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Longboat Key Homes For Sale & Real Estate - 435 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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  • 340 GULF OF MEXICO DR #136, LONGBOAT KEY, FL 34228

    $2,995,000141 Days on yellowkey   MLS ID: A4677173

    For Sale A4677173 - 340 GULF OF MEXICO DR #136, LONGBOAT KEY, FL 34228 60 photos

    Bed: 3   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2880
       Built: 1991   Tax: $22,280 (2024)
    Community: Tangerine Bay Club
    Spa: Yes

    Condo


    Estimated Monthly Payment: $18,267 (change assumption)
    Mortgage ($16,411) + Taxes in 2024 ($1,857)


    Taxes:$22,280

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 240 SANDS POINT RD #4206, LONGBOAT KEY, FL 34228

    $1,115,000236 Days on yellowkey   MLS ID: A4667039

    0 Days Off yellowkey (back on 5/21/2026)

    For Sale A4667039 - 240 SANDS POINT RD #4206, LONGBOAT KEY, FL 34228 42 photos

    Bed: 1   Bath: 1.0
    Liv Area Sq Ft: 640
       Built: 1982
    Monthly Fee: $1,418
       Tax: $9,141 (2024)
    Community: Inn On The Beach Ph Ii
    Condo


    Estimated Monthly Payment: $8,289 (change assumption)
    Mortgage ($6,109) + Fees ($1,418) + Taxes in 2024 ($762)


    Taxes:$9,141

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 2161 GULF OF MEXICO DR #3, LONGBOAT KEY, FL 34228

    $4,395,000439 Days on yellowkey   MLS ID: A4643048

    For Sale A4643048 - 2161 GULF OF MEXICO DR #3, LONGBOAT KEY, FL 34228 62 photos

    Bed: 3   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3800
       Built: 2001   Tax: $40,054 (2024)
    Community: En Provence
    Spa: Yes

    Condo


    Estimated Monthly Payment: $27,419 (change assumption)
    Mortgage ($24,082) + Taxes in 2024 ($3,338)


    Taxes:$40,054

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2024

    Middle School: Booker Middle


  • 6700 GULF OF MEXICO DR #118, LONGBOAT KEY, FL 34228

    $387,561207 Days on yellowkey   MLS ID: A4670555

    For Sale A4670555 - 6700 GULF OF MEXICO DR #118, LONGBOAT KEY, FL 34228 41 photos

    Bed: 1   Bath: 1.0
    Liv Area Sq Ft: 990
       Built: 1969   Tax: $6,431 (2024)
    Community: Whitney Beach
    Condo


    Estimated Monthly Payment: $2,659 (change assumption)
    Mortgage ($2,124) + Taxes in 2024 ($536)


    Taxes:$6,431

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 240 SANDS POINT RD #4102, LONGBOAT KEY, FL 34228

    $950,000266 Days on yellowkey   MLS ID: A4663925

    For Sale A4663925 - 240 SANDS POINT RD #4102, LONGBOAT KEY, FL 34228 38 photos

    Bed: 1   Bath: 1.0
    Liv Area Sq Ft: 640
       Built: 1982   Tax: $10,451 (2025)
    Community: Inn On The Beach Ph Ii
    Condo


    Estimated Monthly Payment: $6,076 (change assumption)
    Mortgage ($5,205) + Taxes in 2025 ($871)


    Taxes:$10,451

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 791 BROADWAY ST, LONGBOAT KEY, FL 34228

    $1,625,0007 Days on yellowkey   MLS ID: A4694059

    For Sale A4694059 - 791 BROADWAY ST, LONGBOAT KEY, FL 34228 59 photos

    Bed: 2   Bath: 2.0   Gar: 3
    Liv Area Sq Ft: 2236
       Built: 1995   Tax: $9,600 (2025)
    Community: Longbeach Village
    Single Family


    Estimated Monthly Payment: $9,704 (change assumption)
    Mortgage ($8,904) + Taxes in 2025 ($800)


    Taxes:$9,600

    Elementary School: Anna Maria Elementary

    High School: Bayshore High

    Tax Year: 2025

    Middle School: Martha B. King Middle


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

    $749,900172 Days on yellowkey   MLS ID: A4673798

    REDUCED by $25,000 (3.2%) on 05/20/2026

    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: $4,953 (change assumption)
    Mortgage ($4,109) + Taxes in 2024 ($844)


