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Longboat Key Homes For Sale & Real Estate - 359 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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  • 2301 GULF OF MEXICO DR #12N and 11N, LONGBOAT KEY, FL 34228

    $2,377,000209 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


  • 597 SPANISH DR N #12, LONGBOAT KEY, FL 34228

    $350,00087 Days on yellowkey   MLS ID: A4690602

    0 Days Off yellowkey (back on 6/28/2026)

    For Sale A4690602 - 597 SPANISH DR N #12, LONGBOAT KEY, FL 34228 34 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1429
       Built: 1968   Tax: $2,897 (2025)
    Community: Spanish Main Yacht Club Condo
    Condo


    Estimated Monthly Payment: $2,159 (change assumption)
    Mortgage ($1,918) + Taxes in 2025 ($241)


    Taxes:$2,897

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 6701 GULF OF MEXICO DR #332, LONGBOAT KEY, FL 34228

    $675,000100 Days on yellowkey   MLS ID: A4689175

    REDUCED by $25,000 (3.6%) on 06/28/2026

    For Sale A4689175 - 6701 GULF OF MEXICO DR #332, LONGBOAT KEY, FL 34228 30 photos

    Bed: 1   Bath: 2.0
    Liv Area Sq Ft: 990
       Built: 1971   Tax: $3,403 (2025)
    Community: Whitney Beach Iii
    Condo


    Estimated Monthly Payment: $3,982 (change assumption)
    Mortgage ($3,699) + Taxes in 2025 ($284)


    Taxes:$3,403

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4320 FALMOUTH DR #103, LONGBOAT KEY, FL 34228

    $499,000161 Days on yellowkey   MLS ID: A4681530

    REDUCED by $26,000 (5.0%) on 05/26/2026

    For Sale A4681530 - 4320 FALMOUTH DR #103, LONGBOAT KEY, FL 34228 66 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1072
       Built: 1969   Tax: $6,901 (2024)
    Community: Longboat Harbour
    Spa: No

    Condo


    Estimated Monthly Payment: $3,309 (change assumption)
    Mortgage ($2,734) + Taxes in 2024 ($575)


    Taxes:$6,901

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 605 SUTTON PL #102, LONGBOAT KEY, FL 34228

    $485,000162 Days on yellowkey   MLS ID: A4681310

    For Sale A4681310 - 605 SUTTON PL #102, LONGBOAT KEY, FL 34228 30 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 992
       Built: 1973
    Monthly Fee: $1,642
       Tax: $6,934 (2024)
    Community: Sutton Place
    Condo


    Estimated Monthly Payment: $4,877 (change assumption)
    Mortgage ($2,657) + Fees ($1,642) + Taxes in 2024 ($578)


    Taxes:$6,934

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


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

    $670,00073 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


  • 530 CHIPPING LN, LONGBOAT KEY, FL 34228

    $5,749,000132 Days on yellowkey   MLS ID: A4685275

    REDUCED by $50,000 (0.9%) on 06/26/2026

    For Sale A4685275 - 530 CHIPPING LN, LONGBOAT KEY, FL 34228 49 photos

    Bed: 5   Bath: 6.0   Gar: 2
    Liv Area Sq Ft: 4216
       Built: 2026
    Monthly Fee: $21
       Tax: $16,910 (2025)
    Community: Country Club Shores Sec 02
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $32,931 (change assumption)
    Mortgage ($31,501) + Fees ($21) + Taxes in 2025 ($1,409)


    Taxes:$16,910

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 350 GULF OF MEXICO DR #213, LONGBOAT KEY, FL 34228

    $899,50035 Days on yellowkey   MLS ID: A4696547

    For Sale A4696547 - 350 GULF OF MEXICO DR #213, LONGBOAT KEY, FL 34228 54 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2378
       Built: 1992   Tax: $13,172 (2025)
    Community: Tangerine Bay Club
    Spa: Yes

    Condo


    Estimated Monthly Payment: $6,026 (change assumption)
    Mortgage ($4,929) + Taxes in 2025 ($1,098)


    Taxes:$13,172

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


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

    $995,000336 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


  • 2425 GULF OF MEXICO DR #10F, LONGBOAT KEY, FL 34228

    $1,350,000375 Days on yellowkey   MLS ID: A4656887

    REDUCED by $145,000 (9.7%) on 06/26/2026

    For Sale A4656887 - 2425 GULF OF MEXICO DR #10F, LONGBOAT KEY, FL 34228 61 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1513
       Built: 1973   Tax: $14,482 (2024)
    Community: Sea Gate Club
    Spa: No

    Condo


    Estimated Monthly Payment: $8,604 (change assumption)
    Mortgage ($7,397) + Taxes in 2024 ($1,207)


    Taxes:$14,482

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 5841 GULF OF MEXICO DR #244, LONGBOAT KEY, FL 34228

    $505,000264 Days on yellowkey   MLS ID: A4669761

    For Sale A4669761 - 5841 GULF OF MEXICO DR #244, LONGBOAT KEY, FL 34228 21 photos

    Bed: 1   Bath: 1.0
    Liv Area Sq Ft: 520
       Built: 1972
    Monthly Fee: $1,049
       Tax: $6,604 (2024)
    Community: Silver Sands
    Condo


    Estimated Monthly Payment: $4,366 (change assumption)
    Mortgage ($2,767) + Fees ($1,049) + Taxes in 2024 ($550)


