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Winter Park Homes For Sale & Real Estate - 447 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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  • 950 HANOVER AVE, WINTER PARK, FL 32789

    $470,00050 Days on yellowkey   MLS ID: O6398273

    For Sale O6398273 - 950 HANOVER AVE, WINTER PARK, FL 32789 28 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1606
       Built: 1956   Tax: $3,525 (2025)
    Community: Albert Lee Ridge 1St Add
    Single Family


    Estimated Monthly Payment: $2,869 (change assumption)
    Mortgage ($2,575) + Taxes in 2025 ($294)


    Taxes:$3,525

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 405 LAKE FAIR LN, WINTER PARK, FL 32789

    $455,00067 Days on yellowkey   MLS ID: O6393594

    REDUCED by $4,000 (0.9%) on 05/22/2026

    For Sale O6393594 - 405 LAKE FAIR LN, WINTER PARK, FL 32789 45 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1491
       Built: 1957   Tax: $1,355 (2025)
    Community: Fairbanks Shores 5Th Add
    Single Family


    Estimated Monthly Payment: $2,606 (change assumption)
    Mortgage ($2,493) + Taxes in 2025 ($113)


    Taxes:$1,355

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1760 PERUVIAN LN, WINTER PARK, FL 32792

    $339,00085 Days on yellowkey   MLS ID: A4685217

    For Sale A4685217 - 1760 PERUVIAN LN, WINTER PARK, FL 32792 23 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1160
       Built: 1960   Tax: $3,470 (2025)
    Community: Eastbrook Sub Unit 06
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,147 (change assumption)
    Mortgage ($1,857) + Taxes in 2025 ($289)


    Taxes:$3,470

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 661 SELKIRK DR, WINTER PARK, FL 32792

    $625,000221 Days on yellowkey   MLS ID: O6354700

    REDUCED by $25,000 (3.8%) on 05/19/2026

    For Sale O6354700 - 661 SELKIRK DR, WINTER PARK, FL 32792 19 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2150
       Built: 1962   Tax: $2,353 (2024)
    Community: Kenilworth Shores Sec 05
    Single Family


    Estimated Monthly Payment: $3,621 (change assumption)
    Mortgage ($3,425) + Taxes in 2024 ($196)


    Taxes:$2,353

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 311 E MORSE BLVD #7-11, WINTER PARK, FL 32789

    $299,000277 Days on yellowkey   MLS ID: O6337061

    REDUCED by $10,900 (3.5%) on 05/24/2026

    For Sale O6337061 - 311 E MORSE BLVD #7-11, WINTER PARK, FL 32789 25 photos

    Bed: 1   Bath: 1.0   Gar: 1
    Liv Area Sq Ft: 570
       Built: 1960   Tax: $668 (2024)
    Community: Phillips Circle Rep
    Condo


    Estimated Monthly Payment: $1,694 (change assumption)
    Mortgage ($1,638) + Taxes in 2024 ($56)


    Taxes:$668

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1540 FLORENTINO LN, WINTER PARK, FL 32792

    $335,0008 Days on yellowkey   MLS ID: O6408841

    For Sale O6408841 - 1540 FLORENTINO LN, WINTER PARK, FL 32792 20 photos

    Bed: 3   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1682
       Built: 2004
    Monthly Fee: $175
       Tax: $5,340 (2025)
    Community: Vistas At Lake Howell
    Townhouse


    Estimated Monthly Payment: $2,456 (change assumption)
    Mortgage ($1,836) + Fees ($175) + Taxes in 2025 ($445)


    Taxes:$5,340

    Elementary School: Sterling Park Elementary

    High School: Lake Howell High

    Tax Year: 2025

    Middle School: Tuskawilla Middle


  • 1695 LEE RD #E103, WINTER PARK, FL 32789

    $134,90065 Days on yellowkey   MLS ID: S5146352

    REDUCED by $3,000 (2.2%) on 05/24/2026

    For Sale S5146352 - 1695 LEE RD #E103, WINTER PARK, FL 32789 23 photos

    Bed: 2   Bath: 1.0
    Liv Area Sq Ft: 881
       Built: 1966
    Monthly Fee: $482
       Tax: $2,041 (2025)
    Community: Waterfall Cove
    Condo


    Estimated Monthly Payment: $1,391 (change assumption)
    Mortgage ($739) + Fees ($482) + Taxes in 2025 ($170)


