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Winter Springs Single Family Homes For Sale - 145 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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  • 472 DEWARS CT, WINTER SPRINGS, FL 32708

    $499,90019 Days on yellowkey   MLS ID: O6413206

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

    For Sale O6413206 - 472 DEWARS CT, WINTER SPRINGS, FL 32708 45 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2222
       Built: 1995
    Monthly Fee: $13
       Tax: $2,066 (2025)
    Community: Highland Lake Ph 2
    Single Family


    Estimated Monthly Payment: $2,924 (change assumption)
    Mortgage ($2,739) + Fees ($13) + Taxes in 2025 ($172)


    Taxes:$2,066

    Elementary School: Highlands Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: South Seminole Middle


  • 1016 WALNUT CREEK CV, WINTER SPRINGS, FL 32708

    $539,9007 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


  • 1335 SAN FELIPE CT, WINTER SPRINGS, FL 32708

    $450,0006 Days on yellowkey   MLS ID: O6417601

    For Sale O6417601 - 1335 SAN FELIPE CT, WINTER SPRINGS, FL 32708 65 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1571
       Built: 1987   Tax: $5,051 (2025)
    Community: Sunrise Village Unit 6
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $2,887 (change assumption)
    Mortgage ($2,466) + Taxes in 2025 ($421)


    Taxes:$5,051

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 71 BOMBAY AVE, WINTER SPRINGS, FL 32708

    $215,90019 Days on yellowkey   MLS ID: O6414087

    REDUCED by $10,000 (4.4%) on 06/18/2026

    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: $1,508 (change assumption)
    Mortgage ($1,183) + Taxes in 2025 ($325)


    Taxes:$3,899

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1702 DAVENPORT CT, WINTER SPRINGS, FL 32708

    $569,90067 Days on yellowkey   MLS ID: O6398359

    0 Days Off yellowkey (back on 6/18/2026)

    REDUCED by $10,000 (1.7%) on 06/12/2026

    For Sale O6398359 - 1702 DAVENPORT CT, WINTER SPRINGS, FL 32708 44 photos

    Bed: 3   Bath: 2.0   Gar: 3
    Liv Area Sq Ft: 2101
       Built: 1994
    Monthly Fee: $42
       Tax: $7,266 (2024)
    Community: Davenport Glen
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,770 (change assumption)
    Mortgage ($3,123) + Fees ($42) + Taxes in 2024 ($605)


    Taxes:$7,266

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 805 LEOPARD TRL, WINTER SPRINGS, FL 32708

    $565,00047 Days on yellowkey   MLS ID: O6405925

    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


  • 335 KIRKCALDY DR, WINTER SPRINGS, FL 32708

    $329,90049 Days on yellowkey   MLS ID: O6400818

    REDUCED by $10,000 (2.9%) on 06/18/2026

    For Sale O6400818 - 335 KIRKCALDY DR, WINTER SPRINGS, FL 32708 50 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1178
       Built: 1984
    Monthly Fee: $36
       Tax: $3,693 (2025)
    Community: Highland Village 1
    Single Family


    Estimated Monthly Payment: $2,151 (change assumption)
    Mortgage ($1,808) + Fees ($36) + Taxes in 2025 ($308)


    Taxes:$3,693

    Elementary School: Highlands Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: South Seminole Middle


  • 1055 CHESTERFIELD CIR, WINTER SPRINGS, FL 32708

    $510,00019 Days on yellowkey   MLS ID: O6413841

    REDUCED by $5,000 (1.0%) on 06/18/2026

    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: $3,240 (change assumption)
    Mortgage ($2,794) + 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


  • 724 LAKESIDE DR, WINTER SPRINGS, FL 32708

    $264,90020 Days on yellowkey   MLS ID: O6412679

    2 Days Off yellowkey (back on 6/17/2026)

    For Sale O6412679 - 724 LAKESIDE DR, WINTER SPRINGS, FL 32708 40 photos

    Bed: 2   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1168
       Built: 1985
    Monthly Fee: $95
       Tax: $2,675 (2025)
    Community: Wildwood
    Single Family


    Estimated Monthly Payment: $1,769 (change assumption)
    Mortgage ($1,451) + Fees ($95) + Taxes in 2025 ($223)


    Taxes:$2,675

    Elementary School: Highlands Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: Indian Trails Middle


  • 1421 HAPPY BIRD LN, WINTER SPRINGS, FL 32708

    $543,888223 Days on yellowkey   MLS ID: O6359884

    REDUCED by $19,520 (3.5%) on 06/17/2026

    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: $3,509 (change assumption)
    Mortgage ($2,980) + 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


  • 214 PERTH CT, WINTER SPRINGS, FL 32708

    $589,90041 Days on yellowkey   MLS ID: O6407533

    1 Days Off yellowkey (back on 6/3/2026)

    For Sale O6407533 - 214 PERTH CT, WINTER SPRINGS, FL 32708 80 photos

    Bed: 6   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 2247
       Built: 1980
    Monthly Fee: $67
       Tax: $5,200 (2024)
    Community: Highlands Sec 6
    Single Family


