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Longboat Key Homes For Sale & Real Estate - 414 homes

Longboat Key homes for sale are located in Manatee 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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  • 552 JUAN ANASCO DRIVE, LONGBOAT KEY, FL 34228

    $999,99981 Days on yellowkey   MLS ID: A4680786

    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: $6,931 (change assumption)
    Mortgage ($5,479) + 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


  • 4420 EXETER DR #303, LONGBOAT KEY, FL 34228

    $625,00091 Days on yellowkey   MLS ID: TB8455704

    REDUCED by $24,900 (3.8%) on 04/18/2026

    For Sale TB8455704 - 4420 EXETER DR #303, LONGBOAT KEY, FL 34228 42 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1152
       Built: 1970
    Monthly Fee: $1,412
       Tax: $3,678 (2025)
    Community: Longboat Harbour
    Spa: No

    Condo


    Estimated Monthly Payment: $5,143 (change assumption)
    Mortgage ($3,425) + Fees ($1,412) + Taxes in 2025 ($306)


    Taxes:$3,678

    Elementary School: Anna Maria Elementary

    High School: Bayshore High

    Tax Year: 2025

    Middle School: Martha B. King Middle


  • 1571 HARBOR CAY LN, LONGBOAT KEY, FL 34228

    $4,750,000210 Days on yellowkey   MLS ID: A4666688

    For Sale A4666688 - 1571 HARBOR CAY LN, LONGBOAT KEY, FL 34228 93 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 4209
       Built: 1987   Tax: $16,980 (2024)
    Community: Bay Isles
    Single Family


    Estimated Monthly Payment: $27,442 (change assumption)
    Mortgage ($26,027) + Taxes in 2024 ($1,415)


    Taxes:$16,980

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2024

    Middle School: Booker Middle


  • 6489 GULFSIDE RD, LONGBOAT KEY, FL 34228

    $13,995,000101 Days on yellowkey   MLS ID: A4677413

    For Sale A4677413 - 6489 GULFSIDE RD, LONGBOAT KEY, FL 34228 71 photos

    Bed: 4   Bath: 4.5   Gar: 4
    Liv Area Sq Ft: 6616
       Built: 2026   Tax: $42,641 (2025)
    Community: Sleepy Lagoon
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $80,236 (change assumption)
    Mortgage ($76,683) + Taxes in 2025 ($3,553)


    Taxes:$42,641

    Elementary School: Anna Maria Elementary

    High School: Bayshore High

    Tax Year: 2025

    Middle School: Martha B. King Middle


  • 2109 GULF OF MEXICO DR #1303, LONGBOAT KEY, FL 34228

    $1,075,000105 Days on yellowkey   MLS ID: A4677817

    For Sale A4677817 - 2109 GULF OF MEXICO DR #1303, LONGBOAT KEY, FL 34228 44 photos

    Bed: 2   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1463
       Built: 1984   Tax: $9,654 (2025)
    Community: Sunset Beach
    Spa: Yes

    Condo


    Estimated Monthly Payment: $6,695 (change assumption)
    Mortgage ($5,890) + Taxes in 2025 ($805)


    Taxes:$9,654

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4340 FALMOUTH DR #D104, LONGBOAT KEY, FL 34228

    $530,000112 Days on yellowkey   MLS ID: A4676925

    For Sale A4676925 - 4340 FALMOUTH DR #D104, LONGBOAT KEY, FL 34228 60 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1072
       Built: 1969   Tax: $6,041 (2024)
    Community: Longboat Harbour
    Condo


    Estimated Monthly Payment: $3,407 (change assumption)
    Mortgage ($2,904) + Taxes in 2024 ($503)


    Taxes:$6,041

    Elementary School: Anna Maria Elementary

    High School: Bayshore High

    Tax Year: 2024

    Middle School: Martha B. King Middle


  • 4380 EXETER DR #H-103, LONGBOAT KEY, FL 34228

    $649,900126 Days on yellowkey   MLS ID: A4675171

    For Sale A4675171 - 4380 EXETER DR #H-103, LONGBOAT KEY, FL 34228 51 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1152
       Built: 1970   Tax: $7,333 (2024)
    Community: Longboat Harbour
    Spa: No

    Condo


    Estimated Monthly Payment: $4,172 (change assumption)
    Mortgage ($3,561) + Taxes in 2024 ($611)


    Taxes:$7,333

    Elementary School: Anna Maria Elementary

    High School: Bayshore High

    Tax Year: 2024

    Middle School: Martha B. King Middle


  • 2301 GULF OF MEXICO DR #12N and 11N, LONGBOAT KEY, FL 34228

    $2,377,000128 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


  • 4370 CHATHAM DR #104, LONGBOAT KEY, FL 34228

    $470,000143 Days on yellowkey   MLS ID: A4674307

    For Sale A4674307 - 4370 CHATHAM DR #104, LONGBOAT KEY, FL 34228 39 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1072
       Built: 1969   Tax: $5,334 (2024)
    Community: Longboat Harbour
    Spa: No

    Condo


    Estimated Monthly Payment: $3,020 (change assumption)
    Mortgage ($2,575) + Taxes in 2024 ($445)


    Taxes:$5,334

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 4350 CHATHAM DR #Unit E-208, LONGBOAT KEY, FL 34228

    $675,000150 Days on yellowkey   MLS ID: A4672221

    For Sale A4672221 - 4350 CHATHAM DR #Unit E-208, LONGBOAT KEY, FL 34228 86 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1316
       Built: 1969   Tax: $6,535 (2025)
    Community: Longboat Harbour
    Condo


