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Winter Park Homes For Sale & Real Estate - 449 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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  • 3019 ANTIQUE OAKS CIR #124, WINTER PARK, FL 32792

    $144,500297 Days on yellowkey   MLS ID: O6337083

    REDUCED by $4,000 (2.7%) on 06/15/2026

    For Sale O6337083 - 3019 ANTIQUE OAKS CIR #124, WINTER PARK, FL 32792 26 photos

    Bed: 1   Bath: 1.0
    Liv Area Sq Ft: 749
       Built: 1984
    Monthly Fee: $300
       Tax: $2,050 (2024)
    Community: Parkview Village
    Spa: No

    Condo


    Estimated Monthly Payment: $1,263 (change assumption)
    Mortgage ($792) + Fees ($300) + Taxes in 2024 ($171)


    Taxes:$2,050

    Elementary School: Aloma Elem

    High School: Winter Park High

    Tax Year: 2024

    Middle School: Glenridge Middle


  • 700 MELROSE AVE #H4, WINTER PARK, FL 32789

    $290,00024 Days on yellowkey   MLS ID: O6409318

    For Sale O6409318 - 700 MELROSE AVE #H4, WINTER PARK, FL 32789 43 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1074
       Built: 1964
    Monthly Fee: $699
       Tax: $851 (2025)
    Community: Winter Park Gardens Condo
    Condo


    Estimated Monthly Payment: $2,359 (change assumption)
    Mortgage ($1,589) + Fees ($699) + Taxes in 2025 ($71)


    Taxes:$851

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1701 GOODRICH AVE, WINTER PARK, FL 32789

    $709,00056 Days on yellowkey   MLS ID: O6400278

    0 Days Off yellowkey (back on 6/15/2026)

    REDUCED by $30,000 (4.1%) on 06/05/2026

    For Sale O6400278 - 1701 GOODRICH AVE, WINTER PARK, FL 32789 44 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1528
       Built: 1950   Tax: $5,023 (2025)
    Community: Sylvan Hgts
    Single Family


    Estimated Monthly Payment: $4,303 (change assumption)
    Mortgage ($3,885) + Taxes in 2025 ($419)


    Taxes:$5,023

    Elementary School: Brookshire Elem

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Glenridge Middle


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

    $515,00090 Days on yellowkey   MLS ID: O6391277

    REDUCED by $10,000 (1.9%) on 06/15/2026

    For Sale O6391277 - 1807 HAMMERLIN AVE #G, WINTER PARK, FL 32789 29 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: $3,338 (change assumption)
    Mortgage ($2,822) + 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


  • 1927 ELAND AVE, WINTER PARK, FL 32789

    $820,000124 Days on yellowkey   MLS ID: O6381009

    REDUCED by $5,000 (0.6%) on 06/15/2026

    For Sale O6381009 - 1927 ELAND AVE, WINTER PARK, FL 32789 68 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2242
       Built: 1957   Tax: $3,190 (2024)
    Community: Lake Bell Terrace
    Single Family


    Estimated Monthly Payment: $4,759 (change assumption)
    Mortgage ($4,493) + Taxes in 2024 ($266)


    Taxes:$3,190

    Elementary School: Hungerford Elem

    High School: Edgewater High

    Tax Year: 2024

    Middle School: College Park Middle


  • 2222 MARSH SEDGE LN, WINTER PARK, FL 32792

    $739,000313 Days on yellowkey   MLS ID: O6333145

    REDUCED by $25,900 (3.4%) on 06/13/2026

    For Sale O6333145 - 2222 MARSH SEDGE LN, WINTER PARK, FL 32792 60 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2192
       Built: 2019
    Monthly Fee: $243
       Tax: $7,847 (2024)
    Community: Preserve At Hawks Crest
    Single Family


    Estimated Monthly Payment: $4,946 (change assumption)
    Mortgage ($4,049) + Fees ($243) + Taxes in 2024 ($654)


    Taxes:$7,847

    Elementary School: Eastbrook Elementary

    High School: Lake Howell High

    Tax Year: 2024

    Middle School: Tuskawilla Middle


  • 1220 WOODMERE DR, WINTER PARK, FL 32789

    $1,700,0003 Days on yellowkey   MLS ID: O6415611

    For Sale O6415611 - 1220 WOODMERE DR, WINTER PARK, FL 32789 44 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2815
       Built: 1996   Tax: $7,845 (2025)
    Community: Woodmere Terrace Rep
    Single Family


