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Longboat Key Homes For Sale & Real Estate - 399 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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  • 1145 GULF OF MEXICO DR #401, LONGBOAT KEY, FL 34228

    $1,250,000161 Days on yellowkey   MLS ID: A4678330

    0 Days Off yellowkey (back on 5/19/2026)

    For Sale A4678330 - 1145 GULF OF MEXICO DR #401, LONGBOAT KEY, FL 34228 43 photos

    Bed: 2   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1172
       Built: 1980   Tax: $13,294 (2025)
    Community: Beachplace I
    Condo


    Estimated Monthly Payment: $7,957 (change assumption)
    Mortgage ($6,849) + Taxes in 2025 ($1,108)


    Taxes:$13,294

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2110 HARBOURSIDE DR #536, LONGBOAT KEY, FL 34228

    $749,00067 Days on yellowkey   MLS ID: A4685244

    0 Days Off yellowkey (back on 5/19/2026)

    REDUCED by $50,000 (6.3%) on 05/12/2026

    For Sale A4685244 - 2110 HARBOURSIDE DR #536, LONGBOAT KEY, FL 34228 46 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 2031
       Built: 1988   Tax: $12,286 (2025)
    Community: Fairway Bay 3
    Spa: Yes

    Condo


    Estimated Monthly Payment: $5,128 (change assumption)
    Mortgage ($4,104) + Taxes in 2025 ($1,024)


    Taxes:$12,286

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 615 DREAM ISLAND PL #210, LONGBOAT KEY, FL 34228

    $949,90056 Days on yellowkey   MLS ID: TB8503989

    For Sale TB8503989 - 615 DREAM ISLAND PL #210, LONGBOAT KEY, FL 34228 27 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1509
       Built: 1985   Tax: $11,560 (2024)
    Community: Harbour Villa Club At The Buccaneer
    Spa: Yes

    Condo


    Estimated Monthly Payment: $6,168 (change assumption)
    Mortgage ($5,205) + Taxes in 2024 ($963)


    Taxes:$11,560

    Elementary School: Anna Maria Elementary

    High School: Bayshore High

    Tax Year: 2024

    Middle School: Martha B. King Middle


  • 836 EVERGREEN WAY, LONGBOAT KEY, FL 34228

    $995,000196 Days on yellowkey   MLS ID: A4674750

    For Sale A4674750 - 836 EVERGREEN WAY, LONGBOAT KEY, FL 34228 49 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2813
       Built: 1991
    Monthly Fee: $1,644
       Tax: $4,852 (2025)
    Community: Cedars East Sec 3
    Condo


    Estimated Monthly Payment: $7,500 (change assumption)
    Mortgage ($5,452) + Fees ($1,644) + Taxes in 2025 ($404)


    Taxes:$4,852

    Elementary School: Anna Maria Elementary

    High School: Bayshore High

    Tax Year: 2025

    Middle School: Martha B. King Middle


  • 524 HORNBLOWER LN, LONGBOAT KEY, FL 34228

    $2,900,00053 Days on yellowkey   MLS ID: A4692210

    For Sale A4692210 - 524 HORNBLOWER LN, LONGBOAT KEY, FL 34228 59 photos

    Bed: 3   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 3045
       Built: 1964
    Monthly Fee: $8
       Tax: $14,777 (2025)
    Community: Country Club Shores Sec 2
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $17,129 (change assumption)
    Mortgage ($15,890) + Fees ($8) + Taxes in 2025 ($1,231)


    Taxes:$14,777

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 3710 GULF OF MEXICO DR #F2, LONGBOAT KEY, FL 34228

    $475,000112 Days on yellowkey   MLS ID: A4681154

    For Sale A4681154 - 3710 GULF OF MEXICO DR #F2, LONGBOAT KEY, FL 34228 45 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 740
       Built: 2026
    Monthly Fee: $290
       Tax: $2,070 (2025)
    Community: Gulfshore Of Longboat Key
    Manufactured Home


    Estimated Monthly Payment: $3,065 (change assumption)
    Mortgage ($2,603) + Fees ($290) + Taxes in 2025 ($173)


    Taxes:$2,070

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 3548 FAIR OAKS LN, LONGBOAT KEY, FL 34228