    Taxes:$2,041

    Elementary School: Hungerford Elem

    High School: Edgewater High

    Tax Year: 2025

    Middle School: College Park Middle


  • 2940 DE BROCY WAY, WINTER PARK, FL 32792

    $785,00013 Days on yellowkey   MLS ID: O6408085

    0 Days Off yellowkey (back on 5/23/2026)

    For Sale O6408085 - 2940 DE BROCY WAY, WINTER PARK, FL 32792 55 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2679
       Built: 1971   Tax: $8,647 (2025)
    Community: Winter Park Pines
    Spa: No

    Single Family


    Estimated Monthly Payment: $5,022 (change assumption)
    Mortgage ($4,301) + Taxes in 2025 ($721)


    Taxes:$8,647

    Elementary School: Aloma Elem

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Glenridge Middle


  • 1649 HARMON AVE, WINTER PARK, FL 32789

    $1,349,90072 Days on yellowkey   MLS ID: O6392216

    REDUCED by $49,100 (3.5%) on 05/15/2026

    For Sale O6392216 - 1649 HARMON AVE, WINTER PARK, FL 32789 57 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3223
       Built: 2018   Tax: $11,908 (2025)
    Community: Lawndale
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $8,389 (change assumption)
    Mortgage ($7,397) + Taxes in 2025 ($992)


    Taxes:$11,908

    Elementary School: Killarney Elem

    High School: Edgewater High

    Tax Year: 2025

    Middle School: College Park Middle


  • 1090 WILDMEADOW RUN, WINTER PARK, FL 32792

    $845,00065 Days on yellowkey   MLS ID: O6394208

    For Sale O6394208 - 1090 WILDMEADOW RUN, WINTER PARK, FL 32792 37 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2589
       Built: 2021
    Monthly Fee: $243
       Tax: $6,258 (2024)
    Community: Hawks Crest
    Single Family


    Estimated Monthly Payment: $5,394 (change assumption)
    Mortgage ($4,630) + Fees ($243) + Taxes in 2024 ($521)


    Taxes:$6,258

    Elementary School: Eastbrook Elementary

    High School: Lake Howell High

    Tax Year: 2024

    Middle School: Tuskawilla Middle


  • 2333 WESTMINSTER CT, WINTER PARK, FL 32789

    $719,00014 Days on yellowkey   MLS ID: O6407054

    For Sale O6407054 - 2333 WESTMINSTER CT, WINTER PARK, FL 32789 48 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1877
       Built: 1948   Tax: $6,723 (2025)
    Community: Glencoe Sub
    Single Family


    Estimated Monthly Payment: $4,500 (change assumption)
    Mortgage ($3,940) + Taxes in 2025 ($560)


    Taxes:$6,723

    Elementary School: Killarney Elem

    High School: Edgewater High

    Tax Year: 2025

    Middle School: College Park Middle


  • 5210 OHIO ST, WINTER PARK, FL 32792

    $445,00016 Days on yellowkey   MLS ID: O6408143

    0 Days Off yellowkey (back on 5/23/2026)

    For Sale O6408143 - 5210 OHIO ST, WINTER PARK, FL 32792 34 photos

    Bed: 4   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1946
       Built: 1973   Tax: $4,869 (2024)
    Community: Suburban Homes Sec 2
    Single Family


    Estimated Monthly Payment: $2,844 (change assumption)
    Mortgage ($2,438) + Taxes in 2024 ($406)


    Taxes:$4,869

    Elementary School: Eastbrook Elementary

    High School: Lake Howell High

    Tax Year: 2024

    Middle School: Tuskawilla Middle


  • 2503 TAHOE CIR #2503, WINTER PARK, FL 32792

    $250,00059 Days on yellowkey   MLS ID: O6395130

    For Sale O6395130 - 2503 TAHOE CIR #2503, WINTER PARK, FL 32792 20 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1173
       Built: 1981   Tax: $506 (2025)
    Community: Cedarwood Village 1
    Condo


    Estimated Monthly Payment: $1,412 (change assumption)
    Mortgage ($1,370) + Taxes in 2025 ($42)


    Taxes:$506

    Elementary School: English Estates Elementary

    High School: Lake Howell High

    Tax Year: 2025

    Middle School: Tuskawilla Middle


  • 2232 BANCHORY ROAD, WINTER PARK, FL 32792

    $1,115,00027 Days on yellowkey   MLS ID: O6404702

    REDUCED by $45,000 (3.9%) on 05/21/2026

    For Sale O6404702 - 2232 BANCHORY ROAD, WINTER PARK, FL 32792 44 photos

    Bed: 4   Bath: 3.0   Gar: 1
    Liv Area Sq Ft: 2597
       Built: 1966   Tax: $11,186 (2025)
    Community: Brookshire Heights 4Th Add
    Single Family