    Estimated Monthly Payment: $4,243 (change assumption)
    Mortgage ($3,699) + Taxes in 2025 ($545)


    Taxes:$6,535

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 510 HARBOR GATE WAY, LONGBOAT KEY, FL 34228

    $4,395,000167 Days on yellowkey   MLS ID: A4671696

    For Sale A4671696 - 510 HARBOR GATE WAY, LONGBOAT KEY, FL 34228 84 photos

    Bed: 4   Bath: 5.5   Gar: 3
    Liv Area Sq Ft: 5080
       Built: 1996
    Monthly Fee: $208
       Tax: $42,201 (2024)
    Community: Bay Isles
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $27,806 (change assumption)
    Mortgage ($24,082) + Fees ($208) + Taxes in 2024 ($3,517)


    Taxes:$42,201

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2024

    Middle School: Booker Middle


  • 4390 EXETER DR #305, LONGBOAT KEY, FL 34228

    $340,000175 Days on yellowkey   MLS ID: A4670603

    For Sale A4670603 - 4390 EXETER DR #305, LONGBOAT KEY, FL 34228 78 photos

    Bed: 1   Bath: 1.0
    Liv Area Sq Ft: 837
       Built: 1970   Tax: $4,759 (2024)
    Community: Longboat Harbour
    Condo


    Estimated Monthly Payment: $2,260 (change assumption)
    Mortgage ($1,863) + Taxes in 2024 ($397)


    Taxes:$4,759

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 4390 EXETER DR #206, LONGBOAT KEY, FL 34228

    $529,000179 Days on yellowkey   MLS ID: A4670032

    For Sale A4670032 - 4390 EXETER DR #206, LONGBOAT KEY, FL 34228 53 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1152
       Built: 1970   Tax: $7,775 (2024)
    Community: Longboat Harbour
    Condo


    Estimated Monthly Payment: $3,546 (change assumption)
    Mortgage ($2,899) + Taxes in 2024 ($648)


    Taxes:$7,775

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 569 JUAN ANASCO DR, LONGBOAT KEY, FL 34228

    $1,700,000185 Days on yellowkey   MLS ID: A4669634

    For Sale A4669634 - 569 JUAN ANASCO DR, LONGBOAT KEY, FL 34228 81 photos

    Bed: 3   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 2804
       Built: 1996
    Monthly Fee: $3
       Tax: $22,111 (2024)
    Community: Sleepy Lagoon Park
    Spa: No

    Single Family


    Estimated Monthly Payment: $11,160 (change assumption)
    Mortgage ($9,315) + Fees ($3) + Taxes in 2024 ($1,843)


    Taxes:$22,111

    Elementary School: Anna Maria Elementary

    High School: Bayshore High

    Tax Year: 2024

    Middle School: Martha B. King Middle


  • 3210 BAYOU SOUND, LONGBOAT KEY, FL 34228

    $1,299,000286 Days on yellowkey   MLS ID: A4658086

    For Sale A4658086 - 3210 BAYOU SOUND, LONGBOAT KEY, FL 34228 59 photos

    Bed: 3   Bath: 2.0   Gar: 3
    Liv Area Sq Ft: 2091
       Built: 1978
    Monthly Fee: $104
       Tax: $15,679 (2024)
    Community: The Bayou
    Spa: No

    Single Family


    Estimated Monthly Payment: $8,528 (change assumption)
    Mortgage ($7,118) + Fees ($104) + Taxes in 2024 ($1,307)


    Taxes:$15,679

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 4234 GULF OF MEXICO DR #Q2, LONGBOAT KEY, FL 34228

    $648,800412 Days on yellowkey   MLS ID: A4643486

    For Sale A4643486 - 4234 GULF OF MEXICO DR #Q2, LONGBOAT KEY, FL 34228 67 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1150
       Built: 1973   Tax: $6,219 (2025)
    Community: Pelican Harbour & Beach Club
    Condo


    Estimated Monthly Payment: $4,073 (change assumption)
    Mortgage ($3,555) + Taxes in 2025 ($518)


    Taxes:$6,219

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 5655 GULF OF MEXICO DR #A107, LONGBOAT KEY, FL 34228

    $799,00017 Days on yellowkey   MLS ID: A4687549

    For Sale A4687549 - 5655 GULF OF MEXICO DR #A107, LONGBOAT KEY, FL 34228 29 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1274
       Built: 1975
    Monthly Fee: $1,164
       Tax: $3,185 (2025)
    Community: Cedars West Of Longboat Inc
    Condo


    Estimated Monthly Payment: $5,807 (change assumption)
    Mortgage ($4,378) + Fees ($1,164) + Taxes in 2025 ($265)


    Taxes:$3,185

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4900 GULF OF MEXICO DR #203, LONGBOAT KEY, FL 34228

    $689,000173 Days on yellowkey   MLS ID: A4670932

    REDUCED by $10,000 (1.4%) on 04/08/2026

    For Sale A4670932 - 4900 GULF OF MEXICO DR #203, LONGBOAT KEY, FL 34228 73 photos

    Bed: 2   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1325
       Built: 1975   Tax: $8,395 (2025)
    Community: Windward Bay Amd
    Spa: No

    Condo


    Estimated Monthly Payment: $4,475 (change assumption)
    Mortgage ($3,775) + Taxes in 2025 ($700)


    Taxes:$8,395

    Elementary School: Anna Maria Elementary

    High School: Bayshore High

    Tax Year: 2025

    Middle School: Martha B. King Middle


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

    $999,0005 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


  • 561 BIRDIE LN, LONGBOAT KEY, FL 34228

    $2,195,00025 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




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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.