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Winter Springs Townhomes For Sale - 38 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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  • 161 BEAR SPRINGS DR, WINTER SPRINGS, FL 32708

    $484,99053 Days on yellowkey   MLS ID: O6386458

    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: $3,135 (change assumption)
    Mortgage ($2,657) + 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

    $484,99053 Days on yellowkey   MLS ID: O6386437

    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: $3,135 (change assumption)
    Mortgage ($2,657) + 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


  • 165 BEAR SPRINGS DR, WINTER SPRINGS, FL 32708

    $384,99053 Days on yellowkey   MLS ID: O6386473

    1 Days Off yellowkey (back on 4/22/2026)

    For Sale O6386473 - 165 BEAR SPRINGS DR, WINTER SPRINGS, FL 32708 29 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: $2,587 (change assumption)
    Mortgage ($2,109) + 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


  • 1276 CRAB APPLE LN, WINTER SPRINGS, FL 32708

    $381,99096 Days on yellowkey   MLS ID: O6375116

    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


  • 189 BEAR SPRINGS DR, WINTER SPRINGS, FL 32708

    $491,990107 Days on yellowkey   MLS ID: O6372546

    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: $3,173 (change assumption)
    Mortgage ($2,696) + 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


  • 1165 ORANGE AVE, WINTER SPRINGS, FL 32708

    $400,00010 Days on yellowkey   MLS ID: O6398101

    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: $2,814 (change assumption)
    Mortgage ($2,192) + 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


  • 572 PINEBRANCH CIR, WINTER SPRINGS, FL 32708

    $333,00012 Days on yellowkey   MLS ID: O6397068

    For Sale O6397068 - 572 PINEBRANCH CIR, WINTER SPRINGS, FL 32708 37 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: $2,406 (change assumption)
    Mortgage ($1,825) + 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


  • 1275 MARLEY LN, WINTER SPRINGS, FL 32708

    $355,00039 Days on yellowkey   MLS ID: O6391943

    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


  • 477 GREEN SPRING CIR, WINTER SPRINGS, FL 32708

    $234,9993 Days on yellowkey   MLS ID: O6401530

    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


  • 4467 BROOK HOLLOW CIR, WINTER SPRINGS, FL 32708

    $254,99073 Days on yellowkey   MLS ID: S5143752

    REDUCED by $14,000 (5.2%) on 04/08/2026

    For Sale S5143752 - 4467 BROOK HOLLOW CIR, WINTER SPRINGS, FL 32708 28 photos

    Bed: 3   Bath: 2.5
    Liv Area Sq Ft: 1344
       Built: 1991
    Monthly Fee: $513
       Tax: $3,100 (2024)
    Community: Deer Run Unit 19A
    Townhouse


    Estimated Monthly Payment: $2,169 (change assumption)
    Mortgage ($1,397) + Fees ($513) + Taxes in 2024 ($258)


    Taxes:$3,100

    Elementary School: Red Bug Elementary

    High School: Lake Howell High

    Tax Year: 2024

    Middle School: Tuskawilla Middle


  • 4431 BROOK HOLLOW CIR, WINTER SPRINGS, FL 32708

    $230,000101 Days on yellowkey   MLS ID: O6374194

    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: $1,775 (change assumption)
    Mortgage ($1,260) + Fees ($275) + Taxes in 2024 ($240)


    Taxes:$2,878

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 455 OLD FARM LN, WINTER SPRINGS, FL 32708

    $356,00052 Days on yellowkey   MLS ID: O6387357

    For Sale O6387357 - 455 OLD FARM LN, WINTER SPRINGS, FL 32708 38 photos

    Bed: 2   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1085
       Built: 2012
    Monthly Fee: $190
       Tax: $4,528 (2025)
    Community: Jesups Reserves Replat
    Townhouse


    Estimated Monthly Payment: $2,518 (change assumption)
    Mortgage ($1,951) + Fees ($190) + Taxes in 2025 ($377)


    Taxes:$4,528

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 476 CLUB DR, WINTER SPRINGS, FL 32708

    $275,00033 Days on yellowkey   MLS ID: O6392856

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

    For Sale O6392856 - 476 CLUB DR, WINTER SPRINGS, FL 32708 52 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


