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Winter Springs Townhomes For Sale - 49 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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  • 498 GREEN SPRING CIR, WINTER SPRINGS, FL 32708

    $249,0001 Day 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


  • 1406 BLUMBERG BLVD, WINTER SPRINGS, FL 32708

    $420,00034 Days on yellowkey   MLS ID: O6408695

    REDUCED by $5,000 (1.2%) on 06/19/2026

    For Sale O6408695 - 1406 BLUMBERG BLVD, WINTER SPRINGS, FL 32708 62 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1476
       Built: 2024
    Monthly Fee: $356
       Tax: $6,076 (2025)
    Community: Hickory Grove Twnhms
    Townhouse


    Estimated Monthly Payment: $3,164 (change assumption)
    Mortgage ($2,301) + Fees ($356) + Taxes in 2025 ($506)


    Taxes:$6,076

    Elementary School: Layer Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: Indian Trails Middle


  • 498 CLUB DR, WINTER SPRINGS, FL 32708

    $235,000317 Days on yellowkey   MLS ID: O6332792

    For Sale O6332792 - 498 CLUB DR, WINTER SPRINGS, FL 32708 27 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1224
       Built: 1987
    Monthly Fee: $360
       Tax: $2,970 (2024)
    Community: Cypress Club
    Townhouse


    Estimated Monthly Payment: $1,895 (change assumption)
    Mortgage ($1,288) + Fees ($360) + Taxes in 2024 ($248)


    Taxes:$2,970

    Elementary School: Highlands Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: South Seminole Middle


  • 299 WOODGREEN LN, WINTER SPRINGS, FL 32708

    $285,00058 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


  • 1326 TARFLOWER DR, WINTER SPRINGS, FL 32708

    $435,0003 Days on yellowkey   MLS ID: O6416617

    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: $2,861 (change assumption)
    Mortgage ($2,384) + 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


  • 173 BEAR SPRINGS DR, WINTER SPRINGS, FL 32708

    $439,990109 Days on yellowkey   MLS ID: O6386437

    0 Days Off yellowkey (back on 6/18/2026)

    REDUCED by $45,000 (9.3%) on 06/01/2026

    For Sale O6386437 - 173 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: $2,888 (change assumption)
    Mortgage ($2,411) + 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


  • 161 BEAR SPRINGS DR, WINTER SPRINGS, FL 32708

    $444,990109 Days on yellowkey   MLS ID: O6386458

    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


  • 4431 BROOK HOLLOW CIR, WINTER SPRINGS, FL 32708

    $220,000157 Days on yellowkey   MLS ID: O6374194

    REDUCED by $10,000 (4.3%) on 06/09/2026

    For Sale O6374194 - 4431 BROOK HOLLOW CIR, WINTER SPRINGS, FL 32708 18 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1367
       Built: 1989
    Monthly Fee: $275
       Tax: $2,878 (2024)
    Community: Deer Run Unit 19A
    Townhouse


    Estimated Monthly Payment: $1,720 (change assumption)
    Mortgage ($1,205) + Fees ($275) + Taxes in 2024 ($240)


    Taxes:$2,878

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 4490 BROOK HOLLOW CIR, WINTER SPRINGS, FL 32708

    $230,00047 Days on yellowkey   MLS ID: O6405179

    REDUCED by $15,000 (6.1%) on 06/18/2026

    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: $1,778 (change assumption)
    Mortgage ($1,260) + Fees ($275) + Taxes in 2024 ($243)


    Taxes:$2,913

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1320 SPOTTED SANDPIPER LOOP, WINTER SPRINGS, FL 32708

    $480,00010 Days on yellowkey   MLS ID: A4696204

    For Sale A4696204 - 1320 SPOTTED SANDPIPER LOOP, WINTER SPRINGS, FL 32708 55 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2359
       Built: 2023
    Monthly Fee: $235
       Tax: $6,235 (2025)
    Community: Seminole Crossing Townhomes
    Townhouse


    Estimated Monthly Payment: $3,385 (change assumption)
    Mortgage ($2,630) + Fees ($235) + Taxes in 2025 ($520)


    Taxes:$6,235

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1357 MILL STREAM LN, WINTER SPRINGS, FL 32708

    $400,0004 Days on yellowkey   MLS ID: O6417015

    For Sale O6417015 - 1357 MILL STREAM LN, WINTER SPRINGS, FL 32708 28 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1606
       Built: 2015
    Monthly Fee: $230
       Tax: $4,811 (2025)
    Community: Jesups Landing
    Townhouse


