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Winter Park Townhomes For Sale - 32 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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  • 3443 ALLSTON LN, WINTER PARK, FL 32792

    $299,9991 Day on yellowkey   MLS ID: O6409708

    For Sale O6409708 - 3443 ALLSTON LN, WINTER PARK, FL 32792 23 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1133
       Built: 1993
    Monthly Fee: $65
       Tax: $1,123 (2025)
    Community: Villas Of Casselberry Ph 4
    Townhouse


    Estimated Monthly Payment: $1,802 (change assumption)
    Mortgage ($1,644) + Fees ($65) + Taxes in 2025 ($94)


    Taxes:$1,123

    Elementary School: Eastbrook Elementary

    High School: Lake Howell High

    Tax Year: 2025

    Middle School: Tuskawilla Middle


  • 1265 ARLINGTON PL, WINTER PARK, FL 32789

    $879,0002 Days on yellowkey   MLS ID: O6415981

    For Sale O6415981 - 1265 ARLINGTON PL, WINTER PARK, FL 32789 38 photos

    Bed: 3   Bath: 3.5   Gar: 1
    Liv Area Sq Ft: 2030
       Built: 2014   Tax: $8,450 (2025)
    Community: Virginia Hgts Rep
    Spa: No

    Townhouse


    Estimated Monthly Payment: $5,520 (change assumption)
    Mortgage ($4,816) + Taxes in 2025 ($704)


    Taxes:$8,450

    Elementary School: Audubon Park K8

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Audubon Park K-8


  • 1995 CANNY CV, WINTER PARK, FL 32792

    $425,00027 Days on yellowkey   MLS ID: G5112476

    For Sale G5112476 - 1995 CANNY CV, WINTER PARK, FL 32792 26 photos

    Bed: 3   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1907
       Built: 2023
    Monthly Fee: $375
       Tax: $5,957 (2025)
    Community: Grayson Square
    Townhouse


    Estimated Monthly Payment: $3,200 (change assumption)
    Mortgage ($2,329) + Fees ($375) + Taxes in 2025 ($496)


    Taxes:$5,957

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 649 N PARK AVE, WINTER PARK, FL 32789

    $3,500,00011 Days on yellowkey   MLS ID: O6411141

    For Sale O6411141 - 649 N PARK AVE, WINTER PARK, FL 32789 44 photos

    Bed: 3   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 3180
       Built: 2019
    Monthly Fee: $948
       Tax: $22,599 (2025)
    Community: Park Hill
    Townhouse


    Estimated Monthly Payment: $22,009 (change assumption)
    Mortgage ($19,178) + Fees ($948) + Taxes in 2025 ($1,883)


    Taxes:$22,599

    Elementary School: Lakemont Elem

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Maitland Middle


  • 901 ENCLAVE PL, WINTER PARK, FL 32792

    $1,495,00085 Days on yellowkey   MLS ID: O6383602

    For Sale O6383602 - 901 ENCLAVE PL, WINTER PARK, FL 32792 2 photos

    Bed: 4   Bath: 3.5   Gar: 2
    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


  • 905 ENCLAVE PL, WINTER PARK, FL 32792

    $1,495,00085 Days on yellowkey   MLS ID: O6383679

    For Sale O6383679 - 905 ENCLAVE PL, WINTER PARK, FL 32792 2 photos

    Bed: 3   Bath: 3.5   Gar: 2
    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


  • 2676 BARBADOS DR, WINTER PARK, FL 32792

    $340,00015 Days on yellowkey   MLS ID: O6411958

    4 Days Off yellowkey (back on 6/10/2026)

    For Sale O6411958 - 2676 BARBADOS DR, WINTER PARK, FL 32792 29 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1743
       Built: 1978
    Monthly Fee: $98
       Tax: $4,131 (2025)
    Community: Windward Square Sec 2
    Townhouse


