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Winter Springs Homes For Sale & Real Estate - 205 homes

Winter Springs homes for sale are located in Seminole County, Florida. Find homes in Winter Springs for sale with data from the Multiple Listing Service (MLS). Our REALTORS® can assist you in your real estate search for Winter Springs houses.

Location: Winter Springs

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  • 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


  • 819 DUNDEE DR, WINTER SPRINGS, FL 32708

    $429,00010 Days on yellowkey   MLS ID: O6412585

    INCREASED by $4,000 (0.9%) on 06/05/2026

    For Sale O6412585 - 819 DUNDEE DR, WINTER SPRINGS, FL 32708 47 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1701
       Built: 1978
    Monthly Fee: $40
       Tax: $1,558 (2025)
    Community: Highlands Sec 1
    Single Family


    Estimated Monthly Payment: $2,520 (change assumption)
    Mortgage ($2,351) + Fees ($40) + Taxes in 2025 ($130)


    Taxes:$1,558

    Elementary School: Highlands Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: South Seminole Middle


  • 140 SEVILLE CHASE DR, WINTER SPRINGS, FL 32708

    $769,90072 Days on yellowkey   MLS ID: O6395594

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

    For Sale O6395594 - 140 SEVILLE CHASE DR, WINTER SPRINGS, FL 32708 46 photos

    Bed: 5   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3129
       Built: 1999
    Monthly Fee: $184
       Tax: $5,857 (2024)
    Community: Seville Chase
    Single Family


    Estimated Monthly Payment: $4,891 (change assumption)
    Mortgage ($4,219) + Fees ($184) + Taxes in 2024 ($488)


    Taxes:$5,857

    Elementary School: Sterling Park Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: South Seminole Middle


  • 358 BRUSHWOOD LN, WINTER SPRINGS, FL 32708

    $468,0009 Days on yellowkey   MLS ID: O6412915

    For Sale O6412915 - 358 BRUSHWOOD LN, WINTER SPRINGS, FL 32708 20 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1922
       Built: 1986
    Monthly Fee: $29
       Tax: $3,177 (2025)
    Community: Deer Run Unit 23C
    Single Family


    Estimated Monthly Payment: $2,858 (change assumption)
    Mortgage ($2,564) + Fees ($29) + Taxes in 2025 ($265)


    Taxes:$3,177

    Elementary School: Red Bug Elementary

    High School: Lake Howell High

    Tax Year: 2025

    Middle School: Tuskawilla Middle


  • 1219 SWAN ST, WINTER SPRINGS, FL 32708

    $350,00089 Days on yellowkey   MLS ID: O6391011

    0 Days Off yellowkey (back on 6/7/2026)

    For Sale O6391011 - 1219 SWAN ST, WINTER SPRINGS, FL 32708 16 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1848
       Built: 1978   Tax: $2,327 (2024)
    Community: Winter Spgs Unit 4
    Single Family


    Estimated Monthly Payment: $2,112 (change assumption)
    Mortgage ($1,918) + Taxes in 2024 ($194)


    Taxes:$2,327

    Elementary School: Keeth Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: Indian Trails Middle


  • 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


  • 294 SAN GABRIEL ST, WINTER SPRINGS, FL 32708

    $249,99020 Days on yellowkey   MLS ID: O6409921

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

    For Sale O6409921 - 294 SAN GABRIEL ST, WINTER SPRINGS, FL 32708 43 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1105
       Built: 1994
    Monthly Fee: $127
       Tax: $3,612 (2025)
    Community: Deersong 2
    Single Family


    Estimated Monthly Payment: $1,798 (change assumption)
    Mortgage ($1,370) + Fees ($127) + Taxes in 2025 ($301)


    Taxes:$3,612

    Elementary School: Layer Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: Indian Trails Middle


  • 472 DEWARS CT, WINTER SPRINGS, FL 32708

    $499,9009 Days on yellowkey   MLS ID: O6413206

    For Sale O6413206 - 472 DEWARS CT, WINTER SPRINGS, FL 32708 45 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2222
       Built: 1995
    Monthly Fee: $13
       Tax: $2,066 (2025)
    Community: Highland Lake Ph 2
    Single Family


    Estimated Monthly Payment: $2,924 (change assumption)
    Mortgage ($2,739) + Fees ($13) + Taxes in 2025 ($172)


    Taxes:$2,066

    Elementary School: Highlands Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: South Seminole Middle


  • 998 EL LAGO TER, WINTER SPRINGS, FL 32708

    $649,90029 Days on yellowkey   MLS ID: O6408037

    REDUCED by $100 (0.0%) on 06/10/2026

    For Sale O6408037 - 998 EL LAGO TER, WINTER SPRINGS, FL 32708 28 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2126
       Built: 1989
    Monthly Fee: $28
       Tax: $1,516 (2024)
    Community: Sunrise Estates Unit 5
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $3,715 (change assumption)
    Mortgage ($3,561) + Fees ($28) + Taxes in 2024 ($126)


