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Longboat Key Homes For Sale & Real Estate - 412 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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  • 350 GULF OF MEXICO DR #234, LONGBOAT KEY, FL 34228

    $749,000103 Days on yellowkey   MLS ID: A4678529

    1 Days Off yellowkey (back on 4/27/2026)

    REDUCED by $150,000 (16.7%) on 04/24/2026

    For Sale A4678529 - 350 GULF OF MEXICO DR #234, LONGBOAT KEY, FL 34228 38 photos

    Bed: 3   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2513
       Built: 1992   Tax: $10,107 (2025)
    Community: Tangerine Bay Club
    Spa: Yes

    Condo


    Estimated Monthly Payment: $4,946 (change assumption)
    Mortgage ($4,104) + Taxes in 2025 ($842)


    Taxes:$10,107

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 925 SPANISH DR N, LONGBOAT KEY, FL 34228

    $750,0005 Days on yellowkey   MLS ID: A4691251

    For Sale A4691251 - 925 SPANISH DR N, LONGBOAT KEY, FL 34228 82 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1449
       Built: 1968   Tax: $491 (2025)
    Community: Spanish Main Yacht Club Condo
    Spa: No

    Villa


    Estimated Monthly Payment: $4,150 (change assumption)
    Mortgage ($4,109) + Taxes in 2025 ($41)


    Taxes:$491

    Elementary School: Anna Maria Elementary

    High School: Bayshore High

    Tax Year: 2025

    Middle School: W.D. Sugg Middle


  • 4725 GULF OF MEXICO DR #314, LONGBOAT KEY, FL 34228

    $774,900144 Days on yellowkey   MLS ID: A4673798

    For Sale A4673798 - 4725 GULF OF MEXICO DR #314, LONGBOAT KEY, FL 34228 52 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1104
       Built: 1974   Tax: $10,125 (2024)
    Community: Sand Cay
    Condo


    Estimated Monthly Payment: $5,090 (change assumption)
    Mortgage ($4,246) + Taxes in 2024 ($844)


    Taxes:$10,125

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 501 DE NARVAEZ DR, LONGBOAT KEY, FL 34228

    $1,068,375281 Days on yellowkey   MLS ID: TB8398888

    For Sale TB8398888 - 501 DE NARVAEZ DR, LONGBOAT KEY, FL 34228 70 photos

    Bed: 3   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1708
       Built: 1972   Tax: $13,238 (2024)
    Community: Sleepy Lagoon Park
    Spa: No

    Single Family


    Estimated Monthly Payment: $6,957 (change assumption)
    Mortgage ($5,854) + Taxes in 2024 ($1,103)


    Taxes:$13,238

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 448 GULF OF MEXICO DR #A205, LONGBOAT KEY, FL 34228

    $629,0007 Days on yellowkey   MLS ID: A4690875

    For Sale A4690875 - 448 GULF OF MEXICO DR #A205, LONGBOAT KEY, FL 34228 45 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1306
       Built: 1970   Tax: $5,089 (2025)
    Community: Bay Harbour
    Condo


    Estimated Monthly Payment: $3,871 (change assumption)
    Mortgage ($3,446) + Taxes in 2025 ($424)


    Taxes:$5,089

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


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

    $649,00041 Days on yellowkey   MLS ID: A4686871

    REDUCED by $30,000 (4.4%) on 04/27/2026

    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: $1,607
       Tax: $6,897 (2025)
    Community: Seaplace Vi
    Spa: Yes

    Condo


    Estimated Monthly Payment: $5,738 (change assumption)
    Mortgage ($3,556) + Fees ($1,607) + Taxes in 2025 ($575)


    Taxes:$6,897

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 667 EL CENTRO, LONGBOAT KEY, FL 34228

    $380,000232 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


  • 3802 GULF OF MEXICO DR #A203, LONGBOAT KEY, FL 34228

    $399,000209 Days on yellowkey   MLS ID: A4667199

    For Sale A4667199 - 3802 GULF OF MEXICO DR #A203, LONGBOAT KEY, FL 34228 77 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1007
       Built: 1970
    Monthly Fee: $1,347
       Tax: $2,774 (2024)
    Community: Beach Harbor Club
    Condo


    Estimated Monthly Payment: $3,764 (change assumption)
    Mortgage ($2,186) + Fees ($1,347) + Taxes in 2024 ($231)


    Taxes:$2,774

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2024

    Middle School: Booker Middle


  • 3710 GULF OF MEXICO DR #F2, LONGBOAT KEY, FL 34228

    $475,00054 Days on yellowkey   MLS ID: A4681154

    For Sale A4681154 - 3710 GULF OF MEXICO DR #F2, LONGBOAT KEY, FL 34228 45 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 740
       Built: 2026
    Monthly Fee: $290
       Tax: $2,070 (2025)
    Community: Gulfshore Of Longboat Key
    Manufactured Home


    Estimated Monthly Payment: $3,065 (change assumption)
    Mortgage ($2,603) + Fees ($290) + Taxes in 2025 ($173)


    Taxes:$2,070

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 450 GULF OF MEXICO DR #B207, LONGBOAT KEY, FL 34228

    $650,000207 Days on yellowkey   MLS ID: A4667364

    For Sale A4667364 - 450 GULF OF MEXICO DR #B207, LONGBOAT KEY, FL 34228 32 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1474
       Built: 1970   Tax: $6,830 (2024)
    Community: Bay Harbour Apts
    Condo


