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Displaying: For Sale

Location: Winter Park

Property Type(s): Single Family

Living Area Square Feet: 1000 to 1499

Winter Park - 44 properties found

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  • 1009 LAKE BELL DR, WINTER PARK, FL 32789

    $650,00033 Days on yellowkey   MLS ID: O6409849

    REDUCED by $49,000 (7.0%) on 06/15/2026

    For Sale O6409849 - 1009 LAKE BELL DR, WINTER PARK, FL 32789 41 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1467
       Built: 1958   Tax: $5,448 (2025)
    Community: Albert Lee Ridge Add 02
    Single Family


    Estimated Monthly Payment: $4,016 (change assumption)
    Mortgage ($3,562) + Taxes in 2025 ($454)


    Taxes:$5,448

    Elementary School: Hungerford Elem

    High School: Edgewater High

    Tax Year: 2025

    Middle School: College Park Middle


  • 2889 ROUEN AVE, WINTER PARK, FL 32789

    $365,00064 Days on yellowkey   MLS ID: L4961275

    REDUCED by $10,000 (2.7%) on 06/23/2026

    For Sale L4961275 - 2889 ROUEN AVE, WINTER PARK, FL 32789 10 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1144
       Built: 1959   Tax: $5,061 (2025)
    Community: Winter Park Manor
    Single Family


    Estimated Monthly Payment: $2,422 (change assumption)
    Mortgage ($2,000) + Taxes in 2025 ($422)


    Taxes:$5,061

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2231 NAIRN DR, WINTER PARK, FL 32792

    $499,000168 Days on yellowkey   MLS ID: O6369016

    For Sale O6369016 - 2231 NAIRN DR, WINTER PARK, FL 32792 19 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1088
       Built: 1956   Tax: $3,793 (2025)
    Community: Aloma
    Single Family


    Estimated Monthly Payment: $3,050 (change assumption)
    Mortgage ($2,734) + Taxes in 2025 ($316)


    Taxes:$3,793

    Elementary School: Brookshire Elem

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Glenridge Middle


  • 1023 WORTHING CT, WINTER PARK, FL 32792

    $450,00012 Days on yellowkey   MLS ID: O6416552

    0 Days Off yellowkey (back on 6/23/2026)

    REDUCED by $10,000 (2.2%) on 06/15/2026

    For Sale O6416552 - 1023 WORTHING CT, WINTER PARK, FL 32792 28 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1184
       Built: 1983   Tax: $1,092 (2025)
    Community: Howell Estates 2Nd Add
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,557 (change assumption)
    Mortgage ($2,466) + Taxes in 2025 ($91)


    Taxes:$1,092

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 501 HERITAGE BLVD, WINTER PARK, FL 32792

    $474,900103 Days on yellowkey   MLS ID: S5145746

    REDUCED by $5,000 (1.0%) on 06/23/2026

    For Sale S5145746 - 501 HERITAGE BLVD, WINTER PARK, FL 32792 20 photos

    Bed: 4   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1376
       Built: 1966   Tax: $10,434 (2025)
    Community: Georgetown Estates
    Single Family


    Estimated Monthly Payment: $3,472 (change assumption)
    Mortgage ($2,602) + Taxes in 2025 ($870)


    Taxes:$10,434

    Elementary School: Lakemont Elem

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Maitland Middle


  • 1521 CAVENDISH RD, WINTER PARK, FL 32789

    $470,00013 Days on yellowkey   MLS ID: O6415985

    For Sale O6415985 - 1521 CAVENDISH RD, WINTER PARK, FL 32789 22 photos

    Bed: 2   Bath: 1.0
    Liv Area Sq Ft: 1036
       Built: 1946   Tax: $2,793 (2025)
    Community: Orwin Manor Westminster
    Single Family


    Estimated Monthly Payment: $2,808 (change assumption)
    Mortgage ($2,575) + Taxes in 2025 ($233)


    Taxes:$2,793

    Elementary School: Killarney Elem

    High School: Edgewater High

    Tax Year: 2025

    Middle School: College Park Middle


  • 7505 LAUREL SPRINGS DR, WINTER PARK, FL 32792

    $390,00037 Days on yellowkey   MLS ID: O6405854

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

    REDUCED by $10,000 (2.5%) on 06/05/2026

    For Sale O6405854 - 7505 LAUREL SPRINGS DR, WINTER PARK, FL 32792 26 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1471
       Built: 1972   Tax: $1,205 (2025)
    Community: Laurel Springs
    Single Family


