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Winter Park Homes For Sale & Real Estate - 409 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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  • 2383 SUN VALLEY CIR #2383, WINTER PARK, FL 32792

    $245,000102 Days on yellowkey   MLS ID: O6400674

    REDUCED by $5,000 (2.0%) on 07/11/2026

    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: $2,055 (change assumption)
    Mortgage ($1,342) + 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


  • 645 PANSY AVE, WINTER PARK, FL 32789

    $2,390,000Listed 07/31/2026 5:35PM   MLS ID: O6428967

    For Sale O6428967 - 645 PANSY AVE, WINTER PARK, FL 32789 59 photos

    Bed: 4   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 3661
       Built: 2010   Tax: $22,581 (2025)
    Community: Villa View Park
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $14,977 (change assumption)
    Mortgage ($13,096) + Taxes in 2025 ($1,882)


    Taxes:$22,581

    Elementary School: Lakemont Elem

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Maitland Middle


  • 2251 NAIRN DR, WINTER PARK, FL 32792

    $649,900Listed 07/31/2026 2:25PM   MLS ID: O6429723

    For Sale O6429723 - 2251 NAIRN DR, WINTER PARK, FL 32792 38 photos

    Bed: 4   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1978
       Built: 2015   Tax: $7,391 (2025)
    Community: Aloma
    Townhouse


    Estimated Monthly Payment: $4,177 (change assumption)
    Mortgage ($3,561) + Taxes in 2025 ($616)


    Taxes:$7,391

    Elementary School: Brookshire Elem

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Glenridge Middle


  • 758 WARRENTON RD, WINTER PARK, FL 32792

    $318,985121 Days on yellowkey   MLS ID: O6395298

    For Sale O6395298 - 758 WARRENTON RD, WINTER PARK, FL 32792 52 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1196
       Built: 1988
    Monthly Fee: $86
       Tax: $3,689 (2025)
    Community: Winter Park Pines Patio Homes
    Half Duplex


    Estimated Monthly Payment: $2,141 (change assumption)
    Mortgage ($1,748) + Fees ($86) + Taxes in 2025 ($307)


    Taxes:$3,689

    Elementary School: Aloma Elem

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Glenridge Middle


  • 7426 BLUE JACKET PL E, WINTER PARK, FL 32792

    $324,9008 Days on yellowkey   MLS ID: O6427029

    For Sale O6427029 - 7426 BLUE JACKET PL E, WINTER PARK, FL 32792 28 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1150
       Built: 1971   Tax: $753 (2025)
    Community: Woodcrest Unit 03
    Single Family


    Estimated Monthly Payment: $1,843 (change assumption)
    Mortgage ($1,780) + Taxes in 2025 ($63)


    Taxes:$753

    Elementary School: Eastbrook Elementary

    High School: Lake Howell High

    Tax Year: 2025

    Middle School: Tuskawilla Middle


  • 333 CORNWALL RD, WINTER PARK, FL 32792

    $549,90070 Days on yellowkey   MLS ID: O6409379

    REDUCED by $29,100 (5.0%) on 07/31/2026

    For Sale O6409379 - 333 CORNWALL RD, WINTER PARK, FL 32792 32 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1660
       Built: 1963
    Monthly Fee: $5
       Tax: $2,654 (2025)
    Community: Winter Park Pines
    Single Family


    Estimated Monthly Payment: $3,239 (change assumption)
    Mortgage ($3,013) + Fees ($5) + Taxes in 2025 ($221)


    Taxes:$2,654

    Elementary School: Brookshire Elem

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Glenridge Middle


  • 1525 GRANVILLE DR, WINTER PARK, FL 32789

    $4,750,000Listed 07/31/2026 3:20PM   MLS ID: O6422951

    For Sale O6422951 - 1525 GRANVILLE DR, WINTER PARK, FL 32789 56 photos

    Bed: 5   Bath: 5.5   Gar: 2
    Liv Area Sq Ft: 5211
       Built: 2026   Tax: $22,179 (2025)
    Community: Park Grove
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $27,875 (change assumption)
    Mortgage ($26,027) + Taxes in 2025 ($1,848)