    $2,895,000140 Days on yellowkey   MLS ID: A4681540

    REDUCED by $100,000 (3.3%) on 05/08/2026

    For Sale A4681540 - 3548 FAIR OAKS LN, LONGBOAT KEY, FL 34228 45 photos

    Bed: 4   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 3470
       Built: 2000
    Monthly Fee: $833
       Tax: $24,368 (2025)
    Community: Queens Harbour
    Spa: No

    Single Family


    Estimated Monthly Payment: $18,726 (change assumption)
    Mortgage ($15,863) + Fees ($833) + Taxes in 2025 ($2,031)


    Taxes:$24,368

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2800 HARBOURSIDE DR #E-08, LONGBOAT KEY, FL 34228

    $250,000119 Days on yellowkey   MLS ID: A4683624

    For Sale A4683624 - 2800 HARBOURSIDE DR #E-08, LONGBOAT KEY, FL 34228 20 photos

    Bed:    Bath: 0.0
    Built: 1985

    Monthly Fee: $405
       Tax: $2,400 (2025)
    Community: Bay Isles
    Dock-Rackominium


    Estimated Monthly Payment: $1,975 (change assumption)
    Mortgage ($1,370) + Fees ($405) + Taxes in 2025 ($200)


    Taxes:$2,400

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 610 HIBISCUS WAY, LONGBOAT KEY, FL 34228

    $2,650,00058 Days on yellowkey   MLS ID: A4691880

    For Sale A4691880 - 610 HIBISCUS WAY, LONGBOAT KEY, FL 34228 7 photos

    Bed: 4   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 2788
       Built: 2026
    Monthly Fee: $78
       Tax: $5,312 (2024)
    Community: The Preserve/Longbeach
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $15,041 (change assumption)
    Mortgage ($14,520) + Fees ($78) + Taxes in 2024 ($443)


    Taxes:$5,312

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 771 MARBURY LN, LONGBOAT KEY, FL 34228

    $2,500,000101 Days on yellowkey   MLS ID: A4686401

    For Sale A4686401 - 771 MARBURY LN, LONGBOAT KEY, FL 34228 89 photos

    Bed: 5   Bath: 4.0   Gar: 4
    Liv Area Sq Ft: 3016
       Built: 1985   Tax: $24,092 (2025)
    Community: Sleepy Lagoon Park 2
    Single Family


    Estimated Monthly Payment: $15,706 (change assumption)
    Mortgage ($13,698) + Taxes in 2025 ($2,008)


    Taxes:$24,092

    Elementary School: Anna Maria Elementary

    High School: Bayshore High

    Tax Year: 2025

    Middle School: Martha B. King Middle


  • 455 LONGBOAT CLUB RD #408, LONGBOAT KEY, FL 34228

    $2,399,000160 Days on yellowkey   MLS ID: A4678407

    0 Days Off yellowkey (back on 5/16/2026)

    For Sale A4678407 - 455 LONGBOAT CLUB RD #408, LONGBOAT KEY, FL 34228 58 photos

    Bed: 3   Bath: 3.5   Gar: 1
    Liv Area Sq Ft: 2780
       Built: 1990   Tax: $19,252 (2025)
    Community: Pierre
    Condo


    Estimated Monthly Payment: $14,749 (change assumption)
    Mortgage ($13,145) + Taxes in 2025 ($1,604)


    Taxes:$19,252

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 524 HALYARD LN, LONGBOAT KEY, FL 34228

    $5,495,000301 Days on yellowkey   MLS ID: A4663499

    0 Days Off yellowkey (back on 5/16/2026)

    For Sale A4663499 - 524 HALYARD LN, LONGBOAT KEY, FL 34228 77 photos

    Bed: 4   Bath: 5.0   Gar: 2
    Liv Area Sq Ft: 3737
       Built: 2025
    Monthly Fee: $21
       Tax: $17,932 (2024)
    Community: Country Club Shores Iv
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $31,624 (change assumption)
    Mortgage ($30,109) + Fees ($21) + Taxes in 2024 ($1,494)


    Taxes:$17,932

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2024

    Middle School: Brookside Middle


  • 667 EL CENTRO, LONGBOAT KEY, FL 34228

    $380,000290 Days on yellowkey   MLS ID: A4664572

    For Sale A4664572 - 667 EL CENTRO, LONGBOAT KEY, FL 34228 41 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1327
       Built: 1969
    Monthly Fee: $1,340
       Tax: $6,206 (2024)
    Community: Spanish Main Yacht Club Condo
    Villa