    Estimated Monthly Payment: $2,237 (change assumption)
    Mortgage ($2,137) + Taxes in 2025 ($100)


    Taxes:$1,205

    Elementary School: Aloma Elem

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Glenridge Middle


  • 641 W LYMAN AVE, WINTER PARK, FL 32789

    $509,00022 Days on yellowkey   MLS ID: O6408078

    0 Days Off yellowkey (back on 6/21/2026)

    For Sale O6408078 - 641 W LYMAN AVE, WINTER PARK, FL 32789 36 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1120
       Built: 2003   Tax: $6,342 (2025)
    Community: Town/Winter Park
    Single Family


    Estimated Monthly Payment: $3,317 (change assumption)
    Mortgage ($2,789) + Taxes in 2025 ($529)


    Taxes:$6,342

    Elementary School: Audubon Park K8

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Audubon Park K-8


  • 2974 CHANTILLY AVE, WINTER PARK, FL 32789

    $499,00018 Days on yellowkey   MLS ID: O6412851

    REDUCED by $51,000 (9.3%) on 06/15/2026

    For Sale O6412851 - 2974 CHANTILLY AVE, WINTER PARK, FL 32789 26 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1433
       Built: 1960   Tax: $1,178 (2025)
    Community: Winter Park Manor
    Single Family


    Estimated Monthly Payment: $2,832 (change assumption)
    Mortgage ($2,734) + Taxes in 2025 ($98)


    Taxes:$1,178

    Elementary School: Dommerich Elem

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Maitland Middle


  • 1830 EDWIN BLVD, WINTER PARK, FL 32789

    $625,00069 Days on yellowkey   MLS ID: O6400055

    REDUCED by $14,900 (2.3%) on 06/15/2026

    For Sale O6400055 - 1830 EDWIN BLVD, WINTER PARK, FL 32789 48 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1287
       Built: 1957   Tax: $3,955 (2025)
    Community: Campo Bello
    Single Family


    Estimated Monthly Payment: $3,754 (change assumption)
    Mortgage ($3,425) + Taxes in 2025 ($330)


    Taxes:$3,955

    Elementary School: Lakemont Elem

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Maitland Middle


  • 1605 PURITAN AVE, WINTER PARK, FL 32792

    $399,0007 Days on yellowkey   MLS ID: O6417098

    For Sale O6417098 - 1605 PURITAN AVE, WINTER PARK, FL 32792 19 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1285
       Built: 1963   Tax: $3,605 (2025)
    Community: Eastbrook Sub Unit 06 2Nd Rep
    Single Family


    Estimated Monthly Payment: $2,487 (change assumption)
    Mortgage ($2,186) + Taxes in 2025 ($300)


    Taxes:$3,605

    Elementary School: Eastbrook Elementary

    High School: Lake Howell High

    Tax Year: 2025

    Middle School: Tuskawilla Middle


  • 3374 HAMLET LOOP, WINTER PARK, FL 32792

    $365,00055 Days on yellowkey   MLS ID: O6403488

    REDUCED by $5,000 (1.4%) on 06/16/2026

    For Sale O6403488 - 3374 HAMLET LOOP, WINTER PARK, FL 32792 42 photos

    Bed: 3   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1397
       Built: 1994
    Monthly Fee: $63
       Tax: $5,326 (2024)
    Community: Villas Of Casselberry Ph 3
    Single Family


    Estimated Monthly Payment: $2,507 (change assumption)
    Mortgage ($2,000) + Fees ($63) + Taxes in 2024 ($444)


    Taxes:$5,326

    Elementary School: Eastbrook Elementary

    High School: Lake Howell High

    Tax Year: 2024

    Middle School: Tuskawilla Middle


  • 2142 BLOSSOM LN, WINTER PARK, FL 32789

    $399,90034 Days on yellowkey   MLS ID: O6409144

    0 Days Off yellowkey (back on 5/28/2026)

    For Sale O6409144 - 2142 BLOSSOM LN, WINTER PARK, FL 32789 14 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1363
       Built: 1957   Tax: $2,217 (2025)
    Community: Acreage
    Single Family


    Estimated Monthly Payment: $2,376 (change assumption)
    Mortgage ($2,191) + Taxes in 2025 ($185)


