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Displaying: For Sale

Location: Longboat Key

Property Type(s): Condos

Living Area Square Feet: 1500 to 1999

Longboat Key - 34 properties found

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  • 4960 GULF OF MEXICO DR #206, LONGBOAT KEY, FL 34228

    $649,900102 Days on yellowkey   MLS ID: A4679160

    REDUCED by $10,000 (1.5%) on 04/01/2026

    For Sale A4679160 - 4960 GULF OF MEXICO DR #206, LONGBOAT KEY, FL 34228 75 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1523
       Built: 1975   Tax: $7,738 (2025)
    Community: Windward Bay Amd
    Condo


    Estimated Monthly Payment: $4,206 (change assumption)
    Mortgage ($3,561) + Taxes in 2025 ($645)


    Taxes:$7,738

    Elementary School: Anna Maria Elementary

    High School: Bayshore High

    Tax Year: 2025

    Middle School: Martha B. King Middle


  • 4500 GULF OF MEXICO DR #206, LONGBOAT KEY, FL 34228

    $769,000170 Days on yellowkey   MLS ID: A4671822

    For Sale A4671822 - 4500 GULF OF MEXICO DR #206, LONGBOAT KEY, FL 34228 68 photos

    Bed: 2   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1523
       Built: 1975   Tax: $7,913 (2025)
    Community: Windward Bay Amd
    Condo


    Estimated Monthly Payment: $4,873 (change assumption)
    Mortgage ($4,214) + Taxes in 2025 ($659)


    Taxes:$7,913

    Elementary School: Anna Maria Elementary

    High School: Bayshore High

    Tax Year: 2025

    Middle School: Martha B. King Middle


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

    $949,9003 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


  • 1065 GULF OF MEXICO DR #305, LONGBOAT KEY, FL 34228

    $1,250,00087 Days on yellowkey   MLS ID: A4681609

    REDUCED by $49,000 (3.8%) on 05/01/2026

    For Sale A4681609 - 1065 GULF OF MEXICO DR #305, LONGBOAT KEY, FL 34228 49 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1819
       Built: 1981   Tax: $6,047 (2025)
    Community: Beachplace Iii
    Spa: Yes

    Condo


    Estimated Monthly Payment: $7,353 (change assumption)
    Mortgage ($6,849) + Taxes in 2025 ($504)


    Taxes:$6,047

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2425 GULF OF MEXICO DR #10F, LONGBOAT KEY, FL 34228

    $1,495,000301 Days on yellowkey   MLS ID: A4656887

    For Sale A4656887 - 2425 GULF OF MEXICO DR #10F, LONGBOAT KEY, FL 34228 61 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1513
       Built: 1973   Tax: $14,482 (2024)
    Community: Sea Gate Club
    Spa: No

    Condo


    Estimated Monthly Payment: $9,398 (change assumption)
    Mortgage ($8,192) + Taxes in 2024 ($1,207)


    Taxes:$14,482

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1115 GULF OF MEXICO DR #304, LONGBOAT KEY, FL 34228

    $899,0005 Days on yellowkey   MLS ID: A4691842

    For Sale A4691842 - 1115 GULF OF MEXICO DR #304, LONGBOAT KEY, FL 34228 33 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1503
       Built: 1979   Tax: $9,423 (2024)
    Community: Beachplace I
    Spa: Yes

    Condo


    Estimated Monthly Payment: $5,711 (change assumption)
    Mortgage ($4,926) + Taxes in 2024 ($785)


    Taxes:$9,423

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2024

    Middle School: Booker Middle


  • 1425 GULF OF MEXICO DR #408, LONGBOAT KEY, FL 34228

    $1,025,000143 Days on yellowkey   MLS ID: A4674194

    REDUCED by $25,000 (2.4%) on 04/29/2026

    For Sale A4674194 - 1425 GULF OF MEXICO DR #408, LONGBOAT KEY, FL 34228 45 photos

    Bed: 3   Bath: 3.0   Gar: 1
    Liv Area Sq Ft: 1707
       Built: 1983   Tax: $11,336 (2025)
    Community: Players Club Iv
    Condo


    Estimated Monthly Payment: $6,561 (change assumption)
    Mortgage ($5,616) + Taxes in 2025 ($945)


    Taxes:$11,336

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 1445 GULF OF MEXICO DR #103, LONGBOAT KEY, FL 34228

