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Longboat Key Homes For Sale & Real Estate - 366 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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  • 1050 LONGBOAT CLUB RD #903, LONGBOAT KEY, FL 34228

    $995,00062 Days on yellowkey   MLS ID: A4693486

    For Sale A4693486 - 1050 LONGBOAT CLUB RD #903, LONGBOAT KEY, FL 34228 59 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1409
       Built: 1974   Tax: $12,178 (2025)
    Community: Privateer North
    Spa: Yes

    Condo


    Estimated Monthly Payment: $6,467 (change assumption)
    Mortgage ($5,452) + Taxes in 2025 ($1,015)


    Taxes:$12,178

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2450 HARBOURSIDE DR #234, LONGBOAT KEY, FL 34228

    $1,800,000152 Days on yellowkey   MLS ID: A4682324

    REDUCED by $200,000 (10.0%) on 05/26/2026

    For Sale A4682324 - 2450 HARBOURSIDE DR #234, LONGBOAT KEY, FL 34228 49 photos

    Bed: 3   Bath: 3.0   Gar: 1
    Liv Area Sq Ft: 3383
       Built: 1990
    Monthly Fee: $153
       Tax: $11,852 (2025)
    Community: Marina Bay
    Condo


    Estimated Monthly Payment: $11,003 (change assumption)
    Mortgage ($9,863) + Fees ($153) + Taxes in 2025 ($988)


    Taxes:$11,852

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 560 HARBOR POINT RD, LONGBOAT KEY, FL 34228

    $9,700,000251 Days on yellowkey   MLS ID: A4671218

    For Sale A4671218 - 560 HARBOR POINT RD, LONGBOAT KEY, FL 34228 64 photos

    Bed: 4   Bath: 5.0   Gar: 2
    Liv Area Sq Ft: 5245
       Built: 2011
    Monthly Fee: $802
       Tax: $46,237 (2025)
    Community: Bay Isles
    Spa: No

    Single Family


    Estimated Monthly Payment: $57,804 (change assumption)
    Mortgage ($53,149) + Fees ($802) + Taxes in 2025 ($3,853)


    Taxes:$46,237

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 2600 HARBOURSIDE DR #H-05, LONGBOAT KEY, FL 34228

    $300,00051 Days on yellowkey   MLS ID: A4694769

    For Sale A4694769 - 2600 HARBOURSIDE DR #H-05, LONGBOAT KEY, FL 34228 19 photos

    Bed:    Bath: 0.0
    Built: 1983

    Monthly Fee: $372
       Tax: $2,856 (2025)
    Community: Bay Isles
    Dock-Rackominium


    Estimated Monthly Payment: $2,254 (change assumption)
    Mortgage ($1,644) + Fees ($372) + Taxes in 2025 ($238)


    Taxes:$2,856

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 2550 HARBOURSIDE DR #333, LONGBOAT KEY, FL 34228

    $1,495,000181 Days on yellowkey   MLS ID: A4678404

    For Sale A4678404 - 2550 HARBOURSIDE DR #333, LONGBOAT KEY, FL 34228 44 photos

    Bed: 3   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 3067
       Built: 1990   Tax: $9,185 (2025)
    Community: Marina Bay
    Condo


    Estimated Monthly Payment: $8,957 (change assumption)
    Mortgage ($8,192) + Taxes in 2025 ($765)


    Taxes:$9,185

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1105 GULF OF MEXICO DR #401, LONGBOAT KEY, FL 34228

    $899,000160 Days on yellowkey   MLS ID: A4680369

    REDUCED by $100,999 (10.1%) on 05/23/2026

    For Sale A4680369 - 1105 GULF OF MEXICO DR #401, LONGBOAT KEY, FL 34228 64 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1172
       Built: 1981
    Monthly Fee: $1,600
       Tax: $8,733 (2025)
    Community: Beachplace Ii
    Spa: Yes

    Condo


    Estimated Monthly Payment: $7,254 (change assumption)
    Mortgage ($4,926) + Fees ($1,600) + Taxes in 2025 ($728)


    Taxes:$8,733

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4325 GULF OF MEXICO DR #305, LONGBOAT KEY, FL 34228

    $999,00084 Days on yellowkey   MLS ID: A4690883

    For Sale A4690883 - 4325 GULF OF MEXICO DR #305, LONGBOAT KEY, FL 34228 38 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1336
       Built: 1975   Tax: $11,669 (2025)
    Community: Tiffany Plaza
    Condo


