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Winter Park Homes For Sale & Real Estate - 378 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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  • 1250 FORMOSA AVE, WINTER PARK, FL 32789

    $560,00017 Days on yellowkey   MLS ID: O6393725

    For Sale O6393725 - 1250 FORMOSA AVE, WINTER PARK, FL 32789 37 photos

    Bed: 3   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 1937
       Built: 2022
    Monthly Fee: $252
       Tax: $8,328 (2025)
    Community: Urban Green 12
    Townhouse


    Estimated Monthly Payment: $4,014 (change assumption)
    Mortgage ($3,068) + Fees ($252) + Taxes in 2025 ($694)


    Taxes:$8,328

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3463 ARNEL DR, WINTER PARK, FL 32792

    $459,90037 Days on yellowkey   MLS ID: O6390301

    REDUCED by $20,000 (4.2%) on 04/12/2026

    For Sale O6390301 - 3463 ARNEL DR, WINTER PARK, FL 32792 58 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1770
       Built: 1967   Tax: $4,648 (2024)
    Community: Eastbrook Sub Unit 11
    Single Family


    Estimated Monthly Payment: $2,907 (change assumption)
    Mortgage ($2,520) + Taxes in 2024 ($387)


    Taxes:$4,648

    Elementary School: Eastbrook Elementary

    High School: Lake Howell High

    Tax Year: 2024

    Middle School: Tuskawilla Middle


  • 3131 LOWNDES DR, WINTER PARK, FL 32792

    $529,95044 Days on yellowkey   MLS ID: O6388846

    REDUCED by $4,950 (0.9%) on 04/16/2026

    For Sale O6388846 - 3131 LOWNDES DR, WINTER PARK, FL 32792 56 photos

    Bed: 4   Bath: 2.0
    Liv Area Sq Ft: 2126
       Built: 1967   Tax: $1,559 (2024)
    Community: Georgetown Estates
    Single Family


    Estimated Monthly Payment: $3,034 (change assumption)
    Mortgage ($2,904) + Taxes in 2024 ($130)


    Taxes:$1,559

    Elementary School: Lakemont Elem

    High School: Winter Park High

    Tax Year: 2024

    Middle School: Maitland Middle


  • 1926 NATALEN RD, WINTER PARK, FL 32792

    $649,90048 Days on yellowkey   MLS ID: O6388308

    For Sale O6388308 - 1926 NATALEN RD, WINTER PARK, FL 32792 44 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1469
       Built: 1957   Tax: $7,308 (2024)
    Community: Kenilworth Shores Sec 07
    Single Family


    Estimated Monthly Payment: $4,170 (change assumption)
    Mortgage ($3,561) + Taxes in 2024 ($609)


    Taxes:$7,308

    Elementary School: Brookshire Elem

    High School: Winter Park High

    Tax Year: 2024

    Middle School: Glenridge Middle


  • 1515 WINTER GREEN BLVD, WINTER PARK, FL 32792

    $315,00049 Days on yellowkey   MLS ID: O6384755

    For Sale O6384755 - 1515 WINTER GREEN BLVD, WINTER PARK, FL 32792 26 photos

    Bed: 3   Bath: 3.5
    Liv Area Sq Ft: 1652
       Built: 1984
    Monthly Fee: $188
       Tax: $3,993 (2024)
    Community: Winter Green
    Townhouse


    Estimated Monthly Payment: $2,247 (change assumption)
    Mortgage ($1,726) + Fees ($188) + Taxes in 2024 ($333)


    Taxes:$3,993

    Elementary School: English Estates Elementary

    High School: Lake Howell High

    Tax Year: 2024

    Middle School: Tuskawilla Middle


  • 330 ELKHORN CT, WINTER PARK, FL 32792

    $559,90088 Days on yellowkey   MLS ID: O6376757

    REDUCED by $10,000 (1.8%) on 04/16/2026

    For Sale O6376757 - 330 ELKHORN CT, WINTER PARK, FL 32792 41 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1570
       Built: 1965   Tax: $2,086 (2025)
    Community: Winter Park Pines Merrie Oaks
    Single Family


