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Winter Springs Single Family Homes For Sale - 151 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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  • 216 TAVESTOCK LOOP, WINTER SPRINGS, FL 32708

    $640,000Listed 06/29/2026 2:55PM   MLS ID: O6419655

    For Sale O6419655 - 216 TAVESTOCK LOOP, WINTER SPRINGS, FL 32708 25 photos

    Bed: 5   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2355
       Built: 2000
    Monthly Fee: $150
       Tax: $7,334 (2025)
    Community: Parkstone
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $4,268 (change assumption)
    Mortgage ($3,507) + Fees ($150) + Taxes in 2025 ($611)


    Taxes:$7,334

    Elementary School: Layer Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: Indian Trails Middle


  • 314 SAN GABRIEL ST, WINTER SPRINGS, FL 32708

    $279,990262 Days on yellowkey   MLS ID: O6350799

    2 Days Off yellowkey (back on 6/29/2026)

    For Sale O6350799 - 314 SAN GABRIEL ST, WINTER SPRINGS, FL 32708 30 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1091
       Built: 1992
    Monthly Fee: $127
       Tax: $2,209 (2024)
    Community: Deersong
    Spa: No

    Single Family


    Estimated Monthly Payment: $1,845 (change assumption)
    Mortgage ($1,534) + Fees ($127) + Taxes in 2024 ($184)


    Taxes:$2,209

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1647 EAGLE NEST CIR, WINTER SPRINGS, FL 32708

    $840,00011 Days on yellowkey   MLS ID: O6418175

    0 Days Off yellowkey (back on 6/29/2026)

    For Sale O6418175 - 1647 EAGLE NEST CIR, WINTER SPRINGS, FL 32708 35 photos

    Bed: 4   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 2749
       Built: 1993
    Monthly Fee: $48
       Tax: $5,419 (2025)
    Community: Glen Eagle
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $5,102 (change assumption)
    Mortgage ($4,603) + Fees ($48) + Taxes in 2025 ($452)


    Taxes:$5,419

    Elementary School: Rainbow Elementary

    High School: Oviedo High

    Tax Year: 2025

    Middle School: Indian Trails Middle


  • 809 BIG BUCK CIR, WINTER SPRINGS, FL 32708

    $549,00015 Days on yellowkey   MLS ID: O6416554

    For Sale O6416554 - 809 BIG BUCK CIR, WINTER SPRINGS, FL 32708 53 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2250
       Built: 1984
    Monthly Fee: $3
       Tax: $6,018 (2025)
    Community: Oak Forest Unit 3
    Single Family


    Estimated Monthly Payment: $3,513 (change assumption)
    Mortgage ($3,008) + Fees ($3) + Taxes in 2025 ($502)


    Taxes:$6,018

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 358 BRUSHWOOD LN, WINTER SPRINGS, FL 32708

    $468,00025 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


  • 934 TORREY PINE DR, WINTER SPRINGS, FL 32708

    $499,000267 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: 2.0   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


  • 135 W TRADE WINDS RD, WINTER SPRINGS, FL 32708

    $770,00092 Days on yellowkey   MLS ID: S5146734

    REDUCED by $45,000 (5.5%) on 05/31/2026

    For Sale S5146734 - 135 W TRADE WINDS RD, WINTER SPRINGS, FL 32708 41 photos

    Bed: 6   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 3100
       Built: 1995   Tax: $4,421 (2024)
    Community: Oak Hill Estates
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,587 (change assumption)
    Mortgage ($4,219) + Taxes in 2024 ($368)


    Taxes:$4,421

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 577 WALDEN CT, WINTER SPRINGS, FL 32708

    $399,00021 Days on yellowkey   MLS ID: V4949540

    REDUCED by $6,000 (1.5%) on 06/20/2026

    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: $2,471 (change assumption)
    Mortgage ($2,186) + Taxes in 2025 ($284)


    Taxes:$3,414

    Elementary School: Winter Springs Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: Tuskawilla Middle


  • 749 WILLOW RUN LN, WINTER SPRINGS, FL 32708

    $615,00046 Days on yellowkey   MLS ID: O6407791

    REDUCED by $5,000 (0.8%) on 06/24/2026

    For Sale O6407791 - 749 WILLOW RUN LN, WINTER SPRINGS, FL 32708 30 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2456
       Built: 1986
    Monthly Fee: $17
       Tax: $5,752 (2025)
    Community: Willow Run
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,866 (change assumption)
    Mortgage ($3,370) + Fees ($17) + Taxes in 2025 ($479)


    Taxes:$5,752

    Elementary School: Red Bug Elementary

    High School: Lake Howell High

    Tax Year: 2025

    Middle School: Tuskawilla Middle


  • 4967 COURTLAND LOOP, WINTER SPRINGS, FL 32708

    $790,0003 Days on yellowkey   MLS ID: O6419028

    For Sale O6419028 - 4967 COURTLAND LOOP, WINTER SPRINGS, FL 32708 37 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2339
       Built: 1989
    Monthly Fee: $40
       Tax: $6,933 (2025)
    Community: Tuskabay
    Single Family


    Estimated Monthly Payment: $4,946 (change assumption)
    Mortgage ($4,329) + Fees ($40) + Taxes in 2025 ($578)


    Taxes:$6,933

    Elementary School: Keeth Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: Indian Trails Middle


