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Winter Park Single Family Homes For Sale - 230 homes

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

Location: Winter Park

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  • 7618 WAUNATTA CT, WINTER PARK, FL 32792

    $457,00085 Days on yellowkey   MLS ID: V4946886

    0 Days Off yellowkey (back on 3/26/2026)

    For Sale V4946886 - 7618 WAUNATTA CT, WINTER PARK, FL 32792 31 photos

    Bed: 3   Bath: 3.0
    Liv Area Sq Ft: 1970
       Built: 1981
    Community: Lake Waunatta Village
    Single Family


    Estimated Monthly Payment: $2,504 (change assumption)
    Mortgage ($2,504)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 457 E NEW ENGLAND AVE, WINTER PARK, FL 32789

    $3,100,000202 Days on yellowkey   MLS ID: O6345511

    4 Days Off yellowkey (back on 3/26/2026)

    For Sale O6345511 - 457 E NEW ENGLAND AVE, WINTER PARK, FL 32789 30 photos

    Bed: 5   Bath: 4.5
    Liv Area Sq Ft: 3896
       Built: 1920
    Community: Winter Park
    Single Family


    Estimated Monthly Payment: $16,986 (change assumption)
    Mortgage ($16,986)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 1521 HERON WOOD PL, WINTER PARK, FL 32792

    $925,00069 Days on yellowkey   MLS ID: O6379884

    For Sale O6379884 - 1521 HERON WOOD PL, WINTER PARK, FL 32792 36 photos

    Bed: 4   Bath: 2.0
    Liv Area Sq Ft: 2250
       Built: 1983
    Community: None
    Single Family


    Estimated Monthly Payment: $5,068 (change assumption)
    Mortgage ($5,068)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 1131 WILDMEADOW RUN, WINTER PARK, FL 32792

    $825,00023 Days on yellowkey   MLS ID: O6392218

    For Sale O6392218 - 1131 WILDMEADOW RUN, WINTER PARK, FL 32792 28 photos

    Bed: 4   Bath: 3.5
    Liv Area Sq Ft: 2589
       Built: 2020
    Community: Meadows At Hawks Crest
    Single Family


    Estimated Monthly Payment: $4,520 (change assumption)
    Mortgage ($4,520)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 246 PALMER AVE, WINTER PARK, FL 32789

    $1,500,00035 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

    $8,950,000192 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

    $500,00029 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


  • 5647 GARDEN GROVE, WINTER PARK, FL 32792

    $350,00048 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


  • 2922 REEF KNOT PL, WINTER PARK, FL 32792

    $1,149,000312 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


  • 870 CARVER ST, WINTER PARK, FL 32789

    $949,900153 Days on yellowkey   MLS ID: O6360210

    For Sale O6360210 - 870 CARVER ST, WINTER PARK, FL 32789 53 photos

    Bed: 3   Bath: 3.0
    Liv Area Sq Ft: 1875
       Built: 2025
    Community: Magnolia Gardens Sub
    Single Family


    Estimated Monthly Payment: $5,205 (change assumption)
    Mortgage ($5,205)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 3374 HAMLET LOOP, WINTER PARK, FL 32792

    $375,00044 Days on yellowkey   MLS ID: O6386907

    For Sale O6386907 - 3374 HAMLET LOOP, WINTER PARK, FL 32792 37 photos

    Bed: 3   Bath: 2.5
    Liv Area Sq Ft: 1397
       Built: 1994
    Community: Villas Of Casselberry Ph 3
    Single Family


    Estimated Monthly Payment: $2,055 (change assumption)
    Mortgage ($2,055)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 1751 GOODRICH AVE, WINTER PARK, FL 32789

    $1,475,00077 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

    $699,90026 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

    $634,90070 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

    $764,900253 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


  • 1427 LAKE FLORENCE WAY, WINTER PARK, FL 32792

    $675,000147 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


  • 1792 CHILEAN LN, WINTER PARK, FL 32792

    $325,00084 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


  • 2119 HOWARD DR, WINTER PARK, FL 32789

    $850,00030 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


  • 633 LANDER RD, WINTER PARK, FL 32792

    $424,90034 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

    $249,90030 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 Single Family Homes for Sale?

Winter Park home, townhome, and condo, villa, and other listing sale 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 single family homes for sale in Winter Park . You can use our website to view Multiple Listing Service (MLS) data on Winter Park single family homes. 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 single family home 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.