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Winter Park Townhomes For Sale - 28 townhouses

Winter Park Townhomes for Sale are located in Seminole County, Florida. Find townhouses for sale in Winter Park with data from the Multiple Listing Service (MLS). Our REALTORS® can assist you in your real estate search for Winter Park townhomes.

Location: Winter Park

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  • 2401 ANTILLES DR, WINTER PARK, FL 32792

    $320,000151 Days on yellowkey   MLS ID: O6357934

    For Sale O6357934 - 2401 ANTILLES DR, WINTER PARK, FL 32792 33 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1719
       Built: 1977
    Monthly Fee: $95

    Community: Windward Square Sec 1
    Townhouse


    Estimated Monthly Payment: $1,848 (change assumption)
    Mortgage ($1,753) + Fees ($95) + Taxes in 2024 ($0)


    Taxes:$0

    Elementary School: Eastbrook Elementary

    High School: Lake Howell High

    Tax Year: 2024

    Middle School: Tuskawilla Middle


  • 1768 MONDRIAN CIR, WINTER PARK, FL 32789

    $1,099,00030 Days on yellowkey   MLS ID: O6375723

    For Sale O6375723 - 1768 MONDRIAN CIR, WINTER PARK, FL 32789 26 photos

    Bed: 3   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2193
       Built: 2023
    Monthly Fee: $395
       Tax: $10,379 (2024)
    Community: Mondrian/Winder Park Twnhms
    Townhouse


    Estimated Monthly Payment: $7,282 (change assumption)
    Mortgage ($6,022) + Fees ($395) + Taxes in 2024 ($865)


    Taxes:$10,379

    Elementary School: Killarney Elem

    High School: Edgewater High

    Tax Year: 2024

    Middle School: College Park Middle


  • 1405 MILLER AVE, WINTER PARK, FL 32789

    $950,00034 Days on yellowkey   MLS ID: O6386405

    For Sale O6386405 - 1405 MILLER AVE, WINTER PARK, FL 32789 46 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1884
       Built: 2023
    Monthly Fee: $400
       Tax: $8,200 (2025)
    Community: H Vanwies Sub
    Townhouse


    Estimated Monthly Payment: $6,289 (change assumption)
    Mortgage ($5,205) + Fees ($400) + Taxes in 2025 ($683)


    Taxes:$8,200

    Elementary School: Killarney Elem

    High School: Edgewater High

    Tax Year: 2025

    Middle School: College Park Middle


  • 432 W SWOOPE AVE, WINTER PARK, FL 32789

    $695,00074 Days on yellowkey   MLS ID: O6375719

    For Sale O6375719 - 432 W SWOOPE AVE, WINTER PARK, FL 32789 20 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2317
       Built: 2014
    Monthly Fee: $463
       Tax: $9,138 (2025)
    Community: Swoope Park
    Townhouse


    Estimated Monthly Payment: $5,033 (change assumption)
    Mortgage ($3,808) + Fees ($463) + Taxes in 2025 ($761)


    Taxes:$9,138

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 5473 BRACKEN CT, WINTER PARK, FL 32792

    $295,000100 Days on yellowkey   MLS ID: O6368415

    For Sale O6368415 - 5473 BRACKEN CT, WINTER PARK, FL 32792 27 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1178
       Built: 1986
    Monthly Fee: $101
       Tax: $2,205 (2024)
    Community: Fernbrook Trails
    Townhouse


    Estimated Monthly Payment: $1,901 (change assumption)
    Mortgage ($1,616) + Fees ($101) + Taxes in 2024 ($184)


    Taxes:$2,205

    Elementary School: Eastbrook Elementary

    High School: Lake Howell High

    Tax Year: 2024

    Middle School: Tuskawilla Middle


  • 2519 WINDWARD WAY, WINTER PARK, FL 32792

    $279,50013 Days on yellowkey   MLS ID: O6392291

    For Sale O6392291 - 2519 WINDWARD WAY, WINTER PARK, FL 32792 28 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1105
       Built: 1976
    Monthly Fee: $99
       Tax: $3,155 (2024)
    Community: Windward Square Sec 1
    Townhouse


    Estimated Monthly Payment: $1,893 (change assumption)
    Mortgage ($1,531) + Fees ($99) + Taxes in 2024 ($263)


    Taxes:$3,155

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 2420 FIRSTLIGHT WAY, WINTER PARK, FL 32792

    $450,000175 Days on yellowkey   MLS ID: O6351808

    3 Days Off yellowkey (back on 4/4/2026)

    For Sale O6351808 - 2420 FIRSTLIGHT WAY, WINTER PARK, FL 32792 49 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2312
       Built: 2019
    Monthly Fee: $320
       Tax: $5,397 (2024)
    Community: Enclave At Hawks Crest
    Townhouse


