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Winter Springs Townhomes For Sale - 53 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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  • 506 CLUB DR, WINTER SPRINGS, FL 32708

    $215,000229 Days on yellowkey   MLS ID: O6362326

    REDUCED by $17,000 (7.3%) on 07/06/2026

    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: $1,735 (change assumption)
    Mortgage ($1,178) + 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


  • 453 GEE HAMMOCK LN, WINTER SPRINGS, FL 32708

    $375,00018 Days on yellowkey   MLS ID: O6418078

    REDUCED by $4,900 (1.3%) on 07/04/2026

    For Sale O6418078 - 453 GEE HAMMOCK LN, WINTER SPRINGS, FL 32708 62 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1519
       Built: 2016
    Monthly Fee: $233
       Tax: $3,315 (2025)
    Community: Jesups Landing
    Townhouse


    Estimated Monthly Payment: $2,564 (change assumption)
    Mortgage ($2,055) + Fees ($233) + Taxes in 2025 ($276)


    Taxes:$3,315

    Elementary School: Layer Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: Indian Trails Middle


  • 1403 TARFLOWER DR, WINTER SPRINGS, FL 32708

    $401,9907 Days on yellowkey   MLS ID: O6419352

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

    For Sale O6419352 - 1403 TARFLOWER DR, WINTER SPRINGS, FL 32708 28 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1678
       Built: 2026
    Monthly Fee: $356
       Tax: $1,457 (2025)
    Community: Hickory Grove
    Townhouse


    Estimated Monthly Payment: $2,680 (change assumption)
    Mortgage ($2,203) + 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


  • 471 HARBOR WINDS CT, WINTER SPRINGS, FL 32708

    $325,000124 Days on yellowkey   MLS ID: O6387316

    REDUCED by $5,000 (1.5%) on 07/02/2026

    For Sale O6387316 - 471 HARBOR WINDS CT, WINTER SPRINGS, FL 32708 29 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1680
       Built: 2008
    Monthly Fee: $298
       Tax: $4,552 (2024)
    Community: Harbor Winds
    Townhouse


    Estimated Monthly Payment: $2,458 (change assumption)
    Mortgage ($1,781) + Fees ($298) + Taxes in 2024 ($379)


    Taxes:$4,552

    Elementary School: Winter Springs Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: South Seminole Middle


  • 572 PINEBRANCH CIR, WINTER SPRINGS, FL 32708

    $330,00084 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


  • 1407 TARFLOWER DR, WINTER SPRINGS, FL 32708

    $386,9907 Days on yellowkey   MLS ID: O6419389

    For Sale O6419389 - 1407 TARFLOWER DR, WINTER SPRINGS, FL 32708 27 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1476
       Built: 2026
    Monthly Fee: $356
       Tax: $1,457 (2025)
    Community: Hickory Grove
    Townhouse


    Estimated Monthly Payment: $2,598 (change assumption)
    Mortgage ($2,120) + 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


  • 221 SPINDLE PALM CV, WINTER SPRINGS, FL 32708

    $424,9907 Days on yellowkey   MLS ID: O6419339

    For Sale O6419339 - 221 SPINDLE PALM CV, WINTER SPRINGS, FL 32708 29 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1678
       Built: 2026
    Monthly Fee: $356
       Tax: $1,457 (2025)
    Community: Hickory Grove
    Townhouse


    Estimated Monthly Payment: $2,806 (change assumption)
    Mortgage ($2,329) + 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


  • 180 CONSTITUTION WAY, WINTER SPRINGS, FL 32708

    $294,99947 Days on yellowkey   MLS ID: O6408927

    REDUCED by $10,000 (3.3%) on 06/22/2026

    For Sale O6408927 - 180 CONSTITUTION WAY, WINTER SPRINGS, FL 32708 28 photos

    Bed: 2   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1275
       Built: 2005
    Monthly Fee: $300
       Tax: $4,266 (2025)
    Community: Heritage Park Twnhms
    Townhouse


