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Longboat Key Homes For Sale & Real Estate - 434 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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  • 3131 BAYOU SOUND, LONGBOAT KEY, FL 34228

    $1,650,00092 Days on yellowkey   MLS ID: A4683048

    For Sale A4683048 - 3131 BAYOU SOUND, LONGBOAT KEY, FL 34228 43 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 3023
       Built: 1978
    Monthly Fee: $104
       Tax: $15,562 (2025)
    Community: Bay Isles
    Single Family


    Estimated Monthly Payment: $10,442 (change assumption)
    Mortgage ($9,041) + Fees ($104) + Taxes in 2025 ($1,297)


    Taxes:$15,562

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4860 GULF OF MEXICO DR #Villa 13, LONGBOAT KEY, FL 34228

    $505,000184 Days on yellowkey   MLS ID: A4673141

    REDUCED by $5,000 (1.0%) on 04/01/2026

    For Sale A4673141 - 4860 GULF OF MEXICO DR #Villa 13, LONGBOAT KEY, FL 34228 33 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1025
       Built: 1974   Tax: $2,052 (2025)
    Community: Windward Bay Amd
    Villa


    Estimated Monthly Payment: $2,938 (change assumption)
    Mortgage ($2,767) + Taxes in 2025 ($171)


    Taxes:$2,052

    Elementary School: Anna Maria Elementary

    High School: Bayshore High

    Tax Year: 2025

    Middle School: W.D. Sugg Middle


  • 2800 HARBOURSIDE DR #E-08, LONGBOAT KEY, FL 34228

    $250,00089 Days on yellowkey   MLS ID: A4683624

    For Sale A4683624 - 2800 HARBOURSIDE DR #E-08, LONGBOAT KEY, FL 34228 20 photos

    Bed:    Bath: 0.0
    Built: 1985

    Monthly Fee: $405
       Tax: $2,400 (2025)
    Community: Bay Isles
    Dock-Rackominium


    Estimated Monthly Payment: $1,975 (change assumption)
    Mortgage ($1,370) + Fees ($405) + Taxes in 2025 ($200)


    Taxes:$2,400

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 610 HIBISCUS WAY, LONGBOAT KEY, FL 34228

    $2,650,00028 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


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

    $340,000205 Days on yellowkey   MLS ID: A4670603

    0 Days Off yellowkey (back on 5/16/2026)

    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


  • 771 MARBURY LN, LONGBOAT KEY, FL 34228

    $2,500,00071 Days on yellowkey   MLS ID: A4686401

    For Sale A4686401 - 771 MARBURY LN, LONGBOAT KEY, FL 34228 89 photos

    Bed: 5   Bath: 4.0   Gar: 4
    Liv Area Sq Ft: 3016
       Built: 1985   Tax: $24,092 (2025)
    Community: Sleepy Lagoon Park 2
    Single Family


    Estimated Monthly Payment: $15,706 (change assumption)
    Mortgage ($13,698) + Taxes in 2025 ($2,008)


    Taxes:$24,092

    Elementary School: Anna Maria Elementary

    High School: Bayshore High

    Tax Year: 2025

    Middle School: Martha B. King Middle


  • 5422 SANDHAMN PL, LONGBOAT KEY, FL 34228

    $3,499,00072 Days on yellowkey   MLS ID: A4686120

    For Sale A4686120 - 5422 SANDHAMN PL, LONGBOAT KEY, FL 34228 97 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2802
       Built: 1993
    Monthly Fee: $400
       Tax: $38,212 (2025)
    Community: Sandhamn
    Single Family


    Estimated Monthly Payment: $22,756 (change assumption)
    Mortgage ($19,172) + Fees ($400) + Taxes in 2025 ($3,184)


    Taxes:$38,212

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 455 LONGBOAT CLUB RD #408, LONGBOAT KEY, FL 34228

    $2,399,000130 Days on yellowkey   MLS ID: A4678407

    0 Days Off yellowkey (back on 5/16/2026)

    For Sale A4678407 - 455 LONGBOAT CLUB RD #408, LONGBOAT KEY, FL 34228 58 photos

    Bed: 3   Bath: 3.5   Gar: 1
    Liv Area Sq Ft: 2780
       Built: 1990   Tax: $19,252 (2025)
    Community: Pierre
    Condo


    Estimated Monthly Payment: $14,749 (change assumption)
    Mortgage ($13,145) + Taxes in 2025 ($1,604)


    Taxes:$19,252

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 524 HALYARD LN, LONGBOAT KEY, FL 34228

    $5,495,000271 Days on yellowkey   MLS ID: A4663499

    0 Days Off yellowkey (back on 5/16/2026)

    For Sale A4663499 - 524 HALYARD LN, LONGBOAT KEY, FL 34228 77 photos

    Bed: 4   Bath: 5.0   Gar: 2
    Liv Area Sq Ft: 3737
       Built: 2025
    Monthly Fee: $21
       Tax: $17,932 (2024)
    Community: Country Club Shores Iv
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $31,624 (change assumption)
    Mortgage ($30,109) + Fees ($21) + Taxes in 2024 ($1,494)


