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Displaying: For Sale

Location: Winter Park

Property Type(s): Single Family

Beds: 5 to 5

Winter Park - 60 properties found

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  • 2652 ABBEY RD, WINTER PARK, FL 32792

    $625,0002 Days on yellowkey   MLS ID: O6419026

    For Sale O6419026 - 2652 ABBEY RD, WINTER PARK, FL 32792 44 photos

    Bed: 5   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1938
       Built: 1967   Tax: $7,337 (2025)
    Community: Winter Park Pines Merrie Oaks
    Single Family


    Estimated Monthly Payment: $4,036 (change assumption)
    Mortgage ($3,425) + Taxes in 2025 ($611)


    Taxes:$7,337

    Elementary School: Aloma Elem

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Glenridge Middle


  • 1510 MILLER AVE, WINTER PARK, FL 32789

    $1,599,900260 Days on yellowkey   MLS ID: O6350503

    REDUCED by $35,000 (2.1%) on 05/13/2026

    For Sale O6350503 - 1510 MILLER AVE, WINTER PARK, FL 32789 70 photos

    Bed: 5   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 3252
       Built: 2026   Tax: $3,573 (2025)
    Community: Lawndale
    Single Family


    Estimated Monthly Payment: $9,064 (change assumption)
    Mortgage ($8,766) + Taxes in 2025 ($298)


    Taxes:$3,573

    Elementary School: Killarney Elem

    High School: Edgewater High

    Tax Year: 2025

    Middle School: College Park Middle


  • 40 PALMER AVE, WINTER PARK, FL 32789

    $6,950,000135 Days on yellowkey   MLS ID: O6380444

    For Sale O6380444 - 40 PALMER AVE, WINTER PARK, FL 32789 17 photos

    Bed: 5   Bath: 5.5   Gar: 4
    Liv Area Sq Ft: 5905
       Built: 2026   Tax: $12,774 (2024)
    Community: Robert Dhu Macdonald Park
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $39,146 (change assumption)
    Mortgage ($38,081) + Taxes in 2024 ($1,065)


    Taxes:$12,774

    Elementary School: Lakemont Elem

    High School: Winter Park High

    Tax Year: 2024

    Middle School: Maitland Middle


  • 426 WORTHINGTON DR, WINTER PARK, FL 32789

    $2,499,000Listed 06/24/2026 8:44AM   MLS ID: O6418049

    For Sale O6418049 - 426 WORTHINGTON DR, WINTER PARK, FL 32789 46 photos

    Bed: 5   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 3520
       Built: 2026   Tax: $9,459 (2025)
    Community: Kenilworth Shores Sec 01
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $14,481 (change assumption)
    Mortgage ($13,693) + Taxes in 2025 ($788)


    Taxes:$9,459

    Elementary School: Brookshire Elem

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Glenridge Middle


  • 1600 LEGION DR, WINTER PARK, FL 32789

    $3,995,00011 Days on yellowkey   MLS ID: O6415591

    For Sale O6415591 - 1600 LEGION DR, WINTER PARK, FL 32789 70 photos

    Bed: 5   Bath: 5.5   Gar: 3
    Liv Area Sq Ft: 4483
       Built: 2008   Tax: $20,740 (2025)
    Community: Green Oaks Rep
    Spa: No

    Single Family


    Estimated Monthly Payment: $23,618 (change assumption)
    Mortgage ($21,890) + Taxes in 2025 ($1,728)


    Taxes:$20,740

    Elementary School: Dommerich Elem

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Maitland Middle


  • 1630 LASBURY AVE, WINTER PARK, FL 32789

    $2,750,00053 Days on yellowkey   MLS ID: O6404300

    4 Days Off yellowkey (back on 6/24/2026)

    For Sale O6404300 - 1630 LASBURY AVE, WINTER PARK, FL 32789 37 photos

    Bed: 5   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 4917
       Built: 2003   Tax: $14,204 (2025)
    Community: Comstock Park
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $16,252 (change assumption)
    Mortgage ($15,068) + Taxes in 2025 ($1,184)


    Taxes:$14,204

    Elementary School: Lakemont Elem

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Maitland Middle


  • 926 ENCLAVE PL, WINTER PARK, FL 32792

    $2,235,00035 Days on yellowkey   MLS ID: O6408030

    For Sale O6408030 - 926 ENCLAVE PL, WINTER PARK, FL 32792 5 photos

    Bed: 5   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 4150
       Built: 2026
    Monthly Fee: $124
       Tax: $9,900 (2026)
    Community: The Enclave Winter Park
    Single Family


