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Winter Springs Single Family Homes For Sale - 123 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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  • 214 CHESTNUT RIDGE ST, WINTER SPRINGS, FL 32708

    $649,90065 Days on yellowkey   MLS ID: O6372400

    REDUCED by $25,100 (3.7%) on 04/15/2026

    For Sale O6372400 - 214 CHESTNUT RIDGE ST, WINTER SPRINGS, FL 32708 74 photos

    Bed: 4   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 2474
       Built: 2001
    Monthly Fee: $42
       Tax: $5,539 (2024)
    Community: Chestnut Ridge
    Single Family


    Estimated Monthly Payment: $4,065 (change assumption)
    Mortgage ($3,561) + Fees ($42) + Taxes in 2024 ($462)


    Taxes:$5,539

    Elementary School: Rainbow Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: Indian Trails Middle


  • 1331 AUGUSTA NATIONAL BLVD, WINTER SPRINGS, FL 32708

    $450,00046 Days on yellowkey   MLS ID: O6389425

    For Sale O6389425 - 1331 AUGUSTA NATIONAL BLVD, WINTER SPRINGS, FL 32708 39 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1657
       Built: 1988
    Monthly Fee: $125
       Tax: $4,965 (2025)
    Community: Country Club Village Unit 3
    Single Family


    Estimated Monthly Payment: $3,004 (change assumption)
    Mortgage ($2,466) + Fees ($125) + Taxes in 2025 ($414)


    Taxes:$4,965

    Elementary School: Keeth Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: Indian Trails Middle


  • 1335 SAN FELIPE CT, WINTER SPRINGS, FL 32708

    $325,0003 Days on yellowkey   MLS ID: O6402158

    1 Days Off yellowkey (back on 4/25/2026)

    For Sale O6402158 - 1335 SAN FELIPE CT, WINTER SPRINGS, FL 32708 3 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1571
       Built: 1987
    Monthly Fee: $20
       Tax: $4,931 (2024)
    Community: Sunrise Village Unit 6
    Single Family


    Estimated Monthly Payment: $2,212 (change assumption)
    Mortgage ($1,781) + Fees ($20) + Taxes in 2024 ($411)


    Taxes:$4,931

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1815 SENECA BLVD, WINTER SPRINGS, FL 32708

    $1,039,000130 Days on yellowkey   MLS ID: O6368232

    REDUCED by $10,000 (1.0%) on 04/15/2026

    For Sale O6368232 - 1815 SENECA BLVD, WINTER SPRINGS, FL 32708 33 photos

    Bed: 5   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 3885
       Built: 1989   Tax: $5,558 (2024)
    Community: Tuscawilla Unit 14B
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $6,156 (change assumption)
    Mortgage ($5,693) + Taxes in 2024 ($463)


    Taxes:$5,558

    Elementary School: Lawton Elementary

    High School: Oviedo High

    Tax Year: 2024

    Middle School: Indian Trails Middle


  • 736 SUMMERLAND DR, WINTER SPRINGS, FL 32708

    $300,0003 Days on yellowkey   MLS ID: O6402028

    For Sale O6402028 - 736 SUMMERLAND DR, WINTER SPRINGS, FL 32708 67 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1298
       Built: 1983
    Monthly Fee: $95
       Tax: $2,905 (2025)
    Community: Wildwood
    Single Family


    Estimated Monthly Payment: $1,981 (change assumption)
    Mortgage ($1,644) + Fees ($95) + Taxes in 2025 ($242)


    Taxes:$2,905

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 724 BARRINGTON CIR, WINTER SPRINGS, FL 32708

    $399,900339 Days on yellowkey   MLS ID: O6312092

    For Sale O6312092 - 724 BARRINGTON CIR, WINTER SPRINGS, FL 32708 22 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1450
       Built: 1987
    Monthly Fee: $100
       Tax: $1,771 (2024)
    Community: Georgetowne Unit 1
    Single Family


    Estimated Monthly Payment: $2,439 (change assumption)
    Mortgage ($2,191) + Fees ($100) + Taxes in 2024 ($148)


    Taxes:$1,771

    Elementary School: Keeth Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: Indian Trails Middle