    Estimated Monthly Payment: $6,446 (change assumption)
    Mortgage ($5,474) + Taxes in 2025 ($972)


    Taxes:$11,669

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 240 SANDS POINT RD #4104, LONGBOAT KEY, FL 34228

    $1,025,00054 Days on yellowkey   MLS ID: A4694224

    For Sale A4694224 - 240 SANDS POINT RD #4104, LONGBOAT KEY, FL 34228 47 photos

    Bed: 1   Bath: 1.0
    Liv Area Sq Ft: 640
       Built: 1982   Tax: $9,435 (2025)
    Community: Inn On The Beach Ph Ii
    Condo


    Estimated Monthly Payment: $6,403 (change assumption)
    Mortgage ($5,616) + Taxes in 2025 ($786)


    Taxes:$9,435

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2600 HARBOURSIDE DR #B-13, LONGBOAT KEY, FL 34228

    $500,00054 Days on yellowkey   MLS ID: A4694623

    For Sale A4694623 - 2600 HARBOURSIDE DR #B-13, LONGBOAT KEY, FL 34228 20 photos

    Bed:    Bath: 0.0
    Monthly Fee: $675
       Tax: $5,375 (2025)
    Community: Bay Isles
    Dock-Rackominium


    Estimated Monthly Payment: $3,863 (change assumption)
    Mortgage ($2,740) + Fees ($675) + Taxes in 2025 ($448)


    Taxes:$5,375

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 4825 GULF OF MEXICO DR #202, LONGBOAT KEY, FL 34228

    $890,000223 Days on yellowkey   MLS ID: A4674248

    For Sale A4674248 - 4825 GULF OF MEXICO DR #202, LONGBOAT KEY, FL 34228 49 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1393
       Built: 1970   Tax: $11,058 (2024)
    Community: Westchester
    Spa: No

    Condo


    Estimated Monthly Payment: $5,798 (change assumption)
    Mortgage ($4,877) + Taxes in 2024 ($922)


    Taxes:$11,058

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 2600 HARBOURSIDE DRIVE #H-04, LONGBOAT KEY, FL 34228

    $275,00055 Days on yellowkey   MLS ID: A4694327

    For Sale A4694327 - 2600 HARBOURSIDE DRIVE #H-04, LONGBOAT KEY, FL 34228 17 photos

    Bed:    Bath: 0.0
    Built: 1985

    Monthly Fee: $37,001
       Tax: $2,306 (2025)
    Community: Bay Isles
    Dock-Rackominium


    Estimated Monthly Payment: $38,700 (change assumption)
    Mortgage ($1,507) + Fees ($37,001) + Taxes in 2025 ($192)


    Taxes:$2,306

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 240 SANDS POINT RD #4102, LONGBOAT KEY, FL 34228

    $950,000315 Days on yellowkey   MLS ID: A4663925

    For Sale A4663925 - 240 SANDS POINT RD #4102, LONGBOAT KEY, FL 34228 38 photos

    Bed: 1   Bath: 1.0
    Liv Area Sq Ft: 640
       Built: 1982   Tax: $10,451 (2025)
    Community: Inn On The Beach Ph Ii
    Condo


    Estimated Monthly Payment: $6,076 (change assumption)
    Mortgage ($5,205) + Taxes in 2025 ($871)


    Taxes:$10,451

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 250 SANDS POINT RD #5106, LONGBOAT KEY, FL 34228

    $960,000189 Days on yellowkey   MLS ID: A4676698

    For Sale A4676698 - 250 SANDS POINT RD #5106, LONGBOAT KEY, FL 34228 37 photos

    Bed: 1   Bath: 1.0
    Liv Area Sq Ft: 634
       Built: 1982   Tax: $7,306 (2025)
    Community: Inn On The Beach Ph Ii
    Condo


    Estimated Monthly Payment: $5,869 (change assumption)
    Mortgage ($5,260) + Taxes in 2025 ($609)


    Taxes:$7,306

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 5055 GULF OF MEXICO DR #421, LONGBOAT KEY, FL 34228

