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Winter Springs Single Family Homes For Sale - 151 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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  • 4951 COURTLAND LOOP, WINTER SPRINGS, FL 32708

    $690,000166 Days on yellowkey   MLS ID: O6374007

    REDUCED by $10,000 (1.4%) on 05/05/2026

    For Sale O6374007 - 4951 COURTLAND LOOP, WINTER SPRINGS, FL 32708 46 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: $4,471 (change assumption)
    Mortgage ($3,781) + 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


  • 1360 VIA VILLA NOVA WAY, WINTER SPRINGS, FL 32708

    $539,99931 Days on yellowkey   MLS ID: S5150838

    For Sale S5150838 - 1360 VIA VILLA NOVA WAY, WINTER SPRINGS, FL 32708 33 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2064
       Built: 1980
    Monthly Fee: $28
       Tax: $2,836 (2024)
    Community: Sunrise Unit 2-A
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,223 (change assumption)
    Mortgage ($2,959) + Fees ($28) + Taxes in 2024 ($236)


    Taxes:$2,836

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 560 PLEASANT GROVE DR, WINTER SPRINGS, FL 32708

    $425,00064 Days on yellowkey   MLS ID: O6401016

    REDUCED by $20,000 (4.5%) on 05/20/2026

    For Sale O6401016 - 560 PLEASANT GROVE DR, WINTER SPRINGS, FL 32708 23 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1654
       Built: 1996
    Monthly Fee: $78
       Tax: $5,669 (2024)
    Community: Tusca Oaks
    Single Family


    Estimated Monthly Payment: $2,879 (change assumption)
    Mortgage ($2,329) + Fees ($78) + Taxes in 2024 ($472)


    Taxes:$5,669

    Elementary School: Keeth Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: Indian Trails Middle


  • 1618 WRENTHAM CT, WINTER SPRINGS, FL 32708

    $799,90033 Days on yellowkey   MLS ID: O6411489

    1 Days Off yellowkey (back on 6/2/2026)

    For Sale O6411489 - 1618 WRENTHAM CT, WINTER SPRINGS, FL 32708 61 photos

    Bed: 5   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 3286
       Built: 2004
    Monthly Fee: $100
       Tax: $7,344 (2025)
    Community: Barrington Estates
    Spa: No

    Single Family


    Estimated Monthly Payment: $5,095 (change assumption)
    Mortgage ($4,383) + Fees ($100) + Taxes in 2025 ($612)


    Taxes:$7,344

    Elementary School: Lawton Elementary

    High School: Oviedo High

    Tax Year: 2025

    Middle School: Jackson Heights Middle


  • 4991 COURTLAND LOOP, WINTER SPRINGS, FL 32708

    $750,00040 Days on yellowkey   MLS ID: O6409511

    1 Days Off yellowkey (back on 5/24/2026)

    For Sale O6409511 - 4991 COURTLAND LOOP, WINTER SPRINGS, FL 32708 53 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 3217
       Built: 1983
    Monthly Fee: $40
       Tax: $6,752 (2025)
    Community: Tuskabay
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,712 (change assumption)
    Mortgage ($4,109) + Fees ($40) + Taxes in 2025 ($563)


    Taxes:$6,752

    Elementary School: Keeth Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: Indian Trails Middle


  • 717 WILSON RD, WINTER SPRINGS, FL 32708

    $340,000169 Days on yellowkey   MLS ID: O6372938

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

    REDUCED by $35,000 (9.3%) on 05/29/2026

    For Sale O6372938 - 717 WILSON RD, WINTER SPRINGS, FL 32708 59 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1368
       Built: 1981
    Monthly Fee: $90
       Tax: $164 (2024)
    Community: Wedgewood Tennis Villas
    Single Family


    Estimated Monthly Payment: $1,967 (change assumption)
    Mortgage ($1,863) + Fees ($90) + Taxes in 2024 ($14)


    Taxes:$164

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 114 SUNDANCE CT, WINTER SPRINGS, FL 32708

    $305,500228 Days on yellowkey   MLS ID: O6359275

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

    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


  • 1281 NATURES WAY, WINTER SPRINGS, FL 32708

    $1,200,00060 Days on yellowkey   MLS ID: O6404018

    For Sale O6404018 - 1281 NATURES WAY, WINTER SPRINGS, FL 32708 43 photos

    Bed: 5   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3212
       Built: 1972   Tax: $2,240 (2024)
    Community: Tuscawilla
    Spa: No

    Single Family


    Estimated Monthly Payment: $6,762 (change assumption)
    Mortgage ($6,575) + Taxes in 2024 ($187)


    Taxes:$2,240

    Elementary School: Keeth Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: Indian Trails Middle


  • 324 DORNOCH CT, WINTER SPRINGS, FL 32708

    $399,00033 Days on yellowkey   MLS ID: O6411464

    0 Days Off yellowkey (back on 5/31/2026)

    For Sale O6411464 - 324 DORNOCH CT, WINTER SPRINGS, FL 32708 59 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1579
       Built: 1989
    Monthly Fee: $35
       Tax: $1,941 (2025)
    Community: Highland Village 2
    Single Family


    Estimated Monthly Payment: $2,383 (change assumption)
    Mortgage ($2,186) + Fees ($35) + Taxes in 2025 ($162)


    Taxes:$1,941

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 431 S ALDERWOOD ST, WINTER SPRINGS, FL 32708

    $390,00047 Days on yellowkey   MLS ID: O6407052

    0 Days Off yellowkey (back on 5/31/2026)

    For Sale O6407052 - 431 S ALDERWOOD ST, WINTER SPRINGS, FL 32708 52 photos

    Bed: 4   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1558
       Built: 1973   Tax: $4,580 (2024)
    Community: North Orlando Terrace Unit 1 Sec 5
    Single Family