    Estimated Monthly Payment: $3,242 (change assumption)
    Mortgage ($3,068) + Taxes in 2025 ($174)


    Taxes:$2,086

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2317 SUN VALLEY CIR #2317, WINTER PARK, FL 32792

    $279,0006 Days on yellowkey   MLS ID: O6398500

    For Sale O6398500 - 2317 SUN VALLEY CIR #2317, WINTER PARK, FL 32792 18 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1295
       Built: 1987   Tax: $1,107 (2025)
    Community: Cedarwood Village 1
    Condo


    Estimated Monthly Payment: $1,621 (change assumption)
    Mortgage ($1,529) + Taxes in 2025 ($92)


    Taxes:$1,107

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 638 BLAIRSHIRE CIR, WINTER PARK, FL 32792

    $639,0005 Days on yellowkey   MLS ID: C7524884

    0 Days Off yellowkey (back on 4/18/2026)

    For Sale C7524884 - 638 BLAIRSHIRE CIR, WINTER PARK, FL 32792 51 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1701
       Built: 1964   Tax: $2,816 (2025)
    Community: Brookshire Heights 4Th Add
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $3,736 (change assumption)
    Mortgage ($3,501) + Taxes in 2025 ($235)


    Taxes:$2,816

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1537 BANTAM WAY, WINTER PARK, FL 32792

    $475,00036 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   Gar: 2
    Liv Area Sq Ft: 2312
       Built: 2022
    Monthly Fee: $330
       Tax: $5,964 (2025)
    Community: Enclave At Hawks Crest
    Townhouse


    Estimated Monthly Payment: $3,430 (change assumption)
    Mortgage ($2,603) + Fees ($330) + Taxes in 2025 ($497)


    Taxes:$5,964

    Elementary School: Eastbrook Elementary

    High School: Lake Howell High

    Tax Year: 2025

    Middle School: Tuskawilla Middle


  • 2007 EDWIN BLVD, WINTER PARK, FL 32792

    $369,90017 Days on yellowkey   MLS ID: O6396498

    REDUCED by $5,100 (1.4%) on 04/15/2026

    For Sale O6396498 - 2007 EDWIN BLVD, WINTER PARK, FL 32792 16 photos

    Bed: 3   Bath: 1.5
    Liv Area Sq Ft: 1296
       Built: 1955   Tax: $3,535 (2025)
    Community: Eastgate Sub
    Single Family


    Estimated Monthly Payment: $2,321 (change assumption)
    Mortgage ($2,027) + Taxes in 2025 ($295)


    Taxes:$3,535

    Elementary School: Lakemont Elem

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Maitland Middle


  • 102 BELL PL, WINTER PARK, FL 32792

    $1,399,0009 Days on yellowkey   MLS ID: O6398118

    For Sale O6398118 - 102 BELL PL, WINTER PARK, FL 32792 46 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2459
       Built: 2025   Tax: $4,224 (2025)
    Community: Eastgate Sub
    Single Family


    Estimated Monthly Payment: $8,018 (change assumption)
    Mortgage ($7,666) + Taxes in 2025 ($352)


    Taxes:$4,224

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1369 BLUE STEM LN, WINTER PARK, FL 32792

    $825,00016 Days on yellowkey   MLS ID: O6396971

    For Sale O6396971 - 1369 BLUE STEM LN, WINTER PARK, FL 32792 46 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2589
       Built: 2021
    Monthly Fee: $413
       Tax: $6,074 (2024)
    Community: Landings At Hawks Crest
    Single Family


    Estimated Monthly Payment: $5,440 (change assumption)
    Mortgage ($4,520) + Fees ($413) + Taxes in 2024 ($506)


    Taxes:$6,074

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1300 MAYFIELD AVE, WINTER PARK, FL 32789

    $2,850,00027 Days on yellowkey   MLS ID: O6393777

    For Sale O6393777 - 1300 MAYFIELD AVE, WINTER PARK, FL 32789 56 photos

    Bed: 5   Bath: 5.5   Gar: 4
    Liv Area Sq Ft: 4389
       Built: 1958   Tax: $26,658 (2025)
    Community: Temple Heights
    Spa: No

