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Longboat Key Homes For Sale & Real Estate - 432 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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  • 1975 GULF OF MEXICO DR #G4-206, LONGBOAT KEY, FL 34228

    $449,000265 Days on yellowkey   MLS ID: A4663933

    0 Days Off yellowkey (back on 4/24/2026)

    For Sale A4663933 - 1975 GULF OF MEXICO DR #G4-206, LONGBOAT KEY, FL 34228 60 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1068
       Built: 1977
    Monthly Fee: $1,438
       Tax: $3,420 (2024)
    Community: Seaplace Iii
    Spa: Yes

    Condo


    Estimated Monthly Payment: $4,183 (change assumption)
    Mortgage ($2,460) + Fees ($1,438) + Taxes in 2024 ($285)


    Taxes:$3,420

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2024

    Middle School: Booker Middle


  • 2000 HARBOURSIDE DR #1501, LONGBOAT KEY, FL 34228

    $790,00080 Days on yellowkey   MLS ID: A4684680

    REDUCED by $30,000 (3.7%) on 04/24/2026

    For Sale A4684680 - 2000 HARBOURSIDE DR #1501, LONGBOAT KEY, FL 34228 44 photos

    Bed: 2   Bath: 2.0   Gar: 3
    Liv Area Sq Ft: 1370
       Built: 1985
    Monthly Fee: $1,862
       Tax: $9,011 (2025)
    Community: Fairway Bay 2 Ph 2 & 3
    Spa: Yes

    Townhouse


    Estimated Monthly Payment: $6,942 (change assumption)
    Mortgage ($4,329) + Fees ($1,862) + Taxes in 2025 ($751)


    Taxes:$9,011

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 65 LIGHTHOUSE POINT DR, LONGBOAT KEY, FL 34228

    $7,445,000163 Days on yellowkey   MLS ID: A4674851

    For Sale A4674851 - 65 LIGHTHOUSE POINT DR, LONGBOAT KEY, FL 34228 96 photos

    Bed: 4   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 4921
       Built: 2001
    Monthly Fee: $617
       Tax: $45,712 (2024)
    Community: Lighthouse Point
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $45,220 (change assumption)
    Mortgage ($40,794) + Fees ($617) + Taxes in 2024 ($3,809)


    Taxes:$45,712

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2024

    Middle School: Booker Middle


  • 2185 GULF OF MEXICO DR #223, LONGBOAT KEY, FL 34228

    $2,300,00077 Days on yellowkey   MLS ID: A4685872

    2 Days Off yellowkey (back on 4/24/2026)

    For Sale A4685872 - 2185 GULF OF MEXICO DR #223, LONGBOAT KEY, FL 34228 32 photos

    Bed: 3   Bath: 3.0   Gar: 1
    Liv Area Sq Ft: 2445
       Built: 1996   Tax: $12,693 (2025)
    Community: Villa Di Lancia
    Spa: No

    Condo


    Estimated Monthly Payment: $13,660 (change assumption)
    Mortgage ($12,602) + Taxes in 2025 ($1,058)


    Taxes:$12,693

    Elementary School: Southside Elementary

    High School: Sarasota High

    Tax Year: 2025

    Middle School: Booker Middle


  • 225 SANDS POINT RD #6103, LONGBOAT KEY, FL 34228

    $539,900321 Days on yellowkey   MLS ID: A4658152

    REDUCED by $29,100 (5.1%) on 04/24/2026

    For Sale A4658152 - 225 SANDS POINT RD #6103, LONGBOAT KEY, FL 34228 35 photos

    Bed: 1   Bath: 1.0
    Liv Area Sq Ft: 642
       Built: 1983   Tax: $6,997 (2025)
    Community: Inn On The Beach Ph Iii
    Condo


    Estimated Monthly Payment: $3,541 (change assumption)
    Mortgage ($2,958) + Taxes in 2025 ($583)


    Taxes:$6,997

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 651 JUNGLE QUEEN WAY, LONGBOAT KEY, FL 34228

    $895,000118 Days on yellowkey   MLS ID: A4680514

    REDUCED by $30,000 (3.2%) on 04/24/2026

    FORECLOSURE A4680514 - 651 JUNGLE QUEEN WAY, LONGBOAT KEY, FL 34228 54 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2242
       Built: 1974   Tax: $18,621 (2024)
    Community: Longboat Key
    Single Family


    Estimated Monthly Payment: $6,456 (change assumption)
    Mortgage ($4,904) + Taxes in 2024 ($1,552)


