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Longboat Key Homes For Sale & Real Estate - 357 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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  • 1965 GULF OF MEXICO DR #G5-406, LONGBOAT KEY, FL 34228

    $1,900,00021 Days on yellowkey   MLS ID: A4687122

    0 Days Off yellowkey (back on 3/24/2026)

    For Sale A4687122 - 1965 GULF OF MEXICO DR #G5-406, LONGBOAT KEY, FL 34228 3 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1804
       Built: 1977
    Community: Seaplace Iii
    Condo


    Estimated Monthly Payment: $10,411 (change assumption)
    Mortgage ($10,411)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 2425 GULF OF MEXICO DR #14E, LONGBOAT KEY, FL 34228

    $1,700,00028 Days on yellowkey   MLS ID: A4686539

    For Sale A4686539 - 2425 GULF OF MEXICO DR #14E, LONGBOAT KEY, FL 34228 39 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1470
       Built: 1973
    Community: Sea Gate Club
    Condo


    Estimated Monthly Payment: $9,315 (change assumption)
    Mortgage ($9,315)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 3060 GRAND BAY BLVD #155, LONGBOAT KEY, FL 34228

    $1,195,00021 Days on yellowkey   MLS ID: A4685023

    For Sale A4685023 - 3060 GRAND BAY BLVD #155, LONGBOAT KEY, FL 34228 67 photos

    Bed: 3   Bath: 3.5
    Liv Area Sq Ft: 2250
       Built: 1994
    Community: Grand Bay 1
    Condo


    Estimated Monthly Payment: $6,548 (change assumption)
    Mortgage ($6,548)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 655 LONGBOAT CLUB RD #1PH, LONGBOAT KEY, FL 34228

    $5,250,00071 Days on yellowkey   MLS ID: A4680593

    1 Days Off yellowkey (back on 3/24/2026)

    For Sale A4680593 - 655 LONGBOAT CLUB RD #1PH, LONGBOAT KEY, FL 34228 53 photos

    Bed: 3   Bath: 3.5
    Liv Area Sq Ft: 3139
       Built: 1995
    Community: Regent Place Ph 1
    Condo


    Estimated Monthly Payment: $28,766 (change assumption)
    Mortgage ($28,766)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 5635 GULF OF MEXICO DR #202, LONGBOAT KEY, FL 34228

    $1,050,00053 Days on yellowkey   MLS ID: A4683336

    For Sale A4683336 - 5635 GULF OF MEXICO DR #202, LONGBOAT KEY, FL 34228 61 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1786
       Built: 1980
    Community: Longboat Sandpipers
    Condo


    Estimated Monthly Payment: $5,753 (change assumption)
    Mortgage ($5,753)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 2120 HARBOURSIDE DR #623, LONGBOAT KEY, FL 34228

    $1,225,00022 Days on yellowkey   MLS ID: A4686721

    For Sale A4686721 - 2120 HARBOURSIDE DR #623, LONGBOAT KEY, FL 34228 35 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 2031
       Built: 1988
    Community: Fairway Bay 3
    Condo


    Estimated Monthly Payment: $6,712 (change assumption)
    Mortgage ($6,712)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 5910 GULF OF MEXICO DR, LONGBOAT KEY, FL 34228

    $5,995,000522 Days on yellowkey   MLS ID: A4627997

    0 Days Off yellowkey (back on 3/24/2026)

    For Sale A4627997 - 5910 GULF OF MEXICO DR, LONGBOAT KEY, FL 34228 45 photos

    Bed: 5   Bath: 5.0
    Liv Area Sq Ft: 4272
       Built: 2023
    Community: Harris Bayou
    Single Family


    Estimated Monthly Payment: $32,848 (change assumption)
    Mortgage ($32,848)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 3240 GULF OF MEXICO DR #B402, LONGBOAT KEY, FL 34228

    $905,00032 Days on yellowkey   MLS ID: A4686024

    For Sale A4686024 - 3240 GULF OF MEXICO DR #B402, LONGBOAT KEY, FL 34228 48 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1505
       Built: 1975
    Community: Portobello
    Condo


    Estimated Monthly Payment: $4,959 (change assumption)
    Mortgage ($4,959)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 3435 WINDING OAKS DR #18, LONGBOAT KEY, FL 34228

    $1,050,00070 Days on yellowkey   MLS ID: A4680403

    For Sale A4680403 - 3435 WINDING OAKS DR #18, LONGBOAT KEY, FL 34228 85 photos

    Bed: 2   Bath: 2.5
    Liv Area Sq Ft: 2555
       Built: 1988
    Community: Winding Oaks
    Condo


    Estimated Monthly Payment: $5,753 (change assumption)
    Mortgage ($5,753)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 4840 GULF OF MEXICO DR #Villa 15, LONGBOAT KEY, FL 34228

