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Winter Springs Townhomes For Sale - 50 townhouses

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

Location: Winter Springs

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  • 1165 ORANGE AVE, WINTER SPRINGS, FL 32708

    $390,00036 Days on yellowkey   MLS ID: O6398101

    0 Days Off yellowkey (back on 5/15/2026)

    REDUCED by $10,000 (2.5%) on 05/08/2026

    For Sale O6398101 - 1165 ORANGE AVE, WINTER SPRINGS, FL 32708 74 photos

    Bed: 3   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2094
       Built: 2015
    Monthly Fee: $233
       Tax: $4,666 (2025)
    Community: Jesups Landing
    Spa: No

    Townhouse


    Estimated Monthly Payment: $2,759 (change assumption)
    Mortgage ($2,137) + Fees ($233) + Taxes in 2025 ($389)


    Taxes:$4,666

    Elementary School: Layer Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: Indian Trails Middle


  • 299 WOODGREEN LN, WINTER SPRINGS, FL 32708

    $285,00028 Days on yellowkey   MLS ID: O6401276

    REDUCED by $5,000 (1.7%) on 05/14/2026

    For Sale O6401276 - 299 WOODGREEN LN, WINTER SPRINGS, FL 32708 25 photos

    Bed: 3   Bath: 2.5
    Liv Area Sq Ft: 1326
       Built: 1990
    Monthly Fee: $190
       Tax: $2,091 (2025)
    Community: Mount Greenwood Unit 4 Of
    Townhouse


    Estimated Monthly Payment: $1,926 (change assumption)
    Mortgage ($1,562) + Fees ($190) + Taxes in 2025 ($174)


    Taxes:$2,091

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 572 PINEBRANCH CIR, WINTER SPRINGS, FL 32708

    $330,00038 Days on yellowkey   MLS ID: O6397068

    REDUCED by $3,000 (0.9%) on 05/12/2026

    For Sale O6397068 - 572 PINEBRANCH CIR, WINTER SPRINGS, FL 32708 40 photos

    Bed: 3   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1564
       Built: 2005
    Monthly Fee: $264
       Tax: $3,808 (2024)
    Community: Barclay Reserve Twnhms
    Townhouse


    Estimated Monthly Payment: $2,390 (change assumption)
    Mortgage ($1,808) + Fees ($264) + Taxes in 2024 ($317)


    Taxes:$3,808

    Elementary School: Lawton Elementary

    High School: Oviedo High

    Tax Year: 2024

    Middle School: Jackson Heights Middle


  • 506 CLUB DR, WINTER SPRINGS, FL 32708

    $232,000183 Days on yellowkey   MLS ID: O6362326

    REDUCED by $5,000 (2.1%) on 05/12/2026

    For Sale O6362326 - 506 CLUB DR, WINTER SPRINGS, FL 32708 33 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1002
       Built: 1987
    Monthly Fee: $398
       Tax: $1,908 (2024)
    Community: Cypress Club
    Townhouse


    Estimated Monthly Payment: $1,828 (change assumption)
    Mortgage ($1,271) + Fees ($398) + Taxes in 2024 ($159)


    Taxes:$1,908

    Elementary School: Highlands Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: South Seminole Middle


  • 446 CLUB DR, WINTER SPRINGS, FL 32708

    $269,00099 Days on yellowkey   MLS ID: O6380694

    For Sale O6380694 - 446 CLUB DR, WINTER SPRINGS, FL 32708 40 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1460
       Built: 1994
    Monthly Fee: $520
       Tax: $886 (2024)
    Community: Cypress Club
    Townhouse


    Estimated Monthly Payment: $2,068 (change assumption)
    Mortgage ($1,474) + Fees ($520) + Taxes in 2024 ($74)


    Taxes:$886

    Elementary School: Highlands Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: South Seminole Middle


  • 445 GEE HAMMOCK LN, WINTER SPRINGS, FL 32708

    $404,00018 Days on yellowkey   MLS ID: O6404500

    For Sale O6404500 - 445 GEE HAMMOCK LN, WINTER SPRINGS, FL 32708 41 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1682
       Built: 2016
    Monthly Fee: $233
       Tax: $3,714 (2025)
    Community: Jesups Landing
    Townhouse


    Estimated Monthly Payment: $2,756 (change assumption)
    Mortgage ($2,214) + Fees ($233) + Taxes in 2025 ($310)


    Taxes:$3,714

    Elementary School: Layer Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: Indian Trails Middle


  • 712 LINDEN DR, WINTER SPRINGS, FL 32708

    $310,00074 Days on yellowkey   MLS ID: O6388467

    REDUCED by $5,000 (1.6%) on 05/09/2026

    For Sale O6388467 - 712 LINDEN DR, WINTER SPRINGS, FL 32708 24 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1366
       Built: 1981
    Monthly Fee: $95
       Tax: $3,298 (2024)
    Community: Wildwood
    Townhouse