  • 1686 EAGLE NEST CIR, WINTER SPRINGS, FL 32708

    $714,9004 Days on yellowkey   MLS ID: O6401291

    0 Days Off yellowkey (back on 4/24/2026)

    For Sale O6401291 - 1686 EAGLE NEST CIR, WINTER SPRINGS, FL 32708 95 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2233
       Built: 1989
    Monthly Fee: $48
       Tax: $4,456 (2025)
    Community: Glen Eagle Unit 2
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $4,336 (change assumption)
    Mortgage ($3,917) + Fees ($48) + Taxes in 2025 ($371)


    Taxes:$4,456

    Elementary School: Rainbow Elementary

    High School: Oviedo High

    Tax Year: 2025

    Middle School: Indian Trails Middle


  • 104 REDTAIL PL, WINTER SPRINGS, FL 32708

    $469,90085 Days on yellowkey   MLS ID: O6378697

    0 Days Off yellowkey (back on 4/24/2026)

    For Sale O6378697 - 104 REDTAIL PL, WINTER SPRINGS, FL 32708 45 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1766
       Built: 1995
    Monthly Fee: $170
       Tax: $2,250 (2024)
    Community: Eagles Watch Ph 1
    Single Family


    Estimated Monthly Payment: $2,932 (change assumption)
    Mortgage ($2,575) + Fees ($170) + Taxes in 2024 ($187)


    Taxes:$2,250

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 650 CAYUGA DR, WINTER SPRINGS, FL 32708

    $709,00088 Days on yellowkey   MLS ID: O6378029

    1 Days Off yellowkey (back on 4/24/2026)

    REDUCED by $15,000 (2.1%) on 04/15/2026

    For Sale O6378029 - 650 CAYUGA DR, WINTER SPRINGS, FL 32708 55 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2429
       Built: 1987
    Monthly Fee: $6
       Tax: $5,200 (2025)
    Community: Tuscawilla Unit 14A
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $4,324 (change assumption)
    Mortgage ($3,885) + Fees ($6) + Taxes in 2025 ($433)


    Taxes:$5,200

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1356 VIA VILLA NOVA, WINTER SPRINGS, FL 32708

    $499,99933 Days on yellowkey   MLS ID: S5146395

    3 Days Off yellowkey (back on 4/24/2026)

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

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1864
       Built: 1980
    Monthly Fee: $28
       Tax: $4,380 (2024)
    Community: Sunrise Unit 2-A
    Single Family


    Estimated Monthly Payment: $3,133 (change assumption)
    Mortgage ($2,740) + Fees ($28) + Taxes in 2024 ($365)


    Taxes:$4,380

    Elementary School: Eastbrook Elementary

    High School: Oviedo High

    Tax Year: 2024

    Middle School: Indian Trails Middle


  • 140 N. FAIRFAX, WINTER SPRINGS, FL 32708

    $325,000145 Days on yellowkey   MLS ID: O6364352

    REDUCED by $6,000 (1.8%) on 04/24/2026

    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: $1,983 (change assumption)
    Mortgage ($1,781) + Taxes in 2024 ($202)


    Taxes:$2,426

    Elementary School: Highlands Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: Indian Trails Middle


  • 30 S EDGEMON AVE, WINTER SPRINGS, FL 32708

    $250,00026 Days on yellowkey   MLS ID: O6394469

    0 Days Off yellowkey (back on 4/18/2026)

    For Sale O6394469 - 30 S EDGEMON AVE, WINTER SPRINGS, FL 32708 30 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1545
       Built: 1960   Tax: $318 (2024)
    Community: North Orlando 2Nd Add
    Single Family


    Estimated Monthly Payment: $1,396 (change assumption)
    Mortgage ($1,370) + Taxes in 2024 ($26)


    Taxes:$318

    Elementary School: Winter Springs Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: Indian Trails Middle


  • 239 PANORAMA DR, WINTER SPRINGS, FL 32708

    $340,00017 Days on yellowkey   MLS ID: O6397776

    REDUCED by $10,000 (2.9%) on 04/24/2026

    For Sale O6397776 - 239 PANORAMA DR, WINTER SPRINGS, FL 32708 28 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1349
       Built: 1996
    Monthly Fee: $139
       Tax: $4,336 (2025)
    Community: Seasons The
    Single Family