    Taxes:$18,621

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 2165 GULF OF MEXICO DR #115, LONGBOAT KEY, FL 34228

    $2,350,00088 Days on yellowkey   MLS ID: A4684194

    For Sale A4684194 - 2165 GULF OF MEXICO DR #115, LONGBOAT KEY, FL 34228 67 photos

    Bed: 3   Bath: 3.0
    Liv Area Sq Ft: 2485
       Built: 1996   Tax: $12,382 (2025)
    Community: Villa Di Lancia Ph 1
    Condo


    Estimated Monthly Payment: $13,908 (change assumption)
    Mortgage ($12,876) + Taxes in 2025 ($1,032)


    Taxes:$12,382

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 3598 FAIR OAKS LN, LONGBOAT KEY, FL 34228

    $2,795,000135 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


  • 605 SUTTON PL #102, LONGBOAT KEY, FL 34228

    $485,000111 Days on yellowkey   MLS ID: A4681310

    For Sale A4681310 - 605 SUTTON PL #102, LONGBOAT KEY, FL 34228 30 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 992
       Built: 1973
    Monthly Fee: $1,642
       Tax: $6,934 (2024)
    Community: Sutton Place
    Condo


    Estimated Monthly Payment: $4,877 (change assumption)
    Mortgage ($2,657) + Fees ($1,642) + Taxes in 2024 ($578)


    Taxes:$6,934

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 5005 GULF OF MEXICO DR #5, LONGBOAT KEY, FL 34228

    $3,995,000285 Days on yellowkey   MLS ID: A4661988

    2 Days Off yellowkey (back on 4/23/2026)

    For Sale A4661988 - 5005 GULF OF MEXICO DR #5, LONGBOAT KEY, FL 34228 82 photos

    Bed: 4   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 4044
       Built: 2018
    Monthly Fee: $766
       Tax: $49,274 (2024)
    Community: Bonaire
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $26,762 (change assumption)
    Mortgage ($21,890) + Fees ($766) + Taxes in 2024 ($4,106)


    Taxes:$49,274

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 2425 GULF OF MEXICO DR #14E, LONGBOAT KEY, FL 34228

    $1,700,00071 Days on yellowkey   MLS ID: A4686539

    1 Days Off yellowkey (back on 4/23/2026)

    For Sale A4686539 - 2425 GULF OF MEXICO DR #14E, LONGBOAT KEY, FL 34228 39 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1470
       Built: 1973   Tax: $13,728 (2025)
    Community: Sea Gate Club
    Spa: Yes

    Condo


    Estimated Monthly Payment: $10,459 (change assumption)
    Mortgage ($9,315) + Taxes in 2025 ($1,144)


    Taxes:$13,728

    Elementary School: Southside Elementary

    High School: Riverview High

    Tax Year: 2025

    Middle School: Booker Middle


  • 573 SPINNAKER LN, LONGBOAT KEY, FL 34228

    $2,995,000208 Days on yellowkey   MLS ID: A4668083

    0 Days Off yellowkey (back on 4/23/2026)

    For Sale A4668083 - 573 SPINNAKER LN, LONGBOAT KEY, FL 34228 43 photos

    Bed: 4   Bath: 5.0   Gar: 3
    Liv Area Sq Ft: 3926
       Built: 1998
    Monthly Fee: $8
       Tax: $17,104 (2024)
    Community: Country Club Shores Sec 02
    Spa: No

    Single Family


    Estimated Monthly Payment: $17,844 (change assumption)
    Mortgage ($16,411) + Fees ($8) + Taxes in 2024 ($1,425)


    Taxes:$17,104

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1241 GULF OF MEXICO DR #111, LONGBOAT KEY, FL 34228

    $950,00089 Days on yellowkey   MLS ID: A4684166

    For Sale A4684166 - 1241 GULF OF MEXICO DR #111, LONGBOAT KEY, FL 34228 45 photos

    Bed: 1   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 940
       Built: 1996   Tax: $8,141 (2025)
    Community: Water Club 01 At Longboat Key
    Spa: Yes

    Condo


    Estimated Monthly Payment: $5,884 (change assumption)
    Mortgage ($5,205) + Taxes in 2025 ($678)


    Taxes:$8,141

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4561 GULF OF MEXICO DR #202, LONGBOAT KEY, FL 34228

