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Displaying: For Sale

Location: Winter Park

Property Type(s): Condos

Living Area Square Feet: 0 to 1000

Winter Park - 38 properties found

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  • 151 N ORLANDO AVE ##115, WINTER PARK, FL 32789

    $298,000153 Days on yellowkey   MLS ID: O6362403

    For Sale O6362403 - 151 N ORLANDO AVE ##115, WINTER PARK, FL 32789 22 photos

    Bed: 2   Bath: 1.0
    Liv Area Sq Ft: 710
       Built: 1960   Tax: $2,965 (2025)
    Community: Lake Killarney Condo
    Spa: No

    Condo


    Estimated Monthly Payment: $1,880 (change assumption)
    Mortgage ($1,633) + Taxes in 2025 ($247)


    Taxes:$2,965

    Elementary School: Killarney Elem

    High School: Edgewater High

    Tax Year: 2025

    Middle School: College Park Middle


  • 2500 LEE RD #122, WINTER PARK, FL 32789

    $179,00062 Days on yellowkey   MLS ID: O6384082

    0 Days Off yellowkey (back on 5/2/2026)

    For Sale O6384082 - 2500 LEE RD #122, WINTER PARK, FL 32789 25 photos

    Bed: 1   Bath: 1.0
    Liv Area Sq Ft: 645
       Built: 1969   Tax: $428 (2024)
    Community: Lakeside Manor Apts Condo
    Condo


    Estimated Monthly Payment: $1,016 (change assumption)
    Mortgage ($981) + Taxes in 2024 ($36)


    Taxes:$428

    Elementary School: Killarney Elem

    High School: Edgewater High

    Tax Year: 2024

    Middle School: College Park Middle


  • 1695 LEE RD #B210, WINTER PARK, FL 32789

    $109,000102 Days on yellowkey   MLS ID: O6375872

    For Sale O6375872 - 1695 LEE RD #B210, WINTER PARK, FL 32789 27 photos

    Bed: 1   Bath: 1.0
    Liv Area Sq Ft: 638
       Built: 1966   Tax: $1,493 (2024)
    Community: Waterfall Cove
    Spa: No

    Condo


    Estimated Monthly Payment: $722 (change assumption)
    Mortgage ($597) + Taxes in 2024 ($124)


    Taxes:$1,493

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 200 SAINT ANDREWS BLVD #315, WINTER PARK, FL 32792

    $169,00080 Days on yellowkey   MLS ID: V4947283

    0 Days Off yellowkey (back on 5/1/2026)

    For Sale V4947283 - 200 SAINT ANDREWS BLVD #315, WINTER PARK, FL 32792 43 photos

    Bed: 1   Bath: 1.0
    Liv Area Sq Ft: 793
       Built: 1970
    Monthly Fee: $451
       Tax: $873 (2024)
    Community: Four Seasons Condo
    Condo


    Estimated Monthly Payment: $1,450 (change assumption)
    Mortgage ($926) + Fees ($451) + Taxes in 2024 ($73)


    Taxes:$873

    Elementary School: Brookshire Elem

    High School: Winter Park High

    Tax Year: 2024

    Middle School: Glenridge Middle


  • 3053 GEORGE MASON AVE #8A, WINTER PARK, FL 32792

    $75,0006 Days on yellowkey   MLS ID: O6402957

    For Sale O6402957 - 3053 GEORGE MASON AVE #8A, WINTER PARK, FL 32792 29 photos

    Bed: 1   Bath: 1.0
    Liv Area Sq Ft: 809
       Built: 1974
    Monthly Fee: $303
       Tax: $1,671 (2025)
    Community: Colonies
    Condo


    Estimated Monthly Payment: $853 (change assumption)
    Mortgage ($411) + Fees ($303) + Taxes in 2025 ($139)


    Taxes:$1,671

    Elementary School: Cheney Elem

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Glenridge Middle


  • 3282 OAK LAKE PL #3282, WINTER PARK, FL 32792

    $169,5004 Days on yellowkey   MLS ID: O6403912

    For Sale O6403912 - 3282 OAK LAKE PL #3282, WINTER PARK, FL 32792 27 photos

    Bed: 2   Bath: 1.5
    Liv Area Sq Ft: 990
       Built: 1984   Tax: $2,899 (2025)
    Community: Hidden Oaks Condominium Association, Inc
    Condo


    Estimated Monthly Payment: $1,170 (change assumption)
    Mortgage ($929) + Taxes in 2025 ($242)


    Taxes:$2,899

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1500 GAY RD #5, WINTER PARK, FL 32789

    $170,00088 Days on yellowkey   MLS ID: S5143213

    REDUCED by $15,000 (8.1%) on 04/29/2026

    For Sale S5143213 - 1500 GAY RD #5, WINTER PARK, FL 32789 17 photos

    Bed: 1   Bath: 1.0
    Liv Area Sq Ft: 732
       Built: 1972   Tax: $2,098 (2024)
    Community: Chateaux Du Lac
    Condo


