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Longboat Key Homes For Sale & Real Estate - 333 homes

Longboat Key homes for sale are located in Manatee 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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  • 6701 GULF OF MEXICO DR #332, LONGBOAT KEY, FL 34228

    $795,000Listed 04/08/2026 2:09PM   MLS ID: A4689175

    For Sale A4689175 - 6701 GULF OF MEXICO DR #332, LONGBOAT KEY, FL 34228 30 photos

    Bed: 1   Bath: 2.0
    Liv Area Sq Ft: 990
       Built: 1971   Tax: $3,403 (2025)
    Community: Whitney Beach Iii
    Condo


    Estimated Monthly Payment: $4,640 (change assumption)
    Mortgage ($4,356) + Taxes in 2025 ($284)


    Taxes:$3,403

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1932 HARBOURSIDE DR #244, LONGBOAT KEY, FL 34228

    $1,200,000Listed 04/08/2026 7:32AM   MLS ID: A4689076

    For Sale A4689076 - 1932 HARBOURSIDE DR #244, LONGBOAT KEY, FL 34228 67 photos

    Bed: 2   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1192
       Built: 1982   Tax: $9,436 (2024)
    Community: Fairway Bay 1
    Condo


    Estimated Monthly Payment: $7,362 (change assumption)
    Mortgage ($6,575) + Taxes in 2024 ($786)


    Taxes:$9,436

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2024

    Middle School: Booker Middle


  • 4860 GULF OF MEXICO DR #Villa 13, LONGBOAT KEY, FL 34228

    $505,000135 Days on yellowkey   MLS ID: A4673141

    REDUCED by $5,000 (1.0%) on 04/01/2026

    For Sale A4673141 - 4860 GULF OF MEXICO DR #Villa 13, LONGBOAT KEY, FL 34228 33 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1025
       Built: 1974   Tax: $2,052 (2025)
    Community: Windward Bay Amd
    Villa


    Estimated Monthly Payment: $2,938 (change assumption)
    Mortgage ($2,767) + Taxes in 2025 ($171)


    Taxes:$2,052

    Elementary School: Anna Maria Elementary

    High School: Bayshore High

    Tax Year: 2025

    Middle School: W.D. Sugg Middle


  • 5260 GULF OF MEXICO DR #401, LONGBOAT KEY, FL 34228

    $595,000105 Days on yellowkey   MLS ID: A4675930

    For Sale A4675930 - 5260 GULF OF MEXICO DR #401, LONGBOAT KEY, FL 34228 34 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1173
       Built: 1974
    Monthly Fee: $1,763
       Tax: $1,961 (2025)
    Community: The Banyan Bay Club
    Condo


    Estimated Monthly Payment: $5,187 (change assumption)
    Mortgage ($3,260) + Fees ($1,763) + Taxes in 2025 ($163)


    Taxes:$1,961

    Elementary School: Anna Maria Elementary

    High School: Bayshore High

    Tax Year: 2025

    Middle School: Martha B. King Middle


  • 1918 HARBOURSIDE DR #902, LONGBOAT KEY, FL 34228

    $1,299,00055 Days on yellowkey   MLS ID: A4680710

    For Sale A4680710 - 1918 HARBOURSIDE DR #902, LONGBOAT KEY, FL 34228 55 photos

    Bed: 2   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1748
       Built: 1982
    Monthly Fee: $146
       Tax: $11,598 (2025)
    Community: Fairway Bay 1
    Spa: Yes

    Townhouse


    Estimated Monthly Payment: $8,230 (change assumption)
    Mortgage ($7,118) + Fees ($146) + Taxes in 2025 ($966)


    Taxes:$11,598

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 510 HARBOR GATE WAY, LONGBOAT KEY, FL 34228

    $4,395,000148 Days on yellowkey   MLS ID: A4671696

    For Sale A4671696 - 510 HARBOR GATE WAY, LONGBOAT KEY, FL 34228 91 photos

    Bed: 4   Bath: 5.5   Gar: 3
    Liv Area Sq Ft: 5080
       Built: 1996
    Monthly Fee: $208
       Tax: $42,201 (2024)
    Community: Bay Isles
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $27,806 (change assumption)
    Mortgage ($24,082) + Fees ($208) + Taxes in 2024 ($3,517)


    Taxes:$42,201

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2024

    Middle School: Booker Middle


  • 4561 GULF OF MEXICO DR #202, LONGBOAT KEY, FL 34228

    $2,950,000117 Days on yellowkey   MLS ID: A4674911

    For Sale A4674911 - 4561 GULF OF MEXICO DR #202, LONGBOAT KEY, FL 34228 71 photos