    Estimated Monthly Payment: $3,733 (change assumption)
    Mortgage ($3,232) + Fees ($67) + Taxes in 2024 ($433)


    Taxes:$5,200

    Elementary School: Woodlands Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: South Seminole Middle


  • 114 STONE GABLE CIR, WINTER SPRINGS, FL 32708

    $485,9007 Days on yellowkey   MLS ID: O6417280

    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


  • 448 MACGREGOR RD, WINTER SPRINGS, FL 32708

    $350,00076 Days on yellowkey   MLS ID: O6397231

    0 Days Off yellowkey (back on 6/17/2026)

    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


  • 1233 STONE HARBOUR RD, WINTER SPRINGS, FL 32708

    $729,900119 Days on yellowkey   MLS ID: O6384753

    0 Days Off yellowkey (back on 4/2/2026)

    For Sale O6384753 - 1233 STONE HARBOUR RD, WINTER SPRINGS, FL 32708 46 photos

    Bed: 5   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 2908
       Built: 2003
    Monthly Fee: $150
       Tax: $2,062 (2025)
    Community: Parkstone Unit 3
    Single Family


    Estimated Monthly Payment: $4,321 (change assumption)
    Mortgage ($3,999) + Fees ($150) + Taxes in 2025 ($172)


    Taxes:$2,062

    Elementary School: Layer Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: Indian Trails Middle


  • 1024 DINERO DR, WINTER SPRINGS, FL 32708

    $419,00053 Days on yellowkey   MLS ID: O6404240

    REDUCED by $5,000 (1.2%) on 06/17/2026

    For Sale O6404240 - 1024 DINERO DR, WINTER SPRINGS, FL 32708 38 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1463
       Built: 1986
    Monthly Fee: $29
       Tax: $4,882 (2024)
    Community: Sunrise Estates Unit 2
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $2,732 (change assumption)
    Mortgage ($2,296) + Fees ($29) + Taxes in 2024 ($407)


    Taxes:$4,882

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1204 SWAN ST, WINTER SPRINGS, FL 32708

    $624,0007 Days on yellowkey   MLS ID: O6417440

    For Sale O6417440 - 1204 SWAN ST, WINTER SPRINGS, FL 32708 26 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 3334
       Built: 1973   Tax: $3,677 (2024)
    Community: Winter Spgs Unit 4
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $3,726 (change assumption)
    Mortgage ($3,419) + Taxes in 2024 ($306)


    Taxes:$3,677

    Elementary School: Keeth Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: Indian Trails Middle


  • 1441 FOREST HILLS DR, WINTER SPRINGS, FL 32708

    $420,0007 Days on yellowkey   MLS ID: O6413957

    For Sale O6413957 - 1441 FOREST HILLS DR, WINTER SPRINGS, FL 32708 34 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1731
       Built: 1985
    Monthly Fee: $90
       Tax: $2,546 (2025)
    Community: Wedgewood Tennis Villas
    Single Family


    Estimated Monthly Payment: $2,603 (change assumption)
    Mortgage ($2,301) + Fees ($90) + Taxes in 2025 ($212)


    Taxes:$2,546

    Elementary School: Keeth Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: Indian Trails Middle


  • 811 MAPLE LEAF LOOP, WINTER SPRINGS, FL 32708

    $545,00019 Days on yellowkey   MLS ID: O6413927

    0 Days Off yellowkey (back on 6/16/2026)

    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


  • 1112 ORANGE AVE, WINTER SPRINGS, FL 32708

    $3,998,000439 Days on yellowkey   MLS ID: O6298615

    For Sale O6298615 - 1112 ORANGE AVE, WINTER SPRINGS, FL 32708 82 photos

    Bed: 5   Bath: 6.5   Gar: 6
    Liv Area Sq Ft: 8685
       Built: 2008   Tax: $14,976 (2024)
    Community: Lake Jessup
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $23,154 (change assumption)
    Mortgage ($21,906) + Taxes in 2024 ($1,248)


    Taxes:$14,976

    Elementary School: Keeth Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: Indian Trails Middle


  • 613 BONITA RD, WINTER SPRINGS, FL 32708

    $719,00078 Days on yellowkey   MLS ID: O6395444

    0 Days Off yellowkey (back on 6/16/2026)

    REDUCED by $20,000 (2.7%) on 06/03/2026

    For Sale O6395444 - 613 BONITA RD, WINTER SPRINGS, FL 32708 34 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3281
       Built: 2016   Tax: $8,389 (2025)
    Community: North Orlando Ranches Sec 02A
    Single Family


    Estimated Monthly Payment: $4,639 (change assumption)
    Mortgage ($3,940) + Taxes in 2025 ($699)


    Taxes:$8,389

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None




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.