    Estimated Monthly Payment: $2,272 (change assumption)
    Mortgage ($1,616) + Fees ($300) + Taxes in 2025 ($356)


    Taxes:$4,266

    Elementary School: Layer Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: Indian Trails Middle


  • 499 CLUB DR, WINTER SPRINGS, FL 32708

    $235,000109 Days on yellowkey   MLS ID: O6391855

    REDUCED by $12,500 (5.1%) on 05/12/2026

    For Sale O6391855 - 499 CLUB DR, WINTER SPRINGS, FL 32708 25 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1224
       Built: 1987
    Monthly Fee: $520
       Tax: $1,987 (2025)
    Community: Cypress Club
    Townhouse


    Estimated Monthly Payment: $1,973 (change assumption)
    Mortgage ($1,288) + Fees ($520) + Taxes in 2025 ($166)


    Taxes:$1,987

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 605 CASA PARK COURT #H, WINTER SPRINGS, FL 32708

    $245,000116 Days on yellowkey   MLS ID: O6390474

    For Sale O6390474 - 605 CASA PARK COURT #H, WINTER SPRINGS, FL 32708 24 photos

    Bed: 2   Bath: 2.5
    Liv Area Sq Ft: 1156
       Built: 1985
    Monthly Fee: $207
       Tax: $3,521 (2025)
    Community: Casa Park Villas Ph 2
    Townhouse


    Estimated Monthly Payment: $1,843 (change assumption)
    Mortgage ($1,342) + Fees ($207) + Taxes in 2025 ($293)


    Taxes:$3,521

    Elementary School: Keeth Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: Indian Trails Middle


  • 504 GREEN SPRING CIR, WINTER SPRINGS, FL 32708

    $235,00033 Days on yellowkey   MLS ID: O6413016

    REDUCED by $15,000 (6.0%) on 07/03/2026

    For Sale O6413016 - 504 GREEN SPRING CIR, WINTER SPRINGS, FL 32708 37 photos

    Bed: 2   Bath: 2.5
    Liv Area Sq Ft: 1363
       Built: 1987
    Monthly Fee: $190
       Tax: $4,030 (2025)
    Community: Mount Greenwood Unit 2 Of
    Townhouse


    Estimated Monthly Payment: $1,813 (change assumption)
    Mortgage ($1,288) + Fees ($190) + Taxes in 2025 ($336)


    Taxes:$4,030

    Elementary School: Winter Springs Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: Indian Trails Middle


  • 299 WOODGREEN LN, WINTER SPRINGS, FL 32708

    $283,50074 Days on yellowkey   MLS ID: O6401276

    REDUCED by $1,500 (0.5%) on 07/03/2026

    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: $1,918 (change assumption)
    Mortgage ($1,553) + Fees ($190) + Taxes in 2025 ($174)


    Taxes:$2,091

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 444 BLUE BAYOU LN, WINTER SPRINGS, FL 32708

    $385,00061 Days on yellowkey   MLS ID: O6405666

    0 Days Off yellowkey (back on 5/27/2026)

    REDUCED by $5,000 (1.3%) on 05/22/2026

    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: $2,484 (change assumption)
    Mortgage ($2,110) + Taxes in 2025 ($374)


    Taxes:$4,488

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 161 BEAR SPRINGS DR, WINTER SPRINGS, FL 32708

    $444,990125 Days on yellowkey   MLS ID: O6386458

    5 Days Off yellowkey (back on 6/23/2026)

    REDUCED by $40,000 (8.2%) on 06/01/2026

    For Sale O6386458 - 161 BEAR SPRINGS DR, WINTER SPRINGS, FL 32708 35 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1704
       Built: 2026
    Monthly Fee: $356
       Tax: $1,457 (2025)
    Community: Hickory Grove
    Townhouse


    Estimated Monthly Payment: $2,916 (change assumption)
    Mortgage ($2,438) + 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


