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Winter Springs Single Family Homes For Sale - 122 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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  • 1233 STONE HARBOUR RD, WINTER SPRINGS, FL 32708

    $729,90061 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


  • 203 HERRELL RD, WINTER SPRINGS, FL 32708

    $573,000166 Days on yellowkey   MLS ID: O6358036

    For Sale O6358036 - 203 HERRELL RD, WINTER SPRINGS, FL 32708 45 photos

    Bed: 5   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3566
       Built: 1987   Tax: $5,127 (2024)
    Community: North Orlando Ranches Sec 06
    Single Family


    Estimated Monthly Payment: $3,567 (change assumption)
    Mortgage ($3,140) + Taxes in 2024 ($427)


    Taxes:$5,127

    Elementary School: Sterling Park Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: South Seminole Middle


  • 4951 COURTLAND LOOP, WINTER SPRINGS, FL 32708

    $700,000101 Days on yellowkey   MLS ID: O6374007

    REDUCED by $14,000 (2.0%) on 04/02/2026

    For Sale O6374007 - 4951 COURTLAND LOOP, WINTER SPRINGS, FL 32708 36 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2562
       Built: 1984
    Monthly Fee: $40
       Tax: $7,807 (2024)
    Community: Tuskabay Ph 1
    Single Family


    Estimated Monthly Payment: $4,526 (change assumption)
    Mortgage ($3,836) + Fees ($40) + Taxes in 2024 ($651)


    Taxes:$7,807

    Elementary School: Keeth Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: Indian Trails Middle


  • 709 SAILFISH RD, WINTER SPRINGS, FL 32708

    $412,500143 Days on yellowkey   MLS ID: O6364715

    REDUCED by $2,500 (0.6%) on 04/02/2026

    For Sale O6364715 - 709 SAILFISH RD, WINTER SPRINGS, FL 32708 28 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1737
       Built: 1984   Tax: $5,463 (2024)
    Community: North Orlando Ranches Sec 10
    Single Family


    Estimated Monthly Payment: $2,716 (change assumption)
    Mortgage ($2,260) + Taxes in 2024 ($455)


    Taxes:$5,463

    Elementary School: Layer Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: Indian Trails Middle


  • 1171 SAN BLAS CV, WINTER SPRINGS, FL 32708

    $339,800119 Days on yellowkey   MLS ID: A4676256

    1 Days Off yellowkey (back on 4/1/2026)

    For Sale A4676256 - 1171 SAN BLAS CV, WINTER SPRINGS, FL 32708 12 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1551
       Built: 1984
    Monthly Fee: $25
       Tax: $4,229 (2024)
    Community: Sunrise Unit 2D
    Single Family


    Estimated Monthly Payment: $2,239 (change assumption)
    Mortgage ($1,862) + Fees ($25) + Taxes in 2024 ($352)


    Taxes:$4,229

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 203 WISE OWL WAY, WINTER SPRINGS, FL 32708

    $599,90078 Days on yellowkey   MLS ID: O6380678

    REDUCED by $14,600 (2.4%) on 03/31/2026

    For Sale O6380678 - 203 WISE OWL WAY, WINTER SPRINGS, FL 32708 60 photos

    Bed: 4   Bath: 3.0
    Liv Area Sq Ft: 2531
       Built: 2020
    Monthly Fee: $130
       Tax: $6,177 (2024)
    Community: Tuskawilla Crossings
    Single Family


    Estimated Monthly Payment: $3,932 (change assumption)
    Mortgage ($3,287) + Fees ($130) + Taxes in 2024 ($515)


    Taxes:$6,177

    Elementary School: Layer Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: Indian Trails Middle


  • 422 SANDRINGHAM CT, WINTER SPRINGS, FL 32708

    $822,80065 Days on yellowkey   MLS ID: O6384155

    For Sale O6384155 - 422 SANDRINGHAM CT, WINTER SPRINGS, FL 32708 64 photos

    Bed: 5   Bath: 3.5
    Liv Area Sq Ft: 3512
       Built: 2001
    Monthly Fee: $150
       Tax: $12,732 (2025)
    Community: Parkstone
    Single Family