    Taxes:$10,125

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


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

    $949,000113 Days on yellowkey   MLS ID: A4680403

    REDUCED by $101,000 (9.6%) on 05/20/2026

    For Sale A4680403 - 3435 WINDING OAKS DR #18, LONGBOAT KEY, FL 34228 83 photos

    Bed: 2   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2555
       Built: 1988   Tax: $8,565 (2025)
    Community: Winding Oaks
    Spa: No

    Condo


    Estimated Monthly Payment: $5,914 (change assumption)
    Mortgage ($5,200) + Taxes in 2025 ($714)


    Taxes:$8,565

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 5231 GULF OF MEXICO DR #104, LONGBOAT KEY, FL 34228

    $545,000145 Days on yellowkey   MLS ID: A4676730

    For Sale A4676730 - 5231 GULF OF MEXICO DR #104, LONGBOAT KEY, FL 34228 44 photos

    Bed: 1   Bath: 1.0
    Liv Area Sq Ft: 720
       Built: 1973   Tax: $6,784 (2024)
    Community: Covert Ii
    Condo


    Estimated Monthly Payment: $3,552 (change assumption)
    Mortgage ($2,986) + Taxes in 2024 ($565)


    Taxes:$6,784

    Elementary School: Anna Maria Elementary

    High School: Bayshore High

    Tax Year: 2024

    Middle School: Martha B. King Middle


  • 1241 GULF OF MEXICO DR #304, LONGBOAT KEY, FL 34228

    $2,499,00029 Days on yellowkey   MLS ID: A4691690

    2 Days Off yellowkey (back on 5/6/2026)

    For Sale A4691690 - 1241 GULF OF MEXICO DR #304, LONGBOAT KEY, FL 34228 65 photos

    Bed: 3   Bath: 4.0   Gar: 1
    Liv Area Sq Ft: 3045
       Built: 1996   Tax: $33,640 (2025)
    Community: Water Clubi/Longboat Key Condo
    Spa: Yes

    Condo


    Estimated Monthly Payment: $16,496 (change assumption)
    Mortgage ($13,693) + Taxes in 2025 ($2,803)


    Taxes:$33,640

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 624 SAINT JUDES DR, LONGBOAT KEY, FL 34228

    $749,900188 Days on yellowkey   MLS ID: A4672840

    REDUCED by $15,000 (2.0%) on 04/20/2026

    For Sale A4672840 - 624 SAINT JUDES DR, LONGBOAT KEY, FL 34228 43 photos

    Bed: 3   Bath: 3.0
    Liv Area Sq Ft: 1387
       Built: 1957   Tax: $8,692 (2025)
    Community: Longboat Key
    Single Family


    Estimated Monthly Payment: $4,833 (change assumption)
    Mortgage ($4,109) + Taxes in 2025 ($724)


    Taxes:$8,692

    Elementary School: Anna Maria Elementary

    High School: Bayshore High

    Tax Year: 2025

    Middle School: Martha B. King Middle


  • 360 GULF OF MEXICO DR #312, LONGBOAT KEY, FL 34228

    $1,075,000149 Days on yellowkey   MLS ID: A4676411

    REDUCED by $25,000 (2.3%) on 05/20/2026

    For Sale A4676411 - 360 GULF OF MEXICO DR #312, LONGBOAT KEY, FL 34228 78 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2298
       Built: 1992   Tax: $13,341 (2025)
    Community: Tangerine Bay Club
    Spa: No

    Condo


    Estimated Monthly Payment: $7,002 (change assumption)
    Mortgage ($5,890) + Taxes in 2025 ($1,112)


    Taxes:$13,341

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3466 WINDING OAKS DR #35, LONGBOAT KEY, FL 34228

    $795,00050 Days on yellowkey   MLS ID: A4686581

    0 Days Off yellowkey (back on 5/20/2026)

    For Sale A4686581 - 3466 WINDING OAKS DR #35, LONGBOAT KEY, FL 34228 50 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2039
       Built: 1988   Tax: $4,919 (2025)
    Community: Winding Oaks
    Condo


    Estimated Monthly Payment: $4,766 (change assumption)
    Mortgage ($4,356) + Taxes in 2025 ($410)


    Taxes:$4,919

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2550 HARBOURSIDE DR #324, LONGBOAT KEY, FL 34228

