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Displaying: For Sale

Location: Winter Springs

Property Type(s): Townhomes

Beds: 3 to 3

Winter Springs - 21 properties found

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  • 161 BEAR SPRINGS DR, WINTER SPRINGS, FL 32708

    $484,99061 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

    $484,99061 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


  • 189 BEAR SPRINGS DR, WINTER SPRINGS, FL 32708

    $491,990115 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


  • 477 GREEN SPRING CIR, WINTER SPRINGS, FL 32708

    $234,99911 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


  • 585 SHADOW GLENN PL, WINTER SPRINGS, FL 32708

    $269,9002 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


  • 572 PINEBRANCH CIR, WINTER SPRINGS, FL 32708

    $333,00020 Days on yellowkey   MLS ID: O6397068

    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: $2,406 (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


  • 439 OLD FARM LN, WINTER SPRINGS, FL 32708

    $339,9005 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


  • 1276 CRAB APPLE LN, WINTER SPRINGS, FL 32708

    $381,990104 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


  • 299 WOODGREEN LN, WINTER SPRINGS, FL 32708

    $290,00010 Days on yellowkey   MLS ID: O6401276

    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: $1,953 (change assumption)
    Mortgage ($1,589) + Fees ($190) + Taxes in 2025 ($174)


    Taxes:$2,091

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 165 BEAR SPRINGS DR, WINTER SPRINGS, FL 32708

    $384,99061 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


  • 1275 MARLEY LN, WINTER SPRINGS, FL 32708

    $355,00047 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


  • 476 CLUB DR, WINTER SPRINGS, FL 32708

    $275,00041 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 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


  • 4467 BROOK HOLLOW CIR, WINTER SPRINGS, FL 32708

    $254,99081 Days on yellowkey   MLS ID: S5143752

    1 Days Off yellowkey (back on 4/26/2026)

    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


  • 1165 ORANGE AVE, WINTER SPRINGS, FL 32708

    $400,00018 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


  • 4431 BROOK HOLLOW CIR, WINTER SPRINGS, FL 32708

    $230,000109 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


  • 1272 CRAB APPLE LN, WINTER SPRINGS, FL 32708

    $397,990115 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


  • 116 PHILADELPHIA WAY, WINTER SPRINGS, FL 32708

    $325,00091 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

    $485,00046 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


  • 326 ROBERTS FAMILY LN, WINTER SPRINGS, FL 32708

    $374,90048 Days on yellowkey   MLS ID: S5144978

    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


  • 471 HARBOR WINDS CT, WINTER SPRINGS, FL 32708

    $330,00060 Days on yellowkey   MLS ID: O6387316

    REDUCED by $5,000 (1.5%) on 04/16/2026

    For Sale O6387316 - 471 HARBOR WINDS CT, WINTER SPRINGS, FL 32708 28 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: $2,486 (change assumption)
    Mortgage ($1,808) + 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


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