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Winter Park Homes For Sale & Real Estate - 342 homes

Winter Park homes for sale are located in Seminole 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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  • 225 LEWFIELD CIR #225, WINTER PARK, FL 32792

    $220,000316 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
    Community: Stratford A Winter Park Condo
    Condo


    Estimated Monthly Payment: $1,205 (change assumption)
    Mortgage ($1,205)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 1695 LEE RD #E211, WINTER PARK, FL 32789

    $124,990138 Days on yellowkey   MLS ID: L4957574

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

    For Sale L4957574 - 1695 LEE RD #E211, WINTER PARK, FL 32789 28 photos

    Bed: 2   Bath: 1.0
    Liv Area Sq Ft: 881
       Built: 1966
    Community: Waterfall Cove
    Condo


    Estimated Monthly Payment: $685 (change assumption)
    Mortgage ($685)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 188 LEWFIELD CIR #188, WINTER PARK, FL 32792

    $139,00043 Days on yellowkey   MLS ID: O6387291

    For Sale O6387291 - 188 LEWFIELD CIR #188, WINTER PARK, FL 32792 27 photos

    Bed: 1   Bath: 1.0
    Liv Area Sq Ft: 678
       Built: 1973
    Community: Stratford A Winter Park Condo
    Condo


    Estimated Monthly Payment: $762 (change assumption)
    Mortgage ($762)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


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

    $179,00043 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

    $1,500,00034 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

    $8,950,000191 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

    $500,00028 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


  • 3220 NETHERWOOD DR, WINTER PARK, FL 32792

    $279,99089 Days on yellowkey   MLS ID: O6374172

    For Sale O6374172 - 3220 NETHERWOOD DR, WINTER PARK, FL 32792 18 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1036
       Built: 1982
    Community: Coronation Add
    Half Duplex


    Estimated Monthly Payment: $1,534 (change assumption)
    Mortgage ($1,534)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


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

    $189,99991 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

    $350,00047 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

    $120,00081 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

    $1,149,000311 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


  • 102 LEWFIELD CIR #102, WINTER PARK, FL 32792

    $189,90042 Days on yellowkey   MLS ID: O6387520

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

    For Sale O6387520 - 102 LEWFIELD CIR #102, WINTER PARK, FL 32792 41 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 953
       Built: 1973
    Community: Stratford A Winter Park Condo
    Condo


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


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 870 CARVER ST, WINTER PARK, FL 32789

    $949,900152 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


  • 236 SCOTTSDALE SQ #236, WINTER PARK, FL 32792

    $75,00038 Days on yellowkey   MLS ID: O6388547

    For Sale O6388547 - 236 SCOTTSDALE SQ #236, WINTER PARK, FL 32792 26 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1085
       Built: 1974
    Community: Winter Park Woods Condo
    Condo


    Estimated Monthly Payment: $411 (change assumption)
    Mortgage ($411)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 2330 COLDSTREAM DR, WINTER PARK, FL 32792

    $650,00023 Days on yellowkey   MLS ID: O6384436

    For Sale O6384436 - 2330 COLDSTREAM DR, WINTER PARK, FL 32792 20 photos

    Bed: 4   Bath: 2.0
    Liv Area Sq Ft: 1750
       Built: 1958
    Community: Brookshire Heights
    Single Family


    Estimated Monthly Payment: $3,562 (change assumption)
    Mortgage ($3,562)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 3374 HAMLET LOOP, WINTER PARK, FL 32792

    $375,00043 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


  • 240 ORANGE TERRACE DR, WINTER PARK, FL 32789

    $485,000251 Days on yellowkey   MLS ID: O6330690

    For Sale O6330690 - 240 ORANGE TERRACE DR, WINTER PARK, FL 32789 30 photos

    Bed: 4   Bath: 2.0
    Liv Area Sq Ft: 1718
       Built: 1955
    Community: Orange Terrace
    Single Family


    Estimated Monthly Payment: $2,657 (change assumption)
    Mortgage ($2,657)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


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

    $144,00034 Days on yellowkey   MLS ID: O6390043

    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
    Community: Stratford A Winter Park Condo
    Condo


    Estimated Monthly Payment: $789 (change assumption)
    Mortgage ($789)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 1260 ALABAMA DR, WINTER PARK, FL 32789

    $6,900,00043 Days on yellowkey   MLS ID: O6387200

    For Sale O6387200 - 1260 ALABAMA DR, WINTER PARK, FL 32789 58 photos

    Bed: 6   Bath: 6.0
    Liv Area Sq Ft: 6396
       Built: 1991
    Community: J Kronenberger Sub
    Single Family


    Estimated Monthly Payment: $37,807 (change assumption)
    Mortgage ($37,807)


    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.