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Winter Springs Townhomes For Sale - 47 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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  • 1320 SPOTTED SANDPIPER LOOP, WINTER SPRINGS, FL 32708

    $480,0001 Day on yellowkey   MLS ID: A4696204

    For Sale A4696204 - 1320 SPOTTED SANDPIPER LOOP, WINTER SPRINGS, FL 32708 58 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


  • 161 BEAR SPRINGS DR, WINTER SPRINGS, FL 32708

    $444,990101 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


  • 173 BEAR SPRINGS DR, WINTER SPRINGS, FL 32708

    $439,990101 Days on yellowkey   MLS ID: O6386437

    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


  • 189 BEAR SPRINGS DR, WINTER SPRINGS, FL 32708

    $443,990155 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


  • 451 HARBOR WINDS CT, WINTER SPRINGS, FL 32708

    $357,50018 Days on yellowkey   MLS ID: O6406257

    5 Days Off yellowkey (back on 6/10/2026)

    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


  • 1384 MILL STREAM LN, WINTER SPRINGS, FL 32708

    $394,90040 Days on yellowkey   MLS ID: TB8504740

    REDUCED by $5,000 (1.3%) on 06/10/2026

    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: $2,837 (change assumption)
    Mortgage ($2,164) + 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


  • 585 SHADOW GLENN PL, WINTER SPRINGS, FL 32708

    $259,90042 Days on yellowkey   MLS ID: O6404267

    REDUCED by $5,000 (1.9%) on 06/11/2026

    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: $2,130 (change assumption)
    Mortgage ($1,424) + Fees ($493) + Taxes in 2024 ($213)


    Taxes:$2,550

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 412 BLUE BAYOU LN, WINTER SPRINGS, FL 32708

    $380,00023 Days on yellowkey   MLS ID: O6407027

    REDUCED by $5,000 (1.3%) on 06/11/2026

    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: $2,682 (change assumption)
    Mortgage ($2,082) + 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


  • 444 BLUE BAYOU LN, WINTER SPRINGS, FL 32708

    $385,00037 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


  • 538 CRIMSON LN, WINTER SPRINGS, FL 32708

    $374,90023 Days on yellowkey   MLS ID: O6409571

    REDUCED by $5,000 (1.3%) on 06/10/2026

    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: $2,802 (change assumption)
    Mortgage ($2,054) + 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


  • 497 CLUB DR, WINTER SPRINGS, FL 32708

    $218,00028 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


  • 171 CONSTITUTION WAY, WINTER SPRINGS, FL 32708

    $315,00065 Days on yellowkey   MLS ID: O6396871

    REDUCED by $10,000 (3.1%) on 06/10/2026

    For Sale O6396871 - 171 CONSTITUTION WAY, WINTER SPRINGS, FL 32708 46 photos

    Bed: 3   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1468
       Built: 2005
    Monthly Fee: $300
       Tax: $2,346 (2024)
    Community: Heritage Park Twnhms
    Townhouse


    Estimated Monthly Payment: $2,221 (change assumption)
    Mortgage ($1,726) + Fees ($300) + Taxes in 2024 ($195)


    Taxes:$2,346

    Elementary School: Layer Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: Indian Trails Middle


  • 504 GREEN SPRING CIR, WINTER SPRINGS, FL 32708

    $250,0009 Days on yellowkey   MLS ID: O6413016

    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: $1,896 (change assumption)
    Mortgage ($1,370) + 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


  • 1270 TARFLOWER DR, WINTER SPRINGS, FL 32708

    $409,99031 Days on yellowkey   MLS ID: O6407275

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

    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


  • 1262 TARFLOWER DR, WINTER SPRINGS, FL 32708

    $389,99031 Days on yellowkey   MLS ID: O6407223

    0 Days Off yellowkey (back on 5/29/2026)

    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


  • 165 BEAR SPRINGS DR, WINTER SPRINGS, FL 32708

    $384,990101 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


  • 445 GEE HAMMOCK LN, WINTER SPRINGS, FL 32708

    $404,0009 Days on yellowkey   MLS ID: O6413309

    2 Days Off yellowkey (back on 6/9/2026)

    For Sale O6413309 - 445 GEE HAMMOCK LN, WINTER SPRINGS, FL 32708 26 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1682
       Built: 2016
    Monthly Fee: $233
       Tax: $3,715 (2025)
    Community: Jesups Landing
    Townhouse


    Estimated Monthly Payment: $2,756 (change assumption)
    Mortgage ($2,214) + Fees ($233) + Taxes in 2025 ($310)


    Taxes:$3,715

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4431 BROOK HOLLOW CIR, WINTER SPRINGS, FL 32708

    $220,000149 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


  • 576 PINEBRANCH CIR, WINTER SPRINGS, FL 32708

    $340,00040 Days on yellowkey   MLS ID: O6401477

    1 Days Off yellowkey (back on 6/9/2026)

    For Sale O6401477 - 576 PINEBRANCH CIR, WINTER SPRINGS, FL 32708 27 photos

    Bed: 3   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1602
       Built: 2005
    Monthly Fee: $264
       Tax: $4,310 (2024)
    Community: Barclay Reserve Twnhms
    Townhouse


    Estimated Monthly Payment: $2,486 (change assumption)
    Mortgage ($1,863) + Fees ($264) + Taxes in 2024 ($359)


    Taxes:$4,310

    Elementary School: Lawton Elementary

    High School: Oviedo High

    Tax Year: 2024

    Middle School: Jackson Heights Middle


  • 499 CLUB DR, WINTER SPRINGS, FL 32708

    $235,00085 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 21 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


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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.