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Winter Springs Single Family Homes For Sale - 117 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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  • 709 SAILFISH RD, WINTER SPRINGS, FL 32708

    $412,500134 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

    $649,99920 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

    $339,800110 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

    $439,000148 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


  • 203 WISE OWL WAY, WINTER SPRINGS, FL 32708

    $599,90069 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

    $439,00029 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

    $315,00049 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

    $822,80056 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

    $331,000135 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


  • 421 WOODCREST ST, WINTER SPRINGS, FL 32708

    $550,00021 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

    $495,00046 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


  • 1352 AUGUSTA NATIONAL BLVD, WINTER SPRINGS, FL 32708

    $399,00047 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


  • 1692 WINGSPAN WAY, WINTER SPRINGS, FL 32708

    $865,00029 Days on yellowkey   MLS ID: O6390916

    For Sale O6390916 - 1692 WINGSPAN WAY, WINTER SPRINGS, FL 32708 60 photos

    Bed: 5   Bath: 3.5
    Liv Area Sq Ft: 2660
       Built: 1990
    Monthly Fee: $48
       Tax: $5,093 (2024)
    Community: Glen Eagle Unit 2
    Single Family


    Estimated Monthly Payment: $5,212 (change assumption)
    Mortgage ($4,740) + Fees ($48) + Taxes in 2024 ($424)


    Taxes:$5,093

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1551 WARRINGTON ST, WINTER SPRINGS, FL 32708

    $695,00030 Days on yellowkey   MLS ID: O6391635

    1 Days Off yellowkey (back on 3/28/2026)

    For Sale O6391635 - 1551 WARRINGTON ST, WINTER SPRINGS, FL 32708 68 photos

    Bed: 4   Bath: 3.0
    Liv Area Sq Ft: 2417
       Built: 1994
    Monthly Fee: $42
       Tax: $7,784 (2024)
    Community: Davenport Glen
    Single Family


    Estimated Monthly Payment: $4,499 (change assumption)
    Mortgage ($3,808) + Fees ($42) + Taxes in 2024 ($649)


    Taxes:$7,784

    Elementary School: Lawton Elementary

    High School: Oviedo High

    Tax Year: 2024

    Middle School: Indian Trails Middle


  • 1445 MT LAUREL DR, WINTER SPRINGS, FL 32708

    $579,00043 Days on yellowkey   MLS ID: O6381296

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

    For Sale O6381296 - 1445 MT LAUREL DR, WINTER SPRINGS, FL 32708 19 photos

    Bed: 4   Bath: 3.0
    Liv Area Sq Ft: 2407
       Built: 1982   Tax: $3,118 (2024)
    Community: Tuscawilla Unit 09-B
    Single Family


    Estimated Monthly Payment: $3,432 (change assumption)
    Mortgage ($3,173) + Taxes in 2024 ($260)


    Taxes:$3,118

    Elementary School: Highlands Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: Indian Trails Middle


  • 1132 HOWELL CREEK DR, WINTER SPRINGS, FL 32708

    $625,00035 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


  • 618 NIGHTHAWK CIR, WINTER SPRINGS, FL 32708

    $374,90048 Days on yellowkey   MLS ID: O6385028

    For Sale O6385028 - 618 NIGHTHAWK CIR, WINTER SPRINGS, FL 32708 24 photos

    Bed: 3   Bath: 2.5
    Liv Area Sq Ft: 1771
       Built: 1985
    Monthly Fee: $106
       Tax: $5,066 (2025)
    Community: Greenspointe
    Single Family


    Estimated Monthly Payment: $2,582 (change assumption)
    Mortgage ($2,054) + Fees ($106) + Taxes in 2025 ($422)


    Taxes:$5,066

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1716 FOX GLEN CT, WINTER SPRINGS, FL 32708

    $479,000142 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

    $575,00063 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


  • 905 TORREY PINE DR, WINTER SPRINGS, FL 32708

    $455,00043 Days on yellowkey   MLS ID: O6388252

    0 Days Off yellowkey (back on 3/25/2026)

    For Sale O6388252 - 905 TORREY PINE DR, WINTER SPRINGS, FL 32708 30 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1934
       Built: 1996
    Community: Greenbriar Sub Ph 2
    Single Family


    Estimated Monthly Payment: $2,493 (change assumption)
    Mortgage ($2,493)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    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.