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Winter Park Homes For Sale & Real Estate - 342 homes

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

Location: Winter Park

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  • 1751 GOODRICH AVE, WINTER PARK, FL 32789

    $1,475,00075 Days on yellowkey   MLS ID: O6377936

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

    Bed: 4   Bath: 3.5
    Liv Area Sq Ft: 2170
       Built: 2016
    Community: Sylvan Heights
    Single Family


    Estimated Monthly Payment: $8,082 (change assumption)
    Mortgage ($8,082)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 1695 LEE RD #E215, WINTER PARK, FL 32789

    $149,99056 Days on yellowkey   MLS ID: O6383089

    For Sale O6383089 - 1695 LEE RD #E215, WINTER PARK, FL 32789 82 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1149
       Built: 1966
    Community: Waterfall Cove
    Condo


    Estimated Monthly Payment: $822 (change assumption)
    Mortgage ($822)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 1537 BANTAM WAY, WINTER PARK, FL 32792

    $475,00027 Days on yellowkey   MLS ID: O6391664

    0 Days Off yellowkey (back on 3/21/2026)

    For Sale O6391664 - 1537 BANTAM WAY, WINTER PARK, FL 32792 68 photos

    Bed: 3   Bath: 2.5
    Liv Area Sq Ft: 2312
       Built: 2022
    Community: Enclave At Hawks Crest
    Townhouse


    Estimated Monthly Payment: $2,603 (change assumption)
    Mortgage ($2,603)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 3114 HEARTLEAF PL, WINTER PARK, FL 32792

    $699,90024 Days on yellowkey   MLS ID: S5146048

    For Sale S5146048 - 3114 HEARTLEAF PL, WINTER PARK, FL 32792 71 photos

    Bed: 4   Bath: 3.0
    Liv Area Sq Ft: 2702
       Built: 1999
    Community: Lost Creek
    Single Family


    Estimated Monthly Payment: $3,835 (change assumption)
    Mortgage ($3,835)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 1137 OAKS BLVD, WINTER PARK, FL 32789

    $634,90068 Days on yellowkey   MLS ID: O6379388

    0 Days Off yellowkey (back on 3/21/2026)

    For Sale O6379388 - 1137 OAKS BLVD, WINTER PARK, FL 32789 29 photos

    Bed: 2   Bath: 1.5
    Liv Area Sq Ft: 1149
       Built: 1958
    Community: Dixie Terrace
    Single Family


    Estimated Monthly Payment: $3,479 (change assumption)
    Mortgage ($3,479)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 2232 SHADOWLAND LOOP, WINTER PARK, FL 32792

    $399,900101 Days on yellowkey   MLS ID: O6370721

    0 Days Off yellowkey (back on 3/21/2026)

    For Sale O6370721 - 2232 SHADOWLAND LOOP, WINTER PARK, FL 32792 12 photos

    Bed: 3   Bath: 2.5
    Liv Area Sq Ft: 1755
       Built: 2021
    Community: Enclave At Hawks Crest
    Townhouse


    Estimated Monthly Payment: $2,191 (change assumption)
    Mortgage ($2,191)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 2222 MARSH SEDGE LN, WINTER PARK, FL 32792

    $764,900251 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


  • 2834 BRIGHT BIRD LN, WINTER PARK, FL 32792

    $424,00095 Days on yellowkey   MLS ID: O6372452

    0 Days Off yellowkey (back on 3/20/2026)

    For Sale O6372452 - 2834 BRIGHT BIRD LN, WINTER PARK, FL 32792 36 photos

    Bed: 3   Bath: 2.5
    Liv Area Sq Ft: 1907
       Built: 2024
    Community: Grayson Square
    Townhouse


    Estimated Monthly Payment: $2,323 (change assumption)
    Mortgage ($2,323)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 3038 ANTIQUE OAKS CIR #166, WINTER PARK, FL 32792

    $205,000883 Days on yellowkey   MLS ID: O6156853

    For Sale O6156853 - 3038 ANTIQUE OAKS CIR #166, WINTER PARK, FL 32792 20 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1018
       Built: 1984
    Community: Parkview Village
    Condo


    Estimated Monthly Payment: $1,123 (change assumption)
    Mortgage ($1,123)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 1427 LAKE FLORENCE WAY, WINTER PARK, FL 32792

