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Longboat Key Homes For Sale & Real Estate - 352 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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  • 1915 HARBOUR LINKS CIR #6, LONGBOAT KEY, FL 34228

    $1,950,000108 Days on yellowkey   MLS ID: A4688148

    For Sale A4688148 - 1915 HARBOUR LINKS CIR #6, LONGBOAT KEY, FL 34228 35 photos

    Bed: 3   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2476
       Built: 2002   Tax: $19,319 (2025)
    Community: Bay Isles
    Spa: Yes

    Condo


    Estimated Monthly Payment: $12,295 (change assumption)
    Mortgage ($10,685) + Taxes in 2025 ($1,610)


    Taxes:$19,319

    Elementary School: Southside Elementary

    High School: Sarasota High

    Tax Year: 2025

    Middle School: Booker Middle


  • 4621 GULF OF MEXICO DR #10D, LONGBOAT KEY, FL 34228

    $625,000228 Days on yellowkey   MLS ID: TB8453208

    REDUCED by $24,900 (3.8%) on 07/06/2026

    For Sale TB8453208 - 4621 GULF OF MEXICO DR #10D, LONGBOAT KEY, FL 34228 28 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 756
       Built: 1973   Tax: $8,174 (2024)
    Community: Longboat Key Casa Del Mar
    Condo


    Estimated Monthly Payment: $4,106 (change assumption)
    Mortgage ($3,425) + Taxes in 2024 ($681)


    Taxes:$8,174

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 4500 GULF OF MEXICO DR #206, LONGBOAT KEY, FL 34228

    $769,000246 Days on yellowkey   MLS ID: A4671822

    For Sale A4671822 - 4500 GULF OF MEXICO DR #206, LONGBOAT KEY, FL 34228 68 photos

    Bed: 2   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1523
       Built: 1975   Tax: $7,913 (2025)
    Community: Windward Bay Amd
    Condo


    Estimated Monthly Payment: $4,873 (change assumption)
    Mortgage ($4,214) + Taxes in 2025 ($659)


    Taxes:$7,913

    Elementary School: Anna Maria Elementary

    High School: Bayshore High

    Tax Year: 2025

    Middle School: Martha B. King Middle


  • 757 HIDEAWAY BAY DR, LONGBOAT KEY, FL 34228

    $7,488,000286 Days on yellowkey   MLS ID: A4667459

    For Sale A4667459 - 757 HIDEAWAY BAY DR, LONGBOAT KEY, FL 34228 58 photos

    Bed: 4   Bath: 5.0   Gar: 3
    Liv Area Sq Ft: 4507
       Built: 2007
    Monthly Fee: $58
       Tax: $29,603 (2024)
    Community: Hideaway Bay Sub
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $43,554 (change assumption)
    Mortgage ($41,029) + Fees ($58) + Taxes in 2024 ($2,467)


    Taxes:$29,603

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 3527 FAIR OAKS LN, LONGBOAT KEY, FL 34228

    $2,550,00058 Days on yellowkey   MLS ID: A4694532

    For Sale A4694532 - 3527 FAIR OAKS LN, LONGBOAT KEY, FL 34228 91 photos

    Bed: 4   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 4154
       Built: 1994
    Monthly Fee: $833
       Tax: $22,710 (2025)
    Community: Queens Harbour
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $16,698 (change assumption)
    Mortgage ($13,972) + Fees ($833) + Taxes in 2025 ($1,893)


    Taxes:$22,710

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 806 BAYPORT WAY #806, LONGBOAT KEY, FL 34228

    $949,000112 Days on yellowkey   MLS ID: TB8489326

    For Sale TB8489326 - 806 BAYPORT WAY #806, LONGBOAT KEY, FL 34228 82 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1392
       Built: 1981   Tax: $5,917 (2025)
    Community: Bayport Bch & Ten Ph E
    Condo


    Estimated Monthly Payment: $5,693 (change assumption)
    Mortgage ($5,200) + Taxes in 2025 ($493)


    Taxes:$5,917

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 605 SUTTON PL #201, LONGBOAT KEY, FL 34228

    $619,000114 Days on yellowkey   MLS ID: A4687586

    For Sale A4687586 - 605 SUTTON PL #201, LONGBOAT KEY, FL 34228 46 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1148
       Built: 1973   Tax: $6,756 (2025)
    Community: Sutton Place
    Condo


    Estimated Monthly Payment: $3,955 (change assumption)
    Mortgage ($3,392) + Taxes in 2025 ($563)


