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Winter Springs Single Family Homes For Sale - 133 homes

Winter Springs Single Family Homes for Sale are located in Seminole County, Florida. Find single family homes 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 single family houses.

Location: Winter Springs

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  • 1018 WEATHERED WOOD CIR, WINTER SPRINGS, FL 32708

    $369,00026 Days on yellowkey   MLS ID: O6408847

    0 Days Off yellowkey (back on 6/11/2026)

    For Sale O6408847 - 1018 WEATHERED WOOD CIR, WINTER SPRINGS, FL 32708 34 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1718
       Built: 1978
    Monthly Fee: $107
       Tax: $1,316 (2025)
    Community: Wedgewood Unit 2
    Single Family


    Estimated Monthly Payment: $2,238 (change assumption)
    Mortgage ($2,022) + Fees ($107) + Taxes in 2025 ($110)


    Taxes:$1,316

    Elementary School: Keeth Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: Indian Trails Middle


  • 109 CHERRY CREEK CIR, WINTER SPRINGS, FL 32708

    $1,090,00041 Days on yellowkey   MLS ID: O6404923

    REDUCED by $60,000 (5.2%) on 05/28/2026

    For Sale O6404923 - 109 CHERRY CREEK CIR, WINTER SPRINGS, FL 32708 45 photos

    Bed: 5   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 3440
       Built: 1996
    Monthly Fee: $123
       Tax: $7,388 (2024)
    Community: Reserve At Tuscawilla Ph 1 The
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $6,711 (change assumption)
    Mortgage ($5,972) + Fees ($123) + Taxes in 2024 ($616)


    Taxes:$7,388

    Elementary School: Keeth Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: Indian Trails Middle


  • 934 TORREY PINE DR, WINTER SPRINGS, FL 32708

    $499,000253 Days on yellowkey   MLS ID: O6349893

    REDUCED by $15,000 (2.9%) on 06/10/2026

    For Sale O6349893 - 934 TORREY PINE DR, WINTER SPRINGS, FL 32708 54 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1678
       Built: 2000
    Monthly Fee: $126
       Tax: $2,280 (2024)
    Community: Greenbriar Sub Ph 2
    Single Family


    Estimated Monthly Payment: $3,050 (change assumption)
    Mortgage ($2,734) + Fees ($126) + Taxes in 2024 ($190)


    Taxes:$2,280

    Elementary School: Rainbow Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: Indian Trails Middle


  • 709 WINDWILLOW CIR, WINTER SPRINGS, FL 32708

    $819,00055 Days on yellowkey   MLS ID: O6399823

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

    REDUCED by $20,000 (2.4%) on 05/09/2026

    For Sale O6399823 - 709 WINDWILLOW CIR, WINTER SPRINGS, FL 32708 39 photos

    Bed: 5   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 3407
       Built: 1988
    Monthly Fee: $20
       Tax: $368 (2024)
    Community: Lake Tuskawilla Ph 1
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,538 (change assumption)
    Mortgage ($4,488) + Fees ($20) + Taxes in 2024 ($31)


    Taxes:$368

    Elementary School: Keeth Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: Indian Trails Middle


  • 207 BIRCH TERRACE, WINTER SPRINGS, FL 32708

    $297,00014 Days on yellowkey   MLS ID: O6411799

    1 Days Off yellowkey (back on 6/11/2026)

    For Sale O6411799 - 207 BIRCH TERRACE, WINTER SPRINGS, FL 32708 14 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1318
       Built: 1973   Tax: $4,212 (2025)
    Community: North Orlando Terrace
    Single Family


    Estimated Monthly Payment: $1,978 (change assumption)
    Mortgage ($1,627) + Taxes in 2025 ($351)


    Taxes:$4,212

    Elementary School: Winter Springs Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: Indian Trails Middle


  • 363 TWELVE OAKS DR, WINTER SPRINGS, FL 32708

    $579,00079 Days on yellowkey   MLS ID: O6394390

    REDUCED by $20,000 (3.3%) on 06/11/2026

    For Sale O6394390 - 363 TWELVE OAKS DR, WINTER SPRINGS, FL 32708 20 photos

    Bed: 5   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 3408
       Built: 2000
    Monthly Fee: $48
       Tax: $4,927 (2025)
    Community: Winding Hollow
    Single Family


    Estimated Monthly Payment: $3,631 (change assumption)
    Mortgage ($3,173) + Fees ($48) + Taxes in 2025 ($411)


    Taxes:$4,927

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 71 BOMBAY AVE, WINTER SPRINGS, FL 32708

    $225,90011 Days on yellowkey   MLS ID: O6414087

    For Sale O6414087 - 71 BOMBAY AVE, WINTER SPRINGS, FL 32708 29 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1134
       Built: 1960   Tax: $3,899 (2025)
    Community: North Orlando 1St Add
    Single Family


    Estimated Monthly Payment: $1,563 (change assumption)
    Mortgage ($1,238) + Taxes in 2025 ($325)


    Taxes:$3,899

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 358 BRUSHWOOD LN, WINTER SPRINGS, FL 32708

