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Longboat Key Homes For Sale & Real Estate - 364 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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  • 1241 GULF OF MEXICO DR #111, LONGBOAT KEY, FL 34228

    $950,00046 Days on yellowkey   MLS ID: A4684166

    For Sale A4684166 - 1241 GULF OF MEXICO DR #111, LONGBOAT KEY, FL 34228 45 photos

    Bed: 1   Bath: 2.0
    Liv Area Sq Ft: 940
       Built: 1996
    Community: Water Club 01 At Longboat Key
    Condo


    Estimated Monthly Payment: $5,205 (change assumption)
    Mortgage ($5,205)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 7091 LONGBOAT DR E, LONGBOAT KEY, FL 34228

    $1,675,00070 Days on yellowkey   MLS ID: A4681106

    0 Days Off yellowkey (back on 3/19/2026)

    For Sale A4681106 - 7091 LONGBOAT DR E, LONGBOAT KEY, FL 34228 62 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 2089
       Built: 1920
    Community: Longbeach On Longboat Key
    Single Family


    Estimated Monthly Payment: $9,178 (change assumption)
    Mortgage ($9,178)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 415 L AMBIANCE DR #A701, LONGBOAT KEY, FL 34228

    $6,750,00029 Days on yellowkey   MLS ID: A4685660

    For Sale A4685660 - 415 L AMBIANCE DR #A701, LONGBOAT KEY, FL 34228 91 photos

    Bed: 3   Bath: 4.0
    Liv Area Sq Ft: 3380
       Built: 1992
    Community: L Ambiance 1
    Condo


    Estimated Monthly Payment: $36,985 (change assumption)
    Mortgage ($36,985)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 612 JUAN ANASCO DR, LONGBOAT KEY, FL 34228

    $22,500,000405 Days on yellowkey   MLS ID: A4643123

    For Sale A4643123 - 612 JUAN ANASCO DR, LONGBOAT KEY, FL 34228 94 photos

    Bed: 6   Bath: 8.0
    Liv Area Sq Ft: 9243
       Built: 2024
    Community: Sleepy Lagoon Park
    Single Family


    Estimated Monthly Payment: $123,285 (change assumption)
    Mortgage ($123,285)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 1465 GULF OF MEXICO DR #106, LONGBOAT KEY, FL 34228

    $1,295,000153 Days on yellowkey   MLS ID: A4670993

    1 Days Off yellowkey (back on 3/11/2026)

    For Sale A4670993 - 1465 GULF OF MEXICO DR #106, LONGBOAT KEY, FL 34228 66 photos

    Bed: 3   Bath: 3.0
    Liv Area Sq Ft: 1815
       Built: 1981
    Community: Players Club
    Condo


    Estimated Monthly Payment: $7,096 (change assumption)
    Mortgage ($7,096)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 340 GULF OF MEXICO DR #124, LONGBOAT KEY, FL 34228

    $1,725,000362 Days on yellowkey   MLS ID: A4648088

    2 Days Off yellowkey (back on 3/18/2026)

    For Sale A4648088 - 340 GULF OF MEXICO DR #124, LONGBOAT KEY, FL 34228 83 photos

    Bed: 3   Bath: 3.0
    Liv Area Sq Ft: 2365
       Built: 1991
    Community: Tangerine Bay Club
    Condo


    Estimated Monthly Payment: $9,452 (change assumption)
    Mortgage ($9,452)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 528 FOREST WAY, LONGBOAT KEY, FL 34228

    $595,000237 Days on yellowkey   MLS ID: A4662713

    For Sale A4662713 - 528 FOREST WAY, LONGBOAT KEY, FL 34228 39 photos

    Bed: 2   Bath: 2.5
    Liv Area Sq Ft: 1440
       Built: 1989
    Community: Cedars East Sec 2
    Townhouse


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


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 909 SPANISH DR N, LONGBOAT KEY, FL 34228

    $650,000   MLS ID: A4684728

    For Sale A4684728 - 909 SPANISH DR N, LONGBOAT KEY, FL 34228 70 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1300
       Built: 1969
    Community: Spanish Main Yacht Club
    Condo


    Estimated Monthly Payment: $3,562 (change assumption)
    Mortgage ($3,562)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 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


  • 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




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.