    $1,595,000141 Days on yellowkey   MLS ID: A4676912

    0 Days Off yellowkey (back on 5/4/2026)

    For Sale A4676912 - 2550 HARBOURSIDE DR #324, LONGBOAT KEY, FL 34228 76 photos

    Bed: 3   Bath: 3.0   Gar: 1
    Liv Area Sq Ft: 3083
       Built: 1990   Tax: $15,739 (2025)
    Community: Marina Bay
    Spa: Yes

    Condo


    Estimated Monthly Payment: $10,051 (change assumption)
    Mortgage ($8,740) + Taxes in 2025 ($1,312)


    Taxes:$15,739

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 230 SANDS POINT RD #3703, LONGBOAT KEY, FL 34228

    $1,875,00058 Days on yellowkey   MLS ID: A4687684

    0 Days Off yellowkey (back on 3/30/2026)

    For Sale A4687684 - 230 SANDS POINT RD #3703, LONGBOAT KEY, FL 34228 40 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1394
       Built: 1982   Tax: $21,015 (2025)
    Community: Inn On The Beach Ph I
    Condo


    Estimated Monthly Payment: $12,025 (change assumption)
    Mortgage ($10,274) + Taxes in 2025 ($1,751)


    Taxes:$21,015

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 225 SANDS POINT RD #7101, LONGBOAT KEY, FL 34228

    $699,000128 Days on yellowkey   MLS ID: A4678918

    3 Days Off yellowkey (back on 3/30/2026)

    For Sale A4678918 - 225 SANDS POINT RD #7101, LONGBOAT KEY, FL 34228 44 photos

    Bed: 1   Bath: 1.0
    Liv Area Sq Ft: 642
       Built: 1983   Tax: $7,270 (2025)
    Community: Inn On The Beach Ph Iii
    Condo


    Estimated Monthly Payment: $4,436 (change assumption)
    Mortgage ($3,830) + Taxes in 2025 ($606)


    Taxes:$7,270

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 250 SANDS POINT RD #5106, LONGBOAT KEY, FL 34228

    $960,000140 Days on yellowkey   MLS ID: A4676698

    For Sale A4676698 - 250 SANDS POINT RD #5106, LONGBOAT KEY, FL 34228 37 photos

    Bed: 1   Bath: 1.0
    Liv Area Sq Ft: 634
       Built: 1982   Tax: $7,306 (2025)
    Community: Inn On The Beach Ph Ii
    Condo


    Estimated Monthly Payment: $5,869 (change assumption)
    Mortgage ($5,260) + Taxes in 2025 ($609)


    Taxes:$7,306

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 230 SANDS POINT RD #3205, LONGBOAT KEY, FL 34228

    $1,025,000233 Days on yellowkey   MLS ID: A4667440

    For Sale A4667440 - 230 SANDS POINT RD #3205, LONGBOAT KEY, FL 34228 38 photos

    Bed: 1   Bath: 1.0
    Liv Area Sq Ft: 634
       Built: 1982   Tax: $9,514 (2025)
    Community: Inn On The Beach Ph I
    Condo


    Estimated Monthly Payment: $6,409 (change assumption)
    Mortgage ($5,616) + Taxes in 2025 ($793)


    Taxes:$9,514

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


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

    $549,00072 Days on yellowkey   MLS ID: A4684543

    REDUCED by $26,000 (4.5%) on 05/20/2026

    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   Tax: $8,224 (2024)
    Community: Club Longboat Beach & Tennis
    Spa: Yes

    Condo


    Estimated Monthly Payment: $3,693 (change assumption)
    Mortgage ($3,008) + Taxes in 2024 ($685)


    Taxes:$8,224

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 4825 GULF OF MEXICO DR #105, LONGBOAT KEY, FL 34228

    $799,000238 Days on yellowkey   MLS ID: A4667044

    REDUCED by $40,900 (4.9%) on 05/20/2026

    For Sale A4667044 - 4825 GULF OF MEXICO DR #105, LONGBOAT KEY, FL 34228 32 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1393
       Built: 1970   Tax: $11,897 (2024)
    Community: Westchester Apts
    Spa: No

    Condo


    Estimated Monthly Payment: $5,369 (change assumption)
    Mortgage ($4,378) + Taxes in 2024 ($991)


    Taxes:$11,897

    Elementary School: Anna Maria Elementary

    High School: Bayshore High

    Tax Year: 2024

    Middle School: Martha B. King Middle




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.