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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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  • 3620 FAIR OAKS PL, LONGBOAT KEY, FL 34228

    $3,150,00016 Days on yellowkey   MLS ID: A4693553

    For Sale A4693553 - 3620 FAIR OAKS PL, LONGBOAT KEY, FL 34228 38 photos

    Bed: 3   Bath: 5.5   Gar: 2
    Liv Area Sq Ft: 3666
       Built: 1991
    Monthly Fee: $833
       Tax: $27,037 (2025)
    Community: Queens Harbour
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $20,346 (change assumption)
    Mortgage ($17,260) + Fees ($833) + Taxes in 2025 ($2,253)


    Taxes:$27,037

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 6700 GULF OF MEXICO DR #117, LONGBOAT KEY, FL 34228

    $550,00045 Days on yellowkey   MLS ID: A4687787

    For Sale A4687787 - 6700 GULF OF MEXICO DR #117, LONGBOAT KEY, FL 34228 75 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1449
       Built: 1969   Tax: $2,348 (2025)
    Community: Whitney Beach
    Spa: No

    Condo


    Estimated Monthly Payment: $3,209 (change assumption)
    Mortgage ($3,014) + Taxes in 2025 ($196)


    Taxes:$2,348

    Elementary School: Anna Maria Elementary

    High School: Bayshore High

    Tax Year: 2025

    Middle School: Martha B. King Middle


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

    $739,00051 Days on yellowkey   MLS ID: A4688503

    For Sale A4688503 - 706 BAYPORT WAY #706, LONGBOAT KEY, FL 34228 77 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


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

    $949,00061 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


  • 3488 MISTLETOE LN, LONGBOAT KEY, FL 34228

    $3,675,000212 Days on yellowkey   MLS ID: A4670010

    REDUCED by $305,000 (7.7%) on 05/06/2026

    For Sale A4670010 - 3488 MISTLETOE LN, LONGBOAT KEY, FL 34228 82 photos

    Bed: 3   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 3341
       Built: 1989
    Monthly Fee: $1,083
       Tax: $25,296 (2025)
    Community: Coreys Landing
    Spa: No

    Single Family


    Estimated Monthly Payment: $23,328 (change assumption)
    Mortgage ($20,136) + Fees ($1,083) + Taxes in 2025 ($2,108)


    Taxes:$25,296

    Elementary School: Southside Elementary

    High School: Sarasota High

    Tax Year: 2025

    Middle School: Booker Middle


  • 569 JUAN ANASCO DR, LONGBOAT KEY, FL 34228

    $1,700,000217 Days on yellowkey   MLS ID: A4669634

    For Sale A4669634 - 569 JUAN ANASCO DR, LONGBOAT KEY, FL 34228 81 photos

    Bed: 3   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 2804
       Built: 1996
    Monthly Fee: $3
       Tax: $22,111 (2024)
    Community: Sleepy Lagoon Park
    Spa: No

    Single Family


    Estimated Monthly Payment: $11,160 (change assumption)
    Mortgage ($9,315) + Fees ($3) + Taxes in 2024 ($1,843)


    Taxes:$22,111

    Elementary School: Anna Maria Elementary

    High School: Bayshore High

    Tax Year: 2024

    Middle School: Martha B. King Middle


  • 3210 BAYOU SOUND, LONGBOAT KEY, FL 34228

    $1,199,000318 Days on yellowkey   MLS ID: A4658086

    REDUCED by $100,000 (7.7%) on 05/19/2026

    For Sale A4658086 - 3210 BAYOU SOUND, LONGBOAT KEY, FL 34228 59 photos

    Bed: 3   Bath: 2.0   Gar: 3
    Liv Area Sq Ft: 2091
       Built: 1978
    Monthly Fee: $104
       Tax: $15,679 (2024)
    Community: The Bayou
    Spa: No

    Single Family


    Estimated Monthly Payment: $7,980 (change assumption)
    Mortgage ($6,570) + Fees ($104) + Taxes in 2024 ($1,307)


