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Winter Park Condos For Sale - 86 condos

Winter Park Condos for sale are located in Orange County, Florida. Find condos in Winter Park for sale with data from the Multiple Listing Service (MLS). Our REALTORS® can assist you in your search for Winter Park condominiums.

Location: Winter Park

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

    $209,999127 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

    $179,00037 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

    $144,00067 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


  • 7794 COUNTRY PL #2, WINTER PARK, FL 32792

    $241,9007 Days on yellowkey   MLS ID: O6397587

    For Sale O6397587 - 7794 COUNTRY PL #2, WINTER PARK, FL 32792 17 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1068
       Built: 1988
    Monthly Fee: $296
       Tax: $2,620 (2024)
    Community: Goldenrod Villas Condo
    Spa: No

    Condo


    Estimated Monthly Payment: $1,840 (change assumption)
    Mortgage ($1,325) + Fees ($296) + Taxes in 2024 ($218)


    Taxes:$2,620

    Elementary School: Eastbrook Elementary

    High School: Lake Howell High

    Tax Year: 2024

    Middle School: Tuskawilla Middle


  • 1807 HAMMERLIN AVE #G, WINTER PARK, FL 32789

    $580,00038 Days on yellowkey   MLS ID: O6391277

    For Sale O6391277 - 1807 HAMMERLIN AVE #G, WINTER PARK, FL 32789 25 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1818
       Built: 2006   Tax: $6,197 (2025)
    Community: Terrazo Del Sol
    Condo


    Estimated Monthly Payment: $3,694 (change assumption)
    Mortgage ($3,178) + Taxes in 2025 ($516)


    Taxes:$6,197

    Elementary School: Audubon Park K8

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Audubon Park K-8


  • 101 S NEW YORK AVE #302, WINTER PARK, FL 32789

    $1,450,00030 Days on yellowkey   MLS ID: O6390752

    REDUCED by $130,000 (8.2%) on 04/24/2026

    For Sale O6390752 - 101 S NEW YORK AVE #302, WINTER PARK, FL 32789 40 photos

    Bed: 3   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3174
       Built: 2009
    Monthly Fee: $1,263
       Tax: $19,802 (2025)
    Community: Winter Park Residential
    Condo


    Estimated Monthly Payment: $10,858 (change assumption)
    Mortgage ($7,945) + Fees ($1,263) + Taxes in 2025 ($1,650)


    Taxes:$19,802

    Elementary School: None

    High School: Winter Park High

    Tax Year: 2025

    Middle School: None


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

    $240,0001 Day 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


  • 106 S INTERLACHEN AVE #518, WINTER PARK, FL 32789

    $1,950,0003 Days on yellowkey   MLS ID: O6400228

    For Sale O6400228 - 106 S INTERLACHEN AVE #518, WINTER PARK, FL 32789 58 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1807
       Built: 1971   Tax: $14,974 (2025)
    Community: Cloisters Condo
    Condo


    Estimated Monthly Payment: $11,933 (change assumption)
    Mortgage ($10,685) + Taxes in 2025 ($1,248)


    Taxes:$14,974

    Elementary School: Audubon Park K8

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Audubon Park K-8


  • 7429 DANIEL WEBSTER DR #14 (#C), WINTER PARK, FL 32792

    $133,0001 Day on yellowkey   MLS ID: O6400425

    For Sale O6400425 - 7429 DANIEL WEBSTER DR #14 (#C), WINTER PARK, FL 32792 17 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1036
       Built: 1974
    Monthly Fee: $640
       Tax: $1,916 (2025)
    Community: The Colonies
    Spa: No

    Condo


    Estimated Monthly Payment: $1,528 (change assumption)
    Mortgage ($729) + Fees ($640) + Taxes in 2025 ($160)


    Taxes:$1,916

    Elementary School: Cheney Elem

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Glenridge Middle


  • 1695 LEE RD #C202, WINTER PARK, FL 32789

    $205,000416 Days on yellowkey   MLS ID: O6285607

    REDUCED by $5,000 (2.4%) on 04/23/2026

    For Sale O6285607 - 1695 LEE RD #C202, WINTER PARK, FL 32789 1 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1149
       Built: 1966   Tax: $2,126 (2024)
    Community: Waterfall Cove At Winter Park
    Condo


