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Winter Springs is located in Seminole County, offering its residents a sparse suburban feel. From arts festivals to movie nights, the long list of community events organized by Winter Springs is just one reason why many residents reside in this city. Use our custom search tool to view all pool homes for sale between $400k - $600k in Winter Springs or click here to return to the list of surrounding towns and cities in the Orlando area. Have questions? Contact us here or schedule your FREE consultation here.


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  1. Photo of 967 Wedgewood Drive, Winter Springs, FL 32708 (MLS # O6261149)
    $449,000
    Photo of 967 Wedgewood Drive, Winter Springs, FL 32708 (MLS # O6261149)
    Photo of 967 Wedgewood Drive, Winter Springs, FL 32708 (MLS # O6261149)
    967 Wedgewood Drive, Winter Springs, FL
    967 Wedgewood Drive
    Winter Springs, FL
    • 3 Beds
    • 2 Baths
    • 1,472 Home (sqft)
    • 2 Baths
    • 5,228 Lot (sqft)
  2. Photo of 646 Cheoy Lee Circle, Winter Springs, FL 32708 (MLS # O6258959)
    $549,000
    Photo of 646 Cheoy Lee Circle, Winter Springs, FL 32708 (MLS # O6258959)
    Photo of 646 Cheoy Lee Circle, Winter Springs, FL 32708 (MLS # O6258959)
    646 Cheoy Lee Circle, Winter Springs, FL
    646 Cheoy Lee Circle
    Winter Springs, FL
    • 3 Beds
    • 2 Baths
    • 1,927 Home (sqft)
    • 2 Baths
    • 11,326 Lot (sqft)
  3. Photo of 872 Huckleberry Lane, Winter Springs, FL 32708 (MLS # O6259628)
    $518,000
    Photo of 872 Huckleberry Lane, Winter Springs, FL 32708 (MLS # O6259628)
    Photo of 872 Huckleberry Lane, Winter Springs, FL 32708 (MLS # O6259628)
    872 Huckleberry Lane, Winter Springs, FL
    872 Huckleberry Lane
    Winter Springs, FL
    • 4 Beds
    • 2 Baths
    • 1,980 Home (sqft)
    • 2 Baths
    • 9,148 Lot (sqft)
  4. Photo of 712 Seneca Meadows Road, Winter Springs, FL 32708 (MLS # O6258457)
    $499,000
    Photo of 712 Seneca Meadows Road, Winter Springs, FL 32708 (MLS # O6258457)
    Photo of 712 Seneca Meadows Road, Winter Springs, FL 32708 (MLS # O6258457)
    712 Seneca Meadows Road, Winter Springs, FL
    712 Seneca Meadows Road
    Winter Springs, FL
    • 4 Beds
    • 2 Baths
    • 2,083 Home (sqft)
    • 2 Baths
    • 12,197 Lot (sqft)
  5. Photo of 1069 Chesterfield Circle, Winter Springs, FL 32708 (MLS # O6257306)
    $499,900
    Photo of 1069 Chesterfield Circle, Winter Springs, FL 32708 (MLS # O6257306)
    Photo of 1069 Chesterfield Circle, Winter Springs, FL 32708 (MLS # O6257306)
    1069 Chesterfield Circle, Winter Springs, FL
    1069 Chesterfield Circle
    Winter Springs, FL
    • 4 Beds
    • 2 Baths
    • 2,033 Home (sqft)
    • 2 Baths
    • 12,197 Lot (sqft)
  6. Photo of 1356 Via Villa Nova Way, Winter Springs, FL 32708 (MLS # O6254850)
    $430,000
    Photo of 1356 Via Villa Nova Way, Winter Springs, FL 32708 (MLS # O6254850)
    Photo of 1356 Via Villa Nova Way, Winter Springs, FL 32708 (MLS # O6254850)
    1356 Via Villa Nova Way, Winter Springs, FL
    1356 Via Villa Nova Way
    Winter Springs, FL
    • 3 Beds
    • 2 Baths
    • 1,864 Home (sqft)
    • 2 Baths
    • 8,712 Lot (sqft)
  7. Photo of 906 Red Oak Court, Winter Springs, FL 32708 (MLS # O6254882)
    $499,900
    Photo of 906 Red Oak Court, Winter Springs, FL 32708 (MLS # O6254882)
    Photo of 906 Red Oak Court, Winter Springs, FL 32708 (MLS # O6254882)
    906 Red Oak Court, Winter Springs, FL
    906 Red Oak Court
    Winter Springs, FL
    • 3 Beds
    • 3 Baths
    • 1,916 Home (sqft)
    • 3 Baths
    • 11,762 Lot (sqft)
  8. Photo of 302 Inglenook Circle, Winter Springs, FL 32708 (MLS # O6253195)
    $479,000
    Photo of 302 Inglenook Circle, Winter Springs, FL 32708 (MLS # O6253195)
    Photo of 302 Inglenook Circle, Winter Springs, FL 32708 (MLS # O6253195)
    302 Inglenook Circle, Winter Springs, FL
    302 Inglenook Circle
    Winter Springs, FL
    • 3 Beds
    • 2 Baths
    • 1,913 Home (sqft)
    • 2 Baths
    • 11,762 Lot (sqft)
  9. Photo of 1111 Trotwood Boulevard, Winter Springs, FL 32708 (MLS # O6252313)
    $559,900
    Photo of 1111 Trotwood Boulevard, Winter Springs, FL 32708 (MLS # O6252313)
    Photo of 1111 Trotwood Boulevard, Winter Springs, FL 32708 (MLS # O6252313)
    1111 Trotwood Boulevard, Winter Springs, FL
    1111 Trotwood Boulevard
    Winter Springs, FL
    • 4 Beds
    • 3 Baths
    • 2,433 Home (sqft)
    • 3 Baths
    • 10,019 Lot (sqft)
  10. Photo of 1254 Royal Oak Drive, Winter Springs, FL 32708 (MLS # O6243741)
    $574,900
    Photo of 1254 Royal Oak Drive, Winter Springs, FL 32708 (MLS # O6243741)
    Photo of 1254 Royal Oak Drive, Winter Springs, FL 32708 (MLS # O6243741)
    1254 Royal Oak Drive, Winter Springs, FL
    1254 Royal Oak Drive
    Winter Springs, FL
    • 3 Beds
    • 3 Baths
    • 2,110 Home (sqft)
    • 3 Baths
    • 6,970 Lot (sqft)
  11. Photo of 668 Coral Way, Winter Springs, FL 32708 (MLS # O6240083)
    $450,000
    Photo of 668 Coral Way, Winter Springs, FL 32708 (MLS # O6240083)
    Photo of 668 Coral Way, Winter Springs, FL 32708 (MLS # O6240083)
    668 Coral Way, Winter Springs, FL
    668 Coral Way
    Winter Springs, FL
    • 3 Beds
    • 2 Baths
    • 