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Longboat Key Homes for Sale in Longboat Key - 62 homes

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

Location: Longboat Key, Longboat Key

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  • 3710 GULF OF MEXICO DR #A20, LONGBOAT KEY, FL 34228

    $199,900184 Days on yellowkey   MLS ID: TB8439380

    3 Days Off yellowkey (back on 4/3/2026)

    For Sale TB8439380 - 3710 GULF OF MEXICO DR #A20, LONGBOAT KEY, FL 34228 30 photos

    Bed: 1   Bath: 1.0
    Liv Area Sq Ft: 640
       Built: 1975
    Monthly Fee: $290
       Tax: $2,281 (2024)
    Community: Gulfshore Of Longboat Key
    Manufactured Home


    Estimated Monthly Payment: $1,575 (change assumption)
    Mortgage ($1,095) + Fees ($290) + Taxes in 2024 ($190)


    Taxes:$2,281

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


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

    $1,749,500344 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
    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


  • 2800 HARBOURSIDE DR #E-07, LONGBOAT KEY, FL 34228

    $300,00021 Days on yellowkey   MLS ID: A4688599

    For Sale A4688599 - 2800 HARBOURSIDE DR #E-07, LONGBOAT KEY, FL 34228 17 photos

    Bed:    Bath: 0.0
    Built: 1985

    Monthly Fee: $372
       Tax: $2,230 (2025)
    Community: Longboat Key Moorings Marina
    Dock-Rackominium


    Estimated Monthly Payment: $2,202 (change assumption)
    Mortgage ($1,644) + Fees ($372) + Taxes in 2025 ($186)


    Taxes:$2,230

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 2800 HARBOURSIDE DRIVE #M-03, LONGBOAT KEY, FL 34228

    $250,000518 Days on yellowkey   MLS ID: A4629626

    For Sale A4629626 - 2800 HARBOURSIDE DRIVE #M-03, LONGBOAT KEY, FL 34228 21 photos

    Bed:    Bath: 0.0
    Built: 1985

    Monthly Fee: $302
       Tax: $1,505 (2025)
    Community: Longboat Key Club Moorings
    Dock-Rackominium


    Estimated Monthly Payment: $1,797 (change assumption)
    Mortgage ($1,370) + Fees ($302) + Taxes in 2025 ($125)


    Taxes:$1,505

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1281 GULF OF MEXICO DR #111, LONGBOAT KEY, FL 34228

    $1,050,00024 Days on yellowkey   MLS ID: A4688079

    For Sale A4688079 - 1281 GULF OF MEXICO DR #111, LONGBOAT KEY, FL 34228 51 photos

    Bed: 2   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1392
       Built: 1999   Tax: $9,956 (2025)
    Community: Water Club 01 At Longboat Key
    Condo


    Estimated Monthly Payment: $6,583 (change assumption)
    Mortgage ($5,753) + Taxes in 2025 ($830)


    Taxes:$9,956

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 1241 GULF OF MEXICO DR #804, LONGBOAT KEY, FL 34228

    $2,795,000177 Days on yellowkey   MLS ID: A4669837

    For Sale A4669837 - 1241 GULF OF MEXICO DR #804, LONGBOAT KEY, FL 34228 65 photos

    Bed: 3   Bath: 4.0   Gar: 1
    Liv Area Sq Ft: 3045
       Built: 1996   Tax: $25,341 (2024)
    Community: Water Club 01 At Longboat Key
    Condo


    Estimated Monthly Payment: $17,426 (change assumption)
    Mortgage ($15,315) + Taxes in 2024 ($2,112)


    Taxes:$25,341

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2024

    Middle School: Booker Middle


  • 1241 GULF OF MEXICO DR #203, LONGBOAT KEY, FL 34228

    $1,999,000191 Days on yellowkey   MLS ID: A4668344

    0 Days Off yellowkey (back on 3/31/2026)

    For Sale A4668344 - 1241 GULF OF MEXICO DR #203, LONGBOAT KEY, FL 34228 44 photos

    Bed: 3   Bath: 4.0
    Liv Area Sq Ft: 3045
       Built: 1996   Tax: $25,305 (2025)
    Community: Water Club 01 At Longboat Key
    Condo


    Estimated Monthly Payment: $13,062 (change assumption)
    Mortgage ($10,953) + Taxes in 2025 ($2,109)


    Taxes:$25,305

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1241 GULF OF MEXICO DR #207 S, LONGBOAT KEY, FL 34228

    $1,500,000190 Days on yellowkey   MLS ID: A4668589

    0 Days Off yellowkey (back on 12/12/2025)

    For Sale A4668589 - 1241 GULF OF MEXICO DR #207 S, LONGBOAT KEY, FL 34228 36 photos

    Bed: 2   Bath: 4.0
    Liv Area Sq Ft: 2965
       Built: 1996   Tax: $15,546 (2024)
    Community: Water Club 01 At Longboat Key
    Condo


    Estimated Monthly Payment: $9,514 (change assumption)
    Mortgage ($8,219) + Taxes in 2024 ($1,296)


    Taxes:$15,546

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2024

    Middle School: Booker Middle


  • 2600 HARBOURSIDE DR #J-04, LONGBOAT KEY, FL 34228

    $350,000220 Days on yellowkey   MLS ID: A4665164

    For Sale A4665164 - 2600 HARBOURSIDE DR #J-04, LONGBOAT KEY, FL 34228 14 photos

    Bed:    Bath: 0.0
    Monthly Fee: $420
       Tax: $2,532 (2025)
    Community: Longboat Key Moorings Marina 2
    Dock-Rackominium