    $675,000145 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


  • 2224 SHADOWLAND LOOP, WINTER PARK, FL 32792

    $435,000126 Days on yellowkey   MLS ID: O6364889

    For Sale O6364889 - 2224 SHADOWLAND LOOP, WINTER PARK, FL 32792 42 photos

    Bed: 3   Bath: 3.0
    Liv Area Sq Ft: 2346
       Built: 2021
    Community: Enclave At Hawks Crest
    Townhouse


    Estimated Monthly Payment: $2,384 (change assumption)
    Mortgage ($2,384)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 1792 CHILEAN LN, WINTER PARK, FL 32792

    $325,00082 Days on yellowkey   MLS ID: O6375881

    For Sale O6375881 - 1792 CHILEAN LN, WINTER PARK, FL 32792 30 photos

    Bed: 3   Bath: 1.0
    Liv Area Sq Ft: 984
       Built: 1959
    Community: Eastbrook Sub Unit 05
    Single Family


    Estimated Monthly Payment: $1,781 (change assumption)
    Mortgage ($1,781)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 200 SAINT ANDREWS BLVD #312, WINTER PARK, FL 32792

    $170,00027 Days on yellowkey   MLS ID: S5145794

    For Sale S5145794 - 200 SAINT ANDREWS BLVD #312, WINTER PARK, FL 32792 28 photos

    Bed: 1   Bath: 1.0
    Liv Area Sq Ft: 793
       Built: 1970
    Community: Four Seasons Condo
    Condo


    Estimated Monthly Payment: $931 (change assumption)
    Mortgage ($931)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 7444 WOODBURN CT #29, WINTER PARK, FL 32792

    $165,000247 Days on yellowkey   MLS ID: S5131940

    For Sale S5131940 - 7444 WOODBURN CT #29, WINTER PARK, FL 32792 9 photos

    Bed: 2   Bath: 2.5
    Liv Area Sq Ft: 1031
       Built: 1983
    Community: Hidden Oaks Condo Ph 02
    Townhouse


    Estimated Monthly Payment: $904 (change assumption)
    Mortgage ($904)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 989 EASTBROOK BLVD, WINTER PARK, FL 32792

    $359,00074 Days on yellowkey   MLS ID: O6376456

    For Sale O6376456 - 989 EASTBROOK BLVD, WINTER PARK, FL 32792 27 photos

    Bed: 3   Bath: 1.5
    Liv Area Sq Ft: 1140
       Built: 1959
    Community: Eastbrook
    Single Family


    Estimated Monthly Payment: $1,967 (change assumption)
    Mortgage ($1,967)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 2119 HOWARD DR, WINTER PARK, FL 32789

    $850,00028 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


  • 2500 LEE RD #243, WINTER PARK, FL 32789

    $145,000312 Days on yellowkey   MLS ID: O6315656

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

    For Sale O6315656 - 2500 LEE RD #243, WINTER PARK, FL 32789 28 photos

    Bed: 1   Bath: 1.0
    Liv Area Sq Ft: 645
       Built: 1969
    Community: Lakeside Manor Apts Condo
    Condo


    Estimated Monthly Payment: $795 (change assumption)
    Mortgage ($795)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 633 LANDER RD, WINTER PARK, FL 32792

    $424,90032 Days on yellowkey   MLS ID: O6390096

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

    For Sale O6390096 - 633 LANDER RD, WINTER PARK, FL 32792 38 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1400
       Built: 1956
    Community: Eastgate Sub
    Single Family


    Estimated Monthly Payment: $2,328 (change assumption)
    Mortgage ($2,328)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 1823 MAYWOOD RD, WINTER PARK, FL 32792

    $249,90028 Days on yellowkey   MLS ID: O6385188

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

    For Sale O6385188 - 1823 MAYWOOD RD, WINTER PARK, FL 32792 10 photos

    Bed: 3   Bath: 1.5
    Liv Area Sq Ft: 1232
       Built: 1956
    Community: Tanglewood Sec 3 Rep
    Single Family


    Estimated Monthly Payment: $1,369 (change assumption)
    Mortgage ($1,369)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


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

    $185,00027 Days on yellowkey   MLS ID: O6391256

    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
    Community: Lancelot/Winter Park
    Condo


    Estimated Monthly Payment: $1,014 (change assumption)
    Mortgage ($1,014)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None




Why Bother Searching Elsewhere for Winter Park Homes for Sale and Other Real Estate?

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 houses for sale in Winter Park. You can use our website to view Multiple Listing Service (MLS) data on Winter Park Real Estate. 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 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.