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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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  • 2550 HARBOURSIDE DR #333, LONGBOAT KEY, FL 34228

    $1,495,000   MLS ID: A4678404

    For Sale A4678404 - 2550 HARBOURSIDE DR #333, LONGBOAT KEY, FL 34228 44 photos

    Bed: 3   Bath: 2.5
    Liv Area Sq Ft: 3067
       Built: 1990
    Community: Marina Bay
    Condo


    Estimated Monthly Payment: $8,192 (change assumption)
    Mortgage ($8,192)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 635 JUNGLE QUEEN WAY, LONGBOAT KEY, FL 34228

    $2,895,000   MLS ID: A4679064

    For Sale A4679064 - 635 JUNGLE QUEEN WAY, LONGBOAT KEY, FL 34228 55 photos

    Bed: 4   Bath: 3.5
    Liv Area Sq Ft: 3047
       Built: 2025
    Community: Mary Regina Reese
    Single Family


    Estimated Monthly Payment: $15,863 (change assumption)
    Mortgage ($15,863)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 4440 EXETER DR #301, LONGBOAT KEY, FL 34228

    $595,000   MLS ID: A4684917

    For Sale A4684917 - 4440 EXETER DR #301, LONGBOAT KEY, FL 34228 75 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1376
       Built: 1970
    Community: Longboat Harbour
    Condo


    Estimated Monthly Payment: $3,260 (change assumption)
    Mortgage ($3,260)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 3710 GULF OF MEXICO DR #E3, LONGBOAT KEY, FL 34228

    $175,000   MLS ID: A4592507

    For Sale A4592507 - 3710 GULF OF MEXICO DR #E3, LONGBOAT KEY, FL 34228 18 photos

    Bed: 2   Bath: 1.0
    Liv Area Sq Ft: 680
       Built: 1983
    Community: Gulfshore Of Longboat Key
    Manufactured Home


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


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 5055 GULF OF MEXICO DR #421, LONGBOAT KEY, FL 34228

    $575,000   MLS ID: A4684543

    For Sale A4684543 - 5055 GULF OF MEXICO DR #421, LONGBOAT KEY, FL 34228 36 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1484
       Built: 1973
    Community: Club Longboat Beach & Tennis
    Condo


    Estimated Monthly Payment: $3,151 (change assumption)
    Mortgage ($3,151)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 519 ROUNTREE DR, LONGBOAT KEY, FL 34228

    $6,488,000   MLS ID: A4674266

    For Sale A4674266 - 519 ROUNTREE DR, LONGBOAT KEY, FL 34228 98 photos

    Bed: 4   Bath: 4.5
    Liv Area Sq Ft: 3554
       Built: 2025
    Community: Longboat Key Estates
    Single Family


    Estimated Monthly Payment: $35,550 (change assumption)
    Mortgage ($35,550)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 2600 HARBOURSIDE DR #R9, LONGBOAT KEY, FL 34228

    $335,000   MLS ID: A4661661

    For Sale A4661661 - 2600 HARBOURSIDE DR #R9, LONGBOAT KEY, FL 34228 26 photos

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


    Estimated Monthly Payment: $1,836 (change assumption)
    Mortgage ($1,836)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 1065 GULF OF MEXICO DR #305, LONGBOAT KEY, FL 34228

    $1,299,000   MLS ID: A4681609

    For Sale A4681609 - 1065 GULF OF MEXICO DR #305, LONGBOAT KEY, FL 34228 49 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1819
       Built: 1981
    Community: Beachplace Iii
    Condo


    Estimated Monthly Payment: $7,118 (change assumption)
    Mortgage ($7,118)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 836 EVERGREEN WAY, LONGBOAT KEY, FL 34228

    $995,000   MLS ID: A4674750

    For Sale A4674750 - 836 EVERGREEN WAY, LONGBOAT KEY, FL 34228 50 photos

    Bed: 3   Bath: 2.5
    Liv Area Sq Ft: 2813
       Built: 1991
    Community: Cedars East Sec 3
    Condo


    Estimated Monthly Payment: $5,452 (change assumption)
    Mortgage ($5,452)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 585 SANCTUARY DR #B502, LONGBOAT KEY, FL 34228

    $1,699,000   MLS ID: A4679102

    For Sale A4679102 - 585 SANCTUARY DR #B502, LONGBOAT KEY, FL 34228 45 photos

    Bed: 3   Bath: 3.0
    Liv Area Sq Ft: 1823
       Built: 1990
    Community: Sanctuary I
    Condo


    Estimated Monthly Payment: $9,309 (change assumption)
    Mortgage ($9,309)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 2110 HARBOURSIDE DR #547, LONGBOAT KEY, FL 34228