    Estimated Monthly Payment: $2,068 (change assumption)
    Mortgage ($1,699) + Fees ($95) + Taxes in 2024 ($275)


    Taxes:$3,298

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1275 MARLEY LN, WINTER SPRINGS, FL 32708

    $355,00065 Days on yellowkey   MLS ID: O6391943

    1 Days Off yellowkey (back on 5/9/2026)

    REDUCED by $5,000 (1.4%) on 04/13/2026

    For Sale O6391943 - 1275 MARLEY LN, WINTER SPRINGS, FL 32708 36 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1425
       Built: 2015
    Monthly Fee: $233
       Tax: $2,895 (2025)
    Community: Jesups Landing
    Townhouse


    Estimated Monthly Payment: $2,419 (change assumption)
    Mortgage ($1,945) + Fees ($233) + Taxes in 2025 ($241)


    Taxes:$2,895

    Elementary School: Layer Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: Indian Trails Middle


  • 476 CLUB DR, WINTER SPRINGS, FL 32708

    $275,00059 Days on yellowkey   MLS ID: O6392856

    2 Days Off yellowkey (back on 5/8/2026)

    REDUCED by $10,000 (3.5%) on 04/22/2026

    For Sale O6392856 - 476 CLUB DR, WINTER SPRINGS, FL 32708 62 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1460
       Built: 1995
    Monthly Fee: $520
       Tax: $1,765 (2025)
    Community: Cypress Club
    Townhouse


    Estimated Monthly Payment: $2,174 (change assumption)
    Mortgage ($1,507) + Fees ($520) + Taxes in 2025 ($147)


    Taxes:$1,765

    Elementary School: Highlands Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: South Seminole Middle


  • 444 BLUE BAYOU LN, WINTER SPRINGS, FL 32708

    $390,00015 Days on yellowkey   MLS ID: O6405666

    For Sale O6405666 - 444 BLUE BAYOU LN, WINTER SPRINGS, FL 32708 32 photos

    Bed: 3   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 1854
       Built: 2007   Tax: $4,488 (2025)
    Community: Jesups Reserve Twnhms Rep
    Townhouse


    Estimated Monthly Payment: $2,511 (change assumption)
    Mortgage ($2,137) + Taxes in 2025 ($374)


    Taxes:$4,488

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1384 MILL STREAM LN, WINTER SPRINGS, FL 32708

    $404,90018 Days on yellowkey   MLS ID: TB8504740

    For Sale TB8504740 - 1384 MILL STREAM LN, WINTER SPRINGS, FL 32708 36 photos

    Bed: 3   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 1932
       Built: 2015
    Monthly Fee: $233
       Tax: $5,288 (2024)
    Community: Jesups Landing
    Townhouse


    Estimated Monthly Payment: $2,892 (change assumption)
    Mortgage ($2,219) + Fees ($233) + Taxes in 2024 ($441)


    Taxes:$5,288

    Elementary School: Layer Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: Indian Trails Middle


  • 1276 CRAB APPLE LN, WINTER SPRINGS, FL 32708

    $381,990122 Days on yellowkey   MLS ID: O6375116

    1 Days Off yellowkey (back on 4/29/2026)

    For Sale O6375116 - 1276 CRAB APPLE LN, WINTER SPRINGS, FL 32708 29 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1476
       Built: 2025
    Monthly Fee: $356
       Tax: $1,457 (2025)
    Community: Hickory Grove
    Townhouse


    Estimated Monthly Payment: $2,570 (change assumption)
    Mortgage ($2,093) + Fees ($356) + Taxes in 2025 ($121)


    Taxes:$1,457

    Elementary School: Layer Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: Indian Trails Middle


  • 607 CASA PARK COURT K, WINTER SPRINGS, FL 32708

    $239,90024 Days on yellowkey   MLS ID: O6402801

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

    For Sale O6402801 - 607 CASA PARK COURT K, WINTER SPRINGS, FL 32708 32 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1088
       Built: 1985
    Monthly Fee: $207
       Tax: $1,556 (2024)
    Community: Casa Park Villas Ph 2
    Townhouse


    Estimated Monthly Payment: $1,651 (change assumption)
    Mortgage ($1,314) + Fees ($207) + Taxes in 2024 ($130)


    Taxes:$1,556

    Elementary School: Keeth Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: Indian Trails Middle


  • 4490 BROOK HOLLOW CIR, WINTER SPRINGS, FL 32708

    $245,00017 Days on yellowkey   MLS ID: O6405179

    For Sale O6405179 - 4490 BROOK HOLLOW CIR, WINTER SPRINGS, FL 32708 36 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1359
       Built: 1991
    Monthly Fee: $275
       Tax: $2,913 (2024)
    Community: Deer Run Unit 19A
    Townhouse


