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Longboat Key Homes For Sale & Real Estate - 321 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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  • 2425 GULF OF MEXICO DR #1A, LONGBOAT KEY, FL 34228

    $1,595,0002 Days on yellowkey   MLS ID: A4688987

    For Sale A4688987 - 2425 GULF OF MEXICO DR #1A, LONGBOAT KEY, FL 34228 44 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1470
       Built: 1973   Tax: $9,602 (2025)
    Community: Sea Gate Club
    Spa: No

    Condo


    Estimated Monthly Payment: $9,540 (change assumption)
    Mortgage ($8,740) + Taxes in 2025 ($800)


    Taxes:$9,602

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 779 SAINT JUDES DR N, LONGBOAT KEY, FL 34228

    $492,000266 Days on yellowkey   MLS ID: O6326464

    For Sale O6326464 - 779 SAINT JUDES DR N, LONGBOAT KEY, FL 34228 59 photos

    Bed: 2   Bath: 1.5
    Liv Area Sq Ft: 882
       Built: 1972   Tax: $5,814 (2024)
    Community: Villa Dos Palmas
    Condo


    Estimated Monthly Payment: $3,180 (change assumption)
    Mortgage ($2,696) + Taxes in 2024 ($485)


    Taxes:$5,814

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


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

    $1,075,000117 Days on yellowkey   MLS ID: A4674194

    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: $6,835 (change assumption)
    Mortgage ($5,890) + Taxes in 2025 ($945)


    Taxes:$11,336

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 561 BIRDIE LN, LONGBOAT KEY, FL 34228

    $2,195,0006 Days on yellowkey   MLS ID: A4687002

    For Sale A4687002 - 561 BIRDIE LN, LONGBOAT KEY, FL 34228 49 photos

    Bed: 3   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2256
       Built: 1967
    Monthly Fee: $17
       Tax: $15,946 (2025)
    Community: Country Club Shores
    Spa: No

    Single Family


    Estimated Monthly Payment: $13,373 (change assumption)
    Mortgage ($12,027) + Fees ($17) + Taxes in 2025 ($1,329)


    Taxes:$15,946

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 4621 GULF OF MEXICO DR #14F, LONGBOAT KEY, FL 34228

    $710,000191 Days on yellowkey   MLS ID: A4664627

    For Sale A4664627 - 4621 GULF OF MEXICO DR #14F, LONGBOAT KEY, FL 34228 44 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 900
       Built: 1973   Tax: $11,151 (2025)
    Community: Casa Del Mar
    Condo


    Estimated Monthly Payment: $4,820 (change assumption)
    Mortgage ($3,890) + Taxes in 2025 ($929)


    Taxes:$11,151

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1930 HARBOURSIDE DR #145, LONGBOAT KEY, FL 34228

    $599,0002 Days on yellowkey   MLS ID: A4686987

    For Sale A4686987 - 1930 HARBOURSIDE DR #145, LONGBOAT KEY, FL 34228 50 photos

    Bed: 2   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1270
       Built: 1982   Tax: $8,215 (2025)
    Community: Fairway Bay 1
    Spa: Yes

    Condo


    Estimated Monthly Payment: $3,967 (change assumption)
    Mortgage ($3,282) + Taxes in 2025 ($685)


    Taxes:$8,215

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1211 GULF OF MEXICO DR #709, LONGBOAT KEY, FL 34228

    $1,749,0002 Days on yellowkey   MLS ID: A4686985

    For Sale A4686985 - 1211 GULF OF MEXICO DR #709, LONGBOAT KEY, FL 34228 50 photos

    Bed: 2   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1827
       Built: 1985   Tax: $14,725 (2025)
    Community: Promenade
    Spa: Yes

    Condo


    Estimated Monthly Payment: $10,810 (change assumption)
    Mortgage ($9,583) + Taxes in 2025 ($1,227)


    Taxes:$14,725

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 408 GULF OF MEXICO DR #1332, LONGBOAT KEY, FL 34228

    $75,0002 Days on yellowkey   MLS ID: A4688941

    For Sale A4688941 - 408 GULF OF MEXICO DR #1332, LONGBOAT KEY, FL 34228 5 photos

    Bed:    Bath: 0.0
    Built: 2006
       Tax: $1,058 (2025)
    Community: Boathouse On Longboat
    Dock-Rackominium


    Estimated Monthly Payment: $499 (change assumption)
    Mortgage ($411) + Taxes in 2025 ($88)


    Taxes:$1,058

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2045 GULF OF MEXICO DR #M1-502, LONGBOAT KEY, FL 34228

    $469,500110 Days on yellowkey   MLS ID: A4675820

    For Sale A4675820 - 2045 GULF OF MEXICO DR #M1-502, LONGBOAT KEY, FL 34228 51 photos

    Bed: 2   Bath: 1.0
    Liv Area Sq Ft: 928
       Built: 1974   Tax: $6,201 (2025)
    Community: Seaplace Ii
    Condo


    Estimated Monthly Payment: $3,089 (change assumption)
    Mortgage ($2,573) + Taxes in 2025 ($517)


    Taxes:$6,201

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 576 SUTTON PL, LONGBOAT KEY, FL 34228

    $359,000110 Days on yellowkey   MLS ID: A4675729

    For Sale A4675729 - 576 SUTTON PL, LONGBOAT KEY, FL 34228 58 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1270
       Built: 1972   Tax: $6,222 (2024)
    Community: Sutton Place
    Spa: Yes

    Condo


    Estimated Monthly Payment: $2,486 (change assumption)
    Mortgage ($1,967) + Taxes in 2024 ($519)