    $929,000   MLS ID: A4681901

    For Sale A4681901 - 2110 HARBOURSIDE DR #547, LONGBOAT KEY, FL 34228 55 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 2105
       Built: 1988
    Community: Fairway Bay 3
    Condo


    Estimated Monthly Payment: $5,090 (change assumption)
    Mortgage ($5,090)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 2295 GULF OF MEXICO DR #23S, LONGBOAT KEY, FL 34228

    $1,395,000   MLS ID: A4669226

    For Sale A4669226 - 2295 GULF OF MEXICO DR #23S, LONGBOAT KEY, FL 34228 51 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1235
       Built: 1970
    Community: Islander Club Of Longboat
    Condo


    Estimated Monthly Payment: $7,644 (change assumption)
    Mortgage ($7,644)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 2295 GULF OF MEXICO DR #115S, LONGBOAT KEY, FL 34228

    $895,000   MLS ID: A4670081

    For Sale A4670081 - 2295 GULF OF MEXICO DR #115S, LONGBOAT KEY, FL 34228 54 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1235
       Built: 1970
    Community: Islander Club Of Longboat
    Condo


    Estimated Monthly Payment: $4,904 (change assumption)
    Mortgage ($4,904)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 1920 HARBOURSIDE DR #1003, LONGBOAT KEY, FL 34228

    $684,500   MLS ID: TB8462750

    For Sale TB8462750 - 1920 HARBOURSIDE DR #1003, LONGBOAT KEY, FL 34228 72 photos

    Bed: 2   Bath: 2.5
    Liv Area Sq Ft: 1590
       Built: 1982
    Community: Fairway Bay 1
    Townhouse


    Estimated Monthly Payment: $3,751 (change assumption)
    Mortgage ($3,751)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 4350 CHATHAM DR #105, LONGBOAT KEY, FL 34228

    $349,900   MLS ID: A4670294

    For Sale A4670294 - 4350 CHATHAM DR #105, LONGBOAT KEY, FL 34228 49 photos

    Bed: 1   Bath: 1.0
    Liv Area Sq Ft: 747
       Built: 1969
    Community: Longboat Harbour
    Condo


    Estimated Monthly Payment: $1,917 (change assumption)
    Mortgage ($1,917)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 530 CHIPPING LN, LONGBOAT KEY, FL 34228

    $5,799,000   MLS ID: A4685275

    For Sale A4685275 - 530 CHIPPING LN, LONGBOAT KEY, FL 34228 49 photos

    Bed: 5   Bath: 6.0
    Liv Area Sq Ft: 4216
       Built: 2026
    Community: Country Club Shores Sec 02
    Single Family


    Estimated Monthly Payment: $31,775 (change assumption)
    Mortgage ($31,775)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 5840 GULF OF MEXICO DR, LONGBOAT KEY, FL 34228

    $4,950,000   MLS ID: A4670094

    For Sale A4670094 - 5840 GULF OF MEXICO DR, LONGBOAT KEY, FL 34228 54 photos

    Bed: 4   Bath: 5.0
    Liv Area Sq Ft: 4145
       Built: 2022
    Community: Longboat Key
    Single Family


    Estimated Monthly Payment: $27,123 (change assumption)
    Mortgage ($27,123)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 2675 GULF OF MEXICO DR #403, LONGBOAT KEY, FL 34228

    $1,200,000   MLS ID: A4645760

    For Sale A4645760 - 2675 GULF OF MEXICO DR #403, LONGBOAT KEY, FL 34228 71 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1896
       Built: 1979
    Community: Veinte
    Condo


    Estimated Monthly Payment: $6,575 (change assumption)
    Mortgage ($6,575)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 775 LONGBOAT CLUB RD #606, LONGBOAT KEY, FL 34228

    $1,450,000   MLS ID: A4666117

    For Sale A4666117 - 775 LONGBOAT CLUB RD #606, LONGBOAT KEY, FL 34228 31 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1524
       Built: 1984
    Community: Beaches Of Longboat Key Ph-1
    Condo


    Estimated Monthly Payment: $7,945 (change assumption)
    Mortgage ($7,945)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 70 LIGHTHOUSE POINT DR, LONGBOAT KEY, FL 34228

    $13,750,000   MLS ID: A4681304

    For Sale A4681304 - 70 LIGHTHOUSE POINT DR, LONGBOAT KEY, FL 34228 77 photos

    Bed: 5   Bath: 5.5
    Liv Area Sq Ft: 5475
       Built: 2000
    Community: Lighthouse Point
    Single Family


    Estimated Monthly Payment: $75,341 (change assumption)
    Mortgage ($75,341)


    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.