    Estimated Monthly Payment: $2,519 (change assumption)
    Mortgage ($2,137) + Taxes in 2024 ($382)


    Taxes:$4,580

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1825 SENECA BLVD, WINTER SPRINGS, FL 32708

    $650,00084 Days on yellowkey   MLS ID: O6396955

    0 Days Off yellowkey (back on 5/31/2026)

    REDUCED by $25,000 (3.7%) on 05/28/2026

    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: $3,667 (change assumption)
    Mortgage ($3,562) + 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


  • 226 CHESTNUT RIDGE ST, WINTER SPRINGS, FL 32708

    $824,90074 Days on yellowkey   MLS ID: O6398877

    0 Days Off yellowkey (back on 5/30/2026)

    For Sale O6398877 - 226 CHESTNUT RIDGE ST, WINTER SPRINGS, FL 32708 40 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2902
       Built: 1994
    Monthly Fee: $44
       Tax: $4,461 (2024)
    Community: Chestnut Ridge
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,936 (change assumption)
    Mortgage ($4,520) + Fees ($44) + Taxes in 2024 ($372)


    Taxes:$4,461

    Elementary School: Rainbow Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: Indian Trails Middle


  • 330 HAYES RD, WINTER SPRINGS, FL 32708

    $820,00057 Days on yellowkey   MLS ID: O6404598

    REDUCED by $20,000 (2.4%) on 05/25/2026

    For Sale O6404598 - 330 HAYES RD, WINTER SPRINGS, FL 32708 58 photos

    Bed: 4   Bath: 2.0   Gar: 3
    Liv Area Sq Ft: 2252
       Built: 1977   Tax: $2,738 (2024)
    Community: North Orlando Ranches Sec 04
    Single Family


    Estimated Monthly Payment: $4,721 (change assumption)
    Mortgage ($4,493) + Taxes in 2024 ($228)


    Taxes:$2,738

    Elementary School: Winter Springs Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: None


  • 872 FALKIRK DR, WINTER SPRINGS, FL 32708

    $438,997131 Days on yellowkey   MLS ID: O6383538

    REDUCED by $10,000 (2.2%) on 05/05/2026

    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: $2,639 (change assumption)
    Mortgage ($2,405) + 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


  • 140 N. FAIRFAX, WINTER SPRINGS, FL 32708

    $325,000209 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


  • 1444 BIRD RD, WINTER SPRINGS, FL 32708

    $838,500287 Days on yellowkey   MLS ID: O6344113

    For Sale O6344113 - 1444 BIRD RD, WINTER SPRINGS, FL 32708 48 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2350
       Built: 1977   Tax: $2,076 (2024)
    Community: Watts Farms
    Single Family


    Estimated Monthly Payment: $4,767 (change assumption)
    Mortgage ($4,594) + Taxes in 2024 ($173)


    Taxes:$2,076

    Elementary School: Sterling Park Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: South Seminole Middle


  • 1513 BLACK BEAR CT, WINTER SPRINGS, FL 32708

    $1,479,500117 Days on yellowkey   MLS ID: O6385058

    1 Days Off yellowkey (back on 5/27/2026)

    REDUCED by $69,500 (4.5%) on 04/16/2026

    For Sale O6385058 - 1513 BLACK BEAR CT, WINTER SPRINGS, FL 32708 68 photos

    Bed: 4   Bath: 5.0   Gar: 3
    Liv Area Sq Ft: 6175
       Built: 1989
    Monthly Fee: $142
       Tax: $23,523 (2025)
    Community: Bear Creek Estates
    Single Family


    Estimated Monthly Payment: $10,209 (change assumption)
    Mortgage ($8,107) + Fees ($142) + Taxes in 2025 ($1,960)


    Taxes:$23,523

    Elementary School: Keeth Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: Indian Trails Middle


  • 108 SUNDANCE CT, WINTER SPRINGS, FL 32708

    $349,90039 Days on yellowkey   MLS ID: O6409784

    For Sale O6409784 - 108 SUNDANCE CT, WINTER SPRINGS, FL 32708 33 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1161
       Built: 1997
    Monthly Fee: $140
       Tax: $3,505 (2025)
    Community: The Seasons
    Single Family


    Estimated Monthly Payment: $2,349 (change assumption)
    Mortgage ($1,917) + Fees ($140) + Taxes in 2025 ($292)


    Taxes:$3,505

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 276 SAN GABRIEL ST, WINTER SPRINGS, FL 32708

    $285,00074 Days on yellowkey   MLS ID: O6399623

    REDUCED by $5,000 (1.7%) on 05/20/2026

    For Sale O6399623 - 276 SAN GABRIEL ST, WINTER SPRINGS, FL 32708 35 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1089
       Built: 1994
    Monthly Fee: $127
       Tax: $3,719 (2025)
    Community: Deersong 2
    Single Family


    Estimated Monthly Payment: $1,999 (change assumption)
    Mortgage ($1,562) + Fees ($127) + Taxes in 2025 ($310)


    Taxes:$3,719

    Elementary School: Layer Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: Indian Trails Middle


  • 1304 ORTEGA ST, WINTER SPRINGS, FL 32708

    $499,00057 Days on yellowkey   MLS ID: TB8504998

    REDUCED by $40,900 (7.6%) on 05/19/2026

    For Sale TB8504998 - 1304 ORTEGA ST, WINTER SPRINGS, FL 32708 45 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2152
       Built: 1985
    Monthly Fee: $30
       Tax: $5,238 (2025)
    Community: Sunrise Estates Unit 1
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,201 (change assumption)
    Mortgage ($2,734) + Fees ($30) + Taxes in 2025 ($436)


    Taxes:$5,238

    Elementary School: Rainbow Elementary

    High School: Oviedo 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.