    Estimated Monthly Payment: $9,969 (change assumption)
    Mortgage ($9,315) + Taxes in 2025 ($654)


    Taxes:$7,845

    Elementary School: Lakemont Elem

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Maitland Middle


  • 5503 ALBERT DR, WINTER PARK, FL 32792

    $402,50012 Days on yellowkey   MLS ID: S5151098

    REDUCED by $2,500 (0.6%) on 06/15/2026

    For Sale S5151098 - 5503 ALBERT DR, WINTER PARK, FL 32792 57 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1366
       Built: 1978   Tax: $4,123 (2025)
    Community: Howell Branch Woods
    Single Family


    Estimated Monthly Payment: $2,549 (change assumption)
    Mortgage ($2,205) + Taxes in 2025 ($344)


    Taxes:$4,123

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2708 LION HEART RD, WINTER PARK, FL 32792

    $617,500103 Days on yellowkey   MLS ID: O6387685

    REDUCED by $2,400 (0.4%) on 06/15/2026

    For Sale O6387685 - 2708 LION HEART RD, WINTER PARK, FL 32792 47 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1785
       Built: 1963   Tax: $7,007 (2024)
    Community: Winter Park Pines Rep
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,967 (change assumption)
    Mortgage ($3,383) + Taxes in 2024 ($584)


    Taxes:$7,007

    Elementary School: Brookshire Elem

    High School: Winter Park High

    Tax Year: 2024

    Middle School: Glenridge Middle


  • 2383 SUN VALLEY CIR #2383, WINTER PARK, FL 32792

    $259,00056 Days on yellowkey   MLS ID: O6400674

    REDUCED by $10,000 (3.7%) on 05/24/2026

    For Sale O6400674 - 2383 SUN VALLEY CIR #2383, WINTER PARK, FL 32792 32 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1295
       Built: 1985
    Monthly Fee: $499
       Tax: $2,560 (2024)
    Community: Cedarwood Village 1
    Condo


    Estimated Monthly Payment: $2,131 (change assumption)
    Mortgage ($1,419) + Fees ($499) + Taxes in 2024 ($213)


    Taxes:$2,560

    Elementary School: English Estates Elementary

    High School: Lake Howell High

    Tax Year: 2024

    Middle School: Tuskawilla Middle


  • 2299 VIA TUSCANY, WINTER PARK, FL 32789

    $2,150,000223 Days on yellowkey   MLS ID: O6355858

    REDUCED by $50,000 (2.3%) on 05/27/2026

    For Sale O6355858 - 2299 VIA TUSCANY, WINTER PARK, FL 32789 60 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3986
       Built: 1953   Tax: $13,185 (2025)
    Community: Maitland Shores
    Single Family


    Estimated Monthly Payment: $12,879 (change assumption)
    Mortgage ($11,781) + Taxes in 2025 ($1,099)


    Taxes:$13,185

    Elementary School: Dommerich Elem

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Maitland Middle


  • 1016 MANCHESTER CIR, WINTER PARK, FL 32792

    $417,5007 Days on yellowkey   MLS ID: O6414031

    For Sale O6414031 - 1016 MANCHESTER CIR, WINTER PARK, FL 32792 22 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1625
       Built: 1976   Tax: $4,388 (2025)
    Community: Howell Estates Rep
    Single Family


    Estimated Monthly Payment: $2,653 (change assumption)
    Mortgage ($2,288) + Taxes in 2025 ($366)


    Taxes:$4,388

    Elementary School: Eastbrook Elementary

    High School: Lake Howell High

    Tax Year: 2025

    Middle School: Tuskawilla Middle


  • 2008 HOUNDSLAKE DR, WINTER PARK, FL 32792

    $515,000Listed 06/15/2026 2:00PM   MLS ID: O6414369

    For Sale O6414369 - 2008 HOUNDSLAKE DR, WINTER PARK, FL 32792 45 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2250
       Built: 1980   Tax: $5,253 (2025)
    Community: Cedar Ridge
    Single Family