    Taxes:$6,756

    Elementary School: Anna Maria Elementary

    High School: Bayshore High

    Tax Year: 2025

    Middle School: Martha B. King Middle


  • 392 FIREHOUSE LN, LONGBOAT KEY, FL 34228

    $1,449,00021 Days on yellowkey   MLS ID: A4698365

    For Sale A4698365 - 392 FIREHOUSE LN, LONGBOAT KEY, FL 34228 38 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1761
       Built: 2004
    Monthly Fee: $467
       Tax: $17,566 (2025)
    Community: Conrad Beach
    Single Family


    Estimated Monthly Payment: $9,870 (change assumption)
    Mortgage ($7,940) + Fees ($467) + Taxes in 2025 ($1,464)


    Taxes:$17,566

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4500 GULF OF MEXICO DR #3, LONGBOAT KEY, FL 34228

    $739,000115 Days on yellowkey   MLS ID: A4685838

    For Sale A4685838 - 4500 GULF OF MEXICO DR #3, LONGBOAT KEY, FL 34228 61 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1325
       Built: 1975   Tax: $2,843 (2025)
    Community: Windward Bay Amd
    Condo


    Estimated Monthly Payment: $4,286 (change assumption)
    Mortgage ($4,049) + Taxes in 2025 ($237)


    Taxes:$2,843

    Elementary School: Anna Maria Elementary

    High School: Bayshore High

    Tax Year: 2025

    Middle School: Martha B. King Middle


  • 1445 GULF OF MEXICO DR #101, LONGBOAT KEY, FL 34228

    $1,180,000142 Days on yellowkey   MLS ID: A4684021

    REDUCED by $15,000 (1.3%) on 06/25/2026

    For Sale A4684021 - 1445 GULF OF MEXICO DR #101, LONGBOAT KEY, FL 34228 39 photos

    Bed: 3   Bath: 3.0   Gar: 1
    Liv Area Sq Ft: 2092
       Built: 1982   Tax: $11,749 (2025)
    Community: Players Club Iii
    Spa: Yes

    Condo


    Estimated Monthly Payment: $7,445 (change assumption)
    Mortgage ($6,466) + Taxes in 2025 ($979)


    Taxes:$11,749

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 677 LANDS END DR, LONGBOAT KEY, FL 34228

    $2,695,000153 Days on yellowkey   MLS ID: A4682565

    REDUCED by $95,000 (3.4%) on 06/12/2026

    For Sale A4682565 - 677 LANDS END DR, LONGBOAT KEY, FL 34228 76 photos

    Bed: 3   Bath: 3.0   Gar: 4
    Liv Area Sq Ft: 4182
       Built: 1989
    Monthly Fee: $967
       Tax: $33,361 (2025)
    Community: Lands End
    Spa: No

    Single Family


    Estimated Monthly Payment: $18,514 (change assumption)
    Mortgage ($14,767) + Fees ($967) + Taxes in 2025 ($2,780)


    Taxes:$33,361

    Elementary School: Anna Maria Elementary

    High School: Bayshore High

    Tax Year: 2025

    Middle School: W.D. Sugg Middle


  • 1561 GULF OF MEXICO DR #403, LONGBOAT KEY, FL 34228

    $13,000,000615 Days on yellowkey   MLS ID: A4627926

    For Sale A4627926 - 1561 GULF OF MEXICO DR #403, LONGBOAT KEY, FL 34228 71 photos

    Bed: 3   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 4187
       Built: 2024   Tax: $81,320 (2025)
    Community: St. Regis Longboat Key
    Condo


    Estimated Monthly Payment: $78,008 (change assumption)
    Mortgage ($71,231) + Taxes in 2025 ($6,777)


    Taxes:$81,320

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 595 BOWSPRIT LN, LONGBOAT KEY, FL 34228

    $3,099,000275 Days on yellowkey   MLS ID: A4668868

    REDUCED by $41,000 (1.3%) on 07/05/2026

    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: $19,236 (change assumption)
    Mortgage ($16,980) + 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


  • 552 JUAN ANASCO DRIVE, LONGBOAT KEY, FL 34228

    $975,000164 Days on yellowkey   MLS ID: A4680786

    0 Days Off yellowkey (back on 7/3/2026)

    REDUCED by $24,999 (2.5%) on 06/03/2026

    For Sale A4680786 - 552 JUAN ANASCO DRIVE, LONGBOAT KEY, FL 34228 46 photos

    Bed: 3   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 1846
       Built: 1960   Tax: $17,419 (2024)
    Community: Sleepy Lagoon Park
    Single Family