    Estimated Monthly Payment: $1,106 (change assumption)
    Mortgage ($931) + Taxes in 2024 ($175)


    Taxes:$2,098

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 2500 LEE RD #202, WINTER PARK, FL 32789

    $224,999452 Days on yellowkey   MLS ID: O6277579

    REDUCED by $10,000 (4.3%) on 04/28/2026

    For Sale O6277579 - 2500 LEE RD #202, WINTER PARK, FL 32789 50 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 956
       Built: 1969
    Monthly Fee: $432
       Tax: $2,327 (2025)
    Community: Lakeside Manor Condominium Association, Inc.
    Condo


    Estimated Monthly Payment: $1,859 (change assumption)
    Mortgage ($1,233) + Fees ($432) + Taxes in 2025 ($194)


    Taxes:$2,327

    Elementary School: Killarney Elem

    High School: Edgewater High

    Tax Year: 2025

    Middle School: College Park Middle


  • 311 E MORSE BLVD #7-11, WINTER PARK, FL 32789

    $309,900250 Days on yellowkey   MLS ID: O6337061

    REDUCED by $5,000 (1.6%) on 04/25/2026

    For Sale O6337061 - 311 E MORSE BLVD #7-11, WINTER PARK, FL 32789 25 photos

    Bed: 1   Bath: 1.0   Gar: 1
    Liv Area Sq Ft: 570
       Built: 1960   Tax: $668 (2024)
    Community: Phillips Circle Rep
    Condo


    Estimated Monthly Payment: $1,754 (change assumption)
    Mortgage ($1,698) + Taxes in 2024 ($56)


    Taxes:$668

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 851 MILES AVE #13, WINTER PARK, FL 32789

    $209,999137 Days on yellowkey   MLS ID: O6368234

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

    For Sale O6368234 - 851 MILES AVE #13, WINTER PARK, FL 32789 24 photos

    Bed: 2   Bath: 1.0
    Liv Area Sq Ft: 808
       Built: 1984   Tax: $2,694 (2025)
    Community: Aragon Condo
    Condo


    Estimated Monthly Payment: $1,375 (change assumption)
    Mortgage ($1,151) + Taxes in 2025 ($224)


    Taxes:$2,694

    Elementary School: Audubon Park K8

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Audubon Park K-8


  • 3651 N GOLDENROD RD #D101, WINTER PARK, FL 32792

    $179,00047 Days on yellowkey   MLS ID: O6391256

    REDUCED by $6,000 (3.2%) on 04/24/2026

    For Sale O6391256 - 3651 N GOLDENROD RD #D101, WINTER PARK, FL 32792 39 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 840
       Built: 1990
    Monthly Fee: $370
       Tax: $2,000 (2025)
    Community: Lancelot/Winter Park
    Condo


    Estimated Monthly Payment: $1,517 (change assumption)
    Mortgage ($981) + Fees ($370) + Taxes in 2025 ($167)


    Taxes:$2,000

    Elementary School: Aloma Elem

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Glenridge Middle


  • 291 LEWFIELD CIR #291, WINTER PARK, FL 32792

    $144,00077 Days on yellowkey   MLS ID: O6382547

    For Sale O6382547 - 291 LEWFIELD CIR #291, WINTER PARK, FL 32792 32 photos

    Bed: 1   Bath: 1.0
    Liv Area Sq Ft: 678
       Built: 1973
    Monthly Fee: $350
       Tax: $1,942 (2025)
    Community: Stratford Winter Park
    Condo


    Estimated Monthly Payment: $1,301 (change assumption)
    Mortgage ($789) + Fees ($350) + Taxes in 2025 ($162)


    Taxes:$1,942

    Elementary School: English Estates Elementary

    High School: Lake Howell High

    Tax Year: 2025

    Middle School: Tuskawilla Middle


  • 1250 S DENNING DR #117, WINTER PARK, FL 32789

    $240,00011 Days on yellowkey   MLS ID: O6401802

    For Sale O6401802 - 1250 S DENNING DR #117, WINTER PARK, FL 32789 28 photos

    Bed: 2   Bath: 1.5
    Liv Area Sq Ft: 908
       Built: 1967   Tax: $2,763 (2025)
    Community: Mead Garden
    Condo


    Estimated Monthly Payment: $1,545 (change assumption)
    Mortgage ($1,315) + Taxes in 2025 ($230)


    Taxes:$2,763

    Elementary School: Audubon Park K8

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Audubon Park K-8


  • 3019 ANTIQUE OAKS CIR #124, WINTER PARK, FL 32792

    $149,000255 Days on yellowkey   MLS ID: O6337083

    REDUCED by $5,000 (3.2%) on 04/17/2026

    For Sale O6337083 - 3019 ANTIQUE OAKS CIR #124, WINTER PARK, FL 32792 16 photos

    Bed: 1   Bath: 1.0
    Liv Area Sq Ft: 749
       Built: 1984
    Monthly Fee: $300
       Tax: $2,050 (2024)
    Community: Parkview Village
    Spa: No

