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Displaying: For Sale

Location: Winter Park

Property Type(s): Single Family

Living Area Square Feet: 2000 to 2499

Winter Park - 38 properties found

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  • 1110 ALABAMA DR, WINTER PARK, FL 32789

    $1,750,00032 Days on yellowkey   MLS ID: O6395692

    For Sale O6395692 - 1110 ALABAMA DR, WINTER PARK, FL 32789 53 photos

    Bed: 3   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2488
       Built: 1958   Tax: $12,858 (2025)
    Community: J Kronenberger Sub
    Spa: No

    Single Family


    Estimated Monthly Payment: $10,660 (change assumption)
    Mortgage ($9,589) + Taxes in 2025 ($1,072)


    Taxes:$12,858

    Elementary School: Lakemont Elem

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Maitland Middle


  • 3207 LOWNDES DR, WINTER PARK, FL 32792

    $485,00094 Days on yellowkey   MLS ID: O6362285

    REDUCED by $10,000 (2.0%) on 04/23/2026

    For Sale O6362285 - 3207 LOWNDES DR, WINTER PARK, FL 32792 31 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 2028
       Built: 1967   Tax: $4,172 (2024)
    Community: Georgetown Estates
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,005 (change assumption)
    Mortgage ($2,657) + Taxes in 2024 ($348)


    Taxes:$4,172

    Elementary School: Lakemont Elem

    High School: Winter Park High

    Tax Year: 2024

    Middle School: Maitland Middle


  • 1751 GOODRICH AVE, WINTER PARK, FL 32789

    $1,425,00095 Days on yellowkey   MLS ID: O6377936

    REDUCED by $50,000 (3.4%) on 04/23/2026

    For Sale O6377936 - 1751 GOODRICH AVE, WINTER PARK, FL 32789 50 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2170
       Built: 2016   Tax: $9,263 (2024)
    Community: Sylvan Heights
    Single Family


    Estimated Monthly Payment: $8,580 (change assumption)
    Mortgage ($7,808) + Taxes in 2024 ($772)


    Taxes:$9,263

    Elementary School: Brookshire Elem

    High School: Winter Park High

    Tax Year: 2024

    Middle School: Glenridge Middle


  • 2681 FITZHUGH RD, WINTER PARK, FL 32792

    $750,00074 Days on yellowkey   MLS ID: O6383699

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

    For Sale O6383699 - 2681 FITZHUGH RD, WINTER PARK, FL 32792 55 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2375
       Built: 1966   Tax: $5,903 (2024)
    Community: Winter Park Pines Merrie Oaks
    Single Family


    Estimated Monthly Payment: $4,601 (change assumption)
    Mortgage ($4,109) + Taxes in 2024 ($492)


    Taxes:$5,903

    Elementary School: Aloma Elem

    High School: Winter Park High

    Tax Year: 2024

    Middle School: Glenridge 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


  • 2612 ROXBURY RD, WINTER PARK, FL 32789

    $630,000144 Days on yellowkey   MLS ID: S5139410

    For Sale S5139410 - 2612 ROXBURY RD, WINTER PARK, FL 32789 37 photos

    Bed: 5   Bath: 0.0
    Liv Area Sq Ft: 2472
       Built: 1957   Tax: $6,425 (2024)
    Community: Glencoe Sub
    Single Family


    Estimated Monthly Payment: $3,987 (change assumption)
    Mortgage ($3,452) + Taxes in 2024 ($535)


    Taxes:$6,425

    Elementary School: Killarney Elem

    High School: Edgewater High

    Tax Year: 2024

    Middle School: College Park Middle


  • 2612 ROXBURY RD, WINTER PARK, FL 32789

    $630,000182 Days on yellowkey   MLS ID: S5137596

    For Sale S5137596 - 2612 ROXBURY RD, WINTER PARK, FL 32789 30 photos

    Bed: 5   Bath: 3.0
    Liv Area Sq Ft: 2472
       Built: 1957   Tax: $6,425 (2024)
    Community: Glencoe Sub
    Single Family


    Estimated Monthly Payment: $3,987 (change assumption)
    Mortgage ($3,452) + Taxes in 2024 ($535)


    Taxes:$6,425

    Elementary School: Killarney Elem

    High School: Edgewater High

    Tax Year: 2024

    Middle School: College Park Middle


  • 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


  • 850 JUANITA RAEL, WINTER PARK, FL 32789

    $1,425,000117 Days on yellowkey   MLS ID: O6370568

    1 Days Off yellowkey (back on 1/12/2026)

    For Sale O6370568 - 850 JUANITA RAEL, WINTER PARK, FL 32789 50 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2306
       Built: 1966   Tax: $6,218 (2024)
    Community: Green Oaks Rep 03
    Spa: No

    Single Family


    Estimated Monthly Payment: $8,326 (change assumption)
    Mortgage ($7,808) + Taxes in 2024 ($518)