    $468,00011 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


  • 294 SAN GABRIEL ST, WINTER SPRINGS, FL 32708

    $249,99022 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


  • 1055 CHESTERFIELD CIR, WINTER SPRINGS, FL 32708

    $515,00011 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

    $534,90080 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


  • 120 N FAIRFAX AVE, WINTER SPRINGS, FL 32708

    $237,00065 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


  • 706 LAKESIDE DR, WINTER SPRINGS, FL 32708

    $279,50045 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


  • 811 MAPLE LEAF LOOP, WINTER SPRINGS, FL 32708

    $545,00011 Days on yellowkey   MLS ID: O6413927

    For Sale O6413927 - 811 MAPLE LEAF LOOP, WINTER SPRINGS, FL 32708 30 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2852
       Built: 2016
    Monthly Fee: $100
       Tax: $4,089 (2025)
    Community: Seven Oaks
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,427 (change assumption)
    Mortgage ($2,986) + Fees ($100) + Taxes in 2025 ($341)


    Taxes:$4,089

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4262 LORI LOOP, WINTER SPRINGS, FL 32708

    $581,3147 Days on yellowkey   MLS ID: O6414617

    For Sale O6414617 - 4262 LORI LOOP, WINTER SPRINGS, FL 32708 46 photos

    Bed: 6   Bath: 5.5   Gar: 2
    Liv Area Sq Ft: 3950
       Built: 2001
    Monthly Fee: $17
       Tax: $10,114 (2025)
    Community: Willow Run
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $4,045 (change assumption)
    Mortgage ($3,185) + Fees ($17) + Taxes in 2025 ($843)


    Taxes:$10,114

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 618 LOCUST CT, WINTER SPRINGS, FL 32708

    $228,80027 Days on yellowkey   MLS ID: O6409201

    FORECLOSURE O6409201 - 618 LOCUST CT, WINTER SPRINGS, FL 32708 38 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1326
       Built: 1978   Tax: $4,436 (2025)
    Community: Foxmoor Unit 2
    Single Family


    Estimated Monthly Payment: $1,623 (change assumption)
    Mortgage ($1,254) + Taxes in 2025 ($370)


    Taxes:$4,436

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1020 TAPROOT DR, WINTER SPRINGS, FL 32708

    $509,90026 Days on yellowkey   MLS ID: O6409011

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

    For Sale O6409011 - 1020 TAPROOT DR, WINTER SPRINGS, FL 32708 41 photos

    Bed: 3   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 1905
       Built: 2021   Tax: $4,953 (2024)
    Community: Oak Forest Unit 1
    Single Family


    Estimated Monthly Payment: $3,207 (change assumption)
    Mortgage ($2,794) + Taxes in 2024 ($413)


    Taxes:$4,953

    Elementary School: Keeth Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: Indian Trails Middle


  • 1328 ANDES DR, WINTER SPRINGS, FL 32708

    $373,00054 Days on yellowkey   MLS ID: O6398729

    REDUCED by $12,000 (3.1%) on 06/08/2026

    For Sale O6398729 - 1328 ANDES DR, WINTER SPRINGS, FL 32708 20 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1582
       Built: 1987
    Monthly Fee: $29
       Tax: $3,128 (2024)
    Community: Sunrise Village Unit 6
    Single Family


    Estimated Monthly Payment: $2,333 (change assumption)
    Mortgage ($2,044) + Fees ($29) + Taxes in 2024 ($261)


    Taxes:$3,128

    Elementary School: Rainbow Elementary

    High School: Oviedo High

    Tax Year: 2024

    Middle School: Indian Trails Middle


  • 632 BLENHEIM LOOP, WINTER SPRINGS, FL 32708

    $489,900105 Days on yellowkey   MLS ID: O6386347

    REDUCED by $5,100 (1.0%) on 06/08/2026

    For Sale O6386347 - 632 BLENHEIM LOOP, WINTER SPRINGS, FL 32708 53 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1996
       Built: 2002
    Monthly Fee: $150
       Tax: $2,713 (2024)
    Community: Parkstone Unit 2
    Single Family


    Estimated Monthly Payment: $3,060 (change assumption)
    Mortgage ($2,684) + Fees ($150) + Taxes in 2024 ($226)


    Taxes:$2,713

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 709 SAILFISH RD, WINTER SPRINGS, FL 32708

    $402,500193 Days on yellowkey   MLS ID: O6364715

    REDUCED by $5,000 (1.2%) on 06/08/2026

    For Sale O6364715 - 709 SAILFISH RD, WINTER SPRINGS, FL 32708 28 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1737
       Built: 1984   Tax: $5,463 (2024)
    Community: North Orlando Ranches Sec 10
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,661 (change assumption)
    Mortgage ($2,205) + Taxes in 2024 ($455)


    Taxes:$5,463

    Elementary School: Layer Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: Indian Trails Middle




Why Bother Searching Elsewhere for Winter Springs Single Family Homes for Sale?

Winter Springs home, townhome, and condo, villa, and other listing sale 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 single family homes for sale in Winter Springs . You can use our website to view Multiple Listing Service (MLS) data on Winter Springs single family homes. 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 single family home 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.