    Condo


    Estimated Monthly Payment: $1,287 (change assumption)
    Mortgage ($816) + Fees ($300) + Taxes in 2024 ($171)


    Taxes:$2,050

    Elementary School: Aloma Elem

    High School: Winter Park High

    Tax Year: 2024

    Middle School: Glenridge Middle


  • 2500 LEE RD #229, WINTER PARK, FL 32789

    $245,00094 Days on yellowkey   MLS ID: O6377616

    1 Days Off yellowkey (back on 4/22/2026)

    For Sale O6377616 - 2500 LEE RD #229, WINTER PARK, FL 32789 41 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 956
       Built: 1969   Tax: $2,613 (2024)
    Community: Lakeside Manor Apts Condo
    Spa: No

    Condo


    Estimated Monthly Payment: $1,560 (change assumption)
    Mortgage ($1,342) + Taxes in 2024 ($218)


    Taxes:$2,613

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 311 E MORSE BLVD #7-19, WINTER PARK, FL 32789

    $289,900126 Days on yellowkey   MLS ID: O6368912

    REDUCED by $10,000 (3.3%) on 04/23/2026

    For Sale O6368912 - 311 E MORSE BLVD #7-19, WINTER PARK, FL 32789 34 photos

    Bed: 1   Bath: 1.0
    Liv Area Sq Ft: 482
       Built: 1960
    Monthly Fee: $870
       Tax: $3,161 (2024)
    Community: Whispering Waters
    Condo


    Estimated Monthly Payment: $2,722 (change assumption)
    Mortgage ($1,588) + Fees ($870) + Taxes in 2024 ($263)


    Taxes:$3,161

    Elementary School: Audubon Park K8

    High School: Winter Park High

    Tax Year: 2024

    Middle School: Audubon Park K-8


  • 3651 N GOLDENROD RD #D102, WINTER PARK, FL 32792

    $159,00013 Days on yellowkey   MLS ID: O6401114

    For Sale O6401114 - 3651 N GOLDENROD RD #D102, WINTER PARK, FL 32792 14 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 840
       Built: 1990
    Monthly Fee: $370
       Tax: $2,461 (2025)
    Community: Lancelot/Winter Park
    Condo


    Estimated Monthly Payment: $1,446 (change assumption)
    Mortgage ($871) + Fees ($370) + Taxes in 2025 ($205)


    Taxes:$2,461

    Elementary School: Aloma Elem

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Glenridge Middle


  • 225 LEWFIELD CIR #225, WINTER PARK, FL 32792

    $220,000335 Days on yellowkey   MLS ID: O6314817

    For Sale O6314817 - 225 LEWFIELD CIR #225, WINTER PARK, FL 32792 33 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 953
       Built: 1973
    Monthly Fee: $465
       Tax: $1,020 (2024)
    Community: Stratford A Winter Park Condo
    Condo


    Estimated Monthly Payment: $1,755 (change assumption)
    Mortgage ($1,205) + Fees ($465) + Taxes in 2024 ($85)


    Taxes:$1,020

    Elementary School: English Estates Elementary

    High School: Lake Howell High

    Tax Year: 2024

    Middle School: Tuskawilla Middle


  • 144 LEWFIELD CIR #144, WINTER PARK, FL 32792

    $137,00053 Days on yellowkey   MLS ID: O6390043

    REDUCED by $7,000 (4.9%) on 04/21/2026

    For Sale O6390043 - 144 LEWFIELD CIR #144, WINTER PARK, FL 32792 18 photos

    Bed: 1   Bath: 1.0
    Liv Area Sq Ft: 678
       Built: 1973
    Monthly Fee: $351
       Tax: $720 (2024)
    Community: Stratford A Winter Park Condo
    Condo


    Estimated Monthly Payment: $1,162 (change assumption)
    Mortgage ($751) + Fees ($351) + Taxes in 2024 ($60)


    Taxes:$720

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 2500 LEE RD #208, WINTER PARK, FL 32789

    $180,000388 Days on yellowkey   MLS ID: O6297570

    For Sale O6297570 - 2500 LEE RD #208, WINTER PARK, FL 32789 49 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 956
       Built: 1969
    Monthly Fee: $432
       Tax: $1,519 (2025)
    Community: Lakeside Manor Apts Condo
    Condo


    Estimated Monthly Payment: $1,545 (change assumption)
    Mortgage ($986) + Fees ($432) + Taxes in 2025 ($127)


    Taxes:$1,519

    Elementary School: Killarney Elem

    High School: Edgewater High

    Tax Year: 2025

    Middle School: College Park Middle


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