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Winter Springs Homes For Sale & Real Estate - 197 homes

Winter Springs homes for sale are located in Seminole County, Florida. Find homes in Winter Springs for sale with data from the Multiple Listing Service (MLS). Our REALTORS® can assist you in your real estate search for Winter Springs houses.

Location: Winter Springs

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  • 444 BLUE BAYOU LN, WINTER SPRINGS, FL 32708

    $385,00026 Days on yellowkey   MLS ID: O6405666

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

    REDUCED by $5,000 (1.3%) on 05/22/2026

    For Sale O6405666 - 444 BLUE BAYOU LN, WINTER SPRINGS, FL 32708 32 photos

    Bed: 3   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 1854
       Built: 2007   Tax: $4,488 (2025)
    Community: Jesups Reserve Twnhms Rep
    Townhouse


    Estimated Monthly Payment: $2,484 (change assumption)
    Mortgage ($2,110) + Taxes in 2025 ($374)


    Taxes:$4,488

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 907 GLEN ABBEY CIR, WINTER SPRINGS, FL 32708

    $420,0006 Days on yellowkey   MLS ID: O6411321

    For Sale O6411321 - 907 GLEN ABBEY CIR, WINTER SPRINGS, FL 32708 48 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1791
       Built: 1997
    Monthly Fee: $126
       Tax: $2,093 (2025)
    Community: Greenbriar Sub Ph 2
    Single Family


    Estimated Monthly Payment: $2,602 (change assumption)
    Mortgage ($2,301) + Fees ($126) + Taxes in 2025 ($174)


    Taxes:$2,093

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 448 MACGREGOR RD, WINTER SPRINGS, FL 32708

    $350,00055 Days on yellowkey   MLS ID: O6397231

    REDUCED by $10,000 (2.8%) on 05/27/2026

    For Sale O6397231 - 448 MACGREGOR RD, WINTER SPRINGS, FL 32708 26 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1477
       Built: 1993
    Monthly Fee: $6
       Tax: $1,141 (2024)
    Community: Highland Village 2
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,019 (change assumption)
    Mortgage ($1,918) + Fees ($6) + Taxes in 2024 ($95)


    Taxes:$1,141

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1534 WESCOTT LOOP, WINTER SPRINGS, FL 32708

    $735,000115 Days on yellowkey   MLS ID: O6380652

    REDUCED by $10,000 (1.3%) on 05/25/2026

    For Sale O6380652 - 1534 WESCOTT LOOP, WINTER SPRINGS, FL 32708 51 photos

    Bed: 6   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 3426
       Built: 2004
    Monthly Fee: $100
       Tax: $5,527 (2025)
    Community: Barrington Estates
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $4,588 (change assumption)
    Mortgage ($4,027) + Fees ($100) + Taxes in 2025 ($461)


    Taxes:$5,527

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 805 LEOPARD TRL, WINTER SPRINGS, FL 32708

    $565,00026 Days on yellowkey   MLS ID: O6405925

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

    REDUCED by $10,000 (1.7%) on 05/25/2026

    For Sale O6405925 - 805 LEOPARD TRL, WINTER SPRINGS, FL 32708 28 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2608
       Built: 1978   Tax: $2,946 (2024)
    Community: Winter Spgs Unit 4
    Single Family


    Estimated Monthly Payment: $3,341 (change assumption)
    Mortgage ($3,096) + Taxes in 2024 ($245)


    Taxes:$2,946

    Elementary School: Keeth Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: Indian Trails Middle


  • 1384 MILL STREAM LN, WINTER SPRINGS, FL 32708

    $399,90029 Days on yellowkey   MLS ID: TB8504740

    REDUCED by $5,000 (1.2%) on 05/27/2026

    For Sale TB8504740 - 1384 MILL STREAM LN, WINTER SPRINGS, FL 32708 36 photos

    Bed: 3   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 1932
       Built: 2015
    Monthly Fee: $233
       Tax: $5,288 (2024)
    Community: Jesups Landing
    Townhouse


    Estimated Monthly Payment: $2,865 (change assumption)
    Mortgage ($2,191) + Fees ($233) + Taxes in 2024 ($441)


    Taxes:$5,288

    Elementary School: Layer Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: Indian Trails Middle


  • 1513 BLACK BEAR CT, WINTER SPRINGS, FL 32708

    $1,479,50089 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


  • 143 HAYES RD, WINTER SPRINGS, FL 32708

    $479,00018 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


  • 412 BLUE BAYOU LN, WINTER SPRINGS, FL 32708

    $390,00012 Days on yellowkey   MLS ID: O6407027

    For Sale O6407027 - 412 BLUE BAYOU LN, WINTER SPRINGS, FL 32708 24 photos

    Bed: 3   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 1854
       Built: 2007
    Monthly Fee: $260
       Tax: $4,079 (2025)
    Community: Jesups Reserve Twnhms Rep
    Spa: Yes

    Townhouse


    Estimated Monthly Payment: $2,737 (change assumption)
    Mortgage ($2,137) + Fees ($260) + Taxes in 2025 ($340)


    Taxes:$4,079

    Elementary School: Keeth Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: Indian Trails Middle


  • 451 HARBOR WINDS CT, WINTER SPRINGS, FL 32708

    $357,5007 Days on yellowkey   MLS ID: O6406257

    For Sale O6406257 - 451 HARBOR WINDS CT, WINTER SPRINGS, FL 32708 27 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1914
       Built: 2008
    Monthly Fee: $298
       Tax: $3,832 (2025)
    Community: Harbor Winds
    Spa: No