    Estimated Monthly Payment: $2,823 (change assumption)
    Mortgage ($2,192) + Fees ($230) + Taxes in 2025 ($401)


    Taxes:$4,811

    Elementary School: Layer Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: Indian Trails Middle


  • 510 GREEN SPRING CIR, WINTER SPRINGS, FL 32708

    $221,00046 Days on yellowkey   MLS ID: O6405365

    REDUCED by $9,000 (3.9%) on 06/17/2026

    For Sale O6405365 - 510 GREEN SPRING CIR, WINTER SPRINGS, FL 32708 25 photos

    Bed: 2   Bath: 2.5
    Liv Area Sq Ft: 1180
       Built: 1987
    Monthly Fee: $190
       Tax: $3,168 (2024)
    Community: Mount Greenwood Unit 2 Of
    Spa: No

    Townhouse


    Estimated Monthly Payment: $1,665 (change assumption)
    Mortgage ($1,211) + Fees ($190) + Taxes in 2024 ($264)


    Taxes:$3,168

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 116 PHILADELPHIA WAY, WINTER SPRINGS, FL 32708

    $310,000139 Days on yellowkey   MLS ID: O6379053

    REDUCED by $15,000 (4.6%) on 06/17/2026

    For Sale O6379053 - 116 PHILADELPHIA WAY, WINTER SPRINGS, FL 32708 25 photos

    Bed: 3   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1468
       Built: 2005
    Monthly Fee: $300
       Tax: $4,182 (2024)
    Community: Heritage Park Twnhms
    Townhouse


    Estimated Monthly Payment: $2,347 (change assumption)
    Mortgage ($1,699) + Fees ($300) + Taxes in 2024 ($349)


    Taxes:$4,182

    Elementary School: Layer Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: Indian Trails Middle


  • 1254 SPOTTED SANDPIPER LOOP, WINTER SPRINGS, FL 32708

    $485,00096 Days on yellowkey   MLS ID: O6390820

    REDUCED by $10,000 (2.0%) on 04/30/2026

    For Sale O6390820 - 1254 SPOTTED SANDPIPER LOOP, WINTER SPRINGS, FL 32708 39 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2359
       Built: 2023
    Monthly Fee: $236
       Tax: $6,591 (2024)
    Community: Seminole Crossing Twnhms
    Townhouse


    Estimated Monthly Payment: $3,443 (change assumption)
    Mortgage ($2,657) + Fees ($236) + Taxes in 2024 ($549)


    Taxes:$6,591

    Elementary School: Layer Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: Indian Trails Middle


  • 326 ROBERTS FAMILY LN, WINTER SPRINGS, FL 32708

    $374,90096 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


  • 497 CLUB DR, WINTER SPRINGS, FL 32708

    $218,00036 Days on yellowkey   MLS ID: O6408474

    REDUCED by $14,800 (6.4%) on 05/23/2026

    For Sale O6408474 - 497 CLUB DR, WINTER SPRINGS, FL 32708 26 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1224
       Built: 1987
    Monthly Fee: $520
       Tax: $3,344 (2025)
    Community: Cypress Club
    Townhouse


    Estimated Monthly Payment: $1,993 (change assumption)
    Mortgage ($1,194) + Fees ($520) + Taxes in 2025 ($279)


    Taxes:$3,344

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 502 CLUB DR, WINTER SPRINGS, FL 32708

    $219,50093 Days on yellowkey   MLS ID: O6390697

    0 Days Off yellowkey (back on 6/15/2026)

    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


  • 572 PINEBRANCH CIR, WINTER SPRINGS, FL 32708

    $330,00068 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


  • 712 LINDEN DR, WINTER SPRINGS, FL 32708

    $300,000104 Days on yellowkey   MLS ID: O6388467

    REDUCED by $10,000 (3.2%) on 06/03/2026

    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: $2,014 (change assumption)
    Mortgage ($1,644) + Fees ($95) + Taxes in 2024 ($275)


    Taxes:$3,298

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 189 BEAR SPRINGS DR, WINTER SPRINGS, FL 32708

    $443,990163 Days on yellowkey   MLS ID: O6372546

    0 Days Off yellowkey (back on 6/8/2026)

    REDUCED by $48,000 (9.8%) on 06/01/2026

    For Sale O6372546 - 189 BEAR SPRINGS DR, WINTER SPRINGS, FL 32708 33 photos

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


    Estimated Monthly Payment: $2,910 (change assumption)
    Mortgage ($2,433) + 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


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

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.