    Estimated Monthly Payment: $4,131 (change assumption)
    Mortgage ($3,562) + Taxes in 2024 ($569)


    Taxes:$6,830

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 5125 GULF OF MEXICO DR #7, LONGBOAT KEY, FL 34228

    $975,000180 Days on yellowkey   MLS ID: N6141238

    0 Days Off yellowkey (back on 4/24/2026)

    For Sale N6141238 - 5125 GULF OF MEXICO DR #7, LONGBOAT KEY, FL 34228 52 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 961
       Built: 1983   Tax: $11,168 (2024)
    Community: Seagrape Inn
    Condo


    Estimated Monthly Payment: $6,273 (change assumption)
    Mortgage ($5,342) + Taxes in 2024 ($931)


    Taxes:$11,168

    Elementary School: Anna Maria Elementary

    High School: Bayshore High

    Tax Year: 2024

    Middle School: Martha B. King Middle


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

    $648,800414 Days on yellowkey   MLS ID: A4643486

    For Sale A4643486 - 4234 GULF OF MEXICO DR #Q2, LONGBOAT KEY, FL 34228 71 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


  • 6489 GULFSIDE RD, LONGBOAT KEY, FL 34228

    $13,995,000103 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


  • 2295 GULF OF MEXICO DR #54S, LONGBOAT KEY, FL 34228

    $899,00061 Days on yellowkey   MLS ID: A4683112

    For Sale A4683112 - 2295 GULF OF MEXICO DR #54S, LONGBOAT KEY, FL 34228 53 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1235
       Built: 1970   Tax: $7,576 (2025)
    Community: Islander Club Of Longboat
    Condo


    Estimated Monthly Payment: $5,557 (change assumption)
    Mortgage ($4,926) + Taxes in 2025 ($631)


    Taxes:$7,576

    Elementary School: Southside Elementary

    High School: Riverview High

    Tax Year: 2025

    Middle School: Booker Middle


  • 510 PUTTER LN, LONGBOAT KEY, FL 34228

    $2,925,000114 Days on yellowkey   MLS ID: A4676878

    REDUCED by $74,000 (2.5%) on 04/27/2026

    For Sale A4676878 - 510 PUTTER LN, LONGBOAT KEY, FL 34228 74 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2253
       Built: 1968   Tax: $17,343 (2024)
    Community: Country Club Shores
    Spa: No

    Single Family


    Estimated Monthly Payment: $17,472 (change assumption)
    Mortgage ($16,027) + Taxes in 2024 ($1,445)


    Taxes:$17,343

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2024

    Middle School: Booker Middle


  • 3210 BAYOU SOUND, LONGBOAT KEY, FL 34228

    $1,299,000288 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


  • 741 OLD COMPASS RD, LONGBOAT KEY, FL 34228

    $1,895,00054 Days on yellowkey   MLS ID: A4684578

    For Sale A4684578 - 741 OLD COMPASS RD, LONGBOAT KEY, FL 34228 51 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2173
       Built: 1969
    Monthly Fee: $63
       Tax: $11,776 (2024)
    Community: Emerald Harbor
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $11,428 (change assumption)
    Mortgage ($10,383) + Fees ($63) + Taxes in 2024 ($981)


    Taxes:$11,776

    Elementary School: Anna Maria Elementary

    High School: Bayshore High

    Tax Year: 2024

    Middle School: W.D. Sugg Middle


  • 100 SANDS POINT RD #225, LONGBOAT KEY, FL 34228

    $950,000115 Days on yellowkey   MLS ID: A4676681

    For Sale A4676681 - 100 SANDS POINT RD #225, LONGBOAT KEY, FL 34228 34 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1492
       Built: 1966   Tax: $3,929 (2025)
    Community: Sands Point
    Condo


    Estimated Monthly Payment: $5,533 (change assumption)
    Mortgage ($5,205) + Taxes in 2025 ($327)


    Taxes:$3,929

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 510 BOWSPRIT LN, LONGBOAT KEY, FL 34228

    $4,400,00033 Days on yellowkey   MLS ID: A4687207

    REDUCED by $200,000 (4.3%) on 04/13/2026

    For Sale A4687207 - 510 BOWSPRIT LN, LONGBOAT KEY, FL 34228 80 photos

    Bed: 5   Bath: 6.5   Gar: 2
    Liv Area Sq Ft: 4389
       Built: 2013
    Monthly Fee: $21
       Tax: $35,060 (2025)
    Community: Country Club Shores
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $27,052 (change assumption)
    Mortgage ($24,109) + Fees ($21) + Taxes in 2025 ($2,922)


    Taxes:$35,060

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 4750 GULF OF MEXICO DR #Villa 8, LONGBOAT KEY, FL 34228

    $799,00090 Days on yellowkey   MLS ID: A4679944

    REDUCED by $51,000 (6.0%) on 04/15/2026

    For Sale A4679944 - 4750 GULF OF MEXICO DR #Villa 8, LONGBOAT KEY, FL 34228 76 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1504
       Built: 1974   Tax: $2,954 (2025)
    Community: Windward Bay Amd
    Villa


    Estimated Monthly Payment: $4,624 (change assumption)
    Mortgage ($4,378) + Taxes in 2025 ($246)


    Taxes:$2,954

    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.