    Estimated Monthly Payment: $2,363 (change assumption)
    Mortgage ($1,863) + Fees ($139) + Taxes in 2025 ($361)


    Taxes:$4,336

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1825 SENECA BLVD, WINTER SPRINGS, FL 32708

    $700,00020 Days on yellowkey   MLS ID: O6396955

    REDUCED by $35,000 (4.8%) on 04/24/2026

    For Sale O6396955 - 1825 SENECA BLVD, WINTER SPRINGS, FL 32708 82 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2711
       Built: 1989
    Monthly Fee: $8
       Tax: $1,171 (2025)
    Community: Tuscawilla Unit 14B
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,941 (change assumption)
    Mortgage ($3,836) + Fees ($8) + Taxes in 2025 ($98)


    Taxes:$1,171

    Elementary School: Lawton Elementary

    High School: Oviedo High

    Tax Year: 2025

    Middle School: Indian Trails Middle


  • 114 SUNDANCE CT, WINTER SPRINGS, FL 32708

    $305,500164 Days on yellowkey   MLS ID: O6359275

    REDUCED by $10,000 (3.2%) on 04/23/2026

    For Sale O6359275 - 114 SUNDANCE CT, WINTER SPRINGS, FL 32708 40 photos

    Bed: 4   Bath: 2.0
    Liv Area Sq Ft: 1356
       Built: 1997
    Monthly Fee: $120
       Tax: $4,059 (2024)
    Community: Seasons The
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,132 (change assumption)
    Mortgage ($1,674) + Fees ($120) + Taxes in 2024 ($338)


    Taxes:$4,059

    Elementary School: Winter Springs Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: Indian Trails Middle


  • 1204 SWAN ST, WINTER SPRINGS, FL 32708

    $750,000375 Days on yellowkey   MLS ID: O6294504

    3 Days Off yellowkey (back on 4/23/2026)

    For Sale O6294504 - 1204 SWAN ST, WINTER SPRINGS, FL 32708 77 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: $4,416 (change assumption)
    Mortgage ($4,109) + Taxes in 2024 ($306)


    Taxes:$3,677

    Elementary School: Keeth Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: Indian Trails Middle


  • 905 TORREY PINE DR, WINTER SPRINGS, FL 32708

    $455,00053 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   Gar: 2
    Liv Area Sq Ft: 1934
       Built: 1996
    Monthly Fee: $126
       Tax: $2,379 (2024)
    Community: Greenbriar Sub Ph 2
    Single Family


    Estimated Monthly Payment: $2,817 (change assumption)
    Mortgage ($2,493) + Fees ($126) + Taxes in 2024 ($198)


    Taxes:$2,379

    Elementary School: Rainbow Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: Indian Trails Middle


  • 223 BLUE CREEK DR, WINTER SPRINGS, FL 32708

    $725,00044 Days on yellowkey   MLS ID: O6388044

    For Sale O6388044 - 223 BLUE CREEK DR, WINTER SPRINGS, FL 32708 35 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2724
       Built: 1996
    Monthly Fee: $70
       Tax: $188 (2025)
    Community: Chestnut Estates Ph 2
    Single Family


    Estimated Monthly Payment: $4,058 (change assumption)
    Mortgage ($3,973) + Fees ($70) + Taxes in 2025 ($16)


    Taxes:$188

    Elementary School: Lawton Elementary

    High School: Oviedo High

    Tax Year: 2025

    Middle School: Indian Trails Middle


  • 872 FALKIRK DR, WINTER SPRINGS, FL 32708

    $448,99767 Days on yellowkey   MLS ID: O6383538

    For Sale O6383538 - 872 FALKIRK DR, WINTER SPRINGS, FL 32708 33 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1554
       Built: 1978
    Monthly Fee: $35
       Tax: $2,381 (2024)
    Community: Highlands Sec 1
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,694 (change assumption)
    Mortgage ($2,460) + Fees ($35) + Taxes in 2024 ($198)


    Taxes:$2,381

    Elementary School: Highlands Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: South Seminole Middle


  • 421 HORIZON DR, WINTER SPRINGS, FL 32708

    $315,00059 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




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.