    Estimated Monthly Payment: $7,042 (change assumption)
    Mortgage ($6,109) + Taxes in 2025 ($932)


    Taxes:$11,186

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2087 LAURELWOOD WAY, WINTER PARK, FL 32792

    $624,000257 Days on yellowkey   MLS ID: O6344482

    REDUCED by $35,000 (5.3%) on 05/06/2026

    For Sale O6344482 - 2087 LAURELWOOD WAY, WINTER PARK, FL 32792 30 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1920
       Built: 2019
    Monthly Fee: $236
       Tax: $4,680 (2024)
    Community: Hawks Crest
    Single Family


    Estimated Monthly Payment: $4,045 (change assumption)
    Mortgage ($3,419) + Fees ($236) + Taxes in 2024 ($390)


    Taxes:$4,680

    Elementary School: Eastbrook Elementary

    High School: Lake Howell High

    Tax Year: 2024

    Middle School: Tuskawilla Middle


  • 7485 ALOMA PINES CT, WINTER PARK, FL 32792

    $375,00051 Days on yellowkey   MLS ID: O6398259

    REDUCED by $15,000 (3.8%) on 05/23/2026

    For Sale O6398259 - 7485 ALOMA PINES CT, WINTER PARK, FL 32792 34 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1787
       Built: 2017
    Monthly Fee: $407
       Tax: $4,585 (2025)
    Community: Aloma Trails
    Spa: No

    Townhouse


    Estimated Monthly Payment: $2,844 (change assumption)
    Mortgage ($2,055) + Fees ($407) + Taxes in 2025 ($382)


    Taxes:$4,585

    Elementary School: Eastbrook Elementary

    High School: Lake Howell High

    Tax Year: 2025

    Middle School: Tuskawilla Middle


  • 1617 CHILEAN LN, WINTER PARK, FL 32792

    $367,500136 Days on yellowkey   MLS ID: O6373026

    1 Days Off yellowkey (back on 5/15/2026)

    REDUCED by $2,400 (0.6%) on 04/30/2026

    For Sale O6373026 - 1617 CHILEAN LN, WINTER PARK, FL 32792 40 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1359
       Built: 1960   Tax: $3,432 (2024)
    Community: Eastbrook Sub Unit 05
    Single Family


    Estimated Monthly Payment: $2,300 (change assumption)
    Mortgage ($2,014) + Taxes in 2024 ($286)


    Taxes:$3,432

    Elementary School: Eastbrook Elementary

    High School: Lake Howell High

    Tax Year: 2024

    Middle School: Tuskawilla Middle


  • 1354 TIERRA CIR, WINTER PARK, FL 32792

    $425,000503 Days on yellowkey   MLS ID: O6271121

    For Sale O6271121 - 1354 TIERRA CIR, WINTER PARK, FL 32792 31 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1827
       Built: 1969
    Monthly Fee: $2
       Tax: $3,812 (2023)
    Community: Casa Aloma
    Single Family


    Estimated Monthly Payment: $2,648 (change assumption)
    Mortgage ($2,329) + Fees ($2) + Taxes in 2023 ($318)


    Taxes:$3,812

    Elementary School: English Estates Elementary

    High School: Lake Howell High

    Tax Year: 2023

    Middle School: Tuskawilla Middle


  • 501 HERITAGE BLVD, WINTER PARK, FL 32792

    $479,90079 Days on yellowkey   MLS ID: S5145746

    REDUCED by $5,090 (1.0%) on 05/23/2026

    For Sale S5145746 - 501 HERITAGE BLVD, WINTER PARK, FL 32792 20 photos

    Bed: 4   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1376
       Built: 1966   Tax: $10,434 (2025)
    Community: Georgetown Estates
    Single Family


    Estimated Monthly Payment: $3,499 (change assumption)
    Mortgage ($2,630) + Taxes in 2025 ($870)


    Taxes:$10,434

    Elementary School: Lakemont Elem

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Maitland Middle


  • 700 MELROSE AVE #J24, WINTER PARK, FL 32789

    $390,0009 Days on yellowkey   MLS ID: R4911307

    For Sale R4911307 - 700 MELROSE AVE #J24, WINTER PARK, FL 32789 28 photos

    Bed: 1   Bath: 1.0
    Liv Area Sq Ft: 987
       Built: 1964   Tax: $3,874 (2025)
    Community: Winter Park Gardens Condo
    Condo


    Estimated Monthly Payment: $2,460 (change assumption)
    Mortgage ($2,137) + Taxes in 2025 ($323)


    Taxes:$3,874

    Elementary School: None

    High School: None

    Tax Year: 2025

    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.