    $865,00070 Days on yellowkey   MLS ID: A4683660

    1 Days Off yellowkey (back on 4/29/2026)

    REDUCED by $59,900 (6.5%) on 04/24/2026

    For Sale A4683660 - 1445 GULF OF MEXICO DR #103, LONGBOAT KEY, FL 34228 65 photos

    Bed: 3   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1933
       Built: 1982   Tax: $10,149 (2025)
    Community: Players Club Iii
    Condo


    Estimated Monthly Payment: $5,585 (change assumption)
    Mortgage ($4,740) + Taxes in 2025 ($846)


    Taxes:$10,149

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 706 BAYPORT WAY #706, LONGBOAT KEY, FL 34228

    $739,00026 Days on yellowkey   MLS ID: A4688503

    For Sale A4688503 - 706 BAYPORT WAY #706, LONGBOAT KEY, FL 34228 77 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1601
       Built: 1980
    Monthly Fee: $1,978
       Tax: $6,727 (2025)
    Community: Bayport Bch & Ten Ph C
    Condo


    Estimated Monthly Payment: $6,588 (change assumption)
    Mortgage ($4,049) + Fees ($1,978) + Taxes in 2025 ($561)


    Taxes:$6,727

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 4976 GULF OF MEXICO DR #Villa 18, LONGBOAT KEY, FL 34228

    $650,000223 Days on yellowkey   MLS ID: A4665034

    REDUCED by $25,000 (3.7%) on 04/27/2026

    For Sale A4665034 - 4976 GULF OF MEXICO DR #Villa 18, LONGBOAT KEY, FL 34228 47 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1900
       Built: 1974   Tax: $5,878 (2024)
    Community: Windward Bay
    Spa: No

    Condo


    Estimated Monthly Payment: $4,051 (change assumption)
    Mortgage ($3,562) + Taxes in 2024 ($490)


    Taxes:$5,878

    Elementary School: Anna Maria Elementary

    High School: Bayshore High

    Tax Year: 2024

    Middle School: Martha B. King Middle


  • 4234 GULF OF MEXICO DR #G2, LONGBOAT KEY, FL 34228

    $849,000351 Days on yellowkey   MLS ID: A4653045

    REDUCED by $46,000 (5.1%) on 04/21/2026

    For Sale A4653045 - 4234 GULF OF MEXICO DR #G2, LONGBOAT KEY, FL 34228 44 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1636
       Built: 1973   Tax: $13,273 (2024)
    Community: Pelican Harbour & Beach Club
    Condo


    Estimated Monthly Payment: $5,758 (change assumption)
    Mortgage ($4,652) + Taxes in 2024 ($1,106)


    Taxes:$13,273

    Elementary School: Anna Maria Elementary

    High School: Bayshore High

    Tax Year: 2024

    Middle School: Martha B. King Middle


  • 1485 GULF OF MEXICO DR #303, LONGBOAT KEY, FL 34228

    $1,395,00098 Days on yellowkey   MLS ID: A4679674

    For Sale A4679674 - 1485 GULF OF MEXICO DR #303, LONGBOAT KEY, FL 34228 44 photos

    Bed: 2   Bath: 2.5
    Liv Area Sq Ft: 1569
       Built: 1981   Tax: $11,880 (2025)
    Community: Players Club I
    Spa: Yes

    Condo


    Estimated Monthly Payment: $8,634 (change assumption)
    Mortgage ($7,644) + Taxes in 2025 ($990)


    Taxes:$11,880

    Elementary School: Southside Elementary

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1591 GULF OF MEXICO DR #216, LONGBOAT KEY, FL 34228

    $2,750,000228 Days on yellowkey   MLS ID: A4665247

    For Sale A4665247 - 1591 GULF OF MEXICO DR #216, LONGBOAT KEY, FL 34228 70 photos

    Bed: 1   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1556
       Built: 2025   Tax: $25,560 (2025)
    Community: St. Regis Longboat Key
    Spa: No

    Condo


    Estimated Monthly Payment: $17,198 (change assumption)
    Mortgage ($15,068) + Taxes in 2025 ($2,130)


    Taxes:$25,560

    Elementary School: Southside Elementary

    High School: Sarasota High

    Tax Year: 2025

    Middle School: Booker Middle


  • 775 LONGBOAT CLUB RD #304, LONGBOAT KEY, FL 34228

    $1,215,000172 Days on yellowkey   MLS ID: A4671935

    For Sale A4671935 - 775 LONGBOAT CLUB RD #304, LONGBOAT KEY, FL 34228 53 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1602
       Built: 1984
    Monthly Fee: $1,904
       Tax: $5,841 (2024)
    Community: Beaches Of Longboat Key Ph-1
    Spa: Yes