    Taxes:$1,516

    Elementary School: Rainbow Elementary

    High School: Oviedo High

    Tax Year: 2024

    Middle School: Indian Trails Middle


  • 1055 CHESTERFIELD CIR, WINTER SPRINGS, FL 32708

    $515,0009 Days on yellowkey   MLS ID: O6413841

    For Sale O6413841 - 1055 CHESTERFIELD CIR, WINTER SPRINGS, FL 32708 41 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1665
       Built: 1984
    Monthly Fee: $25
       Tax: $5,048 (2025)
    Community: Amherst
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,268 (change assumption)
    Mortgage ($2,822) + Fees ($25) + Taxes in 2025 ($421)


    Taxes:$5,048

    Elementary School: Rainbow Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: Indian Trails Middle


  • 440 BUCKSKIN CT, WINTER SPRINGS, FL 32708

    $534,90078 Days on yellowkey   MLS ID: O6394274

    REDUCED by $14,100 (2.6%) on 05/22/2026

    For Sale O6394274 - 440 BUCKSKIN CT, WINTER SPRINGS, FL 32708 52 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1922
       Built: 1986
    Monthly Fee: $30
       Tax: $5,731 (2025)
    Community: Deer Run Unit 20
    Single Family


    Estimated Monthly Payment: $3,438 (change assumption)
    Mortgage ($2,931) + Fees ($30) + Taxes in 2025 ($478)


    Taxes:$5,731

    Elementary School: Red Bug Elementary

    High School: Lake Howell High

    Tax Year: 2025

    Middle School: Tuskawilla 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


  • 1411 BORG LN, WINTER SPRINGS, FL 32708

    $385,000133 Days on yellowkey   MLS ID: O6378665

    REDUCED by $14,000 (3.5%) on 06/10/2026

    For Sale O6378665 - 1411 BORG LN, WINTER SPRINGS, FL 32708 29 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1368
       Built: 1981
    Monthly Fee: $90
       Tax: $1,871 (2024)
    Community: Wedgewood Tennis Villas
    Single Family


    Estimated Monthly Payment: $2,355 (change assumption)
    Mortgage ($2,110) + Fees ($90) + Taxes in 2024 ($156)


    Taxes:$1,871

    Elementary School: Keeth Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: Indian Trails Middle


  • 120 N FAIRFAX AVE, WINTER SPRINGS, FL 32708

    $237,00063 Days on yellowkey   MLS ID: O6398133

    REDUCED by $26,000 (9.9%) on 05/21/2026

    FORECLOSURE O6398133 - 120 N FAIRFAX AVE, WINTER SPRINGS, FL 32708 13 photos

    Bed: 2   Bath: 1.0
    Liv Area Sq Ft: 1148
       Built: 1959   Tax: $2,741 (2025)
    Community: North Orlando
    Single Family


    Estimated Monthly Payment: $1,527 (change assumption)
    Mortgage ($1,299) + Taxes in 2025 ($228)


    Taxes:$2,741

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 577 WALDEN CT, WINTER SPRINGS, FL 32708

    $405,0005 Days on yellowkey   MLS ID: V4949540

    For Sale V4949540 - 577 WALDEN CT, WINTER SPRINGS, FL 32708 34 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1560
       Built: 1974   Tax: $3,414 (2025)
    Community: Walden Terrace
    Single Family


    Estimated Monthly Payment: $2,504 (change assumption)
    Mortgage ($2,219) + Taxes in 2025 ($284)


    Taxes:$3,414

    Elementary School: Winter Springs Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: Tuskawilla Middle


  • 706 LAKESIDE DR, WINTER SPRINGS, FL 32708

    $279,50043 Days on yellowkey   MLS ID: O6402320

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

    For Sale O6402320 - 706 LAKESIDE DR, WINTER SPRINGS, FL 32708 27 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1092
       Built: 1979
    Monthly Fee: $95
       Tax: $2,209 (2024)
    Community: Wildwood
    Single Family


    Estimated Monthly Payment: $1,811 (change assumption)
    Mortgage ($1,531) + Fees ($95) + Taxes in 2024 ($184)


    Taxes:$2,209

    Elementary School: Highlands Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: South Seminole Middle




Why Bother Searching Elsewhere for Winter Springs Homes for Sale and Other Real Estate?

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 houses for sale in Winter Springs . You can use our website to view Multiple Listing Service (MLS) data on Winter Springs Real Estate. 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 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.