  • 725 LAKESIDE DRIVE, WINTER SPRINGS, FL 32708

    $255,00012 Days on yellowkey   MLS ID: O6419715

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

    For Sale O6419715 - 725 LAKESIDE DRIVE, WINTER SPRINGS, FL 32708 62 photos

    Bed: 2   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1168
       Built: 1984
    Monthly Fee: $95
       Tax: $3,856 (2025)
    Community: Wildwood
    Townhouse


    Estimated Monthly Payment: $1,814 (change assumption)
    Mortgage ($1,397) + Fees ($95) + Taxes in 2025 ($321)


    Taxes:$3,856

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1384 MILL STREAM LN, WINTER SPRINGS, FL 32708

    $389,90064 Days on yellowkey   MLS ID: TB8504740

    REDUCED by $5,000 (1.3%) on 07/01/2026

    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: $2,810 (change assumption)
    Mortgage ($2,136) + 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


  • 603 CASA PARK CT #G, WINTER SPRINGS, FL 32708

    $244,90039 Days on yellowkey   MLS ID: O6411934

    REDUCED by $5,000 (2.0%) on 07/01/2026

    For Sale O6411934 - 603 CASA PARK CT #G, WINTER SPRINGS, FL 32708 26 photos

    Bed: 2   Bath: 2.5
    Liv Area Sq Ft: 1156
       Built: 1984
    Monthly Fee: $207
       Tax: $3,463 (2025)
    Community: Casa Park Villas Ph 1
    Townhouse


    Estimated Monthly Payment: $1,837 (change assumption)
    Mortgage ($1,342) + Fees ($207) + Taxes in 2025 ($289)


    Taxes:$3,463

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1326 TARFLOWER DR, WINTER SPRINGS, FL 32708

    $430,00019 Days on yellowkey   MLS ID: O6416617

    REDUCED by $5,000 (1.1%) on 06/23/2026

    For Sale O6416617 - 1326 TARFLOWER DR, WINTER SPRINGS, FL 32708 30 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1678
       Built: 2025
    Monthly Fee: $356
       Tax: $1,457 (2025)
    Community: Hickory Grove Twnhms
    Townhouse


    Estimated Monthly Payment: $2,834 (change assumption)
    Mortgage ($2,356) + 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


  • 498 GREEN SPRING CIR, WINTER SPRINGS, FL 32708

    $249,00018 Days on yellowkey   MLS ID: O6418425

    For Sale O6418425 - 498 GREEN SPRING CIR, WINTER SPRINGS, FL 32708 20 photos

    Bed: 2   Bath: 1.5
    Liv Area Sq Ft: 1363
       Built: 1987
    Monthly Fee: $190
       Tax: $1,639 (2025)
    Community: Mount Greenwood Unit 4 Of
    Townhouse


    Estimated Monthly Payment: $1,691 (change assumption)
    Mortgage ($1,364) + Fees ($190) + Taxes in 2025 ($137)


    Taxes:$1,639

    Elementary School: Winter Springs Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: Indian Trails Middle


  • 411 GREEN SPRING CIR, WINTER SPRINGS, FL 32708

    $224,900314 Days on yellowkey   MLS ID: O6339004

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

    SHORT SALE O6339004 - 411 GREEN SPRING CIR, WINTER SPRINGS, FL 32708 26 photos

    Bed: 3   Bath: 1.5
    Liv Area Sq Ft: 1130
       Built: 1990
    Monthly Fee: $190
       Tax: $420 (2025)
    Community: Mount Greenwood Unit 4
    Townhouse


    Estimated Monthly Payment: $1,457 (change assumption)
    Mortgage ($1,232) + Fees ($190) + Taxes in 2025 ($35)


    Taxes:$420

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


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Winter Springs 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 Springs. You can use our website to view Multiple Listing Service (MLS) data on Winter Springs 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 Springs 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.