  • 1272 CRAB APPLE LN, WINTER SPRINGS, FL 32708

    $397,990107 Days on yellowkey   MLS ID: O6371853

    0 Days Off yellowkey (back on 4/12/2026)

    For Sale O6371853 - 1272 CRAB APPLE LN, WINTER SPRINGS, FL 32708 27 photos

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


    Estimated Monthly Payment: $2,658 (change assumption)
    Mortgage ($2,181) + 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


  • 420 HARBOR WINDS CT, WINTER SPRINGS, FL 32708

    $365,00038 Days on yellowkey   MLS ID: O6391976

    1 Days Off yellowkey (back on 4/21/2026)

    REDUCED by $10,000 (2.7%) on 03/31/2026

    For Sale O6391976 - 420 HARBOR WINDS CT, WINTER SPRINGS, FL 32708 24 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1914
       Built: 2007
    Monthly Fee: $298
       Tax: $5,229 (2025)
    Community: Harbor Winds
    Townhouse


    Estimated Monthly Payment: $2,734 (change assumption)
    Mortgage ($2,000) + Fees ($298) + Taxes in 2025 ($436)


    Taxes:$5,229

    Elementary School: Winter Springs Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: South Seminole Middle


  • 1059 CEDAR BAY, WINTER SPRINGS, FL 32708

    $450,00053 Days on yellowkey   MLS ID: O6382674

    0 Days Off yellowkey (back on 3/25/2026)

    For Sale O6382674 - 1059 CEDAR BAY, WINTER SPRINGS, FL 32708 49 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2225
       Built: 2016
    Monthly Fee: $230
       Tax: $3,955 (2024)
    Community: Jesups Landing
    Townhouse


    Estimated Monthly Payment: $3,025 (change assumption)
    Mortgage ($2,466) + Fees ($230) + Taxes in 2024 ($330)


    Taxes:$3,955

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1128 SPOTTED SANDPIPER LOOP, WINTER SPRINGS, FL 32708

    $489,00024 Days on yellowkey   MLS ID: O6395600

    For Sale O6395600 - 1128 SPOTTED SANDPIPER LOOP, WINTER SPRINGS, FL 32708 34 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2344
       Built: 2021
    Monthly Fee: $236
       Tax: $2,985 (2025)
    Community: Seminole Crossing Twnhms
    Townhouse


    Estimated Monthly Payment: $3,164 (change assumption)
    Mortgage ($2,679) + Fees ($236) + Taxes in 2025 ($249)


    Taxes:$2,985

    Elementary School: Layer Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: Indian Trails Middle


  • 116 PHILADELPHIA WAY, WINTER SPRINGS, FL 32708

    $325,00083 Days on yellowkey   MLS ID: O6379053

    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: $2,429 (change assumption)
    Mortgage ($1,781) + 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


  • 1379 TARFLOWER DR, WINTER SPRINGS, FL 32708

    $485,00038 Days on yellowkey   MLS ID: O6390913

    0 Days Off yellowkey (back on 4/18/2026)

    For Sale O6390913 - 1379 TARFLOWER DR, WINTER SPRINGS, FL 32708 58 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1704
       Built: 2024
    Monthly Fee: $356
       Tax: $4,485 (2025)
    Community: Hickory Grove
    Townhouse


    Estimated Monthly Payment: $3,387 (change assumption)
    Mortgage ($2,657) + Fees ($356) + Taxes in 2025 ($374)


    Taxes:$4,485

    Elementary School: Layer Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: Indian Trails Middle


  • 608 JESUP SPRINGS LN, WINTER SPRINGS, FL 32708

    $449,00053 Days on yellowkey   MLS ID: O6387661

    REDUCED by $11,000 (2.4%) on 04/16/2026

    For Sale O6387661 - 608 JESUP SPRINGS LN, WINTER SPRINGS, FL 32708 39 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2164
       Built: 2013
    Monthly Fee: $233
       Tax: $5,037 (2024)
    Community: Jesups Landing
    Townhouse


    Estimated Monthly Payment: $3,113 (change assumption)
    Mortgage ($2,460) + Fees ($233) + Taxes in 2024 ($420)


    Taxes:$5,037

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


12


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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.