    Estimated Monthly Payment: $5,719 (change assumption)
    Mortgage ($4,508) + Fees ($150) + Taxes in 2025 ($1,061)


    Taxes:$12,732

    Elementary School: Layer Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: Indian Trails Middle


  • 421 WOODCREST ST, WINTER SPRINGS, FL 32708

    $550,00030 Days on yellowkey   MLS ID: O6394375

    1 Days Off yellowkey (back on 3/30/2026)

    For Sale O6394375 - 421 WOODCREST ST, WINTER SPRINGS, FL 32708 55 photos

    Bed: 4   Bath: 3.0
    Liv Area Sq Ft: 2374
       Built: 1996
    Monthly Fee: $42
       Tax: $3,295 (2024)
    Community: Winding Hollow Unit 2
    Single Family


    Estimated Monthly Payment: $3,330 (change assumption)
    Mortgage ($3,014) + Fees ($42) + Taxes in 2024 ($275)


    Taxes:$3,295

    Elementary School: Layer Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: Indian Trails Middle


  • 632 BLENHEIM LOOP, WINTER SPRINGS, FL 32708

    $495,00055 Days on yellowkey   MLS ID: O6386347

    For Sale O6386347 - 632 BLENHEIM LOOP, WINTER SPRINGS, FL 32708 55 photos

    Bed: 4   Bath: 2.5
    Liv Area Sq Ft: 1996
       Built: 2002
    Monthly Fee: $150
       Tax: $2,713 (2024)
    Community: Parkstone Unit 2
    Single Family


    Estimated Monthly Payment: $3,088 (change assumption)
    Mortgage ($2,712) + Fees ($150) + Taxes in 2024 ($226)


    Taxes:$2,713

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1132 HOWELL CREEK DR, WINTER SPRINGS, FL 32708

    $625,00044 Days on yellowkey   MLS ID: O6390266

    1 Days Off yellowkey (back on 3/27/2026)

    For Sale O6390266 - 1132 HOWELL CREEK DR, WINTER SPRINGS, FL 32708 33 photos

    Bed: 4   Bath: 2.0
    Liv Area Sq Ft: 2441
       Built: 1991
    Monthly Fee: $6
       Tax: $2,804 (2025)
    Community: Winter Spgs
    Single Family


    Estimated Monthly Payment: $3,664 (change assumption)
    Mortgage ($3,425) + Fees ($6) + Taxes in 2025 ($234)


    Taxes:$2,804

    Elementary School: Keeth Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: Indian Trails Middle


  • 1716 FOX GLEN CT, WINTER SPRINGS, FL 32708

    $479,000151 Days on yellowkey   MLS ID: O6362670

    For Sale O6362670 - 1716 FOX GLEN CT, WINTER SPRINGS, FL 32708 47 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1889
       Built: 2000
    Community: Fox Glen At Chelsea Parc Tuscawilla Ph 2
    Single Family


    Estimated Monthly Payment: $2,625 (change assumption)
    Mortgage ($2,625)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 523 SADDLEWOOD LN, WINTER SPRINGS, FL 32708

    $575,00072 Days on yellowkey   MLS ID: O6381962

    0 Days Off yellowkey (back on 3/23/2026)

    For Sale O6381962 - 523 SADDLEWOOD LN, WINTER SPRINGS, FL 32708 41 photos

    Bed: 4   Bath: 3.0
    Liv Area Sq Ft: 2315
       Built: 1996
    Community: Winding Hollow Unit 2
    Single Family


    Estimated Monthly Payment: $3,151 (change assumption)
    Mortgage ($3,151)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 1096 DYSON DR, WINTER SPRINGS, FL 32708

