$8,478

    Elementary School: Anna Maria Elementary

    High School: Bayshore High

    Tax Year: 2024

    Middle School: Martha B. King Middle


  • 5924 GULF OF MEXICO DR, LONGBOAT KEY, FL 34228

    $849,500378 Days on yellowkey   MLS ID: A4651805

    For Sale A4651805 - 5924 GULF OF MEXICO DR, LONGBOAT KEY, FL 34228 46 photos

    Bed: 2   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1359
       Built: 1955   Tax: $11,764 (2024)
    Community: Fractional Sub
    Single Family


    Estimated Monthly Payment: $5,635 (change assumption)
    Mortgage ($4,655) + Taxes in 2024 ($980)


    Taxes:$11,764

    Elementary School: Anna Maria Elementary

    High School: Bayshore High

    Tax Year: 2024

    Middle School: Martha B. King Middle


  • 4720 GULF OF MEXICO DR #Villa 2, LONGBOAT KEY, FL 34228

    $599,00094 Days on yellowkey   MLS ID: A4679458

    For Sale A4679458 - 4720 GULF OF MEXICO DR #Villa 2, LONGBOAT KEY, FL 34228 59 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 912
       Built: 1974
    Monthly Fee: $1,305
       Tax: $1,356 (2025)
    Community: Windward Bay Amd
    Villa


    Estimated Monthly Payment: $4,700 (change assumption)
    Mortgage ($3,282) + Fees ($1,305) + Taxes in 2025 ($113)


    Taxes:$1,356

    Elementary School: Anna Maria Elementary

    High School: Bayshore High

    Tax Year: 2025

    Middle School: Martha B. King Middle


  • 562 RANGER LN, LONGBOAT KEY, FL 34228

    $3,499,900159 Days on yellowkey   MLS ID: A4675541

    For Sale A4675541 - 562 RANGER LN, LONGBOAT KEY, FL 34228 96 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 3149
       Built: 1995
    Monthly Fee: $20
       Tax: $27,065 (2024)
    Community: Country Club Shores
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $21,452 (change assumption)
    Mortgage ($19,177) + Fees ($20) + Taxes in 2024 ($2,255)


    Taxes:$27,065

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2024

    Middle School: Booker Middle


  • 1932 HARBOURSIDE DR #254, LONGBOAT KEY, FL 34228

    $585,000240 Days on yellowkey   MLS ID: A4666650

    0 Days Off yellowkey (back on 5/8/2026)

    For Sale A4666650 - 1932 HARBOURSIDE DR #254, LONGBOAT KEY, FL 34228 80 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1192
       Built: 1982   Tax: $6,761 (2024)
    Community: Fairway Bay 1
    Condo


    Estimated Monthly Payment: $3,769 (change assumption)
    Mortgage ($3,205) + Taxes in 2024 ($563)


    Taxes:$6,761

    Elementary School: Southside Elementary

    High School: Pine View School

    Tax Year: 2024

    Middle School: Booker Middle


  • 775 LONGBOAT CLUB RD #808, LONGBOAT KEY, FL 34228

    $2,195,00096 Days on yellowkey   MLS ID: A4683021

    For Sale A4683021 - 775 LONGBOAT CLUB RD #808, LONGBOAT KEY, FL 34228 41 photos

    Bed: 3   Bath: 3.0   Gar: 1
    Liv Area Sq Ft: 2122
       Built: 1984   Tax: $17,930 (2025)
    Community: Beaches Of Longboat Key
    Condo


    Estimated Monthly Payment: $13,521 (change assumption)
    Mortgage ($12,027) + Taxes in 2025 ($1,494)


    Taxes:$17,930

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 535 SANCTUARY DR #A603, LONGBOAT KEY, FL 34228

    $2,999,00043 Days on yellowkey   MLS ID: A4689260

    For Sale A4689260 - 535 SANCTUARY DR #A603, LONGBOAT KEY, FL 34228 61 photos

    Bed: 2   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2375
       Built: 1990   Tax: $33,878 (2025)
    Community: Sanctuary
    Spa: Yes

    Condo


    Estimated Monthly Payment: $19,256 (change assumption)
    Mortgage ($16,432) + Taxes in 2025 ($2,823)


    Taxes:$33,878

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 5270 GULF OF MEXICO DR #508, LONGBOAT KEY, FL 34228

    $774,900177 Days on yellowkey   MLS ID: A4673695

    For Sale A4673695 - 5270 GULF OF MEXICO DR #508, LONGBOAT KEY, FL 34228 61 photos

    Bed: 3   Bath: 3.0
    Liv Area Sq Ft: 1460
       Built: 1974   Tax: $4,861 (2025)
    Community: The Banyan Bay Club
    Condo


    Estimated Monthly Payment: $4,651 (change assumption)
    Mortgage ($4,246) + Taxes in 2025 ($405)


    Taxes:$4,861

    Elementary School: Anna Maria Elementary

    High School: Bayshore High

    Tax Year: 2025

    Middle School: Martha B. King Middle




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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.