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Winter Springs Single Family Homes For Sale - 134 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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  • 1444 BIRD RD, WINTER SPRINGS, FL 32708

    $838,500257 Days on yellowkey   MLS ID: O6344113

    For Sale O6344113 - 1444 BIRD RD, WINTER SPRINGS, FL 32708 48 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2350
       Built: 1977   Tax: $2,076 (2024)
    Community: Watts Farms
    Single Family


    Estimated Monthly Payment: $4,767 (change assumption)
    Mortgage ($4,594) + Taxes in 2024 ($173)


    Taxes:$2,076

    Elementary School: Sterling Park Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: South Seminole Middle


  • 1421 HAPPY BIRD LN, WINTER SPRINGS, FL 32708

    $563,408200 Days on yellowkey   MLS ID: O6359884

    REDUCED by $10,040 (1.8%) on 05/28/2026

    For Sale O6359884 - 1421 HAPPY BIRD LN, WINTER SPRINGS, FL 32708 16 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2502
       Built: 2019
    Monthly Fee: $130
       Tax: $4,781 (2024)
    Community: Tuskawilla Crossings 34'S
    Single Family


    Estimated Monthly Payment: $3,616 (change assumption)
    Mortgage ($3,087) + Fees ($130) + Taxes in 2024 ($398)


    Taxes:$4,781

    Elementary School: Layer Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: Indian Trails Middle


  • 109 CHERRY CREEK CIR, WINTER SPRINGS, FL 32708

    $1,090,00026 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 49 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


  • 820 WAKULLA LN, WINTER SPRINGS, FL 32708

    $419,90024 Days on yellowkey   MLS ID: TB8504175

    REDUCED by $5,000 (1.2%) on 05/28/2026

    For Sale TB8504175 - 820 WAKULLA LN, WINTER SPRINGS, FL 32708 15 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1658
       Built: 2012
    Monthly Fee: $167
       Tax: $5,649 (2025)
    Community: Winter Spgs Village Ph 1
    Single Family


    Estimated Monthly Payment: $2,939 (change assumption)
    Mortgage ($2,301) + Fees ($167) + Taxes in 2025 ($471)


    Taxes:$5,649

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1825 SENECA BLVD, WINTER SPRINGS, FL 32708

    $650,00054 Days on yellowkey   MLS ID: O6396955

    REDUCED by $25,000 (3.7%) on 05/28/2026

    For Sale O6396955 - 1825 SENECA BLVD, WINTER SPRINGS, FL 32708 82 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2711
       Built: 1989
    Monthly Fee: $8
       Tax: $1,171 (2025)
    Community: Tuscawilla Unit 14B
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,667 (change assumption)
    Mortgage ($3,562) + Fees ($8) + Taxes in 2025 ($98)


    Taxes:$1,171

    Elementary School: Lawton Elementary

    High School: Oviedo High

    Tax Year: 2025

    Middle School: Indian Trails Middle


  • 907 GLEN ABBEY CIR, WINTER SPRINGS, FL 32708

    $420,0004 Days on yellowkey   MLS ID: O6411321

    For Sale O6411321 - 907 GLEN ABBEY CIR, WINTER SPRINGS, FL 32708 48 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1791
       Built: 1997
    Monthly Fee: $126
       Tax: $2,093 (2025)
    Community: Greenbriar Sub Ph 2
    Single Family


    Estimated Monthly Payment: $2,602 (change assumption)
    Mortgage ($2,301) + Fees ($126) + Taxes in 2025 ($174)


    Taxes:$2,093

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 448 MACGREGOR RD, WINTER SPRINGS, FL 32708

    $350,00053 Days on yellowkey   MLS ID: O6397231

    REDUCED by $10,000 (2.8%) on 05/27/2026

    For Sale O6397231 - 448 MACGREGOR RD, WINTER SPRINGS, FL 32708 26 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1477
       Built: 1993
    Monthly Fee: $6
       Tax: $1,141 (2024)
    Community: Highland Village 2
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,019 (change assumption)
    Mortgage ($1,918) + Fees ($6) + Taxes in 2024 ($95)


    Taxes:$1,141

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1534 WESCOTT LOOP, WINTER SPRINGS, FL 32708

    $735,000113 Days on yellowkey   MLS ID: O6380652

    REDUCED by $10,000 (1.3%) on 05/25/2026

    For Sale O6380652 - 1534 WESCOTT LOOP, WINTER SPRINGS, FL 32708 51 photos

    Bed: 6   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 3426
       Built: 2004
    Monthly Fee: $100
       Tax: $5,527 (2025)
    Community: Barrington Estates
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $4,588 (change assumption)
    Mortgage ($4,027) + Fees ($100) + Taxes in 2025 ($461)


    Taxes:$5,527

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 805 LEOPARD TRL, WINTER SPRINGS, FL 32708

    $565,00024 Days on yellowkey   MLS ID: O6405925

    0 Days Off yellowkey (back on 5/27/2026)

    REDUCED by $10,000 (1.7%) on 05/25/2026

    For Sale O6405925 - 805 LEOPARD TRL, WINTER SPRINGS, FL 32708 28 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2608
       Built: 1978   Tax: $2,946 (2024)
    Community: Winter Spgs Unit 4
    Single Family


    Estimated Monthly Payment: $3,341 (change assumption)
    Mortgage ($3,096) + Taxes in 2024 ($245)


    Taxes:$2,946

    Elementary School: Keeth Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: Indian Trails Middle