    Taxes:$22,179

    Elementary School: Dommerich Elem

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Maitland Middle


  • 644 N KNOWLES AVE #3, WINTER PARK, FL 32789

    $475,00034 Days on yellowkey   MLS ID: O6420484

    For Sale O6420484 - 644 N KNOWLES AVE #3, WINTER PARK, FL 32789 32 photos

    Bed: 1   Bath: 1.0
    Liv Area Sq Ft: 767
       Built: 1974   Tax: $4,218 (2025)
    Community: Knowles Manor North Condo
    Condo


    Estimated Monthly Payment: $2,954 (change assumption)
    Mortgage ($2,603) + Taxes in 2025 ($352)


    Taxes:$4,218

    Elementary School: Lakemont Elem

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Maitland Middle


  • 125 S INTERLACHEN AVE #2, WINTER PARK, FL 32789

    $3,150,00065 Days on yellowkey   MLS ID: O6411134

    For Sale O6411134 - 125 S INTERLACHEN AVE #2, WINTER PARK, FL 32789 50 photos

    Bed: 3   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 3244
       Built: 2020
    Monthly Fee: $1,771
       Tax: $30,530 (2025)
    Community: South Interlachen Place
    Townhouse


    Estimated Monthly Payment: $21,575 (change assumption)
    Mortgage ($17,260) + Fees ($1,771) + Taxes in 2025 ($2,544)


    Taxes:$30,530

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 938 GOLFSIDE DR, WINTER PARK, FL 32792

    $820,00015 Days on yellowkey   MLS ID: O6425467

    0 Days Off yellowkey (back on 7/21/2026)

    For Sale O6425467 - 938 GOLFSIDE DR, WINTER PARK, FL 32792 48 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2366
       Built: 1968   Tax: $5,917 (2025)
    Community: Golfside Sec 2
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,986 (change assumption)
    Mortgage ($4,493) + Taxes in 2025 ($493)


    Taxes:$5,917

    Elementary School: Brookshire Elem

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Glenridge Middle


  • 228 RIPPLING LN, WINTER PARK, FL 32789

    $540,0001 Day on yellowkey   MLS ID: O6429407

    For Sale O6429407 - 228 RIPPLING LN, WINTER PARK, FL 32789 55 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1618
       Built: 1954   Tax: $5,734 (2025)
    Community: Unrecorded Plat
    Single Family


    Estimated Monthly Payment: $3,437 (change assumption)
    Mortgage ($2,959) + Taxes in 2025 ($478)


    Taxes:$5,734

    Elementary School: Killarney Elem

    High School: Edgewater High

    Tax Year: 2025

    Middle School: College Park Middle


  • 1421 CHAPMAN CIR, WINTER PARK, FL 32789

    $1,450,00049 Days on yellowkey   MLS ID: O6415941

    REDUCED by $100,000 (6.5%) on 07/11/2026

    For Sale O6415941 - 1421 CHAPMAN CIR, WINTER PARK, FL 32789 49 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3578
       Built: 2005
    Monthly Fee: $268
       Tax: $10,592 (2025)
    Community: Windsong Elizabeths Walk 43/81
    Single Family


    Estimated Monthly Payment: $9,096 (change assumption)
    Mortgage ($7,945) + Fees ($268) + Taxes in 2025 ($883)


    Taxes:$10,592

    Elementary School: Brookshire Elem

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Glenridge Middle


  • 1260 ALABAMA DR, WINTER PARK, FL 32789

    $6,900,000150 Days on yellowkey   MLS ID: O6387200

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

    Bed: 6   Bath: 6.0   Gar: 3
    Liv Area Sq Ft: 6396
       Built: 1991   Tax: $59,749 (2025)
    Community: J Kronenberger Sub
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $42,786 (change assumption)
    Mortgage ($37,807) + Taxes in 2025 ($4,979)


    Taxes:$59,749

    Elementary School: Lakemont Elem

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Maitland Middle


  • 3321 ROYAL ST, WINTER PARK, FL 32792

    $280,00012 Days on yellowkey   MLS ID: A4700206

    1 Days Off yellowkey (back on 7/31/2026)

    For Sale A4700206 - 3321 ROYAL ST, WINTER PARK, FL 32792 20 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1197
       Built: 1982   Tax: $4,462 (2025)
    Community: Coronation Add
    Spa: No