    Estimated Monthly Payment: $3,235 (change assumption)
    Mortgage ($2,466) + Fees ($320) + Taxes in 2024 ($450)


    Taxes:$5,397

    Elementary School: Eastbrook Elementary

    High School: Lake Howell High

    Tax Year: 2024

    Middle School: Tuskawilla Middle


  • 1952 SPRING ST, WINTER PARK, FL 32792

    $270,00073 Days on yellowkey   MLS ID: O6373082

    For Sale O6373082 - 1952 SPRING ST, WINTER PARK, FL 32792 26 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1050
       Built: 1983
    Monthly Fee: $57
       Tax: $2,652 (2024)
    Community: Villas Of Casselberry Ph 2
    Townhouse


    Estimated Monthly Payment: $1,757 (change assumption)
    Mortgage ($1,479) + Fees ($57) + Taxes in 2024 ($221)


    Taxes:$2,652

    Elementary School: Eastbrook Elementary

    High School: Lake Howell High

    Tax Year: 2024

    Middle School: Tuskawilla Middle


  • 3262 OAK LAKE PL #139, WINTER PARK, FL 32792

    $169,00051 Days on yellowkey   MLS ID: O6382548

    For Sale O6382548 - 3262 OAK LAKE PL #139, WINTER PARK, FL 32792 20 photos

    Bed: 2   Bath: 2.5
    Liv Area Sq Ft: 1031
       Built: 1984   Tax: $2,034 (2024)
    Community: Hidden Oaks Condo Ph 08
    Townhouse


    Estimated Monthly Payment: $1,096 (change assumption)
    Mortgage ($926) + Taxes in 2024 ($170)


    Taxes:$2,034

    Elementary School: Aloma Elem

    High School: Winter Park High

    Tax Year: 2024

    Middle School: Glenridge Middle


  • 2530 LEEWARD WAY, WINTER PARK, FL 32792

    $265,00053 Days on yellowkey   MLS ID: O6380907

    0 Days Off yellowkey (back on 3/30/2026)

    For Sale O6380907 - 2530 LEEWARD WAY, WINTER PARK, FL 32792 39 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1199
       Built: 1976
    Monthly Fee: $99
       Tax: $795 (2024)
    Community: Windward Square Sec 1
    Townhouse


    Estimated Monthly Payment: $1,617 (change assumption)
    Mortgage ($1,452) + Fees ($99) + Taxes in 2024 ($66)


    Taxes:$795

    Elementary School: Eastbrook Elementary

    High School: Lake Howell High

    Tax Year: 2024

    Middle School: Tuskawilla Middle


  • 1515 WINTER GREEN BLVD, WINTER PARK, FL 32792

    $315,00031 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


  • 1873 CASSELWOOD ST, WINTER PARK, FL 32792

    $295,00043 Days on yellowkey   MLS ID: O6378028

    For Sale O6378028 - 1873 CASSELWOOD ST, WINTER PARK, FL 32792 48 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1291
       Built: 1984
    Monthly Fee: $57
       Tax: $3,924 (2024)
    Community: Villas Of Casselberry Ph 2
    Townhouse


    Estimated Monthly Payment: $2,000 (change assumption)
    Mortgage ($1,616) + Fees ($57) + Taxes in 2024 ($327)


    Taxes:$3,924

    Elementary School: Eastbrook Elementary

    High School: Lake Howell High

    Tax Year: 2024

    Middle School: Tuskawilla Middle


  • 1552 FLORENTINO LN, WINTER PARK, FL 32792

    $360,00086 Days on yellowkey   MLS ID: O6371271

    4 Days Off yellowkey (back on 3/30/2026)

    For Sale O6371271 - 1552 FLORENTINO LN, WINTER PARK, FL 32792 47 photos

    Bed: 3   Bath: 2.5
    Liv Area Sq Ft: 1682
       Built: 2004
    Monthly Fee: $170
       Tax: $4,466 (2025)
    Community: Vistas At Lake Howell
    Townhouse


    Estimated Monthly Payment: $2,515 (change assumption)
    Mortgage ($1,973) + Fees ($170) + Taxes in 2025 ($372)


    Taxes:$4,466

    Elementary School: Sterling Park Elementary

    High School: Lake Howell High

    Tax Year: 2025

    Middle School: Tuskawilla Middle


  • 7796 FERNBROOK WAY, WINTER PARK, FL 32792

    $300,00016 Days on yellowkey   MLS ID: O6392180

    For Sale O6392180 - 7796 FERNBROOK WAY, WINTER PARK, FL 32792 45 photos

    Bed: 3   Bath: 1.5
    Liv Area Sq Ft: 1332
       Built: 1985
    Monthly Fee: $110
       Tax: $3,296 (2024)
    Community: Fernbrook Trails Ph 3
    Townhouse