    Bed: 3   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 3260
       Built: 1999   Tax: $29,736 (2024)
    Community: The Grande At Longboat Key
    Spa: Yes

    Condo


    Estimated Monthly Payment: $18,642 (change assumption)
    Mortgage ($16,164) + Taxes in 2024 ($2,478)


    Taxes:$29,736

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1005 BOGEY LN, LONGBOAT KEY, FL 34228

    $3,300,00071 Days on yellowkey   MLS ID: A4680006

    For Sale A4680006 - 1005 BOGEY LN, LONGBOAT KEY, FL 34228 69 photos

    Bed: 4   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 3624
       Built: 2017
    Monthly Fee: $21
       Tax: $19,847 (2025)
    Community: Country Club Shores
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $19,757 (change assumption)
    Mortgage ($18,082) + Fees ($21) + Taxes in 2025 ($1,654)


    Taxes:$19,847

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 2089 GULF OF MEXICO DR #G1-108, LONGBOAT KEY, FL 34228

    $675,00045 Days on yellowkey   MLS ID: A4683552

    REDUCED by $24,000 (3.4%) on 04/08/2026

    For Sale A4683552 - 2089 GULF OF MEXICO DR #G1-108, LONGBOAT KEY, FL 34228 14 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 933
       Built: 1974
    Monthly Fee: $1,250
       Tax: $6,817 (2025)
    Community: Seaplace I
    Condo


    Estimated Monthly Payment: $5,517 (change assumption)
    Mortgage ($3,699) + Fees ($1,250) + Taxes in 2025 ($568)


    Taxes:$6,817

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2341 HARBOUR OAKS DR, LONGBOAT KEY, FL 34228

    $1,399,9901 Day on yellowkey   MLS ID: A4688219

    For Sale A4688219 - 2341 HARBOUR OAKS DR, LONGBOAT KEY, FL 34228 52 photos

    Bed: 3   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2282
       Built: 1986
    Monthly Fee: $1,617
       Tax: $11,814 (2025)
    Community: Harbour Oaks 2
    Spa: No

    Villa


    Estimated Monthly Payment: $10,272 (change assumption)
    Mortgage ($7,671) + Fees ($1,617) + Taxes in 2025 ($984)


    Taxes:$11,814

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1581 GULF OF MEXICO DR #406, LONGBOAT KEY, FL 34228

    $6,750,00029 Days on yellowkey   MLS ID: A4685503

    For Sale A4685503 - 1581 GULF OF MEXICO DR #406, LONGBOAT KEY, FL 34228 52 photos

    Bed: 2   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2347
       Built: 2024   Tax: $50,055 (2025)
    Community: St. Regis
    Spa: No

    Condo


    Estimated Monthly Payment: $41,157 (change assumption)
    Mortgage ($36,985) + Taxes in 2025 ($4,171)


    Taxes:$50,055

    Elementary School: Southside Elementary

    High School: Sarasota High

    Tax Year: 2025

    Middle School: Booker Middle


  • 1561 GULF OF MEXICO DR #304, LONGBOAT KEY, FL 34228

    $13,000,00028 Days on yellowkey   MLS ID: A4685495

    For Sale A4685495 - 1561 GULF OF MEXICO DR #304, LONGBOAT KEY, FL 34228 69 photos

    Bed: 3   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 4891
       Built: 2024   Tax: $94,589 (2025)
    Community: St. Regis Longboat Key
    Spa: No

    Condo


    Estimated Monthly Payment: $79,114 (change assumption)
    Mortgage ($71,231) + Taxes in 2025 ($7,882)


    Taxes:$94,589

    Elementary School: Southside Elementary

    High School: Sarasota High

    Tax Year: 2025

    Middle School: Booker Middle


  • 1591 GULF OF MEXICO DR #412, LONGBOAT KEY, FL 34228

    $3,950,00078 Days on yellowkey   MLS ID: A4679040

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

    For Sale A4679040 - 1591 GULF OF MEXICO DR #412, LONGBOAT KEY, FL 34228 88 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2154
       Built: 2024   Tax: $34,330 (2025)
    Community: St. Regis Longboat Key
    Spa: No

    Condo


    Estimated Monthly Payment: $24,504 (change assumption)
    Mortgage ($21,643) + Taxes in 2025 ($2,861)


    Taxes:$34,330

    Elementary School: Southside Elementary

    High School: Sarasota High

    Tax Year: 2025

    Middle School: Booker Middle


  • 1591 GULF OF MEXICO DR #216, LONGBOAT KEY, FL 34228

    $2,750,000202 Days on yellowkey   MLS ID: A4665247

    For Sale A4665247 - 1591 GULF OF MEXICO DR #216, LONGBOAT KEY, FL 34228 69 photos

