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Displaying: For Sale

Location: Winter Park

Property Type(s): Single Family

Beds: 4 to 4

Winter Park - 104 properties found

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  • 350 CORNWALL RD, WINTER PARK, FL 32792

    $775,00036 Days on yellowkey   MLS ID: O6394524

    For Sale O6394524 - 350 CORNWALL RD, WINTER PARK, FL 32792 34 photos

    Bed: 4   Bath: 3.0
    Liv Area Sq Ft: 2038
       Built: 1963   Tax: $2,127 (2025)
    Community: Winter Park Pines Rep
    Single Family


    Estimated Monthly Payment: $4,424 (change assumption)
    Mortgage ($4,246) + Taxes in 2025 ($177)


    Taxes:$2,127

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2087 LAURELWOOD WAY, WINTER PARK, FL 32792

    $659,000230 Days on yellowkey   MLS ID: O6344482

    REDUCED by $5,000 (0.8%) on 04/20/2026

    For Sale O6344482 - 2087 LAURELWOOD WAY, WINTER PARK, FL 32792 30 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1920
       Built: 2019
    Monthly Fee: $236
       Tax: $4,680 (2024)
    Community: Hawks Crest
    Single Family


    Estimated Monthly Payment: $4,237 (change assumption)
    Mortgage ($3,611) + Fees ($236) + Taxes in 2024 ($390)


    Taxes:$4,680

    Elementary School: Eastbrook Elementary

    High School: Lake Howell High

    Tax Year: 2024

    Middle School: Tuskawilla Middle


  • 1540 MILLER AVE, WINTER PARK, FL 32789

    $1,399,90021 Days on yellowkey   MLS ID: O6398421

    For Sale O6398421 - 1540 MILLER AVE, WINTER PARK, FL 32789 55 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2984
       Built: 2026   Tax: $3,573 (2025)
    Community: Lawndale
    Spa: No

    Single Family


    Estimated Monthly Payment: $7,968 (change assumption)
    Mortgage ($7,670) + Taxes in 2025 ($298)


    Taxes:$3,573

    Elementary School: Killarney Elem

    High School: Edgewater High

    Tax Year: 2025

    Middle School: College Park Middle


  • 1923 LINDEN RD, WINTER PARK, FL 32792

    $475,00035 Days on yellowkey   MLS ID: O6393643

    REDUCED by $24,999 (5.0%) on 04/17/2026

    For Sale O6393643 - 1923 LINDEN RD, WINTER PARK, FL 32792 33 photos

    Bed: 4   Bath: 3.0
    Liv Area Sq Ft: 2117
       Built: 1955   Tax: $340 (2024)
    Community: Tanglewood Sec 4
    Single Family


    Estimated Monthly Payment: $2,631 (change assumption)
    Mortgage ($2,603) + Taxes in 2024 ($28)


    Taxes:$340

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1840 BRYAN AVE, WINTER PARK, FL 32789

    $1,849,00045 Days on yellowkey   MLS ID: O6391922

    REDUCED by $50,500 (2.7%) on 04/20/2026

    For Sale O6391922 - 1840 BRYAN AVE, WINTER PARK, FL 32789 46 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3727
       Built: 2014   Tax: $19,607 (2025)
    Community: Lakeview Terrace
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $11,765 (change assumption)
    Mortgage ($10,131) + Taxes in 2025 ($1,634)


    Taxes:$19,607

    Elementary School: Lakemont Elem

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Maitland Middle


  • 948 POINCIANA LN, WINTER PARK, FL 32789

    $3,174,000112 Days on yellowkey   MLS ID: O6372165

    REDUCED by $25,000 (0.8%) on 04/25/2026

    For Sale O6372165 - 948 POINCIANA LN, WINTER PARK, FL 32789 57 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3676
       Built: 2001   Tax: $19,753 (2025)
    Community: Maitland Shores First Add
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $19,037 (change assumption)
    Mortgage ($17,391) + Taxes in 2025 ($1,646)