    Taxes:$15,679

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


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

    $899,00013 Days on yellowkey   MLS ID: A4693834

    For Sale A4693834 - 100 SANDS POINT RD #225, LONGBOAT KEY, FL 34228 41 photos

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


    Estimated Monthly Payment: $5,253 (change assumption)
    Mortgage ($4,926) + Taxes in 2025 ($327)


    Taxes:$3,929

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 4325 GULF OF MEXICO DR #305, LONGBOAT KEY, FL 34228

    $999,00037 Days on yellowkey   MLS ID: A4690883

    For Sale A4690883 - 4325 GULF OF MEXICO DR #305, LONGBOAT KEY, FL 34228 38 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1336
       Built: 1975   Tax: $11,669 (2025)
    Community: Tiffany Plaza
    Condo


    Estimated Monthly Payment: $6,446 (change assumption)
    Mortgage ($5,474) + Taxes in 2025 ($972)


    Taxes:$11,669

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


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

    $1,445,00058 Days on yellowkey   MLS ID: A4686139

    REDUCED by $50,000 (3.3%) on 05/20/2026

    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: $8,963 (change assumption)
    Mortgage ($7,918) + Taxes in 2025 ($1,045)


    Taxes:$12,540

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4500 GULF OF MEXICO DR #3, LONGBOAT KEY, FL 34228

    $739,00064 Days on yellowkey   MLS ID: A4685838

    For Sale A4685838 - 4500 GULF OF MEXICO DR #3, LONGBOAT KEY, FL 34228 61 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1325
       Built: 1975   Tax: $2,843 (2025)
    Community: Windward Bay Amd
    Condo


    Estimated Monthly Payment: $4,286 (change assumption)
    Mortgage ($4,049) + Taxes in 2025 ($237)


    Taxes:$2,843

    Elementary School: Anna Maria Elementary

    High School: Bayshore High

    Tax Year: 2025

    Middle School: Martha B. King Middle


  • 523 JUAN ANASCO DR, LONGBOAT KEY, FL 34228

    $1,895,0006 Days on yellowkey   MLS ID: A4694601

    For Sale A4694601 - 523 JUAN ANASCO DR, LONGBOAT KEY, FL 34228 52 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2899
       Built: 2002   Tax: $20,291 (2025)
    Community: Sleepy Lagoon Park
    Single Family


    Estimated Monthly Payment: $12,074 (change assumption)
    Mortgage ($10,383) + Taxes in 2025 ($1,691)


    Taxes:$20,291

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4900 GULF OF MEXICO DR #203, LONGBOAT KEY, FL 34228

    $689,000205 Days on yellowkey   MLS ID: A4670932

    0 Days Off yellowkey (back on 5/23/2026)

    REDUCED by $10,000 (1.4%) on 04/08/2026

    For Sale A4670932 - 4900 GULF OF MEXICO DR #203, LONGBOAT KEY, FL 34228 73 photos

    Bed: 2   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1325
       Built: 1975   Tax: $8,395 (2025)
    Community: Windward Bay Amd
    Spa: No

    Condo


    Estimated Monthly Payment: $4,475 (change assumption)
    Mortgage ($3,775) + Taxes in 2025 ($700)


    Taxes:$8,395

    Elementary School: Anna Maria Elementary

    High School: Bayshore High

    Tax Year: 2025

    Middle School: Martha B. King Middle


  • 2055 GULF OF MEXICO DR #G2-109, LONGBOAT KEY, FL 34228

    $899,00096 Days on yellowkey   MLS ID: A4681602

    For Sale A4681602 - 2055 GULF OF MEXICO DR #G2-109, LONGBOAT KEY, FL 34228 58 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1492
       Built: 1974   Tax: $7,398 (2025)
    Community: Seaplace I
    Condo


    Estimated Monthly Payment: $5,542 (change assumption)
    Mortgage ($4,926) + Taxes in 2025 ($617)


