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Displaying: For Sale

Location: Winter Park

Property Type(s): Single Family

Beds: 3 to 3

Winter Park - 94 properties found

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  • 1792 CHILEAN LN, WINTER PARK, FL 32792

    $325,000102 Days on yellowkey   MLS ID: O6375881

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

    For Sale O6375881 - 1792 CHILEAN LN, WINTER PARK, FL 32792 30 photos

    Bed: 3   Bath: 1.0
    Liv Area Sq Ft: 984
       Built: 1959   Tax: $2,677 (2024)
    Community: Eastbrook Sub Unit 05
    Single Family


    Estimated Monthly Payment: $2,004 (change assumption)
    Mortgage ($1,781) + Taxes in 2024 ($223)


    Taxes:$2,677

    Elementary School: Eastbrook Elementary

    High School: Lake Howell High

    Tax Year: 2024

    Middle School: Tuskawilla Middle


  • 5330 TANGERINE AVE, WINTER PARK, FL 32792

    $354,90019 Days on yellowkey   MLS ID: O6399019

    0 Days Off yellowkey (back on 4/15/2026)

    For Sale O6399019 - 5330 TANGERINE AVE, WINTER PARK, FL 32792 32 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1642
       Built: 1976   Tax: $1,296 (2024)
    Community: Wrenwood
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,053 (change assumption)
    Mortgage ($1,945) + Taxes in 2024 ($108)


    Taxes:$1,296

    Elementary School: Eastbrook Elementary

    High School: Lake Howell High

    Tax Year: 2024

    Middle School: Tuskawilla Middle


  • 1052 MANCHESTER CIR, WINTER PARK, FL 32792

    $470,000100 Days on yellowkey   MLS ID: O6376260

    REDUCED by $5,000 (1.1%) on 04/13/2026

    For Sale O6376260 - 1052 MANCHESTER CIR, WINTER PARK, FL 32792 41 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1703
       Built: 1983   Tax: $5,216 (2025)
    Community: Howell Estates 1St Add
    Single Family


    Estimated Monthly Payment: $3,010 (change assumption)
    Mortgage ($2,575) + Taxes in 2025 ($435)


    Taxes:$5,216

    Elementary School: Eastbrook Elementary

    High School: Lake Howell High

    Tax Year: 2025

    Middle School: Tuskawilla Middle


  • 1870 WALKER AVE, WINTER PARK, FL 32789

    $1,399,00052 Days on yellowkey   MLS ID: O6390504

    REDUCED by $26,000 (1.8%) on 04/19/2026

    For Sale O6390504 - 1870 WALKER AVE, WINTER PARK, FL 32789 21 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2046
       Built: 2026   Tax: $3,981 (2025)
    Community: Osceola Heights
    Single Family


    Estimated Monthly Payment: $7,997 (change assumption)
    Mortgage ($7,666) + Taxes in 2025 ($332)


    Taxes:$3,981

    Elementary School: Lakemont Elem

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Maitland Middle


  • 2823 WRIGHT AVE, WINTER PARK, FL 32789

    $929,90052 Days on yellowkey   MLS ID: O6390670

    For Sale O6390670 - 2823 WRIGHT AVE, WINTER PARK, FL 32789 19 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1536
       Built: 1958   Tax: $9,119 (2025)
    Community: Lake Forest Park
    Single Family


    Estimated Monthly Payment: $5,855 (change assumption)
    Mortgage ($5,095) + Taxes in 2025 ($760)


    Taxes:$9,119

    Elementary School: Audubon Park K8

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Audubon Park K-8


  • 638 BLAIRSHIRE CIR, WINTER PARK, FL 32792

    $639,00016 Days on yellowkey   MLS ID: C7524884

    0 Days Off yellowkey (back on 4/18/2026)

    For Sale C7524884 - 638 BLAIRSHIRE CIR, WINTER PARK, FL 32792 51 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1701
       Built: 1964   Tax: $2,816 (2025)
    Community: Brookshire Heights 4Th Add
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $3,736 (change assumption)
    Mortgage ($3,501) + Taxes in 2025 ($235)


    Taxes:$2,816

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1661 WOODLAND AVE, WINTER PARK, FL 32789