    Taxes:$19,753

    Elementary School: Dommerich Elem

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Maitland Middle


  • 151 OAKWOOD WAY, WINTER PARK, FL 32789

    $2,950,00088 Days on yellowkey   MLS ID: O6380037

    REDUCED by $105,000 (3.4%) on 04/01/2026

    For Sale O6380037 - 151 OAKWOOD WAY, WINTER PARK, FL 32789 68 photos

    Bed: 4   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 4129
       Built: 2023   Tax: $34,218 (2025)
    Community: Charmont
    Spa: No

    Single Family


    Estimated Monthly Payment: $19,015 (change assumption)
    Mortgage ($16,164) + Taxes in 2025 ($2,852)


    Taxes:$34,218

    Elementary School: None

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Audubon Park K-8


  • 501 HERITAGE BLVD, WINTER PARK, FL 32792

    $489,99052 Days on yellowkey   MLS ID: S5145746

    REDUCED by $10,000 (2.0%) on 04/15/2026

    For Sale S5145746 - 501 HERITAGE BLVD, WINTER PARK, FL 32792 17 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: $3,554 (change assumption)
    Mortgage ($2,685) + Taxes in 2025 ($870)


    Taxes:$10,434

    Elementary School: Lakemont Elem

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Maitland Middle


  • 2111 MALLARD CIR, WINTER PARK, FL 32789

    $1,350,00011 Days on yellowkey   MLS ID: O6401350

    For Sale O6401350 - 2111 MALLARD CIR, WINTER PARK, FL 32789 24 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2667
       Built: 1973   Tax: $7,352 (2025)
    Community: Quail Hollow
    Spa: No

    Single Family


    Estimated Monthly Payment: $8,010 (change assumption)
    Mortgage ($7,397) + Taxes in 2025 ($613)


    Taxes:$7,352

    Elementary School: Audubon Park K8

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Audubon Park K-8


  • 3330 COLEUS CT, WINTER PARK, FL 32792

    $384,90083 Days on yellowkey   MLS ID: O6378218

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

    For Sale O6378218 - 3330 COLEUS CT, WINTER PARK, FL 32792 36 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1988
       Built: 1968   Tax: $5,410 (2024)
    Community: Eastbrook Sub Unit 14
    Single Family


    Estimated Monthly Payment: $2,560 (change assumption)
    Mortgage ($2,109) + Taxes in 2024 ($451)


    Taxes:$5,410

    Elementary School: Eastbrook Elementary

    High School: Lake Howell High

    Tax Year: 2024

    Middle School: Tuskawilla Middle


  • 1760 ALABAMA DR, WINTER PARK, FL 32789

    $2,198,00061 Days on yellowkey   MLS ID: O6386409

    REDUCED by $100,000 (4.4%) on 04/23/2026

    For Sale O6386409 - 1760 ALABAMA DR, WINTER PARK, FL 32789 50 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2841
       Built: 1971   Tax: $16,368 (2025)
    Community: J Kronenberger Sub
    Single Family


    Estimated Monthly Payment: $13,408 (change assumption)
    Mortgage ($12,044) + Taxes in 2025 ($1,364)


    Taxes:$16,368

    Elementary School: Lakemont Elem

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Maitland Middle


  • 802 HAMILTON PLACE CT, WINTER PARK, FL 32789

    $1,349,00017 Days on yellowkey   MLS ID: O6398373

    For Sale O6398373 - 802 HAMILTON PLACE CT, WINTER PARK, FL 32789 37 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2843
       Built: 2018
    Monthly Fee: $142
       Tax: $9,300 (2025)
    Community: Hamilton Place
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $8,309 (change assumption)
    Mortgage ($7,392) + Fees ($142) + Taxes in 2025 ($775)