    Estimated Monthly Payment: $3,939 (change assumption)
    Mortgage ($2,082) + Fees ($1,340) + Taxes in 2024 ($517)


    Taxes:$6,206

    Elementary School: Anna Maria Elementary

    High School: Bayshore High

    Tax Year: 2024

    Middle School: Martha B. King Middle


  • 4400 EXETER DR #305, LONGBOAT KEY, FL 34228

    $324,90064 Days on yellowkey   MLS ID: A4691085

    0 Days Off yellowkey (back on 5/15/2026)

    For Sale A4691085 - 4400 EXETER DR #305, LONGBOAT KEY, FL 34228 33 photos

    Bed: 1   Bath: 1.0
    Liv Area Sq Ft: 837
       Built: 1970   Tax: $2,819 (2025)
    Community: Longboat Harbour
    Spa: No

    Condo


    Estimated Monthly Payment: $2,015 (change assumption)
    Mortgage ($1,780) + Taxes in 2025 ($235)


    Taxes:$2,819

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 690 FOX ST, LONGBOAT KEY, FL 34228

    $725,000135 Days on yellowkey   MLS ID: A4682225

    For Sale A4682225 - 690 FOX ST, LONGBOAT KEY, FL 34228 41 photos

    Bed: 4   Bath: 2.0
    Liv Area Sq Ft: 1376
       Built: 1967   Tax: $10,397 (2025)
    Community: Longbeach On Longboat Key
    Single Family


    Estimated Monthly Payment: $4,839 (change assumption)
    Mortgage ($3,973) + Taxes in 2025 ($866)


    Taxes:$10,397

    Elementary School: Anna Maria Elementary

    High School: Bayshore High

    Tax Year: 2025

    Middle School: Martha B. King Middle


  • 3459 BYRON LN, LONGBOAT KEY, FL 34228

    $849,000119 Days on yellowkey   MLS ID: A4682402

    REDUCED by $50,000 (5.6%) on 05/15/2026

    For Sale A4682402 - 3459 BYRON LN, LONGBOAT KEY, FL 34228 40 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2474
       Built: 1989   Tax: $10,643 (2025)
    Community: Coreys Landing
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $5,539 (change assumption)
    Mortgage ($4,652) + Taxes in 2025 ($887)


    Taxes:$10,643

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2301 GULF OF MEXICO DR #43N, LONGBOAT KEY, FL 34228

    $1,000,000105 Days on yellowkey   MLS ID: A4686190

    For Sale A4686190 - 2301 GULF OF MEXICO DR #43N, LONGBOAT KEY, FL 34228 62 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1235
       Built: 1970   Tax: $10,915 (2025)
    Community: Islander Club Of Longboat
    Condo


    Estimated Monthly Payment: $6,389 (change assumption)
    Mortgage ($5,479) + Taxes in 2025 ($910)


    Taxes:$10,915

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 2185 GULF OF MEXICO DR #243, LONGBOAT KEY, FL 34228

    $2,300,000399 Days on yellowkey   MLS ID: A4651046

    For Sale A4651046 - 2185 GULF OF MEXICO DR #243, LONGBOAT KEY, FL 34228 41 photos

    Bed: 3   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2445
       Built: 1996   Tax: $27,759 (2024)
    Community: Villa Di Lancia Ph 1
    Spa: Yes

    Condo


    Estimated Monthly Payment: $14,916 (change assumption)
    Mortgage ($12,602) + Taxes in 2024 ($2,313)


    Taxes:$27,759

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2024

    Middle School: Booker Middle


  • 718 SPANISH DR N, LONGBOAT KEY, FL 34228

    $435,00091 Days on yellowkey   MLS ID: A4687749

    REDUCED by $14,500 (3.2%) on 05/14/2026

    For Sale A4687749 - 718 SPANISH DR N, LONGBOAT KEY, FL 34228 20 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1327
       Built: 1969   Tax: $2,539 (2025)
    Community: Spanish Main
    Villa


    Estimated Monthly Payment: $2,595 (change assumption)
    Mortgage ($2,384) + Taxes in 2025 ($212)


    Taxes:$2,539

    Elementary School: Anna Maria Elementary

    High School: Bayshore High

    Tax Year: 2025

    Middle School: Martha B. King Middle


  • 1005 BOGEY LN, LONGBOAT KEY, FL 34228

    $3,300,000150 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




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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.