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Displaying: For Sale

Location: Longboat Key

Property Type(s): Condos

Living Area Square Feet: 1000 to 1499

Longboat Key - 112 properties found

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  • 4500 GULF OF MEXICO DR #3, LONGBOAT KEY, FL 34228

    $739,00090 Days on yellowkey   MLS ID: A4685838

    For Sale A4685838 - 4500 GULF OF MEXICO DR #3, LONGBOAT KEY, FL 34228 61 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1325
       Built: 1975   Tax: $2,843 (2025)
    Community: Windward Bay Amd
    Condo


    Estimated Monthly Payment: $4,286 (change assumption)
    Mortgage ($4,049) + Taxes in 2025 ($237)


    Taxes:$2,843

    Elementary School: Anna Maria Elementary

    High School: Bayshore High

    Tax Year: 2025

    Middle School: Martha B. King Middle


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

    $399,00092 Days on yellowkey   MLS ID: A4687361

    REDUCED by $10,000 (2.4%) on 05/05/2026

    For Sale A4687361 - 4350 CHATHAM DR #106, LONGBOAT KEY, FL 34228 70 photos

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


    Estimated Monthly Payment: $2,376 (change assumption)
    Mortgage ($2,186) + 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


  • 4485 GULF OF MEXICO DR #804, LONGBOAT KEY, FL 34228

    $1,025,00065 Days on yellowkey   MLS ID: A4690646

    REDUCED by $50,000 (4.7%) on 06/23/2026

    For Sale A4690646 - 4485 GULF OF MEXICO DR #804, LONGBOAT KEY, FL 34228 51 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1175
       Built: 1973   Tax: $6,115 (2025)
    Community: Arbomar Apts
    Condo


    Estimated Monthly Payment: $6,126 (change assumption)
    Mortgage ($5,616) + Taxes in 2025 ($510)


    Taxes:$6,115

    Elementary School: Anna Maria Elementary

    High School: Bayshore High

    Tax Year: 2025

    Middle School: Martha B. King Middle


  • 2020 HARBOURSIDE DR #457, LONGBOAT KEY, FL 34228

    $724,000Listed 06/23/2026 3:43PM   MLS ID: A4696667

    For Sale A4696667 - 2020 HARBOURSIDE DR #457, LONGBOAT KEY, FL 34228 58 photos

    Bed: 2   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1442
       Built: 1984   Tax: $9,366 (2025)
    Community: Fairway Bay 2 Ph 1
    Spa: Yes

    Condo


    Estimated Monthly Payment: $4,748 (change assumption)
    Mortgage ($3,967) + Taxes in 2025 ($781)


    Taxes:$9,366

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4825 GULF OF MEXICO DR #105, LONGBOAT KEY, FL 34228

    $799,000266 Days on yellowkey   MLS ID: A4667044

    REDUCED by $40,900 (4.9%) on 05/20/2026

    For Sale A4667044 - 4825 GULF OF MEXICO DR #105, LONGBOAT KEY, FL 34228 32 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1393
       Built: 1970   Tax: $11,897 (2024)
    Community: Westchester Apts
    Spa: No

    Condo


    Estimated Monthly Payment: $5,369 (change assumption)
    Mortgage ($4,378) + Taxes in 2024 ($991)


    Taxes:$11,897

    Elementary School: Anna Maria Elementary

    High School: Bayshore High

    Tax Year: 2024

    Middle School: Martha B. King Middle


  • 600 SUTTON PL #B302, LONGBOAT KEY, FL 34228

    $475,00068 Days on yellowkey   MLS ID: A4690036

    REDUCED by $25,000 (5.0%) on 04/27/2026

    For Sale A4690036 - 600 SUTTON PL #B302, LONGBOAT KEY, FL 34228 59 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1132
       Built: 1973
    Monthly Fee: $1,642
       Tax: $7,415 (2025)
    Community: Sutton Place
    Spa: No

    Condo


    Estimated Monthly Payment: $4,863 (change assumption)
    Mortgage ($2,603) + Fees ($1,642) + Taxes in 2025 ($618)


