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Longboat Key Homes For Sale & Real Estate - 418 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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  • 240 SANDS POINT RD #4102, LONGBOAT KEY, FL 34228

    $950,000268 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


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

    $949,000115 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

    $545,000147 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

    $2,499,00031 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


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

    $1,075,000151 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

    $795,00052 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

    $1,595,000143 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

    $1,875,00060 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


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

    $960,000142 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

    $1,025,000235 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

    $549,00074 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

    $799,000240 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


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

    $335,000277 Days on yellowkey   MLS ID: A4661661

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

    Bed:    Bath: 0.0
    Monthly Fee: $494
       Tax: $2,782 (2024)
    Community: Longboat Key Moorings
    Dock-Rackominium


    Estimated Monthly Payment: $2,561 (change assumption)
    Mortgage ($1,836) + Fees ($494) + Taxes in 2024 ($232)


    Taxes:$2,782

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 6001 GULF OF MEXICO DR, LONGBOAT KEY, FL 34228

    $9,995,000233 Days on yellowkey   MLS ID: A4667111

    For Sale A4667111 - 6001 GULF OF MEXICO DR, LONGBOAT KEY, FL 34228 55 photos

    Bed: 5   Bath: 6.0   Gar: 3
    Liv Area Sq Ft: 6959
       Built: 2013   Tax: $105,194 (2024)
    Community: Longboat Key
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $63,532 (change assumption)
    Mortgage ($54,766) + Taxes in 2024 ($8,766)


    Taxes:$105,194

    Elementary School: Anna Maria Elementary

    High School: Bayshore High

    Tax Year: 2024

    Middle School: Martha B. King Middle


  • 600 PUTTER LN, LONGBOAT KEY, FL 34228

    $9,400,000511 Days on yellowkey   MLS ID: A4633484

    REDUCED by $1,100,000 (10.5%) on 05/19/2026

    For Sale A4633484 - 600 PUTTER LN, LONGBOAT KEY, FL 34228 44 photos

    Bed: 5   Bath: 5.0   Gar: 3
    Liv Area Sq Ft: 5982
       Built: 2017
    Monthly Fee: $17
       Tax: $69,287 (2025)
    Community: Country Club Shores, Unit 5, Sec 3
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $57,296 (change assumption)
    Mortgage ($51,506) + Fees ($17) + Taxes in 2025 ($5,774)


    Taxes:$69,287

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 4420 EXETER DR #303, LONGBOAT KEY, FL 34228

    $599,000123 Days on yellowkey   MLS ID: TB8455704

    REDUCED by $26,000 (4.2%) on 05/13/2026

    For Sale TB8455704 - 4420 EXETER DR #303, LONGBOAT KEY, FL 34228 42 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1152
       Built: 1970
    Monthly Fee: $1,412
       Tax: $3,678 (2025)
    Community: Longboat Harbour
    Spa: No

    Condo


    Estimated Monthly Payment: $5,001 (change assumption)
    Mortgage ($3,282) + Fees ($1,412) + Taxes in 2025 ($306)


    Taxes:$3,678

    Elementary School: Anna Maria Elementary

    High School: Bayshore High

    Tax Year: 2025

    Middle School: Martha B. King Middle


  • 3710 GULF OF MEXICO DR #G20, LONGBOAT KEY, FL 34228

    $349,90012 Days on yellowkey   MLS ID: A4693944

    For Sale A4693944 - 3710 GULF OF MEXICO DR #G20, LONGBOAT KEY, FL 34228 39 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1052
       Built: 1991
    Monthly Fee: $290
       Tax: $1,729 (2025)
    Community: Gulfshore Of Longboat Key
    Manufactured Home


    Estimated Monthly Payment: $2,351 (change assumption)
    Mortgage ($1,917) + Fees ($290) + Taxes in 2025 ($144)


    Taxes:$1,729

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1935 GULF OF MEXICO DR #G7-304, LONGBOAT KEY, FL 34228

    $465,00049 Days on yellowkey   MLS ID: TB8496217

    0 Days Off yellowkey (back on 5/19/2026)

    For Sale TB8496217 - 1935 GULF OF MEXICO DR #G7-304, LONGBOAT KEY, FL 34228 36 photos

    Bed: 2   Bath: 1.0
    Liv Area Sq Ft: 933
       Built: 1979
    Monthly Fee: $1,367
       Tax: $4,940 (2025)
    Community: Seaplace Vi
    Condo


    Estimated Monthly Payment: $4,327 (change assumption)
    Mortgage ($2,548) + Fees ($1,367) + Taxes in 2025 ($412)


    Taxes:$4,940

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 900 SPANISH DR N, LONGBOAT KEY, FL 34228

    $750,00037 Days on yellowkey   MLS ID: A4690879

    0 Days Off yellowkey (back on 5/14/2026)

    For Sale A4690879 - 900 SPANISH DR N, LONGBOAT KEY, FL 34228 69 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1423
       Built: 1971   Tax: $4,203 (2025)
    Community: Spanish Main Yacht Club Condo
    Spa: No

    Villa


    Estimated Monthly Payment: $4,460 (change assumption)
    Mortgage ($4,109) + Taxes in 2025 ($350)


    Taxes:$4,203

    Elementary School: Anna Maria Elementary

    High School: Bayshore High

    Tax Year: 2025

    Middle School: Martha B. King Middle


  • 1145 GULF OF MEXICO DR #401, LONGBOAT KEY, FL 34228

    $1,250,000133 Days on yellowkey   MLS ID: A4678330

    0 Days Off yellowkey (back on 5/19/2026)

    For Sale A4678330 - 1145 GULF OF MEXICO DR #401, LONGBOAT KEY, FL 34228 43 photos

    Bed: 2   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1172
       Built: 1980   Tax: $13,294 (2025)
    Community: Beachplace I
    Condo


    Estimated Monthly Payment: $7,957 (change assumption)
    Mortgage ($6,849) + Taxes in 2025 ($1,108)


    Taxes:$13,294

    Elementary School: None

    High School: None

    Tax Year: 2025

    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.