    $624,900332 Days on yellowkey   MLS ID: S5127598

    For Sale S5127598 - 1096 DYSON DR, WINTER SPRINGS, FL 32708 47 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1882
       Built: 1971
    Community: Winter Spgs
    Single Family


    Estimated Monthly Payment: $3,424 (change assumption)
    Mortgage ($3,424)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 1534 WESCOTT LOOP, WINTER SPRINGS, FL 32708

    $764,90078 Days on yellowkey   MLS ID: O6380652

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

    Bed: 6   Bath: 4.0
    Liv Area Sq Ft: 3426
       Built: 2004
    Community: Barrington Estates
    Single Family


    Estimated Monthly Payment: $4,191 (change assumption)
    Mortgage ($4,191)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 131 LISA LOOP, WINTER SPRINGS, FL 32708

    $489,00066 Days on yellowkey   MLS ID: O6383791

    For Sale O6383791 - 131 LISA LOOP, WINTER SPRINGS, FL 32708 43 photos

    Bed: 4   Bath: 2.5
    Liv Area Sq Ft: 2309
       Built: 2001
    Community: The Oaks Sub
    Single Family


    Estimated Monthly Payment: $2,679 (change assumption)
    Mortgage ($2,679)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 1429 MT LAUREL DR, WINTER SPRINGS, FL 32708

    $590,00039 Days on yellowkey   MLS ID: O6390246

    1 Days Off yellowkey (back on 3/20/2026)

    For Sale O6390246 - 1429 MT LAUREL DR, WINTER SPRINGS, FL 32708 36 photos

    Bed: 4   Bath: 3.0
    Liv Area Sq Ft: 2340
       Built: 1982
    Community: Tuscawilla Unit 09-B
    Single Family


    Estimated Monthly Payment: $3,233 (change assumption)
    Mortgage ($3,233)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 1307 ORTEGA ST, WINTER SPRINGS, FL 32708

    $445,00038 Days on yellowkey   MLS ID: O6391915

    For Sale O6391915 - 1307 ORTEGA ST, WINTER SPRINGS, FL 32708 24 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1881
       Built: 1984
    Community: Sunrise Unit 2-B
    Single Family


    Estimated Monthly Payment: $2,438 (change assumption)
    Mortgage ($2,438)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 1029 ANTELOPE TRL, WINTER SPRINGS, FL 32708

    $481,000183 Days on yellowkey   MLS ID: O6355141

    0 Days Off yellowkey (back on 3/19/2026)

    For Sale O6355141 - 1029 ANTELOPE TRL, WINTER SPRINGS, FL 32708 28 photos

    Bed: 4   Bath: 2.0
    Liv Area Sq Ft: 1939
       Built: 1977
    Community: Winter Spgs Unit 4
    Single Family


    Estimated Monthly Payment: $2,636 (change assumption)
    Mortgage ($2,636)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 1126 TROTWOOD BLVD, WINTER SPRINGS, FL 32708

    $470,00070 Days on yellowkey   MLS ID: O6382859

    For Sale O6382859 - 1126 TROTWOOD BLVD, WINTER SPRINGS, FL 32708 36 photos

    Bed: 4   Bath: 2.0
    Liv Area Sq Ft: 2066
       Built: 1991
    Community: Oak Forest Unit 8
    Single Family


    Estimated Monthly Payment: $2,575 (change assumption)
    Mortgage ($2,575)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 310 PANAMA CIR, WINTER SPRINGS, FL 32708

    $352,000   MLS ID: S5141236

    For Sale S5141236 - 310 PANAMA CIR, WINTER SPRINGS, FL 32708 24 photos

    Bed: 3   Bath: 3.0
    Liv Area Sq Ft: 1104
       Built: 1981
    Community: Foxmoor Unit 3
    Single Family


    Estimated Monthly Payment: $1,929 (change assumption)
    Mortgage ($1,929)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None




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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.