    Taxes:$6,222

    Elementary School: Anna Maria Elementary

    High School: Manatee High

    Tax Year: 2024

    Middle School: Martha B. King Middle


  • 721 BINNACLE POINT DR, LONGBOAT KEY, FL 34228

    $1,599,000434 Days on yellowkey   MLS ID: NS1083611

    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: $9,386 (change assumption)
    Mortgage ($8,761) + 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


  • 4805 GULF OF MEXICO DR #103, LONGBOAT KEY, FL 34228

    $699,00089 Days on yellowkey   MLS ID: A4677568

    1 Days Off yellowkey (back on 4/6/2026)

    For Sale A4677568 - 4805 GULF OF MEXICO DR #103, LONGBOAT KEY, FL 34228 58 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: $4,358 (change assumption)
    Mortgage ($3,830) + Taxes in 2024 ($528)


    Taxes:$6,331

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 4621 GULF OF MEXICO DR #16B, LONGBOAT KEY, FL 34228

    $649,900474 Days on yellowkey   MLS ID: A4632978

    3 Days Off yellowkey (back on 4/6/2026)

    For Sale A4632978 - 4621 GULF OF MEXICO DR #16B, LONGBOAT KEY, FL 34228 30 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 900
       Built: 1972   Tax: $7,292 (2024)
    Community: Longboat Key Casa Del Mar
    Spa: No

    Condo


    Estimated Monthly Payment: $4,169 (change assumption)
    Mortgage ($3,561) + Taxes in 2024 ($608)


    Taxes:$7,292

    Elementary School: Anna Maria Elementary

    High School: Bayshore High

    Tax Year: 2024

    Middle School: Martha B. King Middle


  • 554 SPANISH DR S, LONGBOAT KEY, FL 34228

    $435,0006 Days on yellowkey   MLS ID: A4688632

    For Sale A4688632 - 554 SPANISH DR S, LONGBOAT KEY, FL 34228 72 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1326
       Built: 1971   Tax: $2,179 (2025)
    Community: Spanish Main Yacht Club Condo
    Condo


    Estimated Monthly Payment: $2,565 (change assumption)
    Mortgage ($2,384) + Taxes in 2025 ($182)


    Taxes:$2,179

    Elementary School: Anna Maria Elementary

    High School: Bayshore High

    Tax Year: 2025

    Middle School: Martha B. King Middle


  • 7149 LONGBOAT DR N, LONGBOAT KEY, FL 34228

    $2,595,00011 Days on yellowkey   MLS ID: A4687604

    For Sale A4687604 - 7149 LONGBOAT DR N, LONGBOAT KEY, FL 34228 47 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 3230
       Built: 1967   Tax: $19,370 (2025)
    Community: Longbeach On Longboat Key
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $15,833 (change assumption)
    Mortgage ($14,219) + Taxes in 2025 ($1,614)


    Taxes:$19,370

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1915 HARBOUR LINKS CIR #6, LONGBOAT KEY, FL 34228

    $1,950,0006 Days on yellowkey   MLS ID: A4688148

    For Sale A4688148 - 1915 HARBOUR LINKS CIR #6, LONGBOAT KEY, FL 34228 41 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


  • 619 BUTTONWOOD DR, LONGBOAT KEY, FL 34228

    $1,475,000420 Days on yellowkey   MLS ID: A4640109

    REDUCED by $24,000 (1.6%) on 04/06/2026

    For Sale A4640109 - 619 BUTTONWOOD DR, LONGBOAT KEY, FL 34228 70 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2265
       Built: 1960
    Monthly Fee: $50
       Tax: $7,932 (2025)
    Community: Longboat Shores Rev
    Single Family


    Estimated Monthly Payment: $8,793 (change assumption)
    Mortgage ($8,082) + Fees ($50) + Taxes in 2025 ($661)


    Taxes:$7,932

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 100 SANDS POINT RD #114, LONGBOAT KEY, FL 34228

    $2,100,00033 Days on yellowkey   MLS ID: A4685212

    3 Days Off yellowkey (back on 4/6/2026)

    For Sale A4685212 - 100 SANDS POINT RD #114, LONGBOAT KEY, FL 34228 40 photos

    Bed: 3   Bath: 3.0
    Liv Area Sq Ft: 2094
       Built: 1966   Tax: $14,826 (2025)
    Community: Sands Point
    Spa: Yes

    Condo


    Estimated Monthly Payment: $12,742 (change assumption)
    Mortgage ($11,507) + Taxes in 2025 ($1,236)


    Taxes:$14,826

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3500 GULF OF MEXICO DR #104, LONGBOAT KEY, FL 34228

    $649,00085 Days on yellowkey   MLS ID: A4675727

    For Sale A4675727 - 3500 GULF OF MEXICO DR #104, LONGBOAT KEY, FL 34228 41 photos

    Bed: 3   Bath: 2.5
    Liv Area Sq Ft: 1486
       Built: 1980   Tax: $5,798 (2025)
    Community: Buttonwood Cove
    Condo


    Estimated Monthly Payment: $4,039 (change assumption)
    Mortgage ($3,556) + Taxes in 2025 ($483)


    Taxes:$5,798

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3060 GRAND BAY BLVD #195, LONGBOAT KEY, FL 34228

    $1,695,00085 Days on yellowkey   MLS ID: A4677880

    For Sale A4677880 - 3060 GRAND BAY BLVD #195, LONGBOAT KEY, FL 34228 43 photos

    Bed: 3   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2250
       Built: 1994   Tax: $10,399 (2025)
    Community: Grand Bay 1
    Spa: Yes

    Condo


    Estimated Monthly Payment: $10,154 (change assumption)
    Mortgage ($9,287) + Taxes in 2025 ($867)


    Taxes:$10,399

    Elementary School: None

    High School: None

    Tax Year: 2025

    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.