    Estimated Monthly Payment: $2,305 (change assumption)
    Mortgage ($1,863) + Fees ($98) + Taxes in 2025 ($344)


    Taxes:$4,131

    Elementary School: Eastbrook Elementary

    High School: Lake Howell High

    Tax Year: 2025

    Middle School: Tuskawilla Middle


  • 1871 CASSELWOOD ST, WINTER PARK, FL 32792

    $419,90042 Days on yellowkey   MLS ID: O6404306

    0 Days Off yellowkey (back on 5/26/2026)

    REDUCED by $5,000 (1.2%) on 05/12/2026

    For Sale O6404306 - 1871 CASSELWOOD ST, WINTER PARK, FL 32792 37 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1616
       Built: 1988
    Monthly Fee: $39
       Tax: $1,223 (2024)
    Community: Villas Of Casselberry Ph 2
    Townhouse


    Estimated Monthly Payment: $2,442 (change assumption)
    Mortgage ($2,301) + Fees ($39) + Taxes in 2024 ($102)


    Taxes:$1,223

    Elementary School: Eastbrook Elementary

    High School: Lake Howell High

    Tax Year: 2024

    Middle School: Tuskawilla Middle


  • 1261 INDIANA AVE, WINTER PARK, FL 32789

    $534,90054 Days on yellowkey   MLS ID: O6400698

    REDUCED by $4,100 (0.8%) on 06/09/2026

    For Sale O6400698 - 1261 INDIANA AVE, WINTER PARK, FL 32789 29 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1660
       Built: 2005
    Monthly Fee: $360
       Tax: $2,892 (2025)
    Community: Townhomes/Harper Place
    Townhouse


    Estimated Monthly Payment: $3,532 (change assumption)
    Mortgage ($2,931) + Fees ($360) + Taxes in 2025 ($241)


    Taxes:$2,892

    Elementary School: Killarney Elem

    High School: Edgewater High

    Tax Year: 2025

    Middle School: College Park Middle


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

    $545,000122 Days on yellowkey   MLS ID: O6381195

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

    REDUCED by $20,000 (3.5%) on 04/14/2026

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

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1616
       Built: 2008
    Monthly Fee: $464
       Tax: $6,026 (2024)
    Community: Las Casas De Indiana
    Townhouse


    Estimated Monthly Payment: $3,952 (change assumption)
    Mortgage ($2,986) + 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


  • 2808 BRIGHT BIRD LN, WINTER PARK, FL 32792

    $399,00014 Days on yellowkey   MLS ID: O6410294

    0 Days Off yellowkey (back on 6/7/2026)

    For Sale O6410294 - 2808 BRIGHT BIRD LN, WINTER PARK, FL 32792 35 photos

    Bed: 3   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1907
       Built: 2024
    Monthly Fee: $375
       Tax: $6,126 (2025)
    Community: Grayson Square
    Townhouse


    Estimated Monthly Payment: $3,072 (change assumption)
    Mortgage ($2,186) + Fees ($375) + Taxes in 2025 ($511)


    Taxes:$6,126

    Elementary School: Eastbrook Elementary

    High School: Lake Howell High

    Tax Year: 2025

    Middle School: Tuskawilla Middle


  • 643 N PARK AVE, WINTER PARK, FL 32789

    $4,295,00030 Days on yellowkey   MLS ID: O6403591

    For Sale O6403591 - 643 N PARK AVE, WINTER PARK, FL 32789 82 photos

    Bed: 3   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 4231
       Built: 2018
    Monthly Fee: $948
       Tax: $22,352 (2025)
    Community: Park Hill
    Townhouse


    Estimated Monthly Payment: $26,344 (change assumption)
    Mortgage ($23,534) + Fees ($948) + Taxes in 2025 ($1,863)