    $2,750,000166 Days on yellowkey   MLS ID: A4674911

    REDUCED by $200,000 (6.8%) on 04/20/2026

    For Sale A4674911 - 4561 GULF OF MEXICO DR #202, LONGBOAT KEY, FL 34228 71 photos

    Bed: 3   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 3260
       Built: 1999   Tax: $29,736 (2024)
    Community: The Grande At Longboat Key
    Spa: Yes

    Condo


    Estimated Monthly Payment: $17,546 (change assumption)
    Mortgage ($15,068) + Taxes in 2024 ($2,478)


    Taxes:$29,736

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 340 GULF OF MEXICO DR #115, LONGBOAT KEY, FL 34228

    $2,345,000169 Days on yellowkey   MLS ID: A4674650

    For Sale A4674650 - 340 GULF OF MEXICO DR #115, LONGBOAT KEY, FL 34228 33 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2314
       Built: 1991
    Monthly Fee: $3,033
       Tax: $16,082 (2024)
    Community: Tangerine Bay Club
    Spa: Yes

    Condo


    Estimated Monthly Payment: $17,222 (change assumption)
    Mortgage ($12,849) + Fees ($3,033) + Taxes in 2024 ($1,340)


    Taxes:$16,082

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 435 L AMBIANCE DR #J704, LONGBOAT KEY, FL 34228

    $2,995,000182 Days on yellowkey   MLS ID: A4673061

    REDUCED by $200,000 (6.3%) on 04/13/2026

    For Sale A4673061 - 435 L AMBIANCE DR #J704, LONGBOAT KEY, FL 34228 58 photos

    Bed: 3   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2634
       Built: 1994   Tax: $20,474 (2024)
    Community: L Ambiance At Longboat Key Club Ph 02
    Spa: Yes

    Condo


    Estimated Monthly Payment: $18,117 (change assumption)
    Mortgage ($16,411) + Taxes in 2024 ($1,706)


    Taxes:$20,474

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1115 GULF OF MEXICO DR #401, LONGBOAT KEY, FL 34228

    $899,000195 Days on yellowkey   MLS ID: A4671664

    For Sale A4671664 - 1115 GULF OF MEXICO DR #401, LONGBOAT KEY, FL 34228 60 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1172
       Built: 1979   Tax: $7,815 (2024)
    Community: Beachplace I
    Spa: Yes

    Condo


    Estimated Monthly Payment: $5,577 (change assumption)
    Mortgage ($4,926) + Taxes in 2024 ($651)


    Taxes:$7,815

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1241 GULF OF MEXICO DR #603, LONGBOAT KEY, FL 34228

    $3,295,000407 Days on yellowkey   MLS ID: A4648856

    For Sale A4648856 - 1241 GULF OF MEXICO DR #603, LONGBOAT KEY, FL 34228 64 photos

    Bed: 3   Bath: 4.0   Gar: 1
    Liv Area Sq Ft: 3045
       Built: 1996   Tax: $27,359 (2024)
    Community: Water Club 01 At Longboat Key
    Spa: Yes

    Condo


    Estimated Monthly Payment: $20,334 (change assumption)
    Mortgage ($18,054) + Taxes in 2024 ($2,280)


    Taxes:$27,359

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 3010 GRAND BAY BLVD #493, LONGBOAT KEY, FL 34228

    $1,879,000229 Days on yellowkey   MLS ID: A4668143

    For Sale A4668143 - 3010 GRAND BAY BLVD #493, LONGBOAT KEY, FL 34228 34 photos

    Bed: 2   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2550
       Built: 1999   Tax: $16,976 (2025)
    Community: Grand Bay 4
    Spa: Yes

    Condo


    Estimated Monthly Payment: $11,710 (change assumption)
    Mortgage ($10,296) + Taxes in 2025 ($1,415)


    Taxes:$16,976

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 5055 GULF OF MEXICO DR #412, LONGBOAT KEY, FL 34228

    $565,00090 Days on yellowkey   MLS ID: A4683419

    For Sale A4683419 - 5055 GULF OF MEXICO DR #412, LONGBOAT KEY, FL 34228 32 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1484
       Built: 1973   Tax: $8,183 (2024)
    Community: Club Longboat Beach & Tennis
    Spa: Yes

    Condo


    Estimated Monthly Payment: $3,778 (change assumption)
    Mortgage ($3,096) + Taxes in 2024 ($682)


    Taxes:$8,183

    Elementary School: Anna Maria Elementary

    High School: Bayshore High

    Tax Year: 2024

    Middle School: Martha B. King 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.