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Displaying: For Sale

Location: Longboat Key

Property Type(s): Condos

Beds: 2 to 2

Longboat Key - 158 properties found

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  • 815 BAYPORT WAY #815, LONGBOAT KEY, FL 34228

    $850,00026 Days on yellowkey   MLS ID: A4689278

    For Sale A4689278 - 815 BAYPORT WAY #815, LONGBOAT KEY, FL 34228 57 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1601
       Built: 1981   Tax: $7,370 (2025)
    Community: Bayport Bch & Ten Ph E
    Condo


    Estimated Monthly Payment: $5,272 (change assumption)
    Mortgage ($4,657) + Taxes in 2025 ($614)


    Taxes:$7,370

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 4805 GULF OF MEXICO DR #103, LONGBOAT KEY, FL 34228

    $699,000115 Days on yellowkey   MLS ID: A4677568

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

    For Sale A4677568 - 4805 GULF OF MEXICO DR #103, LONGBOAT KEY, FL 34228 58 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1393
       Built: 1970   Tax: $6,331 (2024)
    Community: Westchester Apts
    Spa: No

    Condo


    Estimated Monthly Payment: $4,358 (change assumption)
    Mortgage ($3,830) + Taxes in 2024 ($528)


    Taxes:$6,331

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 2089 GULF OF MEXICO DR #G1-108, LONGBOAT KEY, FL 34228

    $675,00071 Days on yellowkey   MLS ID: A4683552

    REDUCED by $24,000 (3.4%) on 04/08/2026

    For Sale A4683552 - 2089 GULF OF MEXICO DR #G1-108, LONGBOAT KEY, FL 34228 14 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 933
       Built: 1974
    Monthly Fee: $1,250
       Tax: $6,817 (2025)
    Community: Seaplace I
    Condo


    Estimated Monthly Payment: $5,517 (change assumption)
    Mortgage ($3,699) + Fees ($1,250) + Taxes in 2025 ($568)


    Taxes:$6,817

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4401 GULF OF MEXICO DR #601, LONGBOAT KEY, FL 34228

    $995,00093 Days on yellowkey   MLS ID: A4679728

    For Sale A4679728 - 4401 GULF OF MEXICO DR #601, LONGBOAT KEY, FL 34228 39 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1524
       Built: 1972   Tax: $14,214 (2024)
    Community: Longboat Harbour Towers
    Condo


    Estimated Monthly Payment: $6,636 (change assumption)
    Mortgage ($5,452) + Taxes in 2024 ($1,185)


    Taxes:$14,214

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 3466 WINDING OAKS DR #35, LONGBOAT KEY, FL 34228

    $795,00027 Days on yellowkey   MLS ID: A4686581

    For Sale A4686581 - 3466 WINDING OAKS DR #35, LONGBOAT KEY, FL 34228 50 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2039
       Built: 1988   Tax: $4,919 (2025)
    Community: Winding Oaks
    Condo


    Estimated Monthly Payment: $4,766 (change assumption)
    Mortgage ($4,356) + Taxes in 2025 ($410)


    Taxes:$4,919

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2425 GULF OF MEXICO DR #1A, LONGBOAT KEY, FL 34228

    $1,595,00028 Days on yellowkey   MLS ID: A4688987

    For Sale A4688987 - 2425 GULF OF MEXICO DR #1A, LONGBOAT KEY, FL 34228 44 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1470
       Built: 1973   Tax: $9,602 (2025)
    Community: Sea Gate Club
    Spa: No

    Condo


    Estimated Monthly Payment: $9,540 (change assumption)
    Mortgage ($8,740) + Taxes in 2025 ($800)


    Taxes:$9,602

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 4621 GULF OF MEXICO DR #14F, LONGBOAT KEY, FL 34228

    $710,000217 Days on yellowkey   MLS ID: A4664627

    For Sale A4664627 - 4621 GULF OF MEXICO DR #14F, LONGBOAT KEY, FL 34228 44 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 900
       Built: 1973   Tax: $11,151 (2025)
    Community: Casa Del Mar
    Condo