    Taxes:$2,217

    Elementary School: Killarney Elem

    High School: Edgewater High

    Tax Year: 2025

    Middle School: College Park Middle


  • 5503 ALBERT DR, WINTER PARK, FL 32792

    $402,50021 Days on yellowkey   MLS ID: S5151098

    REDUCED by $2,500 (0.6%) on 06/15/2026

    For Sale S5151098 - 5503 ALBERT DR, WINTER PARK, FL 32792 57 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1366
       Built: 1978   Tax: $4,123 (2025)
    Community: Howell Branch Woods
    Single Family


    Estimated Monthly Payment: $2,549 (change assumption)
    Mortgage ($2,205) + Taxes in 2025 ($344)


    Taxes:$4,123

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 7577 DOCKSIDE ST, WINTER PARK, FL 32792

    $370,00022 Days on yellowkey   MLS ID: O6412514

    For Sale O6412514 - 7577 DOCKSIDE ST, WINTER PARK, FL 32792 30 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1245
       Built: 1977   Tax: $3,722 (2025)
    Community: Woodcrest Unit 6
    Single Family


    Estimated Monthly Payment: $2,338 (change assumption)
    Mortgage ($2,027) + Taxes in 2025 ($310)


    Taxes:$3,722

    Elementary School: Eastbrook Elementary

    High School: Lake Howell High

    Tax Year: 2025

    Middle School: Tuskawilla Middle


  • 1760 PERUVIAN LN, WINTER PARK, FL 32792

    $324,000109 Days on yellowkey   MLS ID: A4685217

    REDUCED by $15,000 (4.4%) on 06/09/2026

    For Sale A4685217 - 1760 PERUVIAN LN, WINTER PARK, FL 32792 21 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1160
       Built: 1960   Tax: $3,470 (2025)
    Community: Eastbrook Sub Unit 06
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,064 (change assumption)
    Mortgage ($1,775) + Taxes in 2025 ($289)


    Taxes:$3,470

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1780 GOODRICH AVE, WINTER PARK, FL 32789

    $625,00041 Days on yellowkey   MLS ID: O6403811

    0 Days Off yellowkey (back on 5/17/2026)

    For Sale O6403811 - 1780 GOODRICH AVE, WINTER PARK, FL 32789 41 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1283
       Built: 1955   Tax: $8,935 (2025)
    Community: Sylvan Heights
    Single Family


    Estimated Monthly Payment: $4,169 (change assumption)
    Mortgage ($3,425) + Taxes in 2025 ($745)


    Taxes:$8,935

    Elementary School: Brookshire Elem

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Glenridge Middle


  • 405 LAKE FAIR LN, WINTER PARK, FL 32789

    $449,90091 Days on yellowkey   MLS ID: O6393594

    REDUCED by $5,100 (1.1%) on 06/12/2026

    For Sale O6393594 - 405 LAKE FAIR LN, WINTER PARK, FL 32789 45 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1491
       Built: 1957   Tax: $1,355 (2025)
    Community: Fairbanks Shores 5Th Add
    Single Family


    Estimated Monthly Payment: $2,578 (change assumption)
    Mortgage ($2,465) + Taxes in 2025 ($113)


    Taxes:$1,355

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1741 WESTCHESTER AVE, WINTER PARK, FL 32789

    $595,00069 Days on yellowkey   MLS ID: O6399014

    REDUCED by $14,900 (2.4%) on 05/04/2026

    For Sale O6399014 - 1741 WESTCHESTER AVE, WINTER PARK, FL 32789 24 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1434
       Built: 1964   Tax: $8,945 (2025)
    Community: Orwin Manor Westminster Sec
    Single Family


    Estimated Monthly Payment: $4,006 (change assumption)
    Mortgage ($3,260) + Taxes in 2025 ($745)


    Taxes:$8,945

    Elementary School: Killarney Elem

    High School: Edgewater High

    Tax Year: 2025

    Middle School: College Park Middle


  • 840 W CANTON AVE, WINTER PARK, FL 32789

    $675,00023 Days on yellowkey   MLS ID: O6412754

    For Sale O6412754 - 840 W CANTON AVE, WINTER PARK, FL 32789 47 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1370
       Built: 1952   Tax: $5,722 (2025)
    Community: N/A
    Single Family


    Estimated Monthly Payment: $4,175 (change assumption)
    Mortgage ($3,699) + Taxes in 2025 ($477)


    Taxes:$5,722

    Elementary School: Audubon Park K8

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Audubon Park K-8


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