    $549,000121 Days on yellowkey   MLS ID: A4684543

    REDUCED by $26,000 (4.5%) on 05/20/2026

    For Sale A4684543 - 5055 GULF OF MEXICO DR #421, LONGBOAT KEY, FL 34228 36 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1484
       Built: 1973   Tax: $8,224 (2024)
    Community: Club Longboat Beach & Tennis
    Spa: Yes

    Condo


    Estimated Monthly Payment: $3,693 (change assumption)
    Mortgage ($3,008) + Taxes in 2024 ($685)


    Taxes:$8,224

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 3710 GULF OF MEXICO DR #G20, LONGBOAT KEY, FL 34228

    $349,90059 Days on yellowkey   MLS ID: A4693944

    For Sale A4693944 - 3710 GULF OF MEXICO DR #G20, LONGBOAT KEY, FL 34228 39 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1052
       Built: 1991
    Monthly Fee: $290
       Tax: $1,729 (2025)
    Community: Gulfshore Of Longboat Key
    Manufactured Home


    Estimated Monthly Payment: $2,351 (change assumption)
    Mortgage ($1,917) + Fees ($290) + Taxes in 2025 ($144)


    Taxes:$1,729

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 615 DREAM ISLAND PL #210, LONGBOAT KEY, FL 34228

    $949,90075 Days on yellowkey   MLS ID: TB8503989

    For Sale TB8503989 - 615 DREAM ISLAND PL #210, LONGBOAT KEY, FL 34228 27 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1509
       Built: 1985   Tax: $11,560 (2024)
    Community: Harbour Villa Club At The Buccaneer
    Spa: Yes

    Condo


    Estimated Monthly Payment: $6,168 (change assumption)
    Mortgage ($5,205) + Taxes in 2024 ($963)


    Taxes:$11,560

    Elementary School: Anna Maria Elementary

    High School: Bayshore High

    Tax Year: 2024

    Middle School: Martha B. King Middle


  • 524 HORNBLOWER LN, LONGBOAT KEY, FL 34228

    $2,900,00072 Days on yellowkey   MLS ID: A4692210

    For Sale A4692210 - 524 HORNBLOWER LN, LONGBOAT KEY, FL 34228 59 photos

    Bed: 3   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 3045
       Built: 1964
    Monthly Fee: $8
       Tax: $14,777 (2025)
    Community: Country Club Shores Sec 2
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $17,129 (change assumption)
    Mortgage ($15,890) + Fees ($8) + Taxes in 2025 ($1,231)


    Taxes:$14,777

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 610 HIBISCUS WAY, LONGBOAT KEY, FL 34228

    $2,650,00077 Days on yellowkey   MLS ID: A4691880

    For Sale A4691880 - 610 HIBISCUS WAY, LONGBOAT KEY, FL 34228 7 photos

    Bed: 4   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 2788
       Built: 2026
    Monthly Fee: $78
       Tax: $5,312 (2024)
    Community: The Preserve/Longbeach
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $15,041 (change assumption)
    Mortgage ($14,520) + Fees ($78) + Taxes in 2024 ($443)


    Taxes:$5,312

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 667 EL CENTRO, LONGBOAT KEY, FL 34228

    $380,000309 Days on yellowkey   MLS ID: A4664572

    For Sale A4664572 - 667 EL CENTRO, LONGBOAT KEY, FL 34228 41 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1327
       Built: 1969
    Monthly Fee: $1,340
       Tax: $6,206 (2024)
    Community: Spanish Main Yacht Club Condo
    Villa


    Estimated Monthly Payment: $3,939 (change assumption)
    Mortgage ($2,082) + Fees ($1,340) + Taxes in 2024 ($517)


    Taxes:$6,206

    Elementary School: Anna Maria Elementary

    High School: Bayshore High

    Tax Year: 2024

    Middle School: Martha B. King Middle


  • 690 FOX ST, LONGBOAT KEY, FL 34228

    $725,000154 Days on yellowkey   MLS ID: A4682225

    For Sale A4682225 - 690 FOX ST, LONGBOAT KEY, FL 34228 41 photos

    Bed: 4   Bath: 2.0
    Liv Area Sq Ft: 1376
       Built: 1967   Tax: $10,397 (2025)
    Community: Longbeach On Longboat Key
    Single Family


    Estimated Monthly Payment: $4,839 (change assumption)
    Mortgage ($3,973) + Taxes in 2025 ($866)


    Taxes:$10,397

    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.