    Taxes:$9,300

    Elementary School: Lakemont Elem

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Maitland Middle


  • 1161 VALENCIA AVE, WINTER PARK, FL 32789

    $4,270,000256 Days on yellowkey   MLS ID: O6330736

    REDUCED by $25,000 (0.6%) on 04/21/2026

    For Sale O6330736 - 1161 VALENCIA AVE, WINTER PARK, FL 32789 65 photos

    Bed: 4   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 4181
       Built: 2021   Tax: $30,421 (2024)
    Community: Valencia Terrace
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $25,932 (change assumption)
    Mortgage ($23,397) + Taxes in 2024 ($2,535)


    Taxes:$30,421

    Elementary School: Lakemont Elem

    High School: Winter Park High

    Tax Year: 2024

    Middle School: Maitland Middle


  • 2550 VENETIAN WAY, WINTER PARK, FL 32789

    $2,399,00059 Days on yellowkey   MLS ID: O6388219

    REDUCED by $51,000 (2.1%) on 04/23/2026

    For Sale O6388219 - 2550 VENETIAN WAY, WINTER PARK, FL 32789 65 photos

    Bed: 4   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 5051
       Built: 2008   Tax: $16,724 (2024)
    Community: Maitland Shores First Add
    Single Family


    Estimated Monthly Payment: $14,539 (change assumption)
    Mortgage ($13,145) + Taxes in 2024 ($1,394)


    Taxes:$16,724

    Elementary School: Dommerich 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


  • 1117 KENWOOD AVE, WINTER PARK, FL 32789

    $3,978,90045 Days on yellowkey   MLS ID: O6389970

    For Sale O6389970 - 1117 KENWOOD AVE, WINTER PARK, FL 32789 67 photos

    Bed: 4   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 4353
       Built: 2024   Tax: $13,467 (2024)
    Community: Dixie Terrace
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $22,924 (change assumption)
    Mortgage ($21,802) + Taxes in 2024 ($1,122)


    Taxes:$13,467

    Elementary School: Lakemont Elem

    High School: Winter Park High

    Tax Year: 2024

    Middle School: Maitland Middle


  • 2614 PARKLAND DR, WINTER PARK, FL 32789

    $1,950,000379 Days on yellowkey   MLS ID: O6301489

    REDUCED by $29,000 (1.5%) on 03/31/2026

    For Sale O6301489 - 2614 PARKLAND DR, WINTER PARK, FL 32789 54 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3307
       Built: 2007   Tax: $12,712 (2024)
    Community: Parklando 03
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $11,744 (change assumption)
    Mortgage ($10,685) + Taxes in 2024 ($1,059)


    Taxes:$12,712

    Elementary School: Audubon Park K8

    High School: Winter Park High

    Tax Year: 2024

    Middle School: Audubon Park K-8


  • 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


  • 1849 VIBURNUM LN, WINTER PARK, FL 32792

    $425,000270 Days on yellowkey   MLS ID: O6333863

    For Sale O6333863 - 1849 VIBURNUM LN, WINTER PARK, FL 32792 27 photos

    Bed: 4   Bath: 2.0
    Liv Area Sq Ft: 1627
       Built: 1961   Tax: $3,645 (2024)
    Community: Eastbrook Sub Unit 05
    Single Family


    Estimated Monthly Payment: $2,632 (change assumption)
    Mortgage ($2,329) + Taxes in 2024 ($304)


    Taxes:$3,645

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1905 BONANZA CT, WINTER PARK, FL 32792

    $490,00018 Days on yellowkey   MLS ID: O6398772

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

    For Sale O6398772 - 1905 BONANZA CT, WINTER PARK, FL 32792 35 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1774
       Built: 1968   Tax: $5,015 (2024)
    Community: Eastbrook Sub Unit 13
    Single Family


    Estimated Monthly Payment: $3,103 (change assumption)
    Mortgage ($2,685) + Taxes in 2024 ($418)


    Taxes:$5,015

    Elementary School: Eastbrook Elementary

    High School: Lake Howell High

    Tax Year: 2024

    Middle School: Tuskawilla Middle






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