    Estimated Monthly Payment: $13,195 (change assumption)
    Mortgage ($12,246) + Fees ($124) + Taxes in 2026 ($825)


    Taxes:$9,900

    Elementary School: Lakemont Elem

    High School: Winter Park High

    Tax Year: 2026

    Middle School: Maitland Middle


  • 1300 MAYFIELD AVE, WINTER PARK, FL 32789

    $2,490,00089 Days on yellowkey   MLS ID: O6393777

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

    REDUCED by $205,000 (7.6%) on 06/19/2026

    For Sale O6393777 - 1300 MAYFIELD AVE, WINTER PARK, FL 32789 50 photos

    Bed: 5   Bath: 5.5   Gar: 4
    Liv Area Sq Ft: 4389
       Built: 1958   Tax: $26,658 (2025)
    Community: Temple Heights
    Spa: No

    Single Family


    Estimated Monthly Payment: $15,865 (change assumption)
    Mortgage ($13,643) + Taxes in 2025 ($2,221)


    Taxes:$26,658

    Elementary School: Lakemont Elem

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Maitland Middle


  • 240 N PHELPS AVE, WINTER PARK, FL 32789

    $2,250,00013 Days on yellowkey   MLS ID: O6415360

    For Sale O6415360 - 240 N PHELPS AVE, WINTER PARK, FL 32789 41 photos

    Bed: 5   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 2889
       Built: 2026   Tax: $6,605 (2025)
    Community: Sylvan Heights
    Single Family


    Estimated Monthly Payment: $12,879 (change assumption)
    Mortgage ($12,328) + Taxes in 2025 ($550)


    Taxes:$6,605

    Elementary School: Brookshire Elem

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Glenridge Middle


  • 942 ENCLAVE PL, WINTER PARK, FL 32792

    $2,195,00027 Days on yellowkey   MLS ID: O6411550

    For Sale O6411550 - 942 ENCLAVE PL, WINTER PARK, FL 32792 4 photos

    Bed: 5   Bath: 5.0   Gar: 2
    Liv Area Sq Ft: 3831
       Built: 2026
    Monthly Fee: $372
       Tax: $9,900 (2026)
    Community: The Enclave Winter Park
    Single Family


    Estimated Monthly Payment: $13,224 (change assumption)
    Mortgage ($12,027) + Fees ($372) + Taxes in 2026 ($825)


    Taxes:$9,900

    Elementary School: None

    High School: None

    Tax Year: 2026

    Middle School: None


  • 938 ENCLAVE PL, WINTER PARK, FL 32792

    $2,099,00035 Days on yellowkey   MLS ID: O6408090

    For Sale O6408090 - 938 ENCLAVE PL, WINTER PARK, FL 32792 7 photos

    Bed: 5   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 3865
       Built: 2026
    Monthly Fee: $124
       Tax: $9,900 (2026)
    Community: The Enclave Winter Park
    Single Family


    Estimated Monthly Payment: $12,450 (change assumption)
    Mortgage ($11,501) + Fees ($124) + Taxes in 2026 ($825)


    Taxes:$9,900

    Elementary School: Lakemont Elem

    High School: Winter Park High

    Tax Year: 2026

    Middle School: Maitland Middle


  • 910 ENCLAVE PL, WINTER PARK, FL 32792

    $1,899,00041 Days on yellowkey   MLS ID: O6406803

    For Sale O6406803 - 910 ENCLAVE PL, WINTER PARK, FL 32792 4 photos

    Bed: 5   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 3620
       Built: 2027
    Monthly Fee: $124
       Tax: $9,900 (2026)
    Community: The Enclave Winter Park
    Single Family


    Estimated Monthly Payment: $11,354 (change assumption)
    Mortgage ($10,405) + Fees ($124) + Taxes in 2026 ($825)


    Taxes:$9,900

    Elementary School: Lakemont Elem

    High School: Winter Park High

    Tax Year: 2026

    Middle School: Maitland Middle


  • 7740 LAKE DAWN DR, WINTER PARK, FL 32792

    $685,00030 Days on yellowkey   MLS ID: O6410689

    1 Days Off yellowkey (back on 6/19/2026)

    REDUCED by $44,000 (6.0%) on 06/16/2026

    For Sale O6410689 - 7740 LAKE DAWN DR, WINTER PARK, FL 32792 68 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2495
       Built: 1959   Tax: $5,157 (2025)
    Community: Na
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,183 (change assumption)
    Mortgage ($3,753) + Taxes in 2025 ($430)


