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Longboat Key Homes For Sale & Real Estate - 351 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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  • 1485 GULF OF MEXICO DR #110, LONGBOAT KEY, FL 34228

    $1,495,00069 Days on yellowkey   MLS ID: A4681044

    For Sale A4681044 - 1485 GULF OF MEXICO DR #110, LONGBOAT KEY, FL 34228 57 photos

    Bed: 2   Bath: 3.0
    Liv Area Sq Ft: 1971
       Built: 1981   Tax: $10,505 (2025)
    Community: Players Club I
    Spa: Yes

    Condo


    Estimated Monthly Payment: $9,067 (change assumption)
    Mortgage ($8,192) + Taxes in 2025 ($875)


    Taxes:$10,505

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 509 SPANISH DR N, LONGBOAT KEY, FL 34228

    $369,000Listed 04/13/2026 8:38AM   MLS ID: N6143864

    For Sale N6143864 - 509 SPANISH DR N, LONGBOAT KEY, FL 34228 34 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1357
       Built: 1967   Tax: $6,955 (2024)
    Community: Spanish Main Yacht Club Condo
    Villa


    Estimated Monthly Payment: $2,601 (change assumption)
    Mortgage ($2,022) + Taxes in 2024 ($580)


    Taxes:$6,955

    Elementary School: Anna Maria Elementary

    High School: Bayshore High

    Tax Year: 2024

    Middle School: Martha B. King Middle


  • 600 SUTTON PL #104B, LONGBOAT KEY, FL 34228

    $570,000392 Days on yellowkey   MLS ID: A4644920

    For Sale A4644920 - 600 SUTTON PL #104B, LONGBOAT KEY, FL 34228 53 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1144
       Built: 1973   Tax: $6,737 (2024)
    Community: Sutton Place
    Condo


    Estimated Monthly Payment: $3,685 (change assumption)
    Mortgage ($3,123) + Taxes in 2024 ($561)


    Taxes:$6,737

    Elementary School: Anna Maria Elementary

    High School: Bayshore High

    Tax Year: 2024

    Middle School: Martha B. King Middle


  • 524 KETCH LN, LONGBOAT KEY, FL 34228

    $1,650,000195 Days on yellowkey   MLS ID: A4666645

    REDUCED by $149,000 (8.3%) on 04/13/2026

    For Sale A4666645 - 524 KETCH LN, LONGBOAT KEY, FL 34228 62 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2028
       Built: 1968
    Monthly Fee: $8
       Tax: $11,988 (2024)
    Community: Country Club Shores
    Spa: No

    Single Family


    Estimated Monthly Payment: $10,048 (change assumption)
    Mortgage ($9,041) + Fees ($8) + Taxes in 2024 ($999)


    Taxes:$11,988

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2024

    Middle School: Booker Middle


  • 4995 GULF OF MEXICO DR #500, LONGBOAT KEY, FL 34228

    $5,895,00090 Days on yellowkey   MLS ID: A4677613

    For Sale A4677613 - 4995 GULF OF MEXICO DR #500, LONGBOAT KEY, FL 34228 54 photos

    Bed: 3   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3344
       Built: 2007   Tax: $47,519 (2024)
    Community: Positano
    Spa: No

    Condo


    Estimated Monthly Payment: $36,260 (change assumption)
    Mortgage ($32,301) + Taxes in 2024 ($3,960)


    Taxes:$47,519

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 5422 SANDHAMN PL, LONGBOAT KEY, FL 34228

    $3,499,00028 Days on yellowkey   MLS ID: A4686120

    For Sale A4686120 - 5422 SANDHAMN PL, LONGBOAT KEY, FL 34228 97 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2802
       Built: 1993
    Monthly Fee: $400
       Tax: $38,212 (2025)
    Community: Sandhamn
    Single Family


    Estimated Monthly Payment: $22,756 (change assumption)
    Mortgage ($19,172) + Fees ($400) + Taxes in 2025 ($3,184)


    Taxes:$38,212

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3040 GRAND BAY BLVD #283, LONGBOAT KEY, FL 34228