    Condo


    Estimated Monthly Payment: $9,048 (change assumption)
    Mortgage ($6,657) + Fees ($1,904) + Taxes in 2024 ($487)


    Taxes:$5,841

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1912 HARBOURSIDE DR #602, LONGBOAT KEY, FL 34228

    $549,900199 Days on yellowkey   MLS ID: A4668394

    1 Days Off yellowkey (back on 4/22/2026)

    For Sale A4668394 - 1912 HARBOURSIDE DR #602, LONGBOAT KEY, FL 34228 44 photos

    Bed: 2   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1590
       Built: 1982   Tax: $6,146 (2024)
    Community: Fairway Bay 1
    Spa: Yes

    Condo


    Estimated Monthly Payment: $3,525 (change assumption)
    Mortgage ($3,013) + Taxes in 2024 ($512)


    Taxes:$6,146

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2024

    Middle School: Pine View School


  • 5635 GULF OF MEXICO DR #202, LONGBOAT KEY, FL 34228

    $1,050,00073 Days on yellowkey   MLS ID: A4683336

    2 Days Off yellowkey (back on 4/22/2026)

    For Sale A4683336 - 5635 GULF OF MEXICO DR #202, LONGBOAT KEY, FL 34228 61 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1786
       Built: 1980   Tax: $13,341 (2024)
    Community: Longboat Sandpipers
    Condo


    Estimated Monthly Payment: $6,865 (change assumption)
    Mortgage ($5,753) + Taxes in 2024 ($1,112)


    Taxes:$13,341

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1211 GULF OF MEXICO DR #610, LONGBOAT KEY, FL 34228

    $1,395,00076 Days on yellowkey   MLS ID: A4682918

    5 Days Off yellowkey (back on 4/21/2026)

    For Sale A4682918 - 1211 GULF OF MEXICO DR #610, LONGBOAT KEY, FL 34228 45 photos

    Bed: 2   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1827
       Built: 1985   Tax: $14,561 (2025)
    Community: Promenade
    Spa: Yes

    Condo


    Estimated Monthly Payment: $8,857 (change assumption)
    Mortgage ($7,644) + Taxes in 2025 ($1,213)


    Taxes:$14,561

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 825 BAYPORT WAY #825, LONGBOAT KEY, FL 34228

    $699,00093 Days on yellowkey   MLS ID: A4680533

    0 Days Off yellowkey (back on 4/21/2026)

    For Sale A4680533 - 825 BAYPORT WAY #825, LONGBOAT KEY, FL 34228 64 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1601
       Built: 1981   Tax: $8,133 (2025)
    Community: Bayport Bch & Ten Ph E
    Condo


    Estimated Monthly Payment: $4,508 (change assumption)
    Mortgage ($3,830) + Taxes in 2025 ($678)


    Taxes:$8,133

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 3240 GULF OF MEXICO DR #B402, LONGBOAT KEY, FL 34228

    $895,00052 Days on yellowkey   MLS ID: A4686024

    REDUCED by $10,000 (1.1%) on 04/16/2026

    For Sale A4686024 - 3240 GULF OF MEXICO DR #B402, LONGBOAT KEY, FL 34228 48 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1505
       Built: 1975   Tax: $8,208 (2025)
    Community: Portobello
    Spa: No

    Condo


    Estimated Monthly Payment: $5,588 (change assumption)
    Mortgage ($4,904) + Taxes in 2025 ($684)


    Taxes:$8,208

    Elementary School: Southside Elementary

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1485 GULF OF MEXICO DR #110, LONGBOAT KEY, FL 34228

    $1,495,00090 Days on yellowkey   MLS ID: A4681044

    0 Days Off yellowkey (back on 4/20/2026)

    For Sale A4681044 - 1485 GULF OF MEXICO DR #110, LONGBOAT KEY, FL 34228 57 photos

    Bed: 2   Bath: 3.0
    Liv Area Sq Ft: 1971
       Built: 1981   Tax: $10,505 (2025)
    Community: Players Club I
    Spa: Yes

    Condo


    Estimated Monthly Payment: $9,067 (change assumption)
    Mortgage ($8,192) + Taxes in 2025 ($875)


    Taxes:$10,505

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


12




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