    Estimated Monthly Payment: $2,028 (change assumption)
    Mortgage ($1,644) + Fees ($110) + Taxes in 2024 ($275)


    Taxes:$3,296

    Elementary School: Eastbrook Elementary

    High School: Lake Howell High

    Tax Year: 2024

    Middle School: Tuskawilla Middle


  • 905 ENCLAVE PL, WINTER PARK, FL 32792

    $1,495,00016 Days on yellowkey   MLS ID: O6383679

    For Sale O6383679 - 905 ENCLAVE PL, WINTER PARK, FL 32792 1 photos

    Bed: 3   Bath: 3.5
    Liv Area Sq Ft: 2756
       Built: 2026
    Monthly Fee: $247
       Tax: $9,900 (2026)
    Community: The Enclave Winter Park
    Townhouse


    Estimated Monthly Payment: $9,264 (change assumption)
    Mortgage ($8,192) + Fees ($247) + Taxes in 2026 ($825)


    Taxes:$9,900

    Elementary School: Lakemont Elem

    High School: Winter Park High

    Tax Year: 2026

    Middle School: Maitland Middle


  • 901 ENCLAVE PL, WINTER PARK, FL 32792

    $1,495,00016 Days on yellowkey   MLS ID: O6383602

    For Sale O6383602 - 901 ENCLAVE PL, WINTER PARK, FL 32792 1 photos

    Bed: 3   Bath: 3.5
    Liv Area Sq Ft: 2738
       Built: 2026
    Monthly Fee: $247
       Tax: $9,900 (2026)
    Community: The Enclave Winter Park
    Townhouse


    Estimated Monthly Payment: $9,264 (change assumption)
    Mortgage ($8,192) + Fees ($247) + Taxes in 2026 ($825)


    Taxes:$9,900

    Elementary School: Lakemont Elem

    High School: Winter Park High

    Tax Year: 2026

    Middle School: Maitland Middle


  • 1780 MONDRIAN CIR, WINTER PARK, FL 32789

    $1,395,00023 Days on yellowkey   MLS ID: O6389472

    For Sale O6389472 - 1780 MONDRIAN CIR, WINTER PARK, FL 32789 51 photos

    Bed: 3   Bath: 3.5
    Liv Area Sq Ft: 2310
       Built: 2023
    Monthly Fee: $395
       Tax: $10,448 (2024)
    Community: Mondrian/Winder Park Twnhms
    Townhouse


    Estimated Monthly Payment: $8,909 (change assumption)
    Mortgage ($7,644) + Fees ($395) + Taxes in 2024 ($871)


    Taxes:$10,448

    Elementary School: Killarney Elem

    High School: Edgewater High

    Tax Year: 2024

    Middle School: College Park Middle


  • 1781 INDIANA AVE #A, WINTER PARK, FL 32789

    $565,00053 Days on yellowkey   MLS ID: O6381195

    For Sale O6381195 - 1781 INDIANA AVE #A, WINTER PARK, FL 32789 47 photos

    Bed: 3   Bath: 2.5
    Liv Area Sq Ft: 1616
       Built: 2008
    Monthly Fee: $464
       Tax: $6,026 (2024)
    Community: Las Casas De Indiana
    Townhouse


    Estimated Monthly Payment: $4,062 (change assumption)
    Mortgage ($3,096) + Fees ($464) + Taxes in 2024 ($502)


    Taxes:$6,026

    Elementary School: Killarney Elem

    High School: Edgewater High

    Tax Year: 2024

    Middle School: College Park Middle


  • 2400 DOMINICA RUN, WINTER PARK, FL 32792

    $225,0009 Days on yellowkey   MLS ID: O6394406

    For Sale O6394406 - 2400 DOMINICA RUN, WINTER PARK, FL 32792 29 photos

    Bed: 2   Bath: 1.0
    Liv Area Sq Ft: 854
       Built: 1979
    Monthly Fee: $99
       Tax: $352 (2024)
    Community: Windward Square Sec 3
    Townhouse


    Estimated Monthly Payment: $1,361 (change assumption)
    Mortgage ($1,233) + Fees ($99) + Taxes in 2024 ($29)


    Taxes:$352

    Elementary School: Eastbrook Elementary

    High School: Lake Howell High

    Tax Year: 2024

    Middle School: Tuskawilla Middle


  • 1537 BANTAM WAY, WINTER PARK, FL 32792

    $475,00018 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
    Liv Area Sq Ft: 2312
       Built: 2022
    Community: Enclave At Hawks Crest
    Townhouse


    Estimated Monthly Payment: $2,603 (change assumption)
    Mortgage ($2,603)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    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 townhomes for sale in Winter Park . You can use our website to view Multiple Listing Service (MLS) data on Winter Park townhouses. 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 townhome 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.