    Taxes:$7,415

    Elementary School: Anna Maria Elementary

    High School: Bayshore High

    Tax Year: 2025

    Middle School: W.D. Sugg Middle


  • 546 SPANISH DR S, LONGBOAT KEY, FL 34228

    $499,00023 Days on yellowkey   MLS ID: A4694824

    REDUCED by $10,000 (2.0%) on 06/23/2026

    For Sale A4694824 - 546 SPANISH DR S, LONGBOAT KEY, FL 34228 57 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1241
       Built: 1966   Tax: $2,488 (2025)
    Community: Spanish Main Yacht Club Condo
    Spa: No

    Condo


    Estimated Monthly Payment: $2,941 (change assumption)
    Mortgage ($2,734) + Taxes in 2025 ($207)


    Taxes:$2,488

    Elementary School: Anna Maria Elementary

    High School: Bayshore High

    Tax Year: 2025

    Middle School: Martha B. King Middle


  • 528 FOREST WAY, LONGBOAT KEY, FL 34228

    $585,00018 Days on yellowkey   MLS ID: A4695863

    3 Days Off yellowkey (back on 6/22/2026)

    For Sale A4695863 - 528 FOREST WAY, LONGBOAT KEY, FL 34228 40 photos

    Bed: 2   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1440
       Built: 1989
    Monthly Fee: $945
       Tax: $3,072 (2025)
    Community: Cedars East Sec 2
    Condo


    Estimated Monthly Payment: $4,406 (change assumption)
    Mortgage ($3,205) + Fees ($945) + Taxes in 2025 ($256)


    Taxes:$3,072

    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

    $449,000197 Days on yellowkey   MLS ID: A4674675

    REDUCED by $11,000 (2.4%) on 06/22/2026

    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: $2,839 (change assumption)
    Mortgage ($2,460) + Taxes in 2024 ($379)


    Taxes:$4,551

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 842 BAYPORT WAY, LONGBOAT KEY, FL 34228

    $625,00085 Days on yellowkey   MLS ID: A4687058

    REDUCED by $50,000 (7.4%) on 06/16/2026

    For Sale A4687058 - 842 BAYPORT WAY, LONGBOAT KEY, FL 34228 54 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1260
       Built: 1983   Tax: $5,662 (2025)
    Community: Bayport Bch & Ten Ph F
    Spa: No

    Condo


    Estimated Monthly Payment: $3,896 (change assumption)
    Mortgage ($3,425) + Taxes in 2025 ($472)


    Taxes:$5,662

    Elementary School: Southside Elementary

    High School: None

    Tax Year: 2025

    Middle School: Booker Middle


  • 2295 GULF OF MEXICO DR #54S, LONGBOAT KEY, FL 34228

    $899,000117 Days on yellowkey   MLS ID: A4683112

    For Sale A4683112 - 2295 GULF OF MEXICO DR #54S, LONGBOAT KEY, FL 34228 53 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1235
       Built: 1970   Tax: $7,576 (2025)
    Community: Islander Club Of Longboat
    Condo


    Estimated Monthly Payment: $5,557 (change assumption)
    Mortgage ($4,926) + Taxes in 2025 ($631)


    Taxes:$7,576

    Elementary School: Southside Elementary

    High School: Riverview High

    Tax Year: 2025

    Middle School: Booker Middle


  • 3806 GULF OF MEXICO DR #C209, LONGBOAT KEY, FL 34228

    $335,00034 Days on yellowkey   MLS ID: A4693850

    2 Days Off yellowkey (back on 6/20/2026)

    For Sale A4693850 - 3806 GULF OF MEXICO DR #C209, LONGBOAT KEY, FL 34228 38 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1046
       Built: 1970
    Monthly Fee: $1,346
       Tax: $2,934 (2025)
    Community: Beach Harbor Club
    Condo


    Estimated Monthly Payment: $3,426 (change assumption)
    Mortgage ($1,836) + Fees ($1,346) + Taxes in 2025 ($245)


    Taxes:$2,934

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


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

    $640,000208 Days on yellowkey   MLS ID: A4672221

    REDUCED by $35,000 (5.2%) on 06/17/2026

    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: $4,051 (change assumption)
    Mortgage ($3,507) + Taxes in 2025 ($545)


    Taxes:$6,535

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 605 SUTTON PL #201, LONGBOAT KEY, FL 34228

    $619,00089 Days on yellowkey   MLS ID: A4687586

    For Sale A4687586 - 605 SUTTON PL #201, LONGBOAT KEY, FL 34228 46 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1148
       Built: 1973   Tax: $6,756 (2025)
    Community: Sutton Place
    Condo