    $445,000333 Days on yellowkey   MLS ID: A4652683

    0 Days Off yellowkey (back on 3/24/2026)

    For Sale A4652683 - 4840 GULF OF MEXICO DR #Villa 15, LONGBOAT KEY, FL 34228 74 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1084
       Built: 1974
    Community: Windward Bay Amd
    Villa


    Estimated Monthly Payment: $2,438 (change assumption)
    Mortgage ($2,438)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 2600 HARBOURSIDE DR #R-02, LONGBOAT KEY, FL 34228

    $189,000739 Days on yellowkey   MLS ID: A4606162

    For Sale A4606162 - 2600 HARBOURSIDE DR #R-02, LONGBOAT KEY, FL 34228 18 photos

    Bed:    Bath: 0.0
    Community: Longboat Key Moorings
    Dock-Rackominium


    Estimated Monthly Payment: $1,036 (change assumption)
    Mortgage ($1,036)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


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

    $890,000131 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
    Community: Westchester
    Condo


    Estimated Monthly Payment: $4,877 (change assumption)
    Mortgage ($4,877)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 3481 BAYOU SOUND, LONGBOAT KEY, FL 34228

    $2,450,00021 Days on yellowkey   MLS ID: A4687106

    For Sale A4687106 - 3481 BAYOU SOUND, LONGBOAT KEY, FL 34228 2 photos

    Bed: 5   Bath: 3.5
    Liv Area Sq Ft: 3391
       Built: 1986
    Community: Bay Isles
    Single Family


    Estimated Monthly Payment: $13,424 (change assumption)
    Mortgage ($13,424)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 604 SPANISH DR N, LONGBOAT KEY, FL 34228

    $495,00022 Days on yellowkey   MLS ID: A4687282

    For Sale A4687282 - 604 SPANISH DR N, LONGBOAT KEY, FL 34228 47 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1357
       Built: 1967
    Community: Spanish Main Yacht Club Condo
    Single Family


    Estimated Monthly Payment: $2,712 (change assumption)
    Mortgage ($2,712)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 415 L AMBIANCE DR #B202, LONGBOAT KEY, FL 34228

    $2,150,000159 Days on yellowkey   MLS ID: A4670048

    For Sale A4670048 - 415 L AMBIANCE DR #B202, LONGBOAT KEY, FL 34228 59 photos

    Bed: 3   Bath: 3.0
    Liv Area Sq Ft: 2385
       Built: 1992
    Community: L Ambiance 1
    Condo


    Estimated Monthly Payment: $11,781 (change assumption)
    Mortgage ($11,781)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 681 OLD COMPASS RD, LONGBOAT KEY, FL 34228

    $4,995,00085 Days on yellowkey   MLS ID: A4678515

    3 Days Off yellowkey (back on 3/23/2026)

    For Sale A4678515 - 681 OLD COMPASS RD, LONGBOAT KEY, FL 34228 67 photos

    Bed: 3   Bath: 3.5
    Liv Area Sq Ft: 2520
       Built: 2022
    Community: Emerald Harbor
    Single Family


    Estimated Monthly Payment: $27,369 (change assumption)
    Mortgage ($27,369)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 610 YARDARM LN, LONGBOAT KEY, FL 34228

    $3,999,999136 Days on yellowkey   MLS ID: A4673592

    0 Days Off yellowkey (back on 3/16/2026)

    For Sale A4673592 - 610 YARDARM LN, LONGBOAT KEY, FL 34228 45 photos

    Bed: 4   Bath: 4.5
    Liv Area Sq Ft: 4138
       Built: 2003
    Community: Country Club Shores Sec 02
    Single Family


    Estimated Monthly Payment: $21,917 (change assumption)
    Mortgage ($21,917)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 3311 SABAL COVE DR, LONGBOAT KEY, FL 34228

    $2,450,00097 Days on yellowkey   MLS ID: A4676501

    For Sale A4676501 - 3311 SABAL COVE DR, LONGBOAT KEY, FL 34228 34 photos

    Bed: 4   Bath: 3.5
    Liv Area Sq Ft: 3416
       Built: 2006
    Community: Sabal Cove
    Single Family


    Estimated Monthly Payment: $13,424 (change assumption)
    Mortgage ($13,424)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


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

    $679,00026 Days on yellowkey   MLS ID: A4686871

    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
    Community: Seaplace Vi
    Condo


    Estimated Monthly Payment: $3,720 (change assumption)
    Mortgage ($3,720)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 615 BUTTONWOOD DR, LONGBOAT KEY, FL 34228

    $1,250,000134 Days on yellowkey   MLS ID: A4673335

    For Sale A4673335 - 615 BUTTONWOOD DR, LONGBOAT KEY, FL 34228 44 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 2080
       Built: 1967
    Community: Longboat Shores Rev
    Single Family


    Estimated Monthly Payment: $6,849 (change assumption)
    Mortgage ($6,849)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None




Why Bother Searching Elsewhere for Longboat Key Homes for Sale and Other Real Estate?

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.