    Bed: 1   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1556
       Built: 2025   Tax: $25,560 (2025)
    Community: St. Regis Longboat Key
    Spa: No

    Condo


    Estimated Monthly Payment: $17,198 (change assumption)
    Mortgage ($15,068) + Taxes in 2025 ($2,130)


    Taxes:$25,560

    Elementary School: Southside Elementary

    High School: Sarasota High

    Tax Year: 2025

    Middle School: Booker Middle


  • 6161 GULF OF MEXICO DR, LONGBOAT KEY, FL 34228

    $8,995,000189 Days on yellowkey   MLS ID: A4665992

    1 Days Off yellowkey (back on 4/8/2026)

    For Sale A4665992 - 6161 GULF OF MEXICO DR, LONGBOAT KEY, FL 34228 83 photos

    Bed: 4   Bath: 4.5   Gar: 5
    Liv Area Sq Ft: 4224
       Built: 1997   Tax: $77,915 (2024)
    Community: Sleepy Lagoon
    Spa: No

    Single Family


    Estimated Monthly Payment: $55,779 (change assumption)
    Mortgage ($49,286) + Taxes in 2024 ($6,493)


    Taxes:$77,915

    Elementary School: Anna Maria Elementary

    High School: Bayshore High

    Tax Year: 2024

    Middle School: W.D. Sugg Middle


  • 527 SUTTON PL, LONGBOAT KEY, FL 34228

    $349,00089 Days on yellowkey   MLS ID: A4677642

    REDUCED by $26,000 (6.9%) on 04/08/2026

    For Sale A4677642 - 527 SUTTON PL, LONGBOAT KEY, FL 34228 88 photos

    Bed: 2   Bath: 1.5   Gar: 1
    Liv Area Sq Ft: 1088
       Built: 1972   Tax: $2,054 (2024)
    Community: Sutton Place
    Condo


    Estimated Monthly Payment: $2,083 (change assumption)
    Mortgage ($1,912) + Taxes in 2024 ($171)


    Taxes:$2,054

    Elementary School: Anna Maria Elementary

    High School: Bayshore High

    Tax Year: 2024

    Middle School: Martha B. King Middle


  • 4720 GULF OF MEXICO DR #Villa 2, LONGBOAT KEY, FL 34228

    $599,00045 Days on yellowkey   MLS ID: A4679458

    For Sale A4679458 - 4720 GULF OF MEXICO DR #Villa 2, LONGBOAT KEY, FL 34228 59 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 912
       Built: 1974
    Monthly Fee: $1,305
       Tax: $1,356 (2025)
    Community: Windward Bay Amd
    Villa


    Estimated Monthly Payment: $4,700 (change assumption)
    Mortgage ($3,282) + Fees ($1,305) + Taxes in 2025 ($113)


    Taxes:$1,356

    Elementary School: Anna Maria Elementary

    High School: Bayshore High

    Tax Year: 2025

    Middle School: Martha B. King Middle


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

    $950,00094 Days on yellowkey   MLS ID: A4676681

    For Sale A4676681 - 100 SANDS POINT RD #225, LONGBOAT KEY, FL 34228 34 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1492
       Built: 1966   Tax: $3,929 (2025)
    Community: Sands Point
    Condo


    Estimated Monthly Payment: $5,533 (change assumption)
    Mortgage ($5,205) + Taxes in 2025 ($327)


    Taxes:$3,929

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 455 LONGBOAT CLUB RD #402, LONGBOAT KEY, FL 34228

    $2,195,0007 Days on yellowkey   MLS ID: A4686984

    For Sale A4686984 - 455 LONGBOAT CLUB RD #402, LONGBOAT KEY, FL 34228 50 photos

    Bed: 3   Bath: 3.0   Gar: 1
    Liv Area Sq Ft: 2410
       Built: 1990   Tax: $18,228 (2025)
    Community: Pierre
    Spa: Yes

    Condo


    Estimated Monthly Payment: $13,546 (change assumption)
    Mortgage ($12,027) + Taxes in 2025 ($1,519)


    Taxes:$18,228

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3636 FAIR OAKS PL, LONGBOAT KEY, FL 34228

    $3,600,00019 Days on yellowkey   MLS ID: A4686948

    REDUCED by $200,000 (5.3%) on 04/08/2026

    For Sale A4686948 - 3636 FAIR OAKS PL, LONGBOAT KEY, FL 34228 59 photos

    Bed: 5   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 3732
       Built: 1990
    Monthly Fee: $833
       Tax: $33,616 (2025)
    Community: Queens Harbour
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $23,360 (change assumption)
    Mortgage ($19,726) + Fees ($833) + Taxes in 2025 ($2,801)


    Taxes:$33,616

    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.