    Estimated Monthly Payment: $1,300 (change assumption)
    Mortgage ($1,123) + Taxes in 2024 ($177)


    Taxes:$2,126

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


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

    $149,000245 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 #122, WINTER PARK, FL 32789

    $179,00052 Days on yellowkey   MLS ID: O6384082

    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


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

    $245,00084 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


  • 7117 SWALLOW RUN #G1, WINTER PARK, FL 32792

    $236,80057 Days on yellowkey   MLS ID: O6385942

    REDUCED by $13,000 (5.2%) on 04/23/2026

    For Sale O6385942 - 7117 SWALLOW RUN #G1, WINTER PARK, FL 32792 22 photos

    Bed: 3   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1565
       Built: 2011
    Monthly Fee: $385
       Tax: $3,776 (2024)
    Community: Village/Whisperwood
    Condo


    Estimated Monthly Payment: $1,997 (change assumption)
    Mortgage ($1,298) + Fees ($385) + Taxes in 2024 ($315)


    Taxes:$3,776

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


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

    $289,900116 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


  • 2384 SUN VALLEY CIR, WINTER PARK, FL 32792

    $274,90053 Days on yellowkey   MLS ID: O6386755

    REDUCED by $5,000 (1.8%) on 04/01/2026

    For Sale O6386755 - 2384 SUN VALLEY CIR, WINTER PARK, FL 32792 36 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1311
       Built: 1983   Tax: $688 (2024)
    Community: Cedarwood Village 1
    Condo


    Estimated Monthly Payment: $1,564 (change assumption)
    Mortgage ($1,506) + Taxes in 2024 ($57)


    Taxes:$688

    Elementary School: English Estates Elementary

    High School: Lake Howell High

    Tax Year: 2024

    Middle School: Tuskawilla Middle


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

    $169,00070 Days on yellowkey   MLS ID: V4947283

    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


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

    $159,0003 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

    $220,000325 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


  • 1500 GAY RD #24B, WINTER PARK, FL 32789

    $261,500206 Days on yellowkey   MLS ID: O6348568

    REDUCED by $2,500 (0.9%) on 04/13/2026

    For Sale O6348568 - 1500 GAY RD #24B, WINTER PARK, FL 32789 21 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1026
       Built: 1972   Tax: $1,271 (2024)
    Community: Chateaux Du Lac
    Spa: No

    Condo


    Estimated Monthly Payment: $1,539 (change assumption)
    Mortgage ($1,433) + Taxes in 2024 ($106)


    Taxes:$1,271

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None




Why Bother Searching Elsewhere for Winter Park Condos for Sale and Other Condominiums?

Winter Park home, townhome, condo, villa, and other listing sales data is continuously updated on yellowkeyrealty.com. yellowkeyrealty.com offers one of the most exhaustive, current, and relevant set of data you can find on condos for sale in Winter Park . You can use our website to view Multiple Listing Service (MLS) data on Winter Park condos. Feel free to reach out to a REALTOR ® at 1-954-369-1486 if you are unable to find specific information on any of our Winter Park condo listings.



Data is updated at least once a week by Sunday nights. Some properties that appear for sale on this web site may subsequently have been sold and may no longer be available. The data relating to real estate for sale/lease on this web site come in part from a cooperative data exchange program of the multiple listing service (MLS) in which this real estate firm (Broker) participates. Data can be retrieved from any one of the following MLS’s: Greater Fort Lauderdale REALTORS®, Space Coast Association of REALTORS®, My Florida Regional MLS, Florida Gulf Coast MLS, "©2024 Northeast Florida Multiple Listing Service, Inc. All rights reserved." The properties displayed may not be all of the properties in the MLS’s database, or all of the properties listed with Brokers participating in the cooperative data exchange program. Properties listed by Brokers other than this Broker are marked with either the listing Broker’s logo or name or the MLS name or a logo provided by the MLS. Detailed information about such properties includes the name of the listing Brokers. Information provided is thought to be reliable but is not guaranteed to be accurate; you are advised to verify facts that are important to you. No warranties, expressed or implied, are provided for the data herein, or for their use or interpretation by the user. The Florida Association of Realtors® and its cooperating MLSs do not create, control or review the property data displayed herein and take no responsibility for the content of such records. Federal law prohibits discrimination on the basis of race, color, religion, sex, handicap, familial status or national origin in the sale, rental or financing of housing.