    $1,799,000168 Days on yellowkey   MLS ID: A4669347

    For Sale A4669347 - 3040 GRAND BAY BLVD #283, LONGBOAT KEY, FL 34228 72 photos

    Bed: 3   Bath: 3.0   Gar: 1
    Liv Area Sq Ft: 2550
       Built: 1996   Tax: $18,262 (2025)
    Community: Grand Bay 2
    Spa: No

    Condo


    Estimated Monthly Payment: $11,379 (change assumption)
    Mortgage ($9,857) + Taxes in 2025 ($1,522)


    Taxes:$18,262

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 2367 HARBOUR OAKS DR, LONGBOAT KEY, FL 34228

    $985,000134 Days on yellowkey   MLS ID: A4670055

    For Sale A4670055 - 2367 HARBOUR OAKS DR, LONGBOAT KEY, FL 34228 45 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2219
       Built: 1986
    Monthly Fee: $1,617
       Tax: $11,977 (2024)
    Community: Harbour Oaks 2
    Villa


    Estimated Monthly Payment: $8,012 (change assumption)
    Mortgage ($5,397) + Fees ($1,617) + Taxes in 2024 ($998)


    Taxes:$11,977

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2024

    Middle School: Booker Middle


  • 4750 GULF OF MEXICO DR #Villa 8, LONGBOAT KEY, FL 34228

    $850,00074 Days on yellowkey   MLS ID: A4679944

    For Sale A4679944 - 4750 GULF OF MEXICO DR #Villa 8, LONGBOAT KEY, FL 34228 76 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1504
       Built: 1974   Tax: $2,954 (2025)
    Community: Windward Bay Amd
    Villa


    Estimated Monthly Payment: $4,904 (change assumption)
    Mortgage ($4,657) + Taxes in 2025 ($246)


    Taxes:$2,954

    Elementary School: Anna Maria Elementary

    High School: Bayshore High

    Tax Year: 2025

    Middle School: Martha B. King Middle


  • 5655 GULF OF MEXICO DR #A107, LONGBOAT KEY, FL 34228

    $799,0003 Days on yellowkey   MLS ID: A4687549

    For Sale A4687549 - 5655 GULF OF MEXICO DR #A107, LONGBOAT KEY, FL 34228 29 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1274
       Built: 1975
    Monthly Fee: $1,164
       Tax: $3,185 (2025)
    Community: Cedars West Of Longboat Inc
    Condo


    Estimated Monthly Payment: $5,807 (change assumption)
    Mortgage ($4,378) + Fees ($1,164) + Taxes in 2025 ($265)


    Taxes:$3,185

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 706 BAYPORT WAY #706, LONGBOAT KEY, FL 34228

    $739,0005 Days on yellowkey   MLS ID: A4688503

    For Sale A4688503 - 706 BAYPORT WAY #706, LONGBOAT KEY, FL 34228 61 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1601
       Built: 1980
    Monthly Fee: $1,978
       Tax: $6,727 (2025)
    Community: Bayport Bch & Ten Ph C
    Condo


    Estimated Monthly Payment: $6,588 (change assumption)
    Mortgage ($4,049) + Fees ($1,978) + Taxes in 2025 ($561)


    Taxes:$6,727

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 1915 HARBOUR LINKS CIR #6, LONGBOAT KEY, FL 34228

    $1,950,00011 Days on yellowkey   MLS ID: A4688148

    For Sale A4688148 - 1915 HARBOUR LINKS CIR #6, LONGBOAT KEY, FL 34228 41 photos

    Bed: 3   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2476
       Built: 2002   Tax: $19,319 (2025)
    Community: Bay Isles
    Spa: Yes

    Condo


    Estimated Monthly Payment: $12,295 (change assumption)
    Mortgage ($10,685) + Taxes in 2025 ($1,610)


    Taxes:$19,319

    Elementary School: Southside Elementary

    High School: Sarasota High

    Tax Year: 2025

    Middle School: Booker Middle


  • 605 SUTTON PL #201, LONGBOAT KEY, FL 34228

    $619,00017 Days on yellowkey   MLS ID: A4687586

    For Sale A4687586 - 605 SUTTON PL #201, LONGBOAT KEY, FL 34228 46 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1148
       Built: 1973   Tax: $6,756 (2025)
    Community: Sutton Place
    Condo