    Estimated Monthly Payment: $3,955 (change assumption)
    Mortgage ($3,392) + Taxes in 2025 ($563)


    Taxes:$6,756

    Elementary School: Anna Maria Elementary

    High School: Bayshore High

    Tax Year: 2025

    Middle School: Martha B. King Middle


  • 4234 GULF OF MEXICO DR #M1, LONGBOAT KEY, FL 34228

    $649,0005 Days on yellowkey   MLS ID: A4696419

    For Sale A4696419 - 4234 GULF OF MEXICO DR #M1, LONGBOAT KEY, FL 34228 42 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1150
       Built: 1973   Tax: $2,383 (2025)
    Community: Pelican Harbour & Beach Club
    Condo


    Estimated Monthly Payment: $3,755 (change assumption)
    Mortgage ($3,556) + Taxes in 2025 ($199)


    Taxes:$2,383

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1930 HARBOURSIDE DR #122, LONGBOAT KEY, FL 34228

    $549,00050 Days on yellowkey   MLS ID: A4692494

    REDUCED by $10,000 (1.8%) on 06/19/2026

    For Sale A4692494 - 1930 HARBOURSIDE DR #122, LONGBOAT KEY, FL 34228 63 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1192
       Built: 1982   Tax: $6,584 (2025)
    Community: Fairway Bay 1
    Spa: Yes

    Condo


    Estimated Monthly Payment: $3,557 (change assumption)
    Mortgage ($3,008) + Taxes in 2025 ($549)


    Taxes:$6,584

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 521 BAYPORT WAY #521, LONGBOAT KEY, FL 34228

    $649,00010 Days on yellowkey   MLS ID: TB8518960

    0 Days Off yellowkey (back on 6/18/2026)

    For Sale TB8518960 - 521 BAYPORT WAY #521, LONGBOAT KEY, FL 34228 41 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1260
       Built: 1980
    Monthly Fee: $1,978
       Tax: $5,669 (2025)
    Community: Bayport Bch & Ten Ph A
    Condo


    Estimated Monthly Payment: $6,006 (change assumption)
    Mortgage ($3,556) + Fees ($1,978) + Taxes in 2025 ($472)


    Taxes:$5,669

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


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

    $899,00039 Days on yellowkey   MLS ID: A4693834

    0 Days Off yellowkey (back on 6/18/2026)

    For Sale A4693834 - 100 SANDS POINT RD #225, LONGBOAT KEY, FL 34228 41 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1492
       Built: 1966   Tax: $3,929 (2025)
    Community: Sands Point
    Condo


    Estimated Monthly Payment: $5,253 (change assumption)
    Mortgage ($4,926) + Taxes in 2025 ($327)


    Taxes:$3,929

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 2525 GULF OF MEXICO DR #3D, LONGBOAT KEY, FL 34228

    $1,650,00016 Days on yellowkey   MLS ID: A4696213

    1 Days Off yellowkey (back on 6/16/2026)

    For Sale A4696213 - 2525 GULF OF MEXICO DR #3D, LONGBOAT KEY, FL 34228 100 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1468
       Built: 1972   Tax: $18,254 (2025)
    Community: Islands West
    Spa: Yes

    Condo


    Estimated Monthly Payment: $10,562 (change assumption)
    Mortgage ($9,041) + Taxes in 2025 ($1,521)


    Taxes:$18,254

    Elementary School: None

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 4234 GULF OF MEXICO DR #E2, LONGBOAT KEY, FL 34228

    $580,000250 Days on yellowkey   MLS ID: A4667654

    REDUCED by $18,000 (3.0%) on 06/04/2026

    For Sale A4667654 - 4234 GULF OF MEXICO DR #E2, LONGBOAT KEY, FL 34228 40 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1150
       Built: 1973   Tax: $10,617 (2025)
    Community: Pelican Harbour & Beach Club
    Condo


    Estimated Monthly Payment: $4,063 (change assumption)
    Mortgage ($3,178) + Taxes in 2025 ($885)


    Taxes:$10,617

    Elementary School: Anna Maria Elementary

    High School: Bayshore High

    Tax Year: 2025

    Middle School: Martha B. King Middle






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.