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Longboat Key Homes For Sale & Real Estate - 387 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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  • 612 JUAN ANASCO DR, LONGBOAT KEY, FL 34228

    $22,500,000411 Days on yellowkey   MLS ID: A4643123

    For Sale A4643123 - 612 JUAN ANASCO DR, LONGBOAT KEY, FL 34228 94 photos

    Bed: 6   Bath: 8.0   Gar: 9
    Liv Area Sq Ft: 9243
       Built: 2024   Tax: $32,107 (2024)
    Community: Sleepy Lagoon Park
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $125,960 (change assumption)
    Mortgage ($123,285) + Taxes in 2024 ($2,676)


    Taxes:$32,107

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 3598 FAIR OAKS LN, LONGBOAT KEY, FL 34228

    $2,795,00098 Days on yellowkey   MLS ID: A4677923

    1 Days Off yellowkey (back on 4/18/2026)

    For Sale A4677923 - 3598 FAIR OAKS LN, LONGBOAT KEY, FL 34228 43 photos

    Bed: 4   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 3417
       Built: 1996
    Monthly Fee: $833
       Tax: $15,229 (2025)
    Community: Queens Harbour
    Spa: No

    Single Family


    Estimated Monthly Payment: $17,417 (change assumption)
    Mortgage ($15,315) + Fees ($833) + Taxes in 2025 ($1,269)


    Taxes:$15,229

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4485 GULF OF MEXICO DR #402, LONGBOAT KEY, FL 34228

    $760,000123 Days on yellowkey   MLS ID: A4675789

    For Sale A4675789 - 4485 GULF OF MEXICO DR #402, LONGBOAT KEY, FL 34228 70 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1022
       Built: 1973
    Monthly Fee: $1,050
       Tax: $4,183 (2024)
    Community: Arbomar Apts
    Condo


    Estimated Monthly Payment: $5,563 (change assumption)
    Mortgage ($4,164) + Fees ($1,050) + Taxes in 2024 ($349)


    Taxes:$4,183

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 4350 CHATHAM DR #Unit E-208, LONGBOAT KEY, FL 34228

    $675,000143 Days on yellowkey   MLS ID: A4672221

    For Sale A4672221 - 4350 CHATHAM DR #Unit E-208, LONGBOAT KEY, FL 34228 86 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1316
       Built: 1969   Tax: $6,535 (2025)
    Community: Longboat Harbour
    Condo


    Estimated Monthly Payment: $4,243 (change assumption)
    Mortgage ($3,699) + Taxes in 2025 ($545)


    Taxes:$6,535

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 597 BUTTONWOOD DR, LONGBOAT KEY, FL 34228

    $3,890,000427 Days on yellowkey   MLS ID: A4640902

    For Sale A4640902 - 597 BUTTONWOOD DR, LONGBOAT KEY, FL 34228 92 photos

    Bed: 5   Bath: 6.0   Gar: 5
    Liv Area Sq Ft: 4176
       Built: 2025   Tax: $7,998 (2024)
    Community: Buttonwood Harbor
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $21,981 (change assumption)
    Mortgage ($21,315) + Taxes in 2024 ($666)


    Taxes:$7,998

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


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

    $625,00084 Days on yellowkey   MLS ID: TB8455704

    REDUCED by $24,900 (3.8%) on 04/18/2026

    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: $5,143 (change assumption)
    Mortgage ($3,425) + 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


  • 563 SPANISH DR S, LONGBOAT KEY, FL 34228

    $615,00062 Days on yellowkey   MLS ID: A4682513

    For Sale A4682513 - 563 SPANISH DR S, LONGBOAT KEY, FL 34228 44 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1516
       Built: 1971
    Monthly Fee: $1,340
       Tax: $7,899 (2024)
    Community: Spanish Main Yacht Club Condo
    Villa


    Estimated Monthly Payment: $5,368 (change assumption)
    Mortgage ($3,370) + Fees ($1,340) + Taxes in 2024 ($658)


    Taxes:$7,899

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 569 BAYVIEW DR, LONGBOAT KEY, FL 34228

    $4,850,000256 Days on yellowkey   MLS ID: A4661312

    For Sale A4661312 - 569 BAYVIEW DR, LONGBOAT KEY, FL 34228 89 photos

    Bed: 4   Bath: 5.0   Gar: 2
    Liv Area Sq Ft: 4106
       Built: 2025   Tax: $12,064 (2024)
    Community: Bayview Estates
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $27,580 (change assumption)
    Mortgage ($26,575) + Taxes in 2024 ($1,005)


    Taxes:$12,064

    Elementary School: Anna Maria Elementary

    High School: Bayshore High

    Tax Year: 2024

    Middle School: Martha B. King Middle


  • 3533 FAIR OAKS LN, LONGBOAT KEY, FL 34228

    $2,995,00097 Days on yellowkey   MLS ID: A4678167

    For Sale A4678167 - 3533 FAIR OAKS LN, LONGBOAT KEY, FL 34228 78 photos

    Bed: 4   Bath: 5.0   Gar: 2
    Liv Area Sq Ft: 3909
       Built: 1999
    Monthly Fee: $833
       Tax: $24,710 (2025)
    Community: Queens Harbour
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $19,303 (change assumption)
    Mortgage ($16,411) + Fees ($833) + Taxes in 2025 ($2,059)