  • 1513 BLACK BEAR CT, WINTER SPRINGS, FL 32708

    $1,479,50087 Days on yellowkey   MLS ID: O6385058

    1 Days Off yellowkey (back on 5/27/2026)

    REDUCED by $69,500 (4.5%) on 04/16/2026

    For Sale O6385058 - 1513 BLACK BEAR CT, WINTER SPRINGS, FL 32708 68 photos

    Bed: 4   Bath: 5.0   Gar: 3
    Liv Area Sq Ft: 6175
       Built: 1989
    Monthly Fee: $142
       Tax: $23,523 (2025)
    Community: Bear Creek Estates
    Single Family


    Estimated Monthly Payment: $10,209 (change assumption)
    Mortgage ($8,107) + Fees ($142) + Taxes in 2025 ($1,960)


    Taxes:$23,523

    Elementary School: Keeth Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: Indian Trails Middle


  • 143 HAYES RD, WINTER SPRINGS, FL 32708

    $479,00016 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


  • 560 PLEASANT GROVE DR, WINTER SPRINGS, FL 32708

    $425,00034 Days on yellowkey   MLS ID: O6401016

    REDUCED by $20,000 (4.5%) on 05/20/2026

    For Sale O6401016 - 560 PLEASANT GROVE DR, WINTER SPRINGS, FL 32708 23 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1654
       Built: 1996
    Monthly Fee: $78
       Tax: $5,669 (2024)
    Community: Tusca Oaks
    Single Family


    Estimated Monthly Payment: $2,879 (change assumption)
    Mortgage ($2,329) + Fees ($78) + Taxes in 2024 ($472)


    Taxes:$5,669

    Elementary School: Keeth Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: Indian Trails Middle


  • 108 SUNDANCE CT, WINTER SPRINGS, FL 32708

    $349,9009 Days on yellowkey   MLS ID: O6409784

    For Sale O6409784 - 108 SUNDANCE CT, WINTER SPRINGS, FL 32708 33 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1161
       Built: 1997
    Monthly Fee: $140
       Tax: $3,505 (2025)
    Community: The Seasons
    Single Family


    Estimated Monthly Payment: $2,349 (change assumption)
    Mortgage ($1,917) + Fees ($140) + Taxes in 2025 ($292)


    Taxes:$3,505

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1018 WEATHERED WOOD CIR, WINTER SPRINGS, FL 32708

    $369,00011 Days on yellowkey   MLS ID: O6408847

    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


  • 758 N GRETNA CT, WINTER SPRINGS, FL 32708

    $430,00026 Days on yellowkey   MLS ID: O6404912

    REDUCED by $20,000 (4.4%) on 05/25/2026

    For Sale O6404912 - 758 N GRETNA CT, WINTER SPRINGS, FL 32708 58 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2150
       Built: 1977
    Monthly Fee: $33
       Tax: $4,783 (2024)
    Community: Highlands Sec 4
    Single Family


    Estimated Monthly Payment: $2,788 (change assumption)
    Mortgage ($2,356) + Fees ($33) + Taxes in 2024 ($399)


    Taxes:$4,783

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 431 S ALDERWOOD ST, WINTER SPRINGS, FL 32708

    $390,00017 Days on yellowkey   MLS ID: O6407052

    For Sale O6407052 - 431 S ALDERWOOD ST, WINTER SPRINGS, FL 32708 52 photos

    Bed: 4   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1558
       Built: 1973   Tax: $4,580 (2024)
    Community: North Orlando Terrace Unit 1 Sec 5
    Single Family


    Estimated Monthly Payment: $2,519 (change assumption)
    Mortgage ($2,137) + Taxes in 2024 ($382)


    Taxes:$4,580

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 629 RYAN CT, WINTER SPRINGS, FL 32708

    $479,00023 Days on yellowkey   MLS ID: O6396980

    For Sale O6396980 - 629 RYAN CT, WINTER SPRINGS, FL 32708 33 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1857
       Built: 2004
    Monthly Fee: $35
       Tax: $1,899 (2024)
    Community: The Highlands Sections Seven & Eight
    Single Family


    Estimated Monthly Payment: $2,818 (change assumption)
    Mortgage ($2,625) + Fees ($35) + Taxes in 2024 ($158)


    Taxes:$1,899

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 140 SEVILLE CHASE DR, WINTER SPRINGS, FL 32708

    $779,90059 Days on yellowkey   MLS ID: O6395594

    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: $4,945 (change assumption)
    Mortgage ($4,273) + 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


  • 30 SABLE CT, WINTER SPRINGS, FL 32708

    $569,000107 Days on yellowkey   MLS ID: O6382648

    REDUCED by $10,000 (1.7%) on 04/12/2026

    For Sale O6382648 - 30 SABLE CT, WINTER SPRINGS, FL 32708 11 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2674
       Built: 1976   Tax: $3,043 (2024)
    Community: Tuscawilla
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,371 (change assumption)
    Mortgage ($3,118) + Taxes in 2024 ($254)


    Taxes:$3,043

    Elementary School: Keeth Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: Indian Trails Middle


  • 724 BARRINGTON CIR, WINTER SPRINGS, FL 32708

    $399,900373 Days on yellowkey   MLS ID: O6312092

    For Sale O6312092 - 724 BARRINGTON CIR, WINTER SPRINGS, FL 32708 22 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1450
       Built: 1987
    Monthly Fee: $120
       Tax: $1,771 (2024)
    Community: Georgetowne Unit 1
    Single Family


    Estimated Monthly Payment: $2,459 (change assumption)
    Mortgage ($2,191) + Fees ($120) + Taxes in 2024 ($148)


    Taxes:$1,771

    Elementary School: Keeth 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.