    Single Family


    Estimated Monthly Payment: $17,838 (change assumption)
    Mortgage ($15,616) + Taxes in 2025 ($2,221)


    Taxes:$26,658

    Elementary School: Lakemont Elem

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Maitland Middle


  • 418 GILBERT RD, WINTER PARK, FL 32792

    $740,00028 Days on yellowkey   MLS ID: O6385950

    For Sale O6385950 - 418 GILBERT RD, WINTER PARK, FL 32792 30 photos

    Bed: 3   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 1680
       Built: 1964   Tax: $9,094 (2025)
    Community: Winter Park Pines Ut 5
    Single Family


    Estimated Monthly Payment: $4,813 (change assumption)
    Mortgage ($4,055) + Taxes in 2025 ($758)


    Taxes:$9,094

    Elementary School: Brookshire Elem

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Glenridge Middle


  • 1807 HAMMERLIN AVE #G, WINTER PARK, FL 32789

    $580,00037 Days on yellowkey   MLS ID: O6391277

    For Sale O6391277 - 1807 HAMMERLIN AVE #G, WINTER PARK, FL 32789 25 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1818
       Built: 2006   Tax: $6,197 (2025)
    Community: Terrazo Del Sol
    Condo


    Estimated Monthly Payment: $3,694 (change assumption)
    Mortgage ($3,178) + Taxes in 2025 ($516)


    Taxes:$6,197

    Elementary School: Audubon Park K8

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Audubon Park K-8


  • 629 COUNTRY CLUB DR, WINTER PARK, FL 32789

    $1,695,00054 Days on yellowkey   MLS ID: O6386610

    For Sale O6386610 - 629 COUNTRY CLUB DR, WINTER PARK, FL 32789 46 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3031
       Built: 2026   Tax: $2,028 (2025)
    Community: Lords Sub
    Spa: No

    Single Family


    Estimated Monthly Payment: $9,456 (change assumption)
    Mortgage ($9,287) + Taxes in 2025 ($169)


    Taxes:$2,028

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 5143 LAZY OAKS DR #5143, WINTER PARK, FL 32792

    $285,0009 Days on yellowkey   MLS ID: O6398856

    For Sale O6398856 - 5143 LAZY OAKS DR #5143, WINTER PARK, FL 32792 38 photos

    Bed: 2   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1008
       Built: 1984   Tax: $668 (2024)
    Community: Lazy Oaks Condo
    Condo


    Estimated Monthly Payment: $1,617 (change assumption)
    Mortgage ($1,562) + Taxes in 2024 ($56)


    Taxes:$668

    Elementary School: Eastbrook Elementary

    High School: Lake Howell High

    Tax Year: 2024

    Middle School: Tuskawilla Middle


  • 7485 ALOMA PINES CT, WINTER PARK, FL 32792

    $390,00013 Days on yellowkey   MLS ID: O6398259

    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: $2,926 (change assumption)
    Mortgage ($2,137) + 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


  • 2702 PARKLAND DR, WINTER PARK, FL 32789

    $1,175,00013 Days on yellowkey   MLS ID: O6397997

    For Sale O6397997 - 2702 PARKLAND DR, WINTER PARK, FL 32789 48 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2656
       Built: 1949   Tax: $5,269 (2025)
    Community: Parklando
    Single Family


    Estimated Monthly Payment: $6,877 (change assumption)
    Mortgage ($6,438) + Taxes in 2025 ($439)


    Taxes:$5,269

    Elementary School: Audubon Park K8

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Audubon Park K-8


  • 1570 PALMER AVE, WINTER PARK, FL 32789

    $1,640,00030 Days on yellowkey   MLS ID: O6383529

    REDUCED by $50,000 (3.0%) on 04/13/2026

    For Sale O6383529 - 1570 PALMER AVE, WINTER PARK, FL 32789 39 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3048
       Built: 2007   Tax: $10,527 (2024)
    Community: Comstock Park
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $9,863 (change assumption)
    Mortgage ($8,986) + Taxes in 2024 ($877)


    Taxes:$10,527

    Elementary School: None

    High School: None

    Tax Year: 2024

    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.