    Taxes:$24,710

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 415 L AMBIANCE DR #B202, LONGBOAT KEY, FL 34228

    $2,150,000165 Days on yellowkey   MLS ID: A4670048

    0 Days Off yellowkey (back on 4/17/2026)

    For Sale A4670048 - 415 L AMBIANCE DR #B202, LONGBOAT KEY, FL 34228 59 photos

    Bed: 3   Bath: 3.0   Gar: 1
    Liv Area Sq Ft: 2385
       Built: 1992   Tax: $23,948 (2025)
    Community: L Ambiance 1
    Spa: Yes

    Condo


    Estimated Monthly Payment: $13,776 (change assumption)
    Mortgage ($11,781) + Taxes in 2025 ($1,996)


    Taxes:$23,948

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


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

    $1,950,00018 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


  • 636 TARAWITT DR, LONGBOAT KEY, FL 34228

    $799,000383 Days on yellowkey   MLS ID: TB8368182

    1 Days Off yellowkey (back on 3/19/2026)

    For Sale TB8368182 - 636 TARAWITT DR, LONGBOAT KEY, FL 34228 69 photos

    Bed: 2   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1248
       Built: 1961   Tax: $6,715 (2024)
    Community: Longboat Key
    Single Family


    Estimated Monthly Payment: $4,938 (change assumption)
    Mortgage ($4,378) + Taxes in 2024 ($560)


    Taxes:$6,715

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


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

    $699,00091 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


  • 3240 GULF OF MEXICO DR #B104, LONGBOAT KEY, FL 34228

    $495,00010 Days on yellowkey   MLS ID: A4688243

    For Sale A4688243 - 3240 GULF OF MEXICO DR #B104, LONGBOAT KEY, FL 34228 58 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1260
       Built: 1975   Tax: $4,538 (2025)
    Community: Portobello
    Condo


    Estimated Monthly Payment: $3,090 (change assumption)
    Mortgage ($2,712) + Taxes in 2025 ($378)


    Taxes:$4,538

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


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

    $550,0006 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


  • 6700 GULF OF MEXICO DR #139, LONGBOAT KEY, FL 34228

    $485,000132 Days on yellowkey   MLS ID: A4674675

    For Sale A4674675 - 6700 GULF OF MEXICO DR #139, LONGBOAT KEY, FL 34228 52 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1305
       Built: 1969   Tax: $4,551 (2024)
    Community: Whitney Beach
    Condo


    Estimated Monthly Payment: $3,037 (change assumption)
    Mortgage ($2,657) + Taxes in 2024 ($379)


    Taxes:$4,551

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 3427 WINDING OAKS DR #14, LONGBOAT KEY, FL 34228

    $1,150,00028 Days on yellowkey   MLS ID: A4686623

    0 Days Off yellowkey (back on 4/16/2026)

    For Sale A4686623 - 3427 WINDING OAKS DR #14, LONGBOAT KEY, FL 34228 49 photos

    Bed: 3   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2555
       Built: 1988   Tax: $13,850 (2025)
    Community: Winding Oaks
    Spa: No

    Condo


    Estimated Monthly Payment: $7,455 (change assumption)
    Mortgage ($6,301) + Taxes in 2025 ($1,154)


    Taxes:$13,850

    Elementary School: Southside Elementary

    High School: None

    Tax Year: 2025

    Middle School: None


  • 691 TARAWITT DR, LONGBOAT KEY, FL 34228

    $850,00096 Days on yellowkey   MLS ID: A4678131

    For Sale A4678131 - 691 TARAWITT DR, LONGBOAT KEY, FL 34228 43 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1500
       Built: 1960   Tax: $13,845 (2024)
    Community: Longboat Key
    Single Family


    Estimated Monthly Payment: $5,811 (change assumption)
    Mortgage ($4,657) + Taxes in 2024 ($1,154)


    Taxes:$13,845

    Elementary School: Anna Maria Elementary

    High School: Bayshore High

    Tax Year: 2024

    Middle School: Martha B. King Middle


  • 536 KETCH LN, LONGBOAT KEY, FL 34228

    $2,695,00033 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


  • 2251 GULF OF MEXICO DR #301, LONGBOAT KEY, FL 34228

    $5,999,000283 Days on yellowkey   MLS ID: A4658325

    For Sale A4658325 - 2251 GULF OF MEXICO DR #301, LONGBOAT KEY, FL 34228 94 photos

    Bed: 4   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 3921
       Built: 2016
    Monthly Fee: $7,501
       Tax: $69,970 (2024)
    Community: Aria Longboat Key
    Spa: Yes

    Condo


    Estimated Monthly Payment: $46,202 (change assumption)
    Mortgage ($32,870) + Fees ($7,501) + Taxes in 2024 ($5,831)


    Taxes:$69,970

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2024

    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.