    Taxes:$5,157

    Elementary School: Lakemont Elem

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Maitland Middle


  • 1864 GRINNELL TER, WINTER PARK, FL 32789

    $1,599,00054 Days on yellowkey   MLS ID: O6403822

    For Sale O6403822 - 1864 GRINNELL TER, WINTER PARK, FL 32789 43 photos

    Bed: 5   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3028
       Built: 2006   Tax: $16,615 (2025)
    Community: Fremar
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $10,146 (change assumption)
    Mortgage ($8,761) + Taxes in 2025 ($1,385)


    Taxes:$16,615

    Elementary School: Brookshire Elem

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Glenridge Middle


  • 1473 BERKSHIRE AVE, WINTER PARK, FL 32789

    $1,429,00014 Days on yellowkey   MLS ID: O6415098

    For Sale O6415098 - 1473 BERKSHIRE AVE, WINTER PARK, FL 32789 38 photos

    Bed: 5   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 2351
       Built: 2025   Tax: $5,773 (2025)
    Community: Orwin Manor Westminster Sec
    Single Family


    Estimated Monthly Payment: $8,311 (change assumption)
    Mortgage ($7,830) + Taxes in 2025 ($481)


    Taxes:$5,773

    Elementary School: Killarney Elem

    High School: Edgewater High

    Tax Year: 2025

    Middle School: College Park Middle


  • 2032 KIMBRACE PL, WINTER PARK, FL 32792

    $2,188,88815 Days on yellowkey   MLS ID: O6414862

    For Sale O6414862 - 2032 KIMBRACE PL, WINTER PARK, FL 32792 84 photos

    Bed: 5   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 3382
       Built: 2021   Tax: $16,035 (2025)
    Community: Kenilworth Shores Sec 03
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $13,330 (change assumption)
    Mortgage ($11,994) + Taxes in 2025 ($1,336)


    Taxes:$16,035

    Elementary School: Brookshire Elem

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Glenridge Middle


  • 1836 WHITEHALL DR, WINTER PARK, FL 32789

    $3,500,00010 Days on yellowkey   MLS ID: O6416158

    For Sale O6416158 - 1836 WHITEHALL DR, WINTER PARK, FL 32789 70 photos

    Bed: 5   Bath: 6.5   Gar: 2
    Liv Area Sq Ft: 4168
       Built: 2026   Tax: $6,839 (2025)
    Community: Kenilworth Shores Sec 06
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $19,748 (change assumption)
    Mortgage ($19,178) + Taxes in 2025 ($570)


    Taxes:$6,839

    Elementary School: Brookshire Elem

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Glenridge Middle


  • 1821 ENGLEWOOD RD, WINTER PARK, FL 32789

    $3,235,000278 Days on yellowkey   MLS ID: O6345085

    INCREASED by $100,000 (3.2%) on 06/20/2026

    For Sale O6345085 - 1821 ENGLEWOOD RD, WINTER PARK, FL 32789 38 photos

    Bed: 5   Bath: 5.5   Gar: 2
    Liv Area Sq Ft: 3863
       Built: 2025   Tax: $11,127 (2024)
    Community: Forest Hills
    Spa: No

    Single Family


    Estimated Monthly Payment: $18,653 (change assumption)
    Mortgage ($17,726) + Taxes in 2024 ($927)


    Taxes:$11,127

    Elementary School: Audubon Park K8

    High School: Winter Park High

    Tax Year: 2024

    Middle School: Audubon Park K-8


  • 2702 PARKLAND DR, WINTER PARK, FL 32789

    $1,139,75075 Days on yellowkey   MLS ID: O6397997

    REDUCED by $35,250 (3.0%) on 05/18/2026

    For Sale O6397997 - 2702 PARKLAND DR, WINTER PARK, FL 32789 48 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2656
       Built: 1949   Tax: $5,269 (2025)
    Community: Parklando
    Single Family


    Estimated Monthly Payment: $6,684 (change assumption)
    Mortgage ($6,245) + Taxes in 2025 ($439)


    Taxes:$5,269

    Elementary School: Audubon Park K8

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Audubon Park K-8


  • 785 N PHELPS AVE, WINTER PARK, FL 32789

    $1,900,00091 Days on yellowkey   MLS ID: O6393117

    REDUCED by $89,000 (4.5%) on 06/05/2026

    For Sale O6393117 - 785 N PHELPS AVE, WINTER PARK, FL 32789 41 photos

    Bed: 5   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2964
       Built: 2026   Tax: $9,172 (2025)
    Community: Comstock Park
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $11,175 (change assumption)
    Mortgage ($10,411) + Taxes in 2025 ($764)


    Taxes:$9,172

    Elementary School: Lakemont Elem

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Maitland Middle


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