    Taxes:$17,932

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2024

    Middle School: Brookside Middle


  • 3804 GULF OF MEXICO DR #B305, LONGBOAT KEY, FL 34228

    $420,00050 Days on yellowkey   MLS ID: A4689197

    1 Days Off yellowkey (back on 5/16/2026)

    REDUCED by $25,000 (5.6%) on 05/14/2026

    For Sale A4689197 - 3804 GULF OF MEXICO DR #B305, LONGBOAT KEY, FL 34228 65 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1007
       Built: 1970
    Monthly Fee: $1,347
       Tax: $3,772 (2025)
    Community: Beach Harbor Club
    Condo


    Estimated Monthly Payment: $3,963 (change assumption)
    Mortgage ($2,301) + Fees ($1,347) + Taxes in 2025 ($314)


    Taxes:$3,772

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


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

    $399,000237 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


  • 667 EL CENTRO, LONGBOAT KEY, FL 34228

    $380,000260 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


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

    $629,00069 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: $1,607
       Tax: $6,897 (2025)
    Community: Seaplace Vi
    Spa: Yes

    Condo


    Estimated Monthly Payment: $5,628 (change assumption)
    Mortgage ($3,446) + 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


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

    $1,499,90096 Days on yellowkey   MLS ID: A4683420

    REDUCED by $80,100 (5.1%) on 04/08/2026

    For Sale A4683420 - 765 SAINT JUDES DR N, LONGBOAT KEY, FL 34228 39 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1900
       Built: 1963   Tax: $14,125 (2025)
    Community: Longboat Key
    Spa: No

    Single Family


    Estimated Monthly Payment: $9,396 (change assumption)
    Mortgage ($8,218) + Taxes in 2025 ($1,177)


    Taxes:$14,125

    Elementary School: Anna Maria Elementary

    High School: Bayshore High

    Tax Year: 2025

    Middle School: Martha B. King Middle


  • 1600 HARBOR SOUND DR, LONGBOAT KEY, FL 34228

    $11,900,00027 Days on yellowkey   MLS ID: A4692027

    For Sale A4692027 - 1600 HARBOR SOUND DR, LONGBOAT KEY, FL 34228 9 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


  • 4400 EXETER DR #305, LONGBOAT KEY, FL 34228

    $324,90034 Days on yellowkey   MLS ID: A4691085

    0 Days Off yellowkey (back on 5/15/2026)

    For Sale A4691085 - 4400 EXETER DR #305, LONGBOAT KEY, FL 34228 33 photos

    Bed: 1   Bath: 1.0
    Liv Area Sq Ft: 837
       Built: 1970   Tax: $2,819 (2025)
    Community: Longboat Harbour
    Spa: No

    Condo


    Estimated Monthly Payment: $2,015 (change assumption)
    Mortgage ($1,780) + Taxes in 2025 ($235)


    Taxes:$2,819

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 690 FOX ST, LONGBOAT KEY, FL 34228

    $725,000105 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


  • 3459 BYRON LN, LONGBOAT KEY, FL 34228

    $849,00089 Days on yellowkey   MLS ID: A4682402

    REDUCED by $50,000 (5.6%) on 05/15/2026

    For Sale A4682402 - 3459 BYRON LN, LONGBOAT KEY, FL 34228 40 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2474
       Built: 1989   Tax: $10,643 (2025)
    Community: Coreys Landing
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $5,539 (change assumption)
    Mortgage ($4,652) + Taxes in 2025 ($887)


    Taxes:$10,643

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4995 GULF OF MEXICO DR #500, LONGBOAT KEY, FL 34228

    $5,695,000134 Days on yellowkey   MLS ID: A4677613

    REDUCED by $200,000 (3.4%) on 05/11/2026

    For Sale A4677613 - 4995 GULF OF MEXICO DR #500, LONGBOAT KEY, FL 34228 54 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3344
       Built: 2007   Tax: $47,519 (2024)
    Community: Positano
    Spa: No

    Condo


    Estimated Monthly Payment: $35,165 (change assumption)
    Mortgage ($31,205) + Taxes in 2024 ($3,960)


    Taxes:$47,519

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1926 HARBOURSIDE DR #1302, LONGBOAT KEY, FL 34228

    $789,000267 Days on yellowkey   MLS ID: TB8422578

    REDUCED by $10,000 (1.3%) on 05/14/2026

    For Sale TB8422578 - 1926 HARBOURSIDE DR #1302, LONGBOAT KEY, FL 34228 31 photos

    Bed: 2   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2606
       Built: 1982
    Monthly Fee: $1,832
       Tax: $8,181 (2024)
    Community: Fairway Bay 1
    Spa: No

    Townhouse


    Estimated Monthly Payment: $6,837 (change assumption)
    Mortgage ($4,323) + Fees ($1,832) + Taxes in 2024 ($682)


    Taxes:$8,181

    Elementary School: None

    High School: None

    Tax Year: 2024

    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.