REFINE SEARCH
Status
Keywords
Price
 
Bedrooms
Bathrooms
Garages
Liv Area Sq Ft
Min Year
Max Year
Property Types
No Image
Age Restricted
Foreclosure
Short Sale
Pets Allowed
Furnished
Pool
Spa
Reduced Price
Back on yellowkey
Possible Short Term Rental
Carports
Max Association Fee (monthly)
Max Monthly Payment
Search

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

Sort:
  • 1055 CHESTERFIELD CIR, WINTER SPRINGS, FL 32708

    $499,90019 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


  • 510 SONATA CT, WINTER SPRINGS, FL 32708

    $799,90056 Days on yellowkey   MLS ID: O6402358

    REDUCED by $25,000 (3.0%) on 06/23/2026

    For Sale O6402358 - 510 SONATA CT, WINTER SPRINGS, FL 32708 47 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2381
       Built: 1999
    Monthly Fee: $184
       Tax: $6,415 (2024)
    Community: Seville Chase
    Single Family


    Estimated Monthly Payment: $5,101 (change assumption)
    Mortgage ($4,383) + Fees ($184) + Taxes in 2024 ($535)


    Taxes:$6,415

    Elementary School: Sterling Park Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: South Seminole Middle


  • 662 SARANAC DR, WINTER SPRINGS, FL 32708

    $643,10018 Days on yellowkey   MLS ID: O6413437

    0 Days Off yellowkey (back on 6/23/2026)

    For Sale O6413437 - 662 SARANAC DR, WINTER SPRINGS, FL 32708 44 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2180
       Built: 1986
    Monthly Fee: $6
       Tax: $3,686 (2025)
    Community: Tuscawilla Unit 14A
    Single Family


    Estimated Monthly Payment: $3,837 (change assumption)
    Mortgage ($3,524) + Fees ($6) + Taxes in 2025 ($307)


    Taxes:$3,686

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1389 PONCE DE LEON BLVD, WINTER SPRINGS, FL 32708

    $535,000Listed 06/23/2026 1:20PM   MLS ID: O6413725

    For Sale O6413725 - 1389 PONCE DE LEON BLVD, WINTER SPRINGS, FL 32708 50 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2056
       Built: 1980
    Monthly Fee: $32
       Tax: $2,474 (2025)
    Community: Sunrise Unit 2-A
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,170 (change assumption)
    Mortgage ($2,931) + Fees ($32) + Taxes in 2025 ($206)


    Taxes:$2,474

    Elementary School: Rainbow Elementary

    High School: Oviedo High

    Tax Year: 2025

    Middle School: Indian Trails Middle


  • 240 N DEVON AVE, WINTER SPRINGS, FL 32708

    $375,00011 Days on yellowkey   MLS ID: O6416300

    REDUCED by $9,900 (2.6%) on 06/23/2026

    For Sale O6416300 - 240 N DEVON AVE, WINTER SPRINGS, FL 32708 30 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1238
       Built: 1958   Tax: $476 (2025)
    Community: North Orlando
    Single Family


    Estimated Monthly Payment: $2,094 (change assumption)
    Mortgage ($2,055) + Taxes in 2025 ($40)


    Taxes:$476

    Elementary School: Highlands 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

    1 Days Off yellowkey (back on 6/23/2026)

    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


  • 749 WILLOW RUN LN, WINTER SPRINGS, FL 32708

    $620,00040 Days on yellowkey   MLS ID: O6407791

    For Sale O6407791 - 749 WILLOW RUN LN, WINTER SPRINGS, FL 32708 30 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2456
       Built: 1986
    Monthly Fee: $17
       Tax: $5,752 (2025)
    Community: Willow Run
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,893 (change assumption)
    Mortgage ($3,397) + Fees ($17) + Taxes in 2025 ($479)


    Taxes:$5,752

    Elementary School: Red Bug Elementary

    High School: Lake Howell High

    Tax Year: 2025

    Middle School: Tuskawilla Middle


  • 629 RYAN CT, WINTER SPRINGS, FL 32708

    $475,00046 Days on yellowkey   MLS ID: O6396980

    REDUCED by $4,000 (0.8%) on 06/23/2026

    For Sale O6396980 - 629 RYAN CT, WINTER SPRINGS, FL 32708 33 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1857
       Built: 2004
    Monthly Fee: $35
       Tax: $1,899 (2024)
    Community: The Highlands Sections Seven & Eight
    Single Family


    Estimated Monthly Payment: $2,796 (change assumption)
    Mortgage ($2,603) + Fees ($35) + Taxes in 2024 ($158)


    Taxes:$1,899

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 363 TWELVE OAKS DR, WINTER SPRINGS, FL 32708

    $537,00087 Days on yellowkey   MLS ID: O6394390

    REDUCED by $42,000 (7.3%) on 06/23/2026

    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: $3,401 (change assumption)
    Mortgage ($2,942) + Fees ($48) + Taxes in 2025 ($411)


    Taxes:$4,927

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 947 GLEN ABBEY CIR, WINTER SPRINGS, FL 32708

    $525,000Listed 06/22/2026 4:04PM   MLS ID: O6418792

    For Sale O6418792 - 947 GLEN ABBEY CIR, WINTER SPRINGS, FL 32708 37 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2416
       Built: 1997
    Monthly Fee: $128
       Tax: $2,980 (2025)
    Community: Greenbriar Sub Ph 2
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,253 (change assumption)
    Mortgage ($2,877) + Fees ($128) + Taxes in 2025 ($248)


    Taxes:$2,980

    Elementary School: Rainbow Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: Indian Trails Middle


