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Winter Springs Single Family Homes For Sale - 112 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

    $729,90049 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

    $573,000154 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


  • 229 BENNETT ST, WINTER SPRINGS, FL 32708

    $335,00072 Days on yellowkey   MLS ID: O6378070

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

    For Sale O6378070 - 229 BENNETT ST, WINTER SPRINGS, FL 32708 16 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1164
       Built: 1971   Tax: $3,852 (2024)
    Community: North Orlando Townsite 4Th Add Rep
    Single Family


    Estimated Monthly Payment: $2,157 (change assumption)
    Mortgage ($1,836) + Taxes in 2024 ($321)


    Taxes:$3,852

    Elementary School: Layer Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: Indian Trails Middle


  • 4951 COURTLAND LOOP, WINTER SPRINGS, FL 32708

    $700,00089 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

    $412,500131 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


  • 363 TWELVE OAKS DR, WINTER SPRINGS, FL 32708

    $649,99917 Days on yellowkey   MLS ID: O6394390

    For Sale O6394390 - 363 TWELVE OAKS DR, WINTER SPRINGS, FL 32708 20 photos

    Bed: 5   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 3408
       Built: 2000
    Monthly Fee: $48
       Tax: $4,927 (2025)
    Community: Winding Hollow
    Single Family


    Estimated Monthly Payment: $4,020 (change assumption)
    Mortgage ($3,562) + Fees ($48) + Taxes in 2025 ($411)


    Taxes:$4,927

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1171 SAN BLAS CV, WINTER SPRINGS, FL 32708

    $339,800107 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


  • 1706 FOX GLEN CT, WINTER SPRINGS, FL 32708

    $439,000145 Days on yellowkey   MLS ID: O6361556

    2 Days Off yellowkey (back on 12/15/2025)

    For Sale O6361556 - 1706 FOX GLEN CT, WINTER SPRINGS, FL 32708 28 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1656
       Built: 2001
    Monthly Fee: $115
       Tax: $2,568 (2024)
    Community: Fox Glen At Chelsea Parc Tuscawilla Ph 2
    Single Family


    Estimated Monthly Payment: $2,734 (change assumption)
    Mortgage ($2,405) + Fees ($115) + Taxes in 2024 ($214)


    Taxes:$2,568

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1163 BALTIC LN, WINTER SPRINGS, FL 32708

    $510,00076 Days on yellowkey   MLS ID: O6377901

    0 Days Off yellowkey (back on 1/28/2026)

    For Sale O6377901 - 1163 BALTIC LN, WINTER SPRINGS, FL 32708 1 photos

    Bed: 4   Bath: 2.0
    Liv Area Sq Ft: 2066
       Built: 1987   Tax: $6,194 (2024)
    Community: Oak Forest Unit 6
    Single Family


    Estimated Monthly Payment: $3,311 (change assumption)
    Mortgage ($2,794) + Taxes in 2024 ($516)


    Taxes:$6,194

    Elementary School: Keeth Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: Indian Trails Middle


  • 203 WISE OWL WAY, WINTER SPRINGS, FL 32708

    $599,90066 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


  • 1011 W PEBBLE BEACH CIR, WINTER SPRINGS, FL 32708

    $439,00026 Days on yellowkey   MLS ID: O6391562

    For Sale O6391562 - 1011 W PEBBLE BEACH CIR, WINTER SPRINGS, FL 32708 41 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1804
       Built: 1980
    Monthly Fee: $117
       Tax: $2,390 (2024)
    Community: Country Club Village Unit 1
    Single Family


    Estimated Monthly Payment: $2,722 (change assumption)
    Mortgage ($2,405) + Fees ($117) + Taxes in 2024 ($199)


    Taxes:$2,390

    Elementary School: Keeth Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: Indian Trails Middle


  • 421 HORIZON DR, WINTER SPRINGS, FL 32708

    $315,00046 Days on yellowkey   MLS ID: O6384932

    For Sale O6384932 - 421 HORIZON DR, WINTER SPRINGS, FL 32708 29 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1069
       Built: 1998
    Monthly Fee: $142
       Tax: $3,681 (2025)
    Community: Seasons The
    Single Family