    $1,300,00018 Days on yellowkey   MLS ID: O6399348

    1 Days Off yellowkey (back on 4/17/2026)

    For Sale O6399348 - 1661 WOODLAND AVE, WINTER PARK, FL 32789 58 photos

    Bed: 3   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3215
       Built: 1948   Tax: $17,067 (2025)
    Community: Comstock Park
    Single Family


    Estimated Monthly Payment: $8,545 (change assumption)
    Mortgage ($7,123) + Taxes in 2025 ($1,422)


    Taxes:$17,067

    Elementary School: Lakemont Elem

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Maitland Middle


  • 3720 JONQUIL LN, WINTER PARK, FL 32792

    $445,00019 Days on yellowkey   MLS ID: O6399628

    0 Days Off yellowkey (back on 4/16/2026)

    For Sale O6399628 - 3720 JONQUIL LN, WINTER PARK, FL 32792 1 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1647
       Built: 1982   Tax: $1,835 (2024)
    Community: Garden Lake Estates Unit 2
    Single Family


    Estimated Monthly Payment: $2,591 (change assumption)
    Mortgage ($2,438) + Taxes in 2024 ($153)


    Taxes:$1,835

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1951 STAUNTON AVE, WINTER PARK, FL 32789

    $599,00088 Days on yellowkey   MLS ID: O6379543

    1 Days Off yellowkey (back on 4/16/2026)

    For Sale O6379543 - 1951 STAUNTON AVE, WINTER PARK, FL 32789 31 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2556
       Built: 1984   Tax: $2,501 (2024)
    Community: Karolina On Killarney
    Single Family


    Estimated Monthly Payment: $3,491 (change assumption)
    Mortgage ($3,282) + Taxes in 2024 ($208)


    Taxes:$2,501

    Elementary School: Killarney Elem

    High School: Edgewater High

    Tax Year: 2024

    Middle School: College Park Middle


  • 7529 VILLAGE GREEN DR, WINTER PARK, FL 32792

    $325,00025 Days on yellowkey   MLS ID: O6396985

    1 Days Off yellowkey (back on 4/14/2026)

    For Sale O6396985 - 7529 VILLAGE GREEN DR, WINTER PARK, FL 32792 30 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1575
       Built: 1972   Tax: $1,320 (2024)
    Community: Village Green
    Single Family


    Estimated Monthly Payment: $1,891 (change assumption)
    Mortgage ($1,781) + Taxes in 2024 ($110)


    Taxes:$1,320

    Elementary School: Eastbrook Elementary

    High School: Lake Howell High

    Tax Year: 2024

    Middle School: Tuskawilla Middle


  • 1280 GLADIOLAS DR, WINTER PARK, FL 32792

    $489,000123 Days on yellowkey   MLS ID: O6370371

    1 Days Off yellowkey (back on 4/14/2026)

    For Sale O6370371 - 1280 GLADIOLAS DR, WINTER PARK, FL 32792 25 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1624
       Built: 1983   Tax: $5,162 (2024)
    Community: Garden Lake Estates Unit 3
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,110 (change assumption)
    Mortgage ($2,679) + Taxes in 2024 ($430)


    Taxes:$5,162

    Elementary School: Red Bug Elementary

    High School: Lake Howell High

    Tax Year: 2024

    Middle School: Tuskawilla Middle


  • 1822 GREENWICH AVE, WINTER PARK, FL 32789

    $995,000192 Days on yellowkey   MLS ID: A4669605

    0 Days Off yellowkey (back on 4/13/2026)

    For Sale A4669605 - 1822 GREENWICH AVE, WINTER PARK, FL 32789 6 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1627
       Built: 1953   Tax: $2,519 (2024)
    Community: Golfview Heights
    Single Family


    Estimated Monthly Payment: $5,662 (change assumption)
    Mortgage ($5,452) + Taxes in 2024 ($210)


    Taxes:$2,519

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 2919 BOWER RD, WINTER PARK, FL 32792

    $779,00046 Days on yellowkey   MLS ID: O6391025

    3 Days Off yellowkey (back on 4/13/2026)

    For Sale O6391025 - 2919 BOWER RD, WINTER PARK, FL 32792 38 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2325
       Built: 1971   Tax: $9,857 (2025)
    Community: Winter Park Pines
    Single Family


    Estimated Monthly Payment: $5,090 (change assumption)
    Mortgage ($4,268) + Taxes in 2025 ($821)