    Half Duplex


    Estimated Monthly Payment: $1,906 (change assumption)
    Mortgage ($1,534) + Taxes in 2025 ($372)


    Taxes:$4,462

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 641 NORTHWOOD CIRCLE, WINTER PARK, FL 32789

    $1,669,00060 Days on yellowkey   MLS ID: O6412554

    REDUCED by $56,000 (3.2%) on 07/24/2026

    For Sale O6412554 - 641 NORTHWOOD CIRCLE, WINTER PARK, FL 32789 41 photos

    Bed: 3   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 2756
       Built: 2023   Tax: $18,393 (2025)
    Community: Winter Park Oasis
    Single Family


    Estimated Monthly Payment: $10,678 (change assumption)
    Mortgage ($9,145) + Taxes in 2025 ($1,533)


    Taxes:$18,393

    Elementary School: Lakemont Elem

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Maitland Middle


  • 1250 FORMOSA AVE, WINTER PARK, FL 32789

    $550,00058 Days on yellowkey   MLS ID: O6412954

    REDUCED by $10,000 (1.8%) on 07/31/2026

    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: $3,960 (change assumption)
    Mortgage ($3,014) + Fees ($252) + Taxes in 2025 ($694)


    Taxes:$8,328

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1751 GLENCOE RD, WINTER PARK, FL 32789

    $3,390,000269 Days on yellowkey   MLS ID: O6339739

    REDUCED by $100,000 (2.9%) on 06/06/2026

    For Sale O6339739 - 1751 GLENCOE RD, WINTER PARK, FL 32789 45 photos

    Bed: 5   Bath: 6.0   Gar: 2
    Liv Area Sq Ft: 4520
       Built: 2025   Tax: $12,895 (2024)
    Community: Forest Hills
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $19,649 (change assumption)
    Mortgage ($18,575) + Taxes in 2024 ($1,075)


    Taxes:$12,895

    Elementary School: Audubon Park K8

    High School: Winter Park High

    Tax Year: 2024

    Middle School: Audubon Park K-8


  • 981 ARAGON AVE, WINTER PARK, FL 32789

    $499,00035 Days on yellowkey   MLS ID: O6420093

    REDUCED by $36,000 (6.7%) on 07/31/2026

    For Sale O6420093 - 981 ARAGON AVE, WINTER PARK, FL 32789 31 photos

    Bed: 2   Bath: 1.0   Gar: 1
    Liv Area Sq Ft: 857
       Built: 1956   Tax: $6,248 (2025)
    Community: Seville Park
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $3,255 (change assumption)
    Mortgage ($2,734) + Taxes in 2025 ($521)


    Taxes:$6,248

    Elementary School: Audubon Park K8

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Audubon Park K-8


  • 2138 TALMAN CT, WINTER PARK, FL 32792

    $1,450,0002 Days on yellowkey   MLS ID: O6428377

    0 Days Off yellowkey (back on 7/31/2026)

    For Sale O6428377 - 2138 TALMAN CT, WINTER PARK, FL 32792 93 photos

    Bed: 4   Bath: 5.0   Gar: 2
    Liv Area Sq Ft: 4249
       Built: 2009
    Monthly Fee: $157
       Tax: $15,260 (2025)
    Community: Talman Mews Ph 2
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $9,374 (change assumption)
    Mortgage ($7,945) + Fees ($157) + Taxes in 2025 ($1,272)


    Taxes:$15,260

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1061 ARAGON AVE #1061, WINTER PARK, FL 32789

    $510,0001 Day on yellowkey   MLS ID: S5152353

    For Sale S5152353 - 1061 ARAGON AVE #1061, WINTER PARK, FL 32789 7 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1669
       Built: 1987
    Monthly Fee: $400
       Tax: $2,918 (2025)
    Community: Villas Of Aragon Condo
    Spa: No

    Condo


    Estimated Monthly Payment: $3,438 (change assumption)
    Mortgage ($2,794) + Fees ($400) + Taxes in 2025 ($243)


    Taxes:$2,918

    Elementary School: Audubon Park K8

    High School: Winter Park High

    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.