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Winter Park Homes For Sale & Real Estate - 377 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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  • 2500 LEE RD #122, WINTER PARK, FL 32789

    $179,00050 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
    Community: Lakeside Manor Apts Condo
    Condo


    Estimated Monthly Payment: $981 (change assumption)
    Mortgage ($981)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 246 PALMER AVE, WINTER PARK, FL 32789

    $1,500,00041 Days on yellowkey   MLS ID: O6388115

    0 Days Off yellowkey (back on 3/14/2026)

    For Sale O6388115 - 246 PALMER AVE, WINTER PARK, FL 32789 55 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 2281
       Built: 1948
    Community: Robert Dhu Macdonald Park
    Single Family


    Estimated Monthly Payment: $8,219 (change assumption)
    Mortgage ($8,219)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 1120 PRESERVE POINT DR, WINTER PARK, FL 32789

    $8,950,000198 Days on yellowkey   MLS ID: O6350054

    For Sale O6350054 - 1120 PRESERVE POINT DR, WINTER PARK, FL 32789 89 photos

    Bed: 7   Bath: 10.0
    Liv Area Sq Ft: 11255
       Built: 2009
    Community: Windsong-Preserve Point
    Single Family


    Estimated Monthly Payment: $49,040 (change assumption)
    Mortgage ($49,040)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 2126 N HAMPTON CIR, WINTER PARK, FL 32792

    $500,00035 Days on yellowkey   MLS ID: O6391716

    1 Days Off yellowkey (back on 3/25/2026)

    For Sale O6391716 - 2126 N HAMPTON CIR, WINTER PARK, FL 32792 26 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1745
       Built: 1971
    Community: Winter Woods
    Single Family


    Estimated Monthly Payment: $2,740 (change assumption)
    Mortgage ($2,740)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 7468 CANFORD CT #24, WINTER PARK, FL 32792

    $189,99998 Days on yellowkey   MLS ID: O6373850

    For Sale O6373850 - 7468 CANFORD CT #24, WINTER PARK, FL 32792 49 photos

    Bed: 2   Bath: 1.5
    Liv Area Sq Ft: 1365
       Built: 1974
    Community: Whisperwood Condo
    Condo


    Estimated Monthly Payment: $1,041 (change assumption)
    Mortgage ($1,041)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 5647 GARDEN GROVE, WINTER PARK, FL 32792

    $350,00054 Days on yellowkey   MLS ID: O6377980

    0 Days Off yellowkey (back on 3/25/2026)

    For Sale O6377980 - 5647 GARDEN GROVE, WINTER PARK, FL 32792 27 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1310
       Built: 1986
    Community: Garden Grove
    Single Family


    Estimated Monthly Payment: $1,918 (change assumption)
    Mortgage ($1,918)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 1695 LEE RD #B204, WINTER PARK, FL 32789

    $120,00088 Days on yellowkey   MLS ID: O6375348

    For Sale O6375348 - 1695 LEE RD #B204, WINTER PARK, FL 32789 2 photos

    Bed: 2   Bath: 1.0
    Built: 1966

    Community: Waterfall Cove At Winter Park Condo
    Condo


    Estimated Monthly Payment: $658 (change assumption)
    Mortgage ($658)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 2922 REEF KNOT PL, WINTER PARK, FL 32792

    $1,149,000318 Days on yellowkey   MLS ID: O6316445

    For Sale O6316445 - 2922 REEF KNOT PL, WINTER PARK, FL 32792 49 photos

    Bed: 4   Bath: 3.5
    Liv Area Sq Ft: 3153
       Built: 2019
    Community: Lake Florence Preserve
    Single Family


    Estimated Monthly Payment: $6,296 (change assumption)
    Mortgage ($6,296)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 1751 GOODRICH AVE, WINTER PARK, FL 32789

    $1,475,00083 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


  • 3114 HEARTLEAF PL, WINTER PARK, FL 32792

    $699,90032 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

    $634,90076 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


  • 2222 MARSH SEDGE LN, WINTER PARK, FL 32792

    $764,900259 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


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

    $205,000891 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

    $675,000153 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


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

    $170,00035 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

    $165,000255 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


  • 2119 HOWARD DR, WINTER PARK, FL 32789

    $850,00036 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

    $145,000320 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

    $424,90040 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

    $249,90036 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




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.