    Taxes:$9,857

    Elementary School: None

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Glenridge Middle


  • 676 DUNBLANE DR, WINTER PARK, FL 32792

    $750,000150 Days on yellowkey   MLS ID: O6365557

    For Sale O6365557 - 676 DUNBLANE DR, WINTER PARK, FL 32792 35 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1827
       Built: 1962   Tax: $5,584 (2024)
    Community: Kenilworth Shores Sec 04
    Single Family


    Estimated Monthly Payment: $4,575 (change assumption)
    Mortgage ($4,109) + Taxes in 2024 ($465)


    Taxes:$5,584

    Elementary School: Brookshire Elem

    High School: Winter Park High

    Tax Year: 2024

    Middle School: Glenridge Middle


  • 520 FITZWALTER DR, WINTER PARK, FL 32792

    $1,000,00061 Days on yellowkey   MLS ID: O6380171

    0 Days Off yellowkey (back on 4/11/2026)

    For Sale O6380171 - 520 FITZWALTER DR, WINTER PARK, FL 32792 47 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2111
       Built: 2022   Tax: $10,205 (2024)
    Community: Brookshire Heights 1St Add
    Single Family


    Estimated Monthly Payment: $6,330 (change assumption)
    Mortgage ($5,479) + Taxes in 2024 ($850)


    Taxes:$10,205

    Elementary School: Brookshire Elem

    High School: Winter Park High

    Tax Year: 2024

    Middle School: Glenridge Middle


  • 218 ORANGE TERRACE DR, WINTER PARK, FL 32789

    $600,00055 Days on yellowkey   MLS ID: O6388723

    0 Days Off yellowkey (back on 4/9/2026)

    For Sale O6388723 - 218 ORANGE TERRACE DR, WINTER PARK, FL 32789 28 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1618
       Built: 1955   Tax: $4,694 (2025)
    Community: Orange Terrace
    Single Family


    Estimated Monthly Payment: $3,679 (change assumption)
    Mortgage ($3,288) + Taxes in 2025 ($391)


    Taxes:$4,694

    Elementary School: Killarney Elem

    High School: Edgewater High

    Tax Year: 2025

    Middle School: College Park Middle


  • 119 OAK GROVE RD, WINTER PARK, FL 32789

    $285,00025 Days on yellowkey   MLS ID: O6397460

    For Sale O6397460 - 119 OAK GROVE RD, WINTER PARK, FL 32789 13 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1134
       Built: 1994   Tax: $608 (2025)
    Community: Winter Park Oaks
    Single Family


    Estimated Monthly Payment: $1,612 (change assumption)
    Mortgage ($1,562) + Taxes in 2025 ($51)


    Taxes:$608

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 423 OLOLU DR, WINTER PARK, FL 32789

    $589,000116 Days on yellowkey   MLS ID: O6369976

    For Sale O6369976 - 423 OLOLU DR, WINTER PARK, FL 32789 51 photos

    Bed: 3   Bath: 3.0
    Liv Area Sq Ft: 1920
       Built: 1981   Tax: $4,030 (2024)
    Community: Killarney Circle
    Single Family


    Estimated Monthly Payment: $3,563 (change assumption)
    Mortgage ($3,227) + Taxes in 2024 ($336)


    Taxes:$4,030

    Elementary School: Killarney Elem

    High School: Edgewater High

    Tax Year: 2024

    Middle School: College Park Middle


  • 4923 N MAGNOLIA AVE, WINTER PARK, FL 32792

    $390,00027 Days on yellowkey   MLS ID: O6396378

    0 Days Off yellowkey (back on 4/7/2026)

    For Sale O6396378 - 4923 N MAGNOLIA AVE, WINTER PARK, FL 32792 2 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1559
       Built: 1953   Tax: $2,479 (2025)
    Community: Suburban Homes
    Single Family


    Estimated Monthly Payment: $2,344 (change assumption)
    Mortgage ($2,137) + Taxes in 2025 ($207)


    Taxes:$2,479

    Elementary School: Lakemont Elem

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Glenridge Middle


  • 1760 PERUVIAN LN, WINTER PARK, FL 32792

    $339,00058 Days on yellowkey   MLS ID: A4685217

    For Sale A4685217 - 1760 PERUVIAN LN, WINTER PARK, FL 32792 23 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: $2,147 (change assumption)
    Mortgage ($1,857) + Taxes in 2025 ($289)


    Taxes:$3,470

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None






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