    Taxes:$6,604

    Elementary School: Anna Maria Elementary

    High School: Bayshore High

    Tax Year: 2024

    Middle School: Martha B. King Middle


  • 1600 HARBOR SOUND DR, LONGBOAT KEY, FL 34228

    $11,900,00078 Days on yellowkey   MLS ID: A4692027

    For Sale A4692027 - 1600 HARBOR SOUND DR, LONGBOAT KEY, FL 34228 4 photos

    Bed: 5   Bath: 5.5   Gar: 4
    Liv Area Sq Ft: 5689
       Built: 2026
    Monthly Fee: $792
       Tax: $24,527 (2025)
    Community: Bay Isles
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $68,040 (change assumption)
    Mortgage ($65,204) + Fees ($792) + Taxes in 2025 ($2,044)


    Taxes:$24,527

    Elementary School: Southside Elementary

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2600 HARBOURSIDE DRIVE #R-13, LONGBOAT KEY, FL 34228

    $400,00022 Days on yellowkey   MLS ID: A4697978

    For Sale A4697978 - 2600 HARBOURSIDE DRIVE #R-13, LONGBOAT KEY, FL 34228 19 photos

    Bed:    Bath: 0.0
    Built: 1985

    Monthly Fee: $540
       Tax: $3,753 (2025)
    Community: 7981 Longboat Key Moorings Marina
    Dock-Rackominium


    Estimated Monthly Payment: $3,044 (change assumption)
    Mortgage ($2,192) + Fees ($540) + Taxes in 2025 ($313)


    Taxes:$3,753

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 500 HARBOR COVE CIR, LONGBOAT KEY, FL 34228

    $12,250,00025 Days on yellowkey   MLS ID: A4697649

    For Sale A4697649 - 500 HARBOR COVE CIR, LONGBOAT KEY, FL 34228 15 photos

    Bed: 5   Bath: 5.5   Gar: 4
    Liv Area Sq Ft: 5120
       Built: 2026   Tax: $20,619 (2025)
    Community: Bay Isles
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $68,840 (change assumption)
    Mortgage ($67,122) + Taxes in 2025 ($1,718)


    Taxes:$20,619

    Elementary School: Southside Elementary

    High School: Riverview High

    Tax Year: 2025

    Middle School: Booker Middle


  • 1965 GULF OF MEXICO DR #G5-103, LONGBOAT KEY, FL 34228

    $649,00055 Days on yellowkey   MLS ID: A4694695

    For Sale A4694695 - 1965 GULF OF MEXICO DR #G5-103, LONGBOAT KEY, FL 34228 66 photos

    Bed: 2   Bath: 2.5
    Liv Area Sq Ft: 933
       Built: 1977
    Monthly Fee: $1,500
       Tax: $3,123 (2025)
    Community: Seaplace Iii
    Spa: Yes

    Condo


    Estimated Monthly Payment: $5,316 (change assumption)
    Mortgage ($3,556) + Fees ($1,500) + Taxes in 2025 ($260)


    Taxes:$3,123

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 1925 GULF OF MEXICO DR #G8-302, LONGBOAT KEY, FL 34228

    $629,000120 Days on yellowkey   MLS ID: A4686871

    REDUCED by $20,000 (3.1%) on 05/15/2026

    For Sale A4686871 - 1925 GULF OF MEXICO DR #G8-302, LONGBOAT KEY, FL 34228 82 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1257
       Built: 1978
    Monthly Fee: $1,467
       Tax: $6,897 (2025)
    Community: Seaplace Vi
    Spa: Yes

    Condo


    Estimated Monthly Payment: $5,488 (change assumption)
    Mortgage ($3,446) + Fees ($1,467) + Taxes in 2025 ($575)


    Taxes:$6,897

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


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

    $975,000217 Days on yellowkey   MLS ID: A4674194

    REDUCED by $25,000 (2.5%) on 06/25/2026

    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: $6,287 (change assumption)
    Mortgage ($5,342) + Taxes in 2025 ($945)


    Taxes:$11,336

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 2450 HARBOURSIDE DR #244, LONGBOAT KEY, FL 34228

    $2,050,00030 Days on yellowkey   MLS ID: A4697202

    For Sale A4697202 - 2450 HARBOURSIDE DR #244, LONGBOAT KEY, FL 34228 59 photos

    Bed: 3   Bath: 3.5   Gar: 1
    Liv Area Sq Ft: 3083
       Built: 1990   Tax: $20,065 (2025)
    Community: Marina Bay
    Condo


    Estimated Monthly Payment: $12,905 (change assumption)
    Mortgage ($11,233) + Taxes in 2025 ($1,672)


    Taxes:$20,065

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 230 SANDS POINT RD #3205, LONGBOAT KEY, FL 34228

    $996,000284 Days on yellowkey   MLS ID: A4667440

    REDUCED by $29,000 (2.8%) on 06/25/2026

    For Sale A4667440 - 230 SANDS POINT RD #3205, LONGBOAT KEY, FL 34228 38 photos

    Bed: 1   Bath: 1.0
    Liv Area Sq Ft: 634
       Built: 1982   Tax: $9,514 (2025)
    Community: Inn On The Beach Ph I
    Condo


    Estimated Monthly Payment: $6,250 (change assumption)
    Mortgage ($5,457) + Taxes in 2025 ($793)


    Taxes:$9,514

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 775 LONGBOAT CLUB RD #401, LONGBOAT KEY, FL 34228

    $1,595,000138 Days on yellowkey   MLS ID: A4681439

    For Sale A4681439 - 775 LONGBOAT CLUB RD #401, LONGBOAT KEY, FL 34228 31 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1510
       Built: 1984   Tax: $13,823 (2025)
    Community: Beaches Of Longboat Key Ph-1
    Spa: Yes

    Condo


    Estimated Monthly Payment: $9,891 (change assumption)
    Mortgage ($8,740) + Taxes in 2025 ($1,152)


    Taxes:$13,823

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle




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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.