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Longboat Key Homes For Sale & Real Estate - 418 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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  • 1000 LONGBOAT CLUB RD #403, LONGBOAT KEY, FL 34228

    $974,500117 Days on yellowkey   MLS ID: A4680791

    For Sale A4680791 - 1000 LONGBOAT CLUB RD #403, LONGBOAT KEY, FL 34228 30 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1409
       Built: 1972
    Monthly Fee: $1,565
       Tax: $9,673 (2025)
    Community: Privateer South
    Condo


    Estimated Monthly Payment: $7,711 (change assumption)
    Mortgage ($5,340) + Fees ($1,565) + Taxes in 2025 ($806)


    Taxes:$9,673

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 775 LONGBOAT CLUB RD #203, LONGBOAT KEY, FL 34228

    $1,750,000236 Days on yellowkey   MLS ID: A4667025

    3 Days Off yellowkey (back on 5/12/2026)

    For Sale A4667025 - 775 LONGBOAT CLUB RD #203, LONGBOAT KEY, FL 34228 72 photos

    Bed: 3   Bath: 3.0   Gar: 1
    Liv Area Sq Ft: 2122
       Built: 1984   Tax: $14,781 (2024)
    Community: Beaches Of Longboat Key Ph-1
    Spa: Yes

    Condo


    Estimated Monthly Payment: $10,821 (change assumption)
    Mortgage ($9,589) + Taxes in 2024 ($1,232)


    Taxes:$14,781

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 843 BAYPORT WAY #843, LONGBOAT KEY, FL 34228

    $670,00025 Days on yellowkey   MLS ID: TB8505224

    For Sale TB8505224 - 843 BAYPORT WAY #843, LONGBOAT KEY, FL 34228 24 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1260
       Built: 1983   Tax: $5,838 (2025)
    Community: Bayport Bch & Ten Ph F
    Spa: No

    Condo


    Estimated Monthly Payment: $4,158 (change assumption)
    Mortgage ($3,671) + Taxes in 2025 ($487)


    Taxes:$5,838

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4485 GULF OF MEXICO DR #402, LONGBOAT KEY, FL 34228

    $745,000163 Days on yellowkey   MLS ID: A4675789

    REDUCED by $15,000 (2.0%) on 05/12/2026

    For Sale A4675789 - 4485 GULF OF MEXICO DR #402, LONGBOAT KEY, FL 34228 70 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1022
       Built: 1973
    Monthly Fee: $1,050
       Tax: $4,183 (2024)
    Community: Arbomar Apts
    Condo


    Estimated Monthly Payment: $5,481 (change assumption)
    Mortgage ($4,082) + Fees ($1,050) + Taxes in 2024 ($349)


    Taxes:$4,183

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 741 OLD COMPASS RD, LONGBOAT KEY, FL 34228

    $1,895,00085 Days on yellowkey   MLS ID: A4684578

    For Sale A4684578 - 741 OLD COMPASS RD, LONGBOAT KEY, FL 34228 51 photos

    Bed: 3   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2173
       Built: 1969
    Monthly Fee: $63
       Tax: $11,776 (2024)
    Community: Emerald Harbor
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $11,428 (change assumption)
    Mortgage ($10,383) + Fees ($63) + Taxes in 2024 ($981)


    Taxes:$11,776

    Elementary School: Anna Maria Elementary

    High School: Bayshore High

    Tax Year: 2024

    Middle School: W.D. Sugg Middle


  • 5005 GULF OF MEXICO DR #4, LONGBOAT KEY, FL 34228

    $7,495,000163 Days on yellowkey   MLS ID: A4673495

    REDUCED by $305,000 (3.9%) on 05/08/2026

    For Sale A4673495 - 5005 GULF OF MEXICO DR #4, LONGBOAT KEY, FL 34228 60 photos

    Bed: 4   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 4630
       Built: 2018
    Monthly Fee: $572
       Tax: $30,971 (2024)
    Community: Bonaire At Longboat Key
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $44,220 (change assumption)
    Mortgage ($41,067) + Fees ($572) + Taxes in 2024 ($2,581)


    Taxes:$30,971

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 5055 GULF OF MEXICO DR #331, LONGBOAT KEY, FL 34228

    $895,000204 Days on yellowkey   MLS ID: A4670624

    1 Days Off yellowkey (back on 5/12/2026)

    REDUCED by $90,000 (9.1%) on 04/01/2026

    For Sale A4670624 - 5055 GULF OF MEXICO DR #331, LONGBOAT KEY, FL 34228 26 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1484
       Built: 1973   Tax: $5,337 (2024)
    Community: Club Longboat
    Spa: Yes

    Condo


    Estimated Monthly Payment: $5,349 (change assumption)
    Mortgage ($4,904) + Taxes in 2024 ($445)


    Taxes:$5,337

    Elementary School: Anna Maria Elementary

    High School: Bayshore High

    Tax Year: 2024

    Middle School: Martha B. King Middle


  • 3070 GRAND BAY BLVD #644, LONGBOAT KEY, FL 34228

    $799,00040 Days on yellowkey   MLS ID: A4690677

    1 Days Off yellowkey (back on 5/12/2026)

    For Sale A4690677 - 3070 GRAND BAY BLVD #644, LONGBOAT KEY, FL 34228 78 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1329
       Built: 1995
    Monthly Fee: $83
       Tax: $6,324 (2025)
    Community: Grand Bay 6
    Condo


    Estimated Monthly Payment: $4,988 (change assumption)
    Mortgage ($4,378) + Fees ($83) + Taxes in 2025 ($527)


    Taxes:$6,324

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 448 GULF OF MEXICO DR #A205, LONGBOAT KEY, FL 34228

    $599,00038 Days on yellowkey   MLS ID: A4690875

    REDUCED by $30,000 (4.8%) on 05/11/2026

    For Sale A4690875 - 448 GULF OF MEXICO DR #A205, LONGBOAT KEY, FL 34228 45 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1306
       Built: 1970   Tax: $5,089 (2025)
    Community: Bay Harbour
    Condo


    Estimated Monthly Payment: $3,706 (change assumption)
    Mortgage ($3,282) + Taxes in 2025 ($424)


    Taxes:$5,089

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1105 GULF OF MEXICO DR #402, LONGBOAT KEY, FL 34228

    $995,000288 Days on yellowkey   MLS ID: A4661696

    For Sale A4661696 - 1105 GULF OF MEXICO DR #402, LONGBOAT KEY, FL 34228 20 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1392
       Built: 1981   Tax: $9,142 (2024)
    Community: Beachplace Ii
    Condo


    Estimated Monthly Payment: $6,214 (change assumption)
    Mortgage ($5,452) + Taxes in 2024 ($762)


    Taxes:$9,142

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2024

    Middle School: Pine View School


  • 3040 GULF OF MEXICO DR #3, LONGBOAT KEY, FL 34228

    $1,899,00025 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

    $1,145,00067 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


  • 604 SPANISH DR N, LONGBOAT KEY, FL 34228

    $465,00068 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

    $2,250,000214 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

    $2,499,00058 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

    $825,00029 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

    $749,900113 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


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

    $900,00038 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

    $2,377,000161 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

    $3,600,00071 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




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.