    Estimated Monthly Payment: $4,820 (change assumption)
    Mortgage ($3,890) + Taxes in 2025 ($929)


    Taxes:$11,151

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1211 GULF OF MEXICO DR #709, LONGBOAT KEY, FL 34228

    $1,749,00028 Days on yellowkey   MLS ID: A4686985

    For Sale A4686985 - 1211 GULF OF MEXICO DR #709, LONGBOAT KEY, FL 34228 50 photos

    Bed: 2   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1827
       Built: 1985   Tax: $14,725 (2025)
    Community: Promenade
    Spa: Yes

    Condo


    Estimated Monthly Payment: $10,810 (change assumption)
    Mortgage ($9,583) + Taxes in 2025 ($1,227)


    Taxes:$14,725

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2020 HARBOURSIDE DR #417, LONGBOAT KEY, FL 34228

    $899,00031 Days on yellowkey   MLS ID: A4686674

    For Sale A4686674 - 2020 HARBOURSIDE DR #417, LONGBOAT KEY, FL 34228 50 photos

    Bed: 2   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1715
       Built: 1984   Tax: $6,538 (2025)
    Community: Fairway Bay 2 Ph 1
    Condo


    Estimated Monthly Payment: $5,471 (change assumption)
    Mortgage ($4,926) + Taxes in 2025 ($545)


    Taxes:$6,538

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2295 GULF OF MEXICO DR #64S, LONGBOAT KEY, FL 34228

    $625,000135 Days on yellowkey   MLS ID: A4675582

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

    For Sale A4675582 - 2295 GULF OF MEXICO DR #64S, LONGBOAT KEY, FL 34228 58 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1235
       Built: 1970   Tax: $6,088 (2025)
    Community: Islander Club Of Longboat
    Condo


    Estimated Monthly Payment: $3,932 (change assumption)
    Mortgage ($3,425) + Taxes in 2025 ($507)


    Taxes:$6,088

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1145 GULF OF MEXICO DR #401, LONGBOAT KEY, FL 34228

    $1,250,000108 Days on yellowkey   MLS ID: A4678330

    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


  • 1065 GULF OF MEXICO DR #402, LONGBOAT KEY, FL 34228

    $845,000216 Days on yellowkey   MLS ID: A4666641

    For Sale A4666641 - 1065 GULF OF MEXICO DR #402, LONGBOAT KEY, FL 34228 47 photos

    Bed: 2   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1392
       Built: 1981   Tax: $8,124 (2025)
    Community: Beachplace Iii
    Condo


    Estimated Monthly Payment: $5,307 (change assumption)
    Mortgage ($4,630) + Taxes in 2025 ($677)


    Taxes:$8,124

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1145 GULF OF MEXICO DR #603, LONGBOAT KEY, FL 34228

    $1,779,000109 Days on yellowkey   MLS ID: A4676554

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

    For Sale A4676554 - 1145 GULF OF MEXICO DR #603, LONGBOAT KEY, FL 34228 53 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1503
       Built: 1980   Tax: $16,601 (2025)
    Community: Beachplace 1
    Condo


    Estimated Monthly Payment: $11,131 (change assumption)
    Mortgage ($9,748) + Taxes in 2025 ($1,383)


    Taxes:$16,601

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3060 GRAND BAY BLVD #174, LONGBOAT KEY, FL 34228

    $1,939,000119 Days on yellowkey   MLS ID: R4910478

    For Sale R4910478 - 3060 GRAND BAY BLVD #174, LONGBOAT KEY, FL 34228 87 photos

    Bed: 2   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 2550
       Built: 1994
    Monthly Fee: $2,617
       Tax: $17,500 (2024)
    Community: Grand Bay 1
    Condo


    Estimated Monthly Payment: $14,700 (change assumption)
    Mortgage ($10,624) + Fees ($2,617) + Taxes in 2024 ($1,458)