    Taxes:$7,398

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 713 SAINT JUDES DR S #1, LONGBOAT KEY, FL 34228

    $575,000147 Days on yellowkey   MLS ID: TB8459956

    For Sale TB8459956 - 713 SAINT JUDES DR S #1, LONGBOAT KEY, FL 34228 30 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1215
       Built: 1966
    Monthly Fee: $1,043
       Tax: $1,454 (2024)
    Community: Saint Judes Apts
    Condo


    Estimated Monthly Payment: $4,315 (change assumption)
    Mortgage ($3,151) + Fees ($1,043) + Taxes in 2024 ($121)


    Taxes:$1,454

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 100 SANDS POINT RD #324, LONGBOAT KEY, FL 34228

    $1,050,000749 Days on yellowkey   MLS ID: A4609759

    REDUCED by $50,000 (4.5%) on 05/23/2026

    For Sale A4609759 - 100 SANDS POINT RD #324, LONGBOAT KEY, FL 34228 49 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1941
       Built: 1966
    Monthly Fee: $1,614
       Tax: $11,167 (2023)
    Community: Sands Point
    Spa: Yes

    Condo


    Estimated Monthly Payment: $8,298 (change assumption)
    Mortgage ($5,753) + Fees ($1,614) + Taxes in 2023 ($931)


    Taxes:$11,167

    Elementary School: Southside Elementary

    High School: Sarasota High

    Tax Year: 2023

    Middle School: Booker Middle


  • 210 SANDS POINT RD #2101, LONGBOAT KEY, FL 34228

    $1,950,0007 Days on yellowkey   MLS ID: A4694354

    For Sale A4694354 - 210 SANDS POINT RD #2101, LONGBOAT KEY, FL 34228 51 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1399
       Built: 1982   Tax: $18,938 (2025)
    Community: Inn On The Beach Ph I
    Condo


    Estimated Monthly Payment: $12,263 (change assumption)
    Mortgage ($10,685) + Taxes in 2025 ($1,578)


    Taxes:$18,938

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Brookside Middle


  • 3030 GRAND BAY BLVD #312, LONGBOAT KEY, FL 34228

    $995,0007 Days on yellowkey   MLS ID: A4694200

    For Sale A4694200 - 3030 GRAND BAY BLVD #312, LONGBOAT KEY, FL 34228 48 photos

    Bed: 3   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2143
       Built: 1998   Tax: $8,500 (2025)
    Community: Grand Bay 3
    Spa: Yes

    Condo


    Estimated Monthly Payment: $6,160 (change assumption)
    Mortgage ($5,452) + Taxes in 2025 ($708)


    Taxes:$8,500

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 240 SANDS POINT RD #4104, LONGBOAT KEY, FL 34228

    $1,025,0007 Days on yellowkey   MLS ID: A4694224

    For Sale A4694224 - 240 SANDS POINT RD #4104, LONGBOAT KEY, FL 34228 47 photos

    Bed: 1   Bath: 1.0
    Liv Area Sq Ft: 640
       Built: 1982   Tax: $9,435 (2025)
    Community: Inn On The Beach Ph Ii
    Condo


    Estimated Monthly Payment: $6,403 (change assumption)
    Mortgage ($5,616) + Taxes in 2025 ($786)


    Taxes:$9,435

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2600 HARBOURSIDE DR #B-13, LONGBOAT KEY, FL 34228

    $500,0007 Days on yellowkey   MLS ID: A4694623

    For Sale A4694623 - 2600 HARBOURSIDE DR #B-13, LONGBOAT KEY, FL 34228 20 photos

    Bed:    Bath: 0.0
    Monthly Fee: $675
       Tax: $5,375 (2025)
    Community: Bay Isles
    Dock-Rackominium


    Estimated Monthly Payment: $3,863 (change assumption)
    Mortgage ($2,740) + Fees ($675) + Taxes in 2025 ($448)


    Taxes:$5,375

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle




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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.