    Taxes:$6,218

    Elementary School: Lakemont Elem

    High School: Winter Park High

    Tax Year: 2024

    Middle School: Maitland 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


  • 4190 BEAR GULLY RD, WINTER PARK, FL 32792

    $524,900118 Days on yellowkey   MLS ID: O6371014

    For Sale O6371014 - 4190 BEAR GULLY RD, WINTER PARK, FL 32792 30 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2058
       Built: 2003
    Monthly Fee: $52
       Tax: $5,630 (2024)
    Community: Bear Gully Forest
    Single Family


    Estimated Monthly Payment: $3,397 (change assumption)
    Mortgage ($2,876) + Fees ($52) + Taxes in 2024 ($469)


    Taxes:$5,630

    Elementary School: Eastbrook Elementary

    High School: Lake Howell High

    Tax Year: 2024

    Middle School: Tuskawilla Middle


  • 621 HUNTINGTON AVE, WINTER PARK, FL 32789

    $1,795,00034 Days on yellowkey   MLS ID: O6394464

    For Sale O6394464 - 621 HUNTINGTON AVE, WINTER PARK, FL 32789 38 photos

    Bed: 3   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2399
       Built: 2008   Tax: $12,854 (2025)
    Community: Winter Park Rev
    Spa: No

    Single Family


    Estimated Monthly Payment: $10,907 (change assumption)
    Mortgage ($9,835) + Taxes in 2025 ($1,071)


    Taxes:$12,854

    Elementary School: Audubon Park K8

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Audubon Park K-8


  • 1418 LONE FEATHER TRL, WINTER PARK, FL 32792

    $759,99993 Days on yellowkey   MLS ID: O6378636

    For Sale O6378636 - 1418 LONE FEATHER TRL, WINTER PARK, FL 32792 45 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2197
       Built: 2022
    Monthly Fee: $235
       Tax: $5,856 (2024)
    Community: Landings At Hawks Crest
    Single Family


    Estimated Monthly Payment: $4,887 (change assumption)
    Mortgage ($4,164) + Fees ($235) + Taxes in 2024 ($488)


    Taxes:$5,856

    Elementary School: Eastbrook Elementary

    High School: Lake Howell High

    Tax Year: 2024

    Middle School: Tuskawilla Middle


  • 246 PALMER AVE, WINTER PARK, FL 32789

    $1,500,00053 Days on yellowkey   MLS ID: O6388115

    0 Days Off yellowkey (back on 3/14/2026)

    For Sale O6388115 - 246 PALMER AVE, WINTER PARK, FL 32789 55 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 2281
       Built: 1948
    Community: Robert Dhu Macdonald Park
    Single Family


    Estimated Monthly Payment: $8,219 (change assumption)
    Mortgage ($8,219)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 2222 MARSH SEDGE LN, WINTER PARK, FL 32792

    $764,900271 Days on yellowkey   MLS ID: O6333145

    For Sale O6333145 - 2222 MARSH SEDGE LN, WINTER PARK, FL 32792 60 photos

    Bed: 4   Bath: 3.0
    Liv Area Sq Ft: 2192
       Built: 2019
    Community: Preserve At Hawks Crest
    Single Family


    Estimated Monthly Payment: $4,191 (change assumption)
    Mortgage ($4,191)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 1427 LAKE FLORENCE WAY, WINTER PARK, FL 32792

    $675,000165 Days on yellowkey   MLS ID: TB8449992

    For Sale TB8449992 - 1427 LAKE FLORENCE WAY, WINTER PARK, FL 32792 32 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 2193
       Built: 2019
    Community: Lake Florence Preserve
    Single Family


    Estimated Monthly Payment: $3,699 (change assumption)
    Mortgage ($3,699)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 2119 HOWARD DR, WINTER PARK, FL 32789

    $850,00048 Days on yellowkey   MLS ID: O6390345

    0 Days Off yellowkey (back on 3/19/2026)

    For Sale O6390345 - 2119 HOWARD DR, WINTER PARK, FL 32789 21 photos

    Bed: 4   Bath: 2.0
    Liv Area Sq Ft: 2479
       Built: 1962
    Community: Timberlane
    Single Family


    Estimated Monthly Payment: $4,657 (change assumption)
    Mortgage ($4,657)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 2625 SUMMERFIELD RD, WINTER PARK, FL 32792

    $724,900   MLS ID: O6384757

    For Sale O6384757 - 2625 SUMMERFIELD RD, WINTER PARK, FL 32792 47 photos

    Bed: 5   Bath: 3.0
    Liv Area Sq Ft: 2199
       Built: 1968
    Community: Golfside Golf Course Sec 01
    Single Family


    Estimated Monthly Payment: $3,972 (change assumption)
    Mortgage ($3,972)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


12




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