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Winter Springs Single Family Homes For Sale - 146 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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  • 1115 ARBOR GLEN CIR, WINTER SPRINGS, FL 32708

    $750,00025 Days on yellowkey   MLS ID: O6416243

    0 Days Off yellowkey (back on 7/3/2026)

    For Sale O6416243 - 1115 ARBOR GLEN CIR, WINTER SPRINGS, FL 32708 54 photos

    Bed: 4   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 2608
       Built: 1993
    Monthly Fee: $58
       Tax: $5,397 (2025)
    Community: Tuscawilla Parcel 90
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,617 (change assumption)
    Mortgage ($4,109) + Fees ($58) + Taxes in 2025 ($450)


    Taxes:$5,397

    Elementary School: Keeth Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: Indian Trails Middle


  • 622 ANHINGA RD, WINTER SPRINGS, FL 32708

    $374,900195 Days on yellowkey   MLS ID: O6369225

    REDUCED by $10,000 (2.6%) on 06/26/2026

    For Sale O6369225 - 622 ANHINGA RD, WINTER SPRINGS, FL 32708 73 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1721
       Built: 1988
    Monthly Fee: $106
       Tax: $4,083 (2024)
    Community: Greenspointe
    Single Family


    Estimated Monthly Payment: $2,500 (change assumption)
    Mortgage ($2,054) + Fees ($106) + Taxes in 2024 ($340)


    Taxes:$4,083

    Elementary School: Highlands Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: South Seminole Middle


  • 1131 ARBOR GLEN CIR, WINTER SPRINGS, FL 32708

    $740,00019 Days on yellowkey   MLS ID: O6416566

    For Sale O6416566 - 1131 ARBOR GLEN CIR, WINTER SPRINGS, FL 32708 64 photos

    Bed: 4   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 2615
       Built: 1990
    Monthly Fee: $58
       Tax: $3,978 (2025)
    Community: Tuscawilla Prcl 90
    Single Family


    Estimated Monthly Payment: $4,444 (change assumption)
    Mortgage ($4,055) + Fees ($58) + Taxes in 2025 ($332)


    Taxes:$3,978

    Elementary School: Keeth Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: Indian Trails Middle


  • 339 INGLENOOK CIR, WINTER SPRINGS, FL 32708

    $359,90039 Days on yellowkey   MLS ID: O6411718

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

    For Sale O6411718 - 339 INGLENOOK CIR, WINTER SPRINGS, FL 32708 20 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1437
       Built: 1992
    Monthly Fee: $22
       Tax: $4,816 (2025)
    Community: Mount Greenwood Unit 1
    Single Family


    Estimated Monthly Payment: $2,395 (change assumption)
    Mortgage ($1,972) + Fees ($22) + Taxes in 2025 ($401)


    Taxes:$4,816

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 114 STONE GABLE CIR, WINTER SPRINGS, FL 32708

    $485,90021 Days on yellowkey   MLS ID: O6417280

    0 Days Off yellowkey (back on 7/3/2026)

    For Sale O6417280 - 114 STONE GABLE CIR, WINTER SPRINGS, FL 32708 46 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1814
       Built: 1998
    Monthly Fee: $50
       Tax: $4,263 (2025)
    Community: Stone Gable
    Single Family


    Estimated Monthly Payment: $3,068 (change assumption)
    Mortgage ($2,662) + Fees ($50) + Taxes in 2025 ($355)


    Taxes:$4,263

    Elementary School: Layer Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: Indian Trails Middle


  • 440 BUCKSKIN CT, WINTER SPRINGS, FL 32708

    $525,000102 Days on yellowkey   MLS ID: O6394274

    REDUCED by $9,900 (1.9%) on 06/24/2026

    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: $3,384 (change assumption)
    Mortgage ($2,877) + 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


  • 1422 SPALDING RD, WINTER SPRINGS, FL 32708

    $425,000404 Days on yellowkey   MLS ID: O6313691

    For Sale O6313691 - 1422 SPALDING RD, WINTER SPRINGS, FL 32708 44 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1456
       Built: 1983
    Monthly Fee: $95
       Tax: $1,306 (2024)
    Community: Wedgewood Tennis Villas
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,533 (change assumption)
    Mortgage ($2,329) + Fees ($95) + Taxes in 2024 ($109)


    Taxes:$1,306

    Elementary School: Keeth Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: Indian Trails Middle


  • 1328 ANDES DR, WINTER SPRINGS, FL 32708

    $373,00076 Days on yellowkey   MLS ID: O6398729

    1 Days Off yellowkey (back on 7/2/2026)

    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


  • 216 TAVESTOCK LOOP, WINTER SPRINGS, FL 32708

    $640,0008 Days on yellowkey   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


  • 143 HAYES RD, WINTER SPRINGS, FL 32708

    $469,00053 Days on yellowkey   MLS ID: O6407546

    REDUCED by $10,000 (2.1%) on 07/02/2026

    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: $2,718 (change assumption)
    Mortgage ($2,570) + Taxes in 2024 ($149)


    Taxes:$1,782

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 101 S FLAMINGO AVE, WINTER SPRINGS, FL 32708

    $365,5006 Days on yellowkey   MLS ID: S5150918

    For Sale S5150918 - 101 S FLAMINGO AVE, WINTER SPRINGS, FL 32708 14 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1368
       Built: 1985   Tax: $3,635 (2025)
    Community: North Orlando 2Nd Add
    Single Family


    Estimated Monthly Payment: $2,306 (change assumption)
    Mortgage ($2,003) + Taxes in 2025 ($303)


    Taxes:$3,635

    Elementary School: Winter Springs Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: Indian Trails Middle


  • 358 BRUSHWOOD LN, WINTER SPRINGS, FL 32708

    $468,00033 Days on yellowkey   MLS ID: O6412915

    0 Days Off yellowkey (back on 7/1/2026)

    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


  • 448 MACGREGOR RD, WINTER SPRINGS, FL 32708

    $350,00090 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


  • 71 TARPON CIR, WINTER SPRINGS, FL 32708

    $525,00017 Days on yellowkey   MLS ID: O6418735

    For Sale O6418735 - 71 TARPON CIR, WINTER SPRINGS, FL 32708 24 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2637
       Built: 1973
    Monthly Fee: $3
       Tax: $2,415 (2025)
    Community: Winter Spgs Unit 4
    Single Family


    Estimated Monthly Payment: $3,081 (change assumption)
    Mortgage ($2,877) + Fees ($3) + Taxes in 2025 ($201)


    Taxes:$2,415

    Elementary School: Keeth Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: Indian Trails Middle


  • 785 COLD STREAM CT, WINTER SPRINGS, FL 32708

    $497,00011 Days on yellowkey   MLS ID: O6420226

    1 Days Off yellowkey (back on 7/1/2026)

    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


  • 1437 PONCE DE LEON BLVD, WINTER SPRINGS, FL 32708

    $415,00012 Days on yellowkey   MLS ID: O6418750

    0 Days Off yellowkey (back on 6/30/2026)

    For Sale O6418750 - 1437 PONCE DE LEON BLVD, WINTER SPRINGS, FL 32708 34 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2056
       Built: 1980
    Monthly Fee: $29
       Tax: $1,368 (2025)
    Community: Sunrise Unit 1
    Single Family


    Estimated Monthly Payment: $2,417 (change assumption)
    Mortgage ($2,274) + Fees ($29) + Taxes in 2025 ($114)


    Taxes:$1,368

    Elementary School: Rainbow Elementary

    High School: Oviedo High

    Tax Year: 2025

    Middle School: Indian Trails Middle


  • 1016 WALNUT CREEK CV, WINTER SPRINGS, FL 32708

    $539,90021 Days on yellowkey   MLS ID: O6414948

    1 Days Off yellowkey (back on 6/19/2026)

    For Sale O6414948 - 1016 WALNUT CREEK CV, WINTER SPRINGS, FL 32708 39 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2375
       Built: 2003
    Monthly Fee: $150
       Tax: $3,482 (2025)
    Community: Parkstone Unit 4
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,398 (change assumption)
    Mortgage ($2,958) + Fees ($150) + Taxes in 2025 ($290)


    Taxes:$3,482

    Elementary School: Layer Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: Indian Trails Middle


  • 934 TORREY PINE DR, WINTER SPRINGS, FL 32708

    $499,000275 Days on yellowkey   MLS ID: O6349893

    1 Days Off yellowkey (back on 7/1/2026)

    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


  • 107 GOLDEN CREST CT, WINTER SPRINGS, FL 32708

    $499,000103 Days on yellowkey   MLS ID: O6393850

    REDUCED by $5,000 (1.0%) on 07/01/2026

    For Sale O6393850 - 107 GOLDEN CREST CT, WINTER SPRINGS, FL 32708 40 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1978
       Built: 1995
    Monthly Fee: $162
       Tax: $6,261 (2024)
    Community: Eagles Watch Ph 1
    Single Family


    Estimated Monthly Payment: $3,418 (change assumption)
    Mortgage ($2,734) + Fees ($162) + Taxes in 2024 ($522)


    Taxes:$6,261

    Elementary School: Lawton Elementary

    High School: Oviedo High

    Tax Year: 2024

    Middle School: Indian Trails Middle


  • 276 SAN GABRIEL ST, WINTER SPRINGS, FL 32708

    $279,00081 Days on yellowkey   MLS ID: O6399623

    REDUCED by $6,000 (2.1%) on 06/30/2026

    For Sale O6399623 - 276 SAN GABRIEL ST, WINTER SPRINGS, FL 32708 35 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1089
       Built: 1994
    Monthly Fee: $127
       Tax: $3,719 (2025)
    Community: Deersong 2
    Single Family


    Estimated Monthly Payment: $1,966 (change assumption)
    Mortgage ($1,529) + Fees ($127) + Taxes in 2025 ($310)


    Taxes:$3,719

    Elementary School: Layer Elementary

    High School: Winter Springs High

    Tax Year: 2025

    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.