    Estimated Monthly Payment: $1,860 (change assumption)
    Mortgage ($1,342) + Fees ($275) + Taxes in 2024 ($243)


    Taxes:$2,913

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 326 ROBERTS FAMILY LN, WINTER SPRINGS, FL 32708

    $374,90066 Days on yellowkey   MLS ID: S5144978

    2 Days Off yellowkey (back on 5/5/2026)

    REDUCED by $12,000 (3.1%) on 04/16/2026

    For Sale S5144978 - 326 ROBERTS FAMILY LN, WINTER SPRINGS, FL 32708 16 photos

    Bed: 3   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 1622
       Built: 2013
    Monthly Fee: $300
       Tax: $2,266 (2024)
    Community: Jesups Reserve Twnhms Rep
    Townhouse


    Estimated Monthly Payment: $2,543 (change assumption)
    Mortgage ($2,054) + Fees ($300) + Taxes in 2024 ($189)


    Taxes:$2,266

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 167 CONSTITUTION WAY, WINTER SPRINGS, FL 32708

    $299,00088 Days on yellowkey   MLS ID: O6383981

    REDUCED by $9,000 (2.9%) on 04/14/2026

    For Sale O6383981 - 167 CONSTITUTION WAY, WINTER SPRINGS, FL 32708 27 photos

    Bed: 2   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1275
       Built: 2005
    Monthly Fee: $300
       Tax: $2,666 (2025)
    Community: Heritage Park Twnhms
    Townhouse


    Estimated Monthly Payment: $2,160 (change assumption)
    Mortgage ($1,638) + Fees ($300) + Taxes in 2025 ($222)


    Taxes:$2,666

    Elementary School: Layer Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: Indian Trails Middle


  • 585 SHADOW GLENN PL, WINTER SPRINGS, FL 32708

    $269,90020 Days on yellowkey   MLS ID: O6404267

    For Sale O6404267 - 585 SHADOW GLENN PL, WINTER SPRINGS, FL 32708 28 photos

    Bed: 3   Bath: 2.5
    Liv Area Sq Ft: 1348
       Built: 1991
    Monthly Fee: $493
       Tax: $2,550 (2024)
    Community: Deer Run Unit 19B
    Townhouse


    Estimated Monthly Payment: $2,184 (change assumption)
    Mortgage ($1,479) + Fees ($493) + Taxes in 2024 ($213)


    Taxes:$2,550

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 477 GREEN SPRING CIR, WINTER SPRINGS, FL 32708

    $234,99929 Days on yellowkey   MLS ID: O6401530

    1 Days Off yellowkey (back on 5/2/2026)

    For Sale O6401530 - 477 GREEN SPRING CIR, WINTER SPRINGS, FL 32708 32 photos

    Bed: 3   Bath: 1.5
    Liv Area Sq Ft: 1280
       Built: 1989
    Monthly Fee: $185
       Tax: $1,834 (2025)
    Community: Mount Greenwood Unit 4 Of
    Townhouse


    Estimated Monthly Payment: $1,625 (change assumption)
    Mortgage ($1,288) + Fees ($185) + Taxes in 2025 ($153)


    Taxes:$1,834

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 439 OLD FARM LN, WINTER SPRINGS, FL 32708

    $339,90023 Days on yellowkey   MLS ID: O6403125

    For Sale O6403125 - 439 OLD FARM LN, WINTER SPRINGS, FL 32708 68 photos

    Bed: 3   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 1504
       Built: 2007
    Monthly Fee: $300
       Tax: $5,063 (2025)
    Community: Jesups Reserve Twnhms Rep
    Townhouse


    Estimated Monthly Payment: $2,584 (change assumption)
    Mortgage ($1,862) + Fees ($300) + Taxes in 2025 ($422)


    Taxes:$5,063

    Elementary School: Keeth Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: Indian Trails Middle


  • 502 CLUB DR, WINTER SPRINGS, FL 32708

    $219,50063 Days on yellowkey   MLS ID: O6390697

    REDUCED by $10,000 (4.4%) on 05/01/2026

    For Sale O6390697 - 502 CLUB DR, WINTER SPRINGS, FL 32708 32 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1224
       Built: 1987
    Monthly Fee: $520
       Tax: $3,355 (2025)
    Community: Cypress Club
    Townhouse


    Estimated Monthly Payment: $2,002 (change assumption)
    Mortgage ($1,203) + Fees ($520) + Taxes in 2025 ($280)


    Taxes:$3,355

    Elementary School: Highlands Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: South Seminole Middle


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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.