    Estimated Monthly Payment: $6,794 (change assumption)
    Mortgage ($5,342) + Taxes in 2024 ($1,452)


    Taxes:$17,419

    Elementary School: Anna Maria Elementary

    High School: Bayshore High

    Tax Year: 2024

    Middle School: Martha B. King Middle


  • 5231 GULF OF MEXICO DR #104, LONGBOAT KEY, FL 34228

    $499,000198 Days on yellowkey   MLS ID: A4676730

    REDUCED by $46,000 (8.4%) on 06/15/2026

    For Sale A4676730 - 5231 GULF OF MEXICO DR #104, LONGBOAT KEY, FL 34228 34 photos

    Bed: 1   Bath: 1.0
    Liv Area Sq Ft: 720
       Built: 1973   Tax: $6,784 (2024)
    Community: Covert Ii
    Condo


    Estimated Monthly Payment: $3,300 (change assumption)
    Mortgage ($2,734) + Taxes in 2024 ($565)


    Taxes:$6,784

    Elementary School: Anna Maria Elementary

    High School: Bayshore High

    Tax Year: 2024

    Middle School: Martha B. King Middle


  • 1135 GULF OF MEXICO DR #505, LONGBOAT KEY, FL 34228

    $1,175,00058 Days on yellowkey   MLS ID: A4694362

    5 Days Off yellowkey (back on 7/2/2026)

    REDUCED by $125,000 (9.6%) on 06/03/2026

    For Sale A4694362 - 1135 GULF OF MEXICO DR #505, LONGBOAT KEY, FL 34228 41 photos

    Bed: 2   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1503
       Built: 1980   Tax: $13,396 (2025)
    Community: Beachplace I
    Condo


    Estimated Monthly Payment: $7,555 (change assumption)
    Mortgage ($6,438) + Taxes in 2025 ($1,116)


    Taxes:$13,396

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 791 BROADWAY ST, LONGBOAT KEY, FL 34228

    $1,625,00060 Days on yellowkey   MLS ID: A4694059

    For Sale A4694059 - 791 BROADWAY ST, LONGBOAT KEY, FL 34228 59 photos

    Bed: 2   Bath: 2.0   Gar: 4
    Liv Area Sq Ft: 2236
       Built: 1995   Tax: $9,600 (2025)
    Community: Longbeach Village
    Single Family


    Estimated Monthly Payment: $9,704 (change assumption)
    Mortgage ($8,904) + Taxes in 2025 ($800)


    Taxes:$9,600

    Elementary School: Anna Maria Elementary

    High School: Bayshore High

    Tax Year: 2025

    Middle School: Martha B. King Middle


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

    $754,900230 Days on yellowkey   MLS ID: A4673695

    REDUCED by $20,000 (2.6%) on 07/02/2026

    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: $4,541 (change assumption)
    Mortgage ($4,136) + 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


  • 721 BINNACLE POINT DR, LONGBOAT KEY, FL 34228

    $1,499,000536 Days on yellowkey   MLS ID: NS1083611

    1 Days Off yellowkey (back on 7/2/2026)

    REDUCED by $96,000 (6.0%) on 06/16/2026

    For Sale NS1083611 - 721 BINNACLE POINT DR, LONGBOAT KEY, FL 34228 8 photos

    Bed: 3   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 3229
       Built: 1973
    Monthly Fee: $50
       Tax: $6,896 (2024)
    Community: Emerald Harbor
    Spa: No

    Single Family


    Estimated Monthly Payment: $8,838 (change assumption)
    Mortgage ($8,213) + Fees ($50) + Taxes in 2024 ($575)


    Taxes:$6,896

    Elementary School: Anna Maria Elementary

    High School: Manatee High

    Tax Year: 2024

    Middle School: Electa Arcotte Lee Magnet


  • 4995 GULF OF MEXICO DR #500, LONGBOAT KEY, FL 34228

    $5,695,000187 Days on yellowkey   MLS ID: A4677613

    0 Days Off yellowkey (back on 7/1/2026)

    REDUCED by $200,000 (3.4%) on 05/11/2026

    For Sale A4677613 - 4995 GULF OF MEXICO DR #500, LONGBOAT KEY, FL 34228 54 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3344
       Built: 2007   Tax: $47,519 (2024)
    Community: Positano
    Spa: No

    Condo


    Estimated Monthly Payment: $35,165 (change assumption)
    Mortgage ($31,205) + Taxes in 2024 ($3,960)


    Taxes:$47,519

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None




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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.