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Winter Springs Townhomes For Sale - 48 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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  • 1384 MILL STREAM LN, WINTER SPRINGS, FL 32708

    $399,90024 Days on yellowkey   MLS ID: TB8504740

    REDUCED by $5,000 (1.2%) on 05/27/2026

    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: $2,865 (change assumption)
    Mortgage ($2,191) + 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


  • 444 BLUE BAYOU LN, WINTER SPRINGS, FL 32708

    $385,00021 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


  • 412 BLUE BAYOU LN, WINTER SPRINGS, FL 32708

    $390,0007 Days on yellowkey   MLS ID: O6407027

    For Sale O6407027 - 412 BLUE BAYOU LN, WINTER SPRINGS, FL 32708 24 photos

    Bed: 3   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 1854
       Built: 2007
    Monthly Fee: $260
       Tax: $4,079 (2025)
    Community: Jesups Reserve Twnhms Rep
    Spa: Yes

    Townhouse


    Estimated Monthly Payment: $2,737 (change assumption)
    Mortgage ($2,137) + Fees ($260) + Taxes in 2025 ($340)


    Taxes:$4,079

    Elementary School: Keeth Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: Indian Trails Middle


  • 451 HARBOR WINDS CT, WINTER SPRINGS, FL 32708

    $357,5002 Days on yellowkey   MLS ID: O6406257

    For Sale O6406257 - 451 HARBOR WINDS CT, WINTER SPRINGS, FL 32708 27 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1914
       Built: 2008
    Monthly Fee: $298
       Tax: $3,832 (2025)
    Community: Harbor Winds
    Spa: No

    Townhouse


    Estimated Monthly Payment: $2,576 (change assumption)
    Mortgage ($1,959) + Fees ($298) + Taxes in 2025 ($319)


    Taxes:$3,832

    Elementary School: Winter Springs Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: South Seminole Middle


  • 1262 TARFLOWER DR, WINTER SPRINGS, FL 32708

    $389,99015 Days on yellowkey   MLS ID: O6407223

    For Sale O6407223 - 1262 TARFLOWER DR, WINTER SPRINGS, FL 32708 29 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: $2,614 (change assumption)
    Mortgage ($2,137) + 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

    $484,99085 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

    $484,99085 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

    $491,990139 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


  • 497 CLUB DR, WINTER SPRINGS, FL 32708

    $218,00012 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 17 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


  • 585 SHADOW GLENN PL, WINTER SPRINGS, FL 32708

    $264,90026 Days on yellowkey   MLS ID: O6404267

    REDUCED by $5,000 (1.9%) on 05/26/2026

    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: $2,157 (change assumption)
    Mortgage ($1,451) + Fees ($493) + Taxes in 2024 ($213)


    Taxes:$2,550

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1270 TARFLOWER DR, WINTER SPRINGS, FL 32708

    $409,99015 Days on yellowkey   MLS ID: O6407275

    0 Days Off yellowkey (back on 5/16/2026)

    For Sale O6407275 - 1270 TARFLOWER DR, 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: $2,724 (change assumption)
    Mortgage ($2,246) + 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


  • 417 CRUZ BAY CIR, WINTER SPRINGS, FL 32708

    $435,00010 Days on yellowkey   MLS ID: O6408099

    For Sale O6408099 - 417 CRUZ BAY CIR, WINTER SPRINGS, FL 32708 26 photos

    Bed: 3   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2176
       Built: 2006
    Monthly Fee: $245
       Tax: $3,673 (2024)
    Community: The Landings At Parkstone
    Townhouse


    Estimated Monthly Payment: $2,935 (change assumption)
    Mortgage ($2,384) + Fees ($245) + Taxes in 2024 ($306)


    Taxes:$3,673

    Elementary School: Layer Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: Indian Trails Middle


  • 180 CONSTITUTION WAY, WINTER SPRINGS, FL 32708

    $304,9997 Days on yellowkey   MLS ID: O6408927

    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: $2,327 (change assumption)
    Mortgage ($1,671) + 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

    $235,00069 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 20 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


  • 538 CRIMSON LN, WINTER SPRINGS, FL 32708

    $384,9007 Days on yellowkey   MLS ID: O6409571

    For Sale O6409571 - 538 CRIMSON LN, WINTER SPRINGS, FL 32708 28 photos

    Bed: 3   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 1854
       Built: 2007
    Monthly Fee: $300
       Tax: $5,370 (2025)
    Community: Jesups Reserve Twnhms Rep
    Townhouse


    Estimated Monthly Payment: $2,856 (change assumption)
    Mortgage ($2,109) + Fees ($300) + Taxes in 2025 ($448)


    Taxes:$5,370

    Elementary School: Keeth Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: Indian Trails Middle


  • 1059 CEDAR BAY, WINTER SPRINGS, FL 32708

    $450,00085 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


  • 411 GREEN SPRING CIR, WINTER SPRINGS, FL 32708

    $224,900274 Days on yellowkey   MLS ID: O6339004

    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


  • 510 GREEN SPRING CIR, WINTER SPRINGS, FL 32708

    $235,00022 Days on yellowkey   MLS ID: O6405365

    REDUCED by $5,000 (2.1%) on 05/20/2026

    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: $1,742 (change assumption)
    Mortgage ($1,288) + Fees ($190) + Taxes in 2024 ($264)


    Taxes:$3,168

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 578 PINEBRANCH CIR, WINTER SPRINGS, FL 32708

    $310,00031 Days on yellowkey   MLS ID: O6401830

    For Sale O6401830 - 578 PINEBRANCH CIR, WINTER SPRINGS, FL 32708 36 photos

    Bed: 2   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1516
       Built: 2005
    Monthly Fee: $265
       Tax: $3,815 (2025)
    Community: Barclay Reserve Townhomes
    Townhouse


    Estimated Monthly Payment: $2,282 (change assumption)
    Mortgage ($1,699) + Fees ($265) + Taxes in 2025 ($318)


    Taxes:$3,815

    Elementary School: Lawton Elementary

    High School: Oviedo High

    Tax Year: 2025

    Middle School: Jackson Heights Middle


  • 608 JESUP SPRINGS LN, WINTER SPRINGS, FL 32708

    $435,00085 Days on yellowkey   MLS ID: O6387661

    0 Days Off yellowkey (back on 5/20/2026)

    REDUCED by $14,000 (3.1%) on 04/29/2026

    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: $3,036 (change assumption)
    Mortgage ($2,384) + Fees ($233) + Taxes in 2024 ($420)


    Taxes:$5,037

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


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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.