  • 143 HAYES RD, WINTER SPRINGS, FL 32708

    $479,00039 Days on yellowkey   MLS ID: O6407546

    REDUCED by $10,000 (2.0%) on 05/27/2026

    For Sale O6407546 - 143 HAYES RD, WINTER SPRINGS, FL 32708 41 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1649
       Built: 1983   Tax: $1,782 (2024)
    Community: North Orlando Ranches Sec 02A
    Single Family


    Estimated Monthly Payment: $2,773 (change assumption)
    Mortgage ($2,625) + Taxes in 2024 ($149)


    Taxes:$1,782

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 71 TARPON CIR, WINTER SPRINGS, FL 32708

    $525,0003 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


  • 170 WOODED VINE DR, WINTER SPRINGS, FL 32708

    $649,9005 Days on yellowkey   MLS ID: O6418077

    For Sale O6418077 - 170 WOODED VINE DR, WINTER SPRINGS, FL 32708 44 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2470
       Built: 2019
    Monthly Fee: $137
       Tax: $8,571 (2025)
    Community: Tuskawilla Crossings Ph 1
    Single Family


    Estimated Monthly Payment: $4,412 (change assumption)
    Mortgage ($3,561) + Fees ($137) + Taxes in 2025 ($714)


    Taxes:$8,571

    Elementary School: None

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: Indian Trails Middle


  • 568 BUCKHORN DR, WINTER SPRINGS, FL 32708

    $475,00015 Days on yellowkey   MLS ID: O6413584

    REDUCED by $10,000 (2.1%) on 06/22/2026

    For Sale O6413584 - 568 BUCKHORN DR, WINTER SPRINGS, FL 32708 35 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2076
       Built: 2012
    Monthly Fee: $167
       Tax: $3,280 (2025)
    Community: Winter Spgs Village Ph 1
    Single Family


    Estimated Monthly Payment: $3,043 (change assumption)
    Mortgage ($2,603) + Fees ($167) + Taxes in 2025 ($273)


    Taxes:$3,280

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 109 CHERRY CREEK CIR, WINTER SPRINGS, FL 32708

    $1,090,00049 Days on yellowkey   MLS ID: O6404923

    REDUCED by $60,000 (5.2%) on 05/28/2026

    For Sale O6404923 - 109 CHERRY CREEK CIR, WINTER SPRINGS, FL 32708 45 photos

    Bed: 5   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 3440
       Built: 1996
    Monthly Fee: $123
       Tax: $7,388 (2024)
    Community: Reserve At Tuscawilla Ph 1 The
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $6,711 (change assumption)
    Mortgage ($5,972) + Fees ($123) + Taxes in 2024 ($616)


    Taxes:$7,388

    Elementary School: Keeth Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: Indian Trails Middle


  • 314 SAN GABRIEL ST, WINTER SPRINGS, FL 32708

    $279,990256 Days on yellowkey   MLS ID: O6350799

    For Sale O6350799 - 314 SAN GABRIEL ST, WINTER SPRINGS, FL 32708 30 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1091
       Built: 1992
    Monthly Fee: $127
       Tax: $2,209 (2024)
    Community: Deersong
    Spa: No

    Single Family


    Estimated Monthly Payment: $1,845 (change assumption)
    Mortgage ($1,534) + Fees ($127) + Taxes in 2024 ($184)


    Taxes:$2,209

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 934 TORREY PINE DR, WINTER SPRINGS, FL 32708

    $499,000261 Days on yellowkey   MLS ID: O6349893

    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


  • 1447 BIRD RD, WINTER SPRINGS, FL 32708

    $2,625,000109 Days on yellowkey   MLS ID: O6388126

    REDUCED by $174,000 (6.2%) on 06/03/2026

    For Sale O6388126 - 1447 BIRD RD, WINTER SPRINGS, FL 32708 68 photos

    Bed: 6   Bath: 5.0   Gar: 3
    Liv Area Sq Ft: 6132
       Built: 2026   Tax: $2,989 (2024)
    Community: Talis Crossing
    Single Family


    Estimated Monthly Payment: $14,632 (change assumption)
    Mortgage ($14,383) + Taxes in 2024 ($249)


    Taxes:$2,989

    Elementary School: Sterling Park Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: South Seminole Middle


  • 268 TAVESTOCK LOOP, WINTER SPRINGS, FL 32708

    $557,90040 Days on yellowkey   MLS ID: O6407307

    REDUCED by $12,000 (2.1%) on 06/22/2026

    For Sale O6407307 - 268 TAVESTOCK LOOP, WINTER SPRINGS, FL 32708 45 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2415
       Built: 2001
    Monthly Fee: $150
       Tax: $4,293 (2025)
    Community: Parkstone
    Single Family


    Estimated Monthly Payment: $3,565 (change assumption)
    Mortgage ($3,057) + Fees ($150) + Taxes in 2025 ($358)


    Taxes:$4,293

    Elementary School: Layer Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: Indian Trails Middle


  • 984 TURKEY HOLLOW CIR, WINTER SPRINGS, FL 32708

    $410,00027 Days on yellowkey   MLS ID: O6410083

    0 Days Off yellowkey (back on 6/21/2026)

    For Sale O6410083 - 984 TURKEY HOLLOW CIR, WINTER SPRINGS, FL 32708 44 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1821
       Built: 1985
    Monthly Fee: $3
       Tax: $3,100 (2025)
    Community: Oak Forest Unit 4
    Single Family


    Estimated Monthly Payment: $2,508 (change assumption)
    Mortgage ($2,247) + Fees ($3) + Taxes in 2025 ($258)


    Taxes:$3,100

    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.