    Estimated Monthly Payment: $2,549 (change assumption)
    Mortgage ($1,918) + Fees ($420) + Taxes in 2025 ($211)


    Taxes:$2,532

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 825 TARAWITT DR, LONGBOAT KEY, FL 34228

    $1,599,00049 Days on yellowkey   MLS ID: A4684674

    For Sale A4684674 - 825 TARAWITT DR, LONGBOAT KEY, FL 34228 45 photos

    Bed: 2   Bath: 2.5
    Liv Area Sq Ft: 1882
       Built: 1982   Tax: $19,384 (2025)
    Community: Longboat Key
    Single Family


    Estimated Monthly Payment: $10,377 (change assumption)
    Mortgage ($8,761) + Taxes in 2025 ($1,615)


    Taxes:$19,384

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


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

    $2,295,000195 Days on yellowkey   MLS ID: A4667077

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

    Bed: 3   Bath: 3.0
    Liv Area Sq Ft: 1842
       Built: 1984
    Community: Beaches Of Longboat Key Ph-1
    Condo


    Estimated Monthly Payment: $12,575 (change assumption)
    Mortgage ($12,575)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 2600 HARBOURSIDE DR #L-03, LONGBOAT KEY, FL 34228

    $375,000374 Days on yellowkey   MLS ID: A4648812

    For Sale A4648812 - 2600 HARBOURSIDE DR #L-03, LONGBOAT KEY, FL 34228 19 photos

    Bed:    Bath: 0.0
    Built: 1985

    Community: Longboat Key Moorings Marina
    Dock-Rackominium


    Estimated Monthly Payment: $2,055 (change assumption)
    Mortgage ($2,055)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 2600 HARBOURSIDE DR #R-02, LONGBOAT KEY, FL 34228

    $189,000748 Days on yellowkey   MLS ID: A4606162

    For Sale A4606162 - 2600 HARBOURSIDE DR #R-02, LONGBOAT KEY, FL 34228 18 photos

    Bed:    Bath: 0.0
    Community: Longboat Key Moorings
    Dock-Rackominium


    Estimated Monthly Payment: $1,036 (change assumption)
    Mortgage ($1,036)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 2600 HARBOURSIDE DR #C-04, LONGBOAT KEY, FL 34228

    $350,0001226 Days on yellowkey   MLS ID: A4554905

    For Sale A4554905 - 2600 HARBOURSIDE DR #C-04, LONGBOAT KEY, FL 34228 20 photos

    Bed:    Bath: 0.0
    Community: Longboat Key Moorings
    Dock-Rackominium


    Estimated Monthly Payment: $1,918 (change assumption)
    Mortgage ($1,918)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 1581 GULF OF MEXICO DR #507, LONGBOAT KEY, FL 34228

    $3,500,000220 Days on yellowkey   MLS ID: A4665165

    1 Days Off yellowkey (back on 3/20/2026)

    For Sale A4665165 - 1581 GULF OF MEXICO DR #507, LONGBOAT KEY, FL 34228 74 photos

    Bed: 1   Bath: 1.5
    Liv Area Sq Ft: 1721
       Built: 2024
    Community: St. Regis Longboat Key
    Condo


    Estimated Monthly Payment: $19,178 (change assumption)
    Mortgage ($19,178)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


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

    $1,750,000199 Days on yellowkey   MLS ID: A4667025

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

    Bed: 3   Bath: 3.0
    Liv Area Sq Ft: 2122
       Built: 1984
    Community: Beaches Of Longboat Key Ph-1
    Condo


    Estimated Monthly Payment: $9,589 (change assumption)
    Mortgage ($9,589)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 651 BROADWAY ST, LONGBOAT KEY, FL 34228

    $2,795,000152 Days on yellowkey   MLS ID: A4672952

    2 Days Off yellowkey (back on 3/19/2026)

    For Sale A4672952 - 651 BROADWAY ST, LONGBOAT KEY, FL 34228 75 photos

    Bed: 4   Bath: 3.0
    Liv Area Sq Ft: 3320
       Built: 2003
    Community: Longbeach On Longboat Key
    Single Family


    Estimated Monthly Payment: $15,315 (change assumption)
    Mortgage ($15,315)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 3710 GULF OF MEXICO DR #E3, LONGBOAT KEY, FL 34228

    $175,000   MLS ID: A4592507

    For Sale A4592507 - 3710 GULF OF MEXICO DR #E3, LONGBOAT KEY, FL 34228 18 photos

    Bed: 2   Bath: 1.0
    Liv Area Sq Ft: 680
       Built: 1983
    Community: Gulfshore Of Longboat Key
    Manufactured Home


    Estimated Monthly Payment: $959 (change assumption)
    Mortgage ($959)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 2600 HARBOURSIDE DR #R9, LONGBOAT KEY, FL 34228

    $335,000   MLS ID: A4661661

    For Sale A4661661 - 2600 HARBOURSIDE DR #R9, LONGBOAT KEY, FL 34228 26 photos

    Bed:    Bath: 0.0
    Community: Longboat Key Moorings
    Dock-Rackominium


    Estimated Monthly Payment: $1,836 (change assumption)
    Mortgage ($1,836)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 5840 GULF OF MEXICO DR, LONGBOAT KEY, FL 34228

    $4,950,000   MLS ID: A4670094

    For Sale A4670094 - 5840 GULF OF MEXICO DR, LONGBOAT KEY, FL 34228 54 photos

    Bed: 4   Bath: 5.0
    Liv Area Sq Ft: 4145
       Built: 2022
    Community: Longboat Key
    Single Family


    Estimated Monthly Payment: $27,123 (change assumption)
    Mortgage ($27,123)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None




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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.