    Estimated Monthly Payment: $3,260 (change assumption)
    Mortgage ($2,822) + Taxes in 2025 ($438)


    Taxes:$5,253

    Elementary School: Eastbrook Elementary

    High School: Lake Howell High

    Tax Year: 2025

    Middle School: Tuskawilla Middle


  • 5806 MARBLE CT, WINTER PARK, FL 32792

    $289,00042 Days on yellowkey   MLS ID: O6399228

    REDUCED by $6,000 (2.0%) on 05/28/2026

    For Sale O6399228 - 5806 MARBLE CT, WINTER PARK, FL 32792 20 photos

    Bed: 2   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1140
       Built: 1989
    Monthly Fee: $69
       Tax: $3,411 (2025)
    Community: Aloma Park
    Half Duplex


    Estimated Monthly Payment: $1,937 (change assumption)
    Mortgage ($1,584) + Fees ($69) + Taxes in 2025 ($284)


    Taxes:$3,411

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1009 LAKE BELL DR, WINTER PARK, FL 32789

    $650,00024 Days on yellowkey   MLS ID: O6409849

    REDUCED by $49,000 (7.0%) on 06/15/2026

    For Sale O6409849 - 1009 LAKE BELL DR, WINTER PARK, FL 32789 41 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1467
       Built: 1958   Tax: $5,448 (2025)
    Community: Albert Lee Ridge Add 02
    Single Family


    Estimated Monthly Payment: $4,016 (change assumption)
    Mortgage ($3,562) + Taxes in 2025 ($454)


    Taxes:$5,448

    Elementary School: Hungerford Elem

    High School: Edgewater High

    Tax Year: 2025

    Middle School: College Park Middle


  • 1649 HARMON AVE, WINTER PARK, FL 32789

    $1,299,90087 Days on yellowkey   MLS ID: O6392216

    REDUCED by $50,000 (3.7%) on 06/12/2026

    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: $8,115 (change assumption)
    Mortgage ($7,123) + Taxes in 2025 ($992)


    Taxes:$11,908

    Elementary School: Killarney Elem

    High School: Edgewater High

    Tax Year: 2025

    Middle School: College Park Middle


  • 1250 FORMOSA AVE, WINTER PARK, FL 32789

    $560,00012 Days on yellowkey   MLS ID: O6412954

    For Sale O6412954 - 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


  • 437 N CAPEN AVE, WINTER PARK, FL 32789

    $849,000Listed 06/15/2026 12:08PM   MLS ID: O6414283

    For Sale O6414283 - 437 N CAPEN AVE, WINTER PARK, FL 32789 36 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1904
       Built: 2016
    Monthly Fee: $400
       Tax: $11,943 (2025)
    Community: Canton Ave Cottages 1
    Single Family


    Estimated Monthly Payment: $6,047 (change assumption)
    Mortgage ($4,652) + Fees ($400) + Taxes in 2025 ($995)


    Taxes:$11,943

    Elementary School: Killarney Elem

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Maitland Middle


  • 721 PANSY AVE, WINTER PARK, FL 32789

    $1,850,000237 Days on yellowkey   MLS ID: O6352857

    REDUCED by $75,000 (3.9%) on 06/10/2026

    For Sale O6352857 - 721 PANSY AVE, WINTER PARK, FL 32789 29 photos

    Bed: 4   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 2653
       Built: 2018   Tax: $15,480 (2025)
    Community: Villa View Park
    Single Family


    Estimated Monthly Payment: $11,427 (change assumption)
    Mortgage ($10,137) + Taxes in 2025 ($1,290)


    Taxes:$15,480

    Elementary School: Lakemont Elem

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Maitland Middle


  • 1023 WORTHING CT, WINTER PARK, FL 32792

    $450,0003 Days on yellowkey   MLS ID: O6416552

    REDUCED by $10,000 (2.2%) on 06/15/2026

    For Sale O6416552 - 1023 WORTHING CT, WINTER PARK, FL 32792 28 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1184
       Built: 1983   Tax: $1,092 (2025)
    Community: Howell Estates 2Nd Add
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,557 (change assumption)
    Mortgage ($2,466) + Taxes in 2025 ($91)


    Taxes:$1,092

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None




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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.