    Townhouse


    Estimated Monthly Payment: $2,576 (change assumption)
    Mortgage ($1,959) + Fees ($298) + Taxes in 2025 ($319)


    Taxes:$3,832

    Elementary School: Winter Springs Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: South Seminole Middle


  • 497 CLUB DR, WINTER SPRINGS, FL 32708

    $218,00017 Days on yellowkey   MLS ID: O6408474

    REDUCED by $14,800 (6.4%) on 05/23/2026

    For Sale O6408474 - 497 CLUB DR, WINTER SPRINGS, FL 32708 17 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1224
       Built: 1987
    Monthly Fee: $520
       Tax: $3,344 (2025)
    Community: Cypress Club
    Townhouse


    Estimated Monthly Payment: $1,993 (change assumption)
    Mortgage ($1,194) + Fees ($520) + Taxes in 2025 ($279)


    Taxes:$3,344

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 585 SHADOW GLENN PL, WINTER SPRINGS, FL 32708

    $264,90031 Days on yellowkey   MLS ID: O6404267

    REDUCED by $5,000 (1.9%) on 05/26/2026

    For Sale O6404267 - 585 SHADOW GLENN PL, WINTER SPRINGS, FL 32708 28 photos

    Bed: 3   Bath: 2.5
    Liv Area Sq Ft: 1348
       Built: 1991
    Monthly Fee: $493
       Tax: $2,550 (2024)
    Community: Deer Run Unit 19B
    Townhouse


    Estimated Monthly Payment: $2,157 (change assumption)
    Mortgage ($1,451) + Fees ($493) + Taxes in 2024 ($213)


    Taxes:$2,550

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 108 SUNDANCE CT, WINTER SPRINGS, FL 32708

    $349,90011 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


  • 1018 WEATHERED WOOD CIR, WINTER SPRINGS, FL 32708

    $369,00013 Days on yellowkey   MLS ID: O6408847

    For Sale O6408847 - 1018 WEATHERED WOOD CIR, WINTER SPRINGS, FL 32708 34 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1718
       Built: 1978
    Monthly Fee: $107
       Tax: $1,316 (2025)
    Community: Wedgewood Unit 2
    Single Family


    Estimated Monthly Payment: $2,238 (change assumption)
    Mortgage ($2,022) + Fees ($107) + Taxes in 2025 ($110)


    Taxes:$1,316

    Elementary School: Keeth Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: Indian Trails Middle


  • 758 N GRETNA CT, WINTER SPRINGS, FL 32708

    $430,00028 Days on yellowkey   MLS ID: O6404912

    REDUCED by $20,000 (4.4%) on 05/25/2026

    For Sale O6404912 - 758 N GRETNA CT, WINTER SPRINGS, FL 32708 58 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2150
       Built: 1977
    Monthly Fee: $33
       Tax: $4,783 (2024)
    Community: Highlands Sec 4
    Single Family


    Estimated Monthly Payment: $2,788 (change assumption)
    Mortgage ($2,356) + Fees ($33) + Taxes in 2024 ($399)


    Taxes:$4,783

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 629 RYAN CT, WINTER SPRINGS, FL 32708

    $479,00025 Days on yellowkey   MLS ID: O6396980

    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: $2,818 (change assumption)
    Mortgage ($2,625) + Fees ($35) + Taxes in 2024 ($158)


    Taxes:$1,899

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 280 MOREE LOOP #2, WINTER SPRINGS, FL 32708

    $150,00011 Days on yellowkey   MLS ID: O6409577

    For Sale O6409577 - 280 MOREE LOOP #2, WINTER SPRINGS, FL 32708 20 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1187
       Built: 1978
    Monthly Fee: $420
       Tax: $2,656 (2025)
    Community: Baytree Village
    Condo


    Estimated Monthly Payment: $1,463 (change assumption)
    Mortgage ($822) + Fees ($420) + Taxes in 2025 ($221)


    Taxes:$2,656

    Elementary School: Highlands Elementary

    High School: Winter Springs High

    Tax Year: 2025

    Middle School: South Seminole Middle


  • 140 SEVILLE CHASE DR, WINTER SPRINGS, FL 32708

    $779,90061 Days on yellowkey   MLS ID: O6395594

    For Sale O6395594 - 140 SEVILLE CHASE DR, WINTER SPRINGS, FL 32708 46 photos

    Bed: 5   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3129
       Built: 1999
    Monthly Fee: $184
       Tax: $5,857 (2024)
    Community: Seville Chase
    Single Family


    Estimated Monthly Payment: $4,945 (change assumption)
    Mortgage ($4,273) + Fees ($184) + Taxes in 2024 ($488)


    Taxes:$5,857

    Elementary School: Sterling Park Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: South Seminole Middle


  • 724 BARRINGTON CIR, WINTER SPRINGS, FL 32708

    $399,900375 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: $120
       Tax: $1,771 (2024)
    Community: Georgetowne Unit 1
    Single Family


    Estimated Monthly Payment: $2,459 (change assumption)
    Mortgage ($2,191) + Fees ($120) + Taxes in 2024 ($148)


    Taxes:$1,771

    Elementary School: Keeth Elementary

    High School: Winter Springs High

    Tax Year: 2024

    Middle School: Indian Trails Middle


  • 276 SAN GABRIEL ST, WINTER SPRINGS, FL 32708

    $285,00046 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




Why Bother Searching Elsewhere for Winter Springs Homes for Sale and Other Real Estate?

Winter Springs home, townhome, condo, villa, and other listing sales 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 houses for sale in Winter Springs . You can use our website to view Multiple Listing Service (MLS) data on Winter Springs Real Estate. 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 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.