    Estimated Monthly Payment: $2,175 (change assumption)
    Mortgage ($1,726) + Fees ($142) + Taxes in 2025 ($307)


    Taxes:$3,681

    Elementary School: Winter Springs Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: Indian Trails Middle


  • 422 SANDRINGHAM CT, WINTER SPRINGS, FL 32708

    $822,80053 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


  • 140 N. FAIRFAX, WINTER SPRINGS, FL 32708

    $331,000132 Days on yellowkey   MLS ID: O6364352

    For Sale O6364352 - 140 N. FAIRFAX, WINTER SPRINGS, FL 32708 42 photos

    Bed: 3   Bath: 1.0
    Liv Area Sq Ft: 1188
       Built: 1959   Tax: $2,426 (2024)
    Community: North Orlando
    Single Family


    Estimated Monthly Payment: $2,016 (change assumption)
    Mortgage ($1,814) + Taxes in 2024 ($202)


    Taxes:$2,426

    Elementary School: Highlands Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: Indian Trails Middle


  • 222 W PANAMA RD, WINTER SPRINGS, FL 32708

    $320,00069 Days on yellowkey   MLS ID: V4947103

    For Sale V4947103 - 222 W PANAMA RD, WINTER SPRINGS, FL 32708 25 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1044
       Built: 1978   Tax: $4,383 (2024)
    Community: Foxmoor Unit 2
    Single Family


    Estimated Monthly Payment: $2,119 (change assumption)
    Mortgage ($1,753) + Taxes in 2024 ($365)


    Taxes:$4,383

    Elementary School: Winter Springs Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: Indian Trails Middle


  • 421 WOODCREST ST, WINTER SPRINGS, FL 32708

    $550,00018 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

    $495,00043 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


  • 1356 VIA VILLA NOVA, WINTER SPRINGS, FL 32708

    $499,99920 Days on yellowkey   MLS ID: S5146395

    For Sale S5146395 - 1356 VIA VILLA NOVA, WINTER SPRINGS, FL 32708 41 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1864
       Built: 1980
    Monthly Fee: $28
       Tax: $365 (2024)
    Community: Sunrise Unit 2-A
    Single Family


    Estimated Monthly Payment: $2,798 (change assumption)
    Mortgage ($2,740) + Fees ($28) + Taxes in 2024 ($30)


    Taxes:$365

    Elementary School: Eastbrook Elementary

    High School: Oviedo High

    Tax Year: 2024

    Middle School: Indian Trails Middle


  • 648 FANNING DR, WINTER SPRINGS, FL 32708

    $775,00081 Days on yellowkey   MLS ID: O6375390

    For Sale O6375390 - 648 FANNING DR, WINTER SPRINGS, FL 32708 64 photos

    Bed: 5   Bath: 4.0
    Liv Area Sq Ft: 3718
       Built: 2012
    Monthly Fee: $98
       Tax: $5,762 (2025)
    Community: Winter Spgs Village Ph 2
    Single Family


    Estimated Monthly Payment: $4,825 (change assumption)
    Mortgage ($4,246) + Fees ($98) + Taxes in 2025 ($480)


    Taxes:$5,762

    Elementary School: Layer Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: Indian Trails Middle


  • 1352 AUGUSTA NATIONAL BLVD, WINTER SPRINGS, FL 32708

    $399,00044 Days on yellowkey   MLS ID: O6386661

    For Sale O6386661 - 1352 AUGUSTA NATIONAL BLVD, WINTER SPRINGS, FL 32708 48 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1831
       Built: 1993
    Monthly Fee: $39
       Tax: $2,158 (2024)
    Community: Country Club Village Unit 3
    Single Family


    Estimated Monthly Payment: $2,405 (change assumption)
    Mortgage ($2,186) + Fees ($39) + Taxes in 2024 ($180)


    Taxes:$2,158

    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.