    Taxes:$17,500

    Elementary School: None

    High School: Booker High

    Tax Year: 2024

    Middle School: Booker Middle


  • 1281 GULF OF MEXICO DR #111, LONGBOAT KEY, FL 34228

    $1,050,00035 Days on yellowkey   MLS ID: A4688079

    For Sale A4688079 - 1281 GULF OF MEXICO DR #111, LONGBOAT KEY, FL 34228 51 photos

    Bed: 2   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1392
       Built: 1999   Tax: $9,956 (2025)
    Community: Water Club 01 At Longboat Key
    Condo


    Estimated Monthly Payment: $6,583 (change assumption)
    Mortgage ($5,753) + Taxes in 2025 ($830)


    Taxes:$9,956

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 4350 CHATHAM DR #106, LONGBOAT KEY, FL 34228

    $409,00041 Days on yellowkey   MLS ID: A4687361

    For Sale A4687361 - 4350 CHATHAM DR #106, LONGBOAT KEY, FL 34228 69 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1072
       Built: 1969   Tax: $2,272 (2025)
    Community: Longboat Harbour
    Condo


    Estimated Monthly Payment: $2,430 (change assumption)
    Mortgage ($2,241) + Taxes in 2025 ($189)


    Taxes:$2,272

    Elementary School: Anna Maria Elementary

    High School: Manatee High

    Tax Year: 2025

    Middle School: W.D. Sugg Middle


  • 3040 GRAND BAY BLVD #213, LONGBOAT KEY, FL 34228

    $1,550,000104 Days on yellowkey   MLS ID: A4678941

    For Sale A4678941 - 3040 GRAND BAY BLVD #213, LONGBOAT KEY, FL 34228 44 photos

    Bed: 2   Bath: 3.5
    Liv Area Sq Ft: 2550
       Built: 1996   Tax: $8,474 (2025)
    Community: Grand Bay 2
    Condo


    Estimated Monthly Payment: $9,199 (change assumption)
    Mortgage ($8,493) + Taxes in 2025 ($706)


    Taxes:$8,474

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 1241 GULF OF MEXICO DR #207 S, LONGBOAT KEY, FL 34228

    $1,500,000201 Days on yellowkey   MLS ID: A4668589

    0 Days Off yellowkey (back on 12/12/2025)

    For Sale A4668589 - 1241 GULF OF MEXICO DR #207 S, LONGBOAT KEY, FL 34228 36 photos

    Bed: 2   Bath: 4.0
    Liv Area Sq Ft: 2965
       Built: 1996   Tax: $15,546 (2024)
    Community: Water Club 01 At Longboat Key
    Condo


    Estimated Monthly Payment: $9,514 (change assumption)
    Mortgage ($8,219) + Taxes in 2024 ($1,296)


    Taxes:$15,546

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2024

    Middle School: Booker Middle


  • 1085 GULF OF MEXICO DR #404, LONGBOAT KEY, FL 34228

    $950,00042 Days on yellowkey   MLS ID: A4686960

    For Sale A4686960 - 1085 GULF OF MEXICO DR #404, LONGBOAT KEY, FL 34228 41 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1503
       Built: 1981   Tax: $5,482 (2025)
    Community: Beachplace Iii
    Condo


    Estimated Monthly Payment: $5,662 (change assumption)
    Mortgage ($5,205) + Taxes in 2025 ($457)


    Taxes:$5,482

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 669 SPANISH DR N #21, LONGBOAT KEY, FL 34228

    $339,000341 Days on yellowkey   MLS ID: A4653816

    0 Days Off yellowkey (back on 3/30/2026)

    For Sale A4653816 - 669 SPANISH DR N #21, LONGBOAT KEY, FL 34228 37 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1087
       Built: 1969   Tax: $5,733 (2024)
    Community: Spanish Main Yacht Club Condo
    Condo


    Estimated Monthly Payment: $2,335 (change assumption)
    Mortgage ($1,857) + Taxes in 2024 ($478)


    Taxes:$5,733

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None






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.