  • 140 SEVILLE CHASE DR, WINTER SPRINGS, FL 32708

    $769,90088 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


  • 785 COLD STREAM CT, WINTER SPRINGS, FL 32708

    $497,0003 Days on yellowkey   MLS ID: O6420226

    For Sale O6420226 - 785 COLD STREAM CT, WINTER SPRINGS, FL 32708 25 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2247
       Built: 1986
    Monthly Fee: $42
       Tax: $2,662 (2025)
    Community: Willow Run
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,987 (change assumption)
    Mortgage ($2,723) + Fees ($42) + Taxes in 2025 ($222)


    Taxes:$2,662

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 710 BRIARWOOD DR, WINTER SPRINGS, FL 32708

    $360,00086 Days on yellowkey   MLS ID: O6396343

    REDUCED by $5,000 (1.4%) on 06/28/2026

    For Sale O6396343 - 710 BRIARWOOD DR, WINTER SPRINGS, FL 32708 24 photos

    Bed: 4   Bath: 2.0
    Liv Area Sq Ft: 1769
       Built: 1974
    Monthly Fee: $90
       Tax: $4,070 (2025)
    Community: Wildwood
    Single Family


    Estimated Monthly Payment: $2,402 (change assumption)
    Mortgage ($1,973) + Fees ($90) + Taxes in 2025 ($339)


    Taxes:$4,070

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1447 BIRD RD, WINTER SPRINGS, FL 32708

    $2,625,000115 Days on yellowkey   MLS ID: O6388126

    REDUCED by $174,000 (6.2%) on 06/03/2026

    For Sale O6388126 - 1447 BIRD RD, WINTER SPRINGS, FL 32708 68 photos

    Bed: 6   Bath: 5.0   Gar: 3
    Liv Area Sq Ft: 6132
       Built: 2026   Tax: $2,989 (2024)
    Community: Talis Crossing
    Single Family


    Estimated Monthly Payment: $14,632 (change assumption)
    Mortgage ($14,383) + Taxes in 2024 ($249)


    Taxes:$2,989

    Elementary School: Sterling Park Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: South Seminole Middle


  • 143 HAYES RD, WINTER SPRINGS, FL 32708

    $479,00045 Days on yellowkey   MLS ID: O6407546

    REDUCED by $10,000 (2.0%) on 05/27/2026

    For Sale O6407546 - 143 HAYES RD, WINTER SPRINGS, FL 32708 41 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1649
       Built: 1983   Tax: $1,782 (2024)
    Community: North Orlando Ranches Sec 02A
    Single Family


    Estimated Monthly Payment: $2,773 (change assumption)
    Mortgage ($2,625) + Taxes in 2024 ($149)


    Taxes:$1,782

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1209 DEER RUN DR, WINTER SPRINGS, FL 32708

    $775,0002 Days on yellowkey   MLS ID: O6420511

    For Sale O6420511 - 1209 DEER RUN DR, WINTER SPRINGS, FL 32708 40 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 3164
       Built: 1977
    Monthly Fee: $3
       Tax: $4,064 (2025)
    Community: Tuskawilla
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,588 (change assumption)
    Mortgage ($4,246) + Fees ($3) + Taxes in 2025 ($339)


    Taxes:$4,064

    Elementary School: Keeth Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: Indian Trails Middle


  • 1385 PONCE DE LEON BLVD, WINTER SPRINGS, FL 32708

    $367,0002 Days on yellowkey   MLS ID: W7887141

    For Sale W7887141 - 1385 PONCE DE LEON BLVD, WINTER SPRINGS, FL 32708 21 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1460
       Built: 1980
    Monthly Fee: $29
       Tax: $4,679 (2025)
    Community: Sunrise Unit 2-A
    Single Family


    Estimated Monthly Payment: $2,430 (change assumption)
    Mortgage ($2,011) + Fees ($29) + Taxes in 2025 ($390)


    Taxes:$4,679

    Elementary School: Rainbow Elementary

    High School: Oviedo High

    Tax Year: 2025

    Middle School: Indian Trails Middle


  • 1055 CHESTERFIELD CIR, WINTER SPRINGS, FL 32708

    $499,90025 Days on yellowkey   MLS ID: O6413841

    0 Days Off yellowkey (back on 6/27/2026)

    REDUCED by $10,100 (2.0%) on 06/23/2026

    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: $3,185 (change assumption)
    Mortgage ($2,739) + 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


  • 4901 PETRA CT, WINTER SPRINGS, FL 32708

    $674,90031 Days on yellowkey   MLS ID: O6412001

    For Sale O6412001 - 4901 PETRA CT, WINTER SPRINGS, FL 32708 36 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2644
       Built: 1986
    Monthly Fee: $40
       Tax: $2,783 (2024)
    Community: Tuskabay
    Single Family


    Estimated Monthly Payment: $3,970 (change assumption)
    Mortgage ($3,698) + Fees ($40) + Taxes in 2024 ($232)


    Taxes:$2,783

    Elementary School: Keeth Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: Indian Trails Middle


  • 510 SONATA CT, WINTER SPRINGS, FL 32708

    $799,90062 Days on yellowkey   MLS ID: O6402358

    REDUCED by $25,000 (3.0%) on 06/23/2026

    For Sale O6402358 - 510 SONATA CT, WINTER SPRINGS, FL 32708 47 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2381
       Built: 1999
    Monthly Fee: $184
       Tax: $6,415 (2024)
    Community: Seville Chase
    Single Family


    Estimated Monthly Payment: $5,101 (change assumption)
    Mortgage ($4,383) + Fees ($184) + Taxes in 2024 ($535)


    Taxes:$6,415

    Elementary School: Sterling Park Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: South Seminole 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.