    Estimated Monthly Payment: $3,955 (change assumption)
    Mortgage ($3,392) + Taxes in 2025 ($563)


    Taxes:$6,756

    Elementary School: Anna Maria Elementary

    High School: Bayshore High

    Tax Year: 2025

    Middle School: Martha B. King Middle


  • 1914 HARBOUR LINKS CIR #10, LONGBOAT KEY, FL 34228

    $1,495,00012 Days on yellowkey   MLS ID: A4686139

    For Sale A4686139 - 1914 HARBOUR LINKS CIR #10, LONGBOAT KEY, FL 34228 50 photos

    Bed: 3   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2180
       Built: 2001   Tax: $12,540 (2025)
    Community: Emerald Pointe South
    Spa: No

    Condo


    Estimated Monthly Payment: $9,237 (change assumption)
    Mortgage ($8,192) + Taxes in 2025 ($1,045)


    Taxes:$12,540

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 806 BAYPORT WAY #806, LONGBOAT KEY, FL 34228

    $949,00015 Days on yellowkey   MLS ID: TB8489326

    For Sale TB8489326 - 806 BAYPORT WAY #806, LONGBOAT KEY, FL 34228 82 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1392
       Built: 1981   Tax: $5,917 (2025)
    Community: Bayport Bch & Ten Ph E
    Condo


    Estimated Monthly Payment: $5,693 (change assumption)
    Mortgage ($5,200) + Taxes in 2025 ($493)


    Taxes:$5,917

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 803 BAYPORT WAY #803, LONGBOAT KEY, FL 34228

    $775,00027 Days on yellowkey   MLS ID: A4686552

    For Sale A4686552 - 803 BAYPORT WAY #803, LONGBOAT KEY, FL 34228 62 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1456
       Built: 1981   Tax: $6,376 (2025)
    Community: Bayport Bch & Ten Ph E
    Condo


    Estimated Monthly Payment: $4,778 (change assumption)
    Mortgage ($4,246) + Taxes in 2025 ($531)


    Taxes:$6,376

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 3636 FAIR OAKS PL, LONGBOAT KEY, FL 34228

    $3,600,00024 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


  • 536 KETCH LN, LONGBOAT KEY, FL 34228

    $2,695,00026 Days on yellowkey   MLS ID: A4686553

    REDUCED by $200,000 (6.9%) on 04/12/2026

    For Sale A4686553 - 536 KETCH LN, LONGBOAT KEY, FL 34228 80 photos

    Bed: 3   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2960
       Built: 2016
    Monthly Fee: $10
       Tax: $13,360 (2025)
    Community: Country Club Shores
    Spa: No

    Single Family


    Estimated Monthly Payment: $15,890 (change assumption)
    Mortgage ($14,767) + Fees ($10) + Taxes in 2025 ($1,113)


    Taxes:$13,360

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 3511 FAIR OAKS CT, LONGBOAT KEY, FL 34228

    $1,559,00038 Days on yellowkey   MLS ID: A4684840

    For Sale A4684840 - 3511 FAIR OAKS CT, LONGBOAT KEY, FL 34228 58 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2579
       Built: 1998
    Monthly Fee: $833
       Tax: $17,916 (2025)
    Community: Bay Isles
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $10,868 (change assumption)
    Mortgage ($8,542) + Fees ($833) + Taxes in 2025 ($1,493)


    Taxes:$17,916

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 500 HALYARD LN, LONGBOAT KEY, FL 34228

    $2,199,00034 Days on yellowkey   MLS ID: A4683571

    For Sale A4683571 - 500 HALYARD LN, LONGBOAT KEY, FL 34228 60 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2311
       Built: 1967
    Monthly Fee: $21
       Tax: $23,973 (2025)
    Community: Country Club Shores
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $14,068 (change assumption)
    Mortgage ($12,049) + Fees ($21) + Taxes in 2025 ($1,998)


    Taxes:$23,973

    Elementary School: None

    High School: None

    Tax Year: 2025

    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.