    Taxes:$22,352

    Elementary School: Lakemont Elem

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Maitland Middle


  • 413 W MORSE BLVD, WINTER PARK, FL 32789

    $2,695,0007 Days on yellowkey   MLS ID: O6412134

    For Sale O6412134 - 413 W MORSE BLVD, WINTER PARK, FL 32789 28 photos

    Bed: 3   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3048
       Built: 2018
    Monthly Fee: $386
       Tax: $19,919 (2026)
    Community: Town Of Winter Park
    Townhouse


    Estimated Monthly Payment: $16,813 (change assumption)
    Mortgage ($14,767) + Fees ($386) + Taxes in 2026 ($1,660)


    Taxes:$19,919

    Elementary School: Brookshire Elem

    High School: Winter Park High

    Tax Year: 2026

    Middle School: Maitland Middle


  • 7444 WOODBURN CT #29, WINTER PARK, FL 32792

    $165,000307 Days on yellowkey   MLS ID: S5131940

    0 Days Off yellowkey (back on 4/10/2026)

    For Sale S5131940 - 7444 WOODBURN CT #29, WINTER PARK, FL 32792 9 photos

    Bed: 2   Bath: 2.5
    Liv Area Sq Ft: 1031
       Built: 1983   Tax: $2,549 (2024)
    Community: Hidden Oaks Condo Ph 02
    Townhouse


    Estimated Monthly Payment: $1,117 (change assumption)
    Mortgage ($904) + Taxes in 2024 ($212)


    Taxes:$2,549

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1250 FORMOSA AVE, WINTER PARK, FL 32789

    $560,00010 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


  • 2400 DOMINICA RUN, WINTER PARK, FL 32792

    $220,00078 Days on yellowkey   MLS ID: O6394406

    0 Days Off yellowkey (back on 5/14/2026)

    REDUCED by $5,000 (2.2%) on 05/06/2026

    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: $433 (2025)
    Community: Windward Square Sec 3
    Townhouse


    Estimated Monthly Payment: $1,341 (change assumption)
    Mortgage ($1,205) + Fees ($99) + Taxes in 2025 ($36)


    Taxes:$433

    Elementary School: Eastbrook Elementary

    High School: Lake Howell High

    Tax Year: 2025

    Middle School: Tuskawilla Middle


  • 7470 CANFORD CT #23, WINTER PARK, FL 32792

    $245,900211 Days on yellowkey   MLS ID: O6360198

    REDUCED by $3,000 (1.2%) on 06/05/2026

    For Sale O6360198 - 7470 CANFORD CT #23, WINTER PARK, FL 32792 35 photos

    Bed: 3   Bath: 2.5
    Liv Area Sq Ft: 1580
       Built: 1974
    Monthly Fee: $575
       Tax: $3,119 (2024)
    Community: Whisperwood Condo
    Townhouse


    Estimated Monthly Payment: $2,182 (change assumption)
    Mortgage ($1,347) + Fees ($575) + Taxes in 2024 ($260)


    Taxes:$3,119

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 2529 WINDWARD WAY, WINTER PARK, FL 32792

    $299,00016 Days on yellowkey   MLS ID: S5150790

    0 Days Off yellowkey (back on 6/2/2026)

    For Sale S5150790 - 2529 WINDWARD WAY, WINTER PARK, FL 32792 20 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1105
       Built: 1977
    Monthly Fee: $99
       Tax: $332 (2025)
    Community: Windward Square Sec 1
    Townhouse


    Estimated Monthly Payment: $1,765 (change assumption)
    Mortgage ($1,638) + Fees ($99) + Taxes in 2025 ($28)


    Taxes:$332

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 7485 ALOMA PINES CT, WINTER PARK, FL 32792

    $375,00064 Days on yellowkey   MLS ID: O6398259

    0 Days Off yellowkey (back on 6/1/2026)

    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


  • 1768 MONDRIAN CIR, WINTER PARK, FL 32789

    $1,099,00099 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


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Why Bother Searching Elsewhere for Winter Park Townhomes for Sale and Other Townhouses?

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.