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Longboat Key Homes For Sale & Real Estate - 314 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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  • 1915 HARBOUR LINKS CIR #6, LONGBOAT KEY, FL 34228

    $1,950,0004 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


  • 619 BUTTONWOOD DR, LONGBOAT KEY, FL 34228

    $1,475,000418 Days on yellowkey   MLS ID: A4640109

    REDUCED by $24,000 (1.6%) on 04/06/2026

    For Sale A4640109 - 619 BUTTONWOOD DR, LONGBOAT KEY, FL 34228 70 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2265
       Built: 1960
    Monthly Fee: $50
       Tax: $7,932 (2025)
    Community: Longboat Shores Rev
    Single Family


    Estimated Monthly Payment: $8,793 (change assumption)
    Mortgage ($8,082) + Fees ($50) + Taxes in 2025 ($661)


    Taxes:$7,932

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 100 SANDS POINT RD #114, LONGBOAT KEY, FL 34228

    $2,100,00031 Days on yellowkey   MLS ID: A4685212

    3 Days Off yellowkey (back on 4/6/2026)

    For Sale A4685212 - 100 SANDS POINT RD #114, LONGBOAT KEY, FL 34228 40 photos

    Bed: 3   Bath: 3.0
    Liv Area Sq Ft: 2094
       Built: 1966   Tax: $14,826 (2025)
    Community: Sands Point
    Spa: Yes

    Condo


    Estimated Monthly Payment: $12,742 (change assumption)
    Mortgage ($11,507) + Taxes in 2025 ($1,236)


    Taxes:$14,826

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3500 GULF OF MEXICO DR #104, LONGBOAT KEY, FL 34228

    $649,00083 Days on yellowkey   MLS ID: A4675727

    For Sale A4675727 - 3500 GULF OF MEXICO DR #104, LONGBOAT KEY, FL 34228 41 photos

    Bed: 3   Bath: 2.5
    Liv Area Sq Ft: 1486
       Built: 1980   Tax: $5,798 (2025)
    Community: Buttonwood Cove
    Condo


    Estimated Monthly Payment: $4,039 (change assumption)
    Mortgage ($3,556) + Taxes in 2025 ($483)


    Taxes:$5,798

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3060 GRAND BAY BLVD #195, LONGBOAT KEY, FL 34228

    $1,695,00083 Days on yellowkey   MLS ID: A4677880

    For Sale A4677880 - 3060 GRAND BAY BLVD #195, LONGBOAT KEY, FL 34228 43 photos

    Bed: 3   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2250
       Built: 1994   Tax: $10,399 (2025)
    Community: Grand Bay 1
    Spa: Yes

    Condo


    Estimated Monthly Payment: $10,154 (change assumption)
    Mortgage ($9,287) + Taxes in 2025 ($867)


    Taxes:$10,399

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 408 GULF OF MEXICO DR #1332, LONGBOAT KEY, FL 34228

    $75,000Listed 04/06/2026 10:32AM   MLS ID: A4688941

    For Sale A4688941 - 408 GULF OF MEXICO DR #1332, LONGBOAT KEY, FL 34228 5 photos

    Bed:    Bath: 0.0
    Built: 2006
       Tax: $1,058 (2025)
    Community: Boathouse On Longboat
    Dock-Rackominium


    Estimated Monthly Payment: $499 (change assumption)
    Mortgage ($411) + Taxes in 2025 ($88)


    Taxes:$1,058

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


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

    $1,495,0005 Days on yellowkey   MLS ID: A4686139

    For Sale A4686139 - 1914 HARBOUR LINKS CIR #10, LONGBOAT KEY, FL 34228 47 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


  • 576 SUTTON PL, LONGBOAT KEY, FL 34228

    $359,000108 Days on yellowkey   MLS ID: A4675729

    For Sale A4675729 - 576 SUTTON PL, LONGBOAT KEY, FL 34228 58 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1270
       Built: 1972   Tax: $6,222 (2024)
    Community: Sutton Place
    Spa: Yes

    Condo


    Estimated Monthly Payment: $2,486 (change assumption)
    Mortgage ($1,967) + Taxes in 2024 ($519)


    Taxes:$6,222

    Elementary School: Anna Maria Elementary

    High School: Manatee High

    Tax Year: 2024

    Middle School: Martha B. King Middle


  • 4540 GULF OF MEXICO DR #204, LONGBOAT KEY, FL 34228

    $595,000178 Days on yellowkey   MLS ID: A4667631

    For Sale A4667631 - 4540 GULF OF MEXICO DR #204, LONGBOAT KEY, FL 34228 75 photos

    Bed: 2   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1312
       Built: 1975   Tax: $9,451 (2024)
    Community: Windward Bay
    Condo


    Estimated Monthly Payment: $4,048 (change assumption)
    Mortgage ($3,260) + Taxes in 2024 ($788)


    Taxes:$9,451

    Elementary School: Anna Maria Elementary

    High School: Bayshore High

    Tax Year: 2024

    Middle School: Martha B. King Middle


  • 1571 HARBOR CAY LN, LONGBOAT KEY, FL 34228

    $4,750,000189 Days on yellowkey   MLS ID: A4666688

    For Sale A4666688 - 1571 HARBOR CAY LN, LONGBOAT KEY, FL 34228 93 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 4209
       Built: 1987   Tax: $16,980 (2024)
    Community: Bay Isles
    Single Family


    Estimated Monthly Payment: $27,442 (change assumption)
    Mortgage ($26,027) + Taxes in 2024 ($1,415)


    Taxes:$16,980

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2024

    Middle School: Booker Middle


  • 795 MARBURY LN, LONGBOAT KEY, FL 34228

    $3,599,00084 Days on yellowkey   MLS ID: A4677813

    0 Days Off yellowkey (back on 4/5/2026)

    For Sale A4677813 - 795 MARBURY LN, LONGBOAT KEY, FL 34228 53 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 3355
       Built: 2008   Tax: $31,994 (2024)
    Community: Sleepy Lagoon Park 2
    Single Family


    Estimated Monthly Payment: $22,386 (change assumption)
    Mortgage ($19,720) + Taxes in 2024 ($2,666)


    Taxes:$31,994

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 3576 FAIR OAKS WAY, LONGBOAT KEY, FL 34228

    $3,195,000255 Days on yellowkey   MLS ID: A4658145

    2 Days Off yellowkey (back on 4/5/2026)

    For Sale A4658145 - 3576 FAIR OAKS WAY, LONGBOAT KEY, FL 34228 73 photos

    Bed: 3   Bath: 5.5   Gar: 2
    Liv Area Sq Ft: 3727
       Built: 1990
    Monthly Fee: $800
       Tax: $29,357 (2024)
    Community: Queens Harbour
    Single Family


    Estimated Monthly Payment: $20,753 (change assumption)
    Mortgage ($17,506) + Fees ($800) + Taxes in 2024 ($2,446)


    Taxes:$29,357

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2024

    Middle School: Booker Middle


  • 569 JUAN ANASCO DR, LONGBOAT KEY, FL 34228

    $1,700,000164 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
    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


  • 500 HALYARD LN, LONGBOAT KEY, FL 34228

    $2,199,00027 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
    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


  • 3511 FAIR OAKS CT, LONGBOAT KEY, FL 34228

    $1,559,00031 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
    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


  • 550 DE NARVAEZ DR, LONGBOAT KEY, FL 34228

    $1,295,00041 Days on yellowkey   MLS ID: A4683082

    For Sale A4683082 - 550 DE NARVAEZ DR, LONGBOAT KEY, FL 34228 43 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1758
       Built: 1977   Tax: $6,151 (2025)
    Community: Sleepy Lagoon Park
    Single Family


    Estimated Monthly Payment: $7,608 (change assumption)
    Mortgage ($7,096) + Taxes in 2025 ($513)


    Taxes:$6,151

    Elementary School: Anna Maria Elementary

    High School: Bayshore High

    Tax Year: 2025

    Middle School: Martha B. King Middle


  • 548 GUNWALE LN, LONGBOAT KEY, FL 34228

    $2,200,00063 Days on yellowkey   MLS ID: A4680965

    For Sale A4680965 - 548 GUNWALE LN, LONGBOAT KEY, FL 34228 62 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1853
       Built: 1967
    Monthly Fee: $17
       Tax: $9,801 (2025)
    Community: Country Club Shores Sec 1
    Single Family


    Estimated Monthly Payment: $12,888 (change assumption)
    Mortgage ($12,054) + Fees ($17) + Taxes in 2025 ($817)


    Taxes:$9,801

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 548 HORNBLOWER LN, LONGBOAT KEY, FL 34228

    $4,950,000174 Days on yellowkey   MLS ID: A4668463

    For Sale A4668463 - 548 HORNBLOWER LN, LONGBOAT KEY, FL 34228 98 photos

    Bed: 4   Bath: 5.0   Gar: 2
    Liv Area Sq Ft: 3976
       Built: 2015
    Monthly Fee: $8
       Tax: $47,046 (2024)
    Community: Country Club Shores Sec 02
    Single Family


    Estimated Monthly Payment: $31,051 (change assumption)
    Mortgage ($27,123) + Fees ($8) + Taxes in 2024 ($3,920)


    Taxes:$47,046

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2024

    Middle School: Booker Middle


  • 4760 GULF OF MEXICO DR. VILLA 7, LONGBOAT KEY, FL 34228

    $549,999143 Days on yellowkey   MLS ID: A4671823

    REDUCED by $24,501 (4.3%) on 04/01/2026

    For Sale A4671823 - 4760 GULF OF MEXICO DR. VILLA 7, LONGBOAT KEY, FL 34228 75 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 931
       Built: 1974
    Monthly Fee: $21
       Tax: $1,629 (2025)
    Community: Windward Bay Amd
    Villa


    Estimated Monthly Payment: $3,170 (change assumption)
    Mortgage ($3,014) + Fees ($21) + Taxes in 2025 ($136)


    Taxes:$1,629

    Elementary School: Anna Maria Elementary

    High School: Bayshore High

    Tax Year: 2025

    Middle School: Martha B. King Middle


  • 531 WEDGE LN, LONGBOAT KEY, FL 34228

    $2,599,9994 Days on yellowkey   MLS ID: A4687694

    For Sale A4687694 - 531 WEDGE LN, LONGBOAT KEY, FL 34228 28 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2751
       Built: 1966
    Monthly Fee: $21
       Tax: $10,602 (2025)
    Community: Country Club Shores Sec 02
    Single Family


    Estimated Monthly Payment: $15,151 (change assumption)
    Mortgage ($14,246) + Fees ($21) + Taxes in 2025 ($884)


    Taxes:$10,602

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle




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.