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Winter Springs Single Family Homes For Sale - 147 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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  • 101 S FLAMINGO AVE, WINTER SPRINGS, FL 32708

    $365,500Listed 07/01/2026 11:10AM   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


  • 1016 WALNUT CREEK CV, WINTER SPRINGS, FL 32708

    $539,90015 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

    $499,000269 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

    $499,00097 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


  • 221 SHERRY AVE, WINTER SPRINGS, FL 32708

    $359,90055 Days on yellowkey   MLS ID: O6404854

    REDUCED by $7,000 (1.9%) on 06/17/2026

    For Sale O6404854 - 221 SHERRY AVE, WINTER SPRINGS, FL 32708 18 photos

    Bed: 4   Bath: 2.0
    Liv Area Sq Ft: 1700
       Built: 1971   Tax: $523 (2025)
    Community: North Orlando Townsite Fourth Add Replat
    Single Family


    Estimated Monthly Payment: $2,016 (change assumption)
    Mortgage ($1,972) + Taxes in 2025 ($44)


    Taxes:$523

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 525 SADDLEWOOD LN, WINTER SPRINGS, FL 32708

    $685,00019 Days on yellowkey   MLS ID: O6416232

    For Sale O6416232 - 525 SADDLEWOOD LN, WINTER SPRINGS, FL 32708 32 photos

    Bed: 4   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 3246
       Built: 1996
    Monthly Fee: $42
       Tax: $4,016 (2025)
    Community: Winding Hollow Unit 2
    Single Family


    Estimated Monthly Payment: $4,130 (change assumption)
    Mortgage ($3,753) + Fees ($42) + Taxes in 2025 ($335)


    Taxes:$4,016

    Elementary School: Layer Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: Indian Trails Middle


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

    $415,0006 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


  • 276 SAN GABRIEL ST, WINTER SPRINGS, FL 32708

    $279,00075 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


  • 71 TARPON CIR, WINTER SPRINGS, FL 32708

    $525,00011 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

    $497,0005 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


  • 807 BUCKIE DR, WINTER SPRINGS, FL 32708

    $375,00063 Days on yellowkey   MLS ID: O6386108

    For Sale O6386108 - 807 BUCKIE DR, WINTER SPRINGS, FL 32708 25 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1574
       Built: 1978
    Monthly Fee: $35
       Tax: $4,487 (2025)
    Community: Highlands Sec 1
    Single Family


    Estimated Monthly Payment: $2,464 (change assumption)
    Mortgage ($2,055) + Fees ($35) + Taxes in 2025 ($374)


    Taxes:$4,487

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1825 SENECA BLVD, WINTER SPRINGS, FL 32708

    $650,00085 Days on yellowkey   MLS ID: O6396955

    0 Days Off yellowkey (back on 5/31/2026)

    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


  • 872 FALKIRK DR, WINTER SPRINGS, FL 32708

    $424,997132 Days on yellowkey   MLS ID: O6383538

    REDUCED by $14,000 (3.2%) on 06/30/2026

    For Sale O6383538 - 872 FALKIRK DR, WINTER SPRINGS, FL 32708 33 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1554
       Built: 1978
    Monthly Fee: $35
       Tax: $2,381 (2024)
    Community: Highlands Sec 1
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,562 (change assumption)
    Mortgage ($2,329) + Fees ($35) + Taxes in 2024 ($198)


    Taxes:$2,381

    Elementary School: Highlands Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: South Seminole Middle


  • 101 PARTRIDGE CIR, WINTER SPRINGS, FL 32708

    $625,00048 Days on yellowkey   MLS ID: O6407799

    For Sale O6407799 - 101 PARTRIDGE CIR, WINTER SPRINGS, FL 32708 41 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2181
       Built: 1974   Tax: $2,635 (2025)
    Community: Winter Springs Unit 4
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,644 (change assumption)
    Mortgage ($3,425) + Taxes in 2025 ($220)


    Taxes:$2,635

    Elementary School: Keeth Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: Indian Trails Middle


  • 577 WALDEN CT, WINTER SPRINGS, FL 32708

    $399,00023 Days on yellowkey   MLS ID: V4949540

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

    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


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

    $367,0004 Days on yellowkey   MLS ID: W7887141

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

    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


  • 65 S DEVON AVE, WINTER SPRINGS, FL 32708

    $305,00051 Days on yellowkey   MLS ID: O6404319

    REDUCED by $9,900 (3.1%) on 06/30/2026

    For Sale O6404319 - 65 S DEVON AVE, WINTER SPRINGS, FL 32708 33 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1075
       Built: 1960   Tax: $2,218 (2024)
    Community: North Orlando 2Nd Add
    Spa: No

    Single Family


    Estimated Monthly Payment: $1,856 (change assumption)
    Mortgage ($1,671) + Taxes in 2024 ($185)


    Taxes:$2,218

    Elementary School: Winter Springs Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: Indian Trails Middle


  • 1055 CHESTERFIELD CIR, WINTER SPRINGS, FL 32708

    $499,90027 Days on yellowkey   MLS ID: O6413841

    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


  • 1035 N ELK CT, WINTER SPRINGS, FL 32708

    $900,00023 Days on yellowkey   MLS ID: O6414324

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

    For Sale O6414324 - 1035 N ELK CT, WINTER SPRINGS, FL 32708 56 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3360
       Built: 1978   Tax: $10,432 (2025)
    Community: Winter Spgs Unit 2
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $5,801 (change assumption)
    Mortgage ($4,931) + Taxes in 2025 ($869)


    Taxes:$10,432

    Elementary School: Keeth Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: Indian Trails Middle


  • 4967 COURTLAND LOOP, WINTER SPRINGS, FL 32708

    $790,0005 Days on yellowkey   MLS ID: O6419028

    For Sale O6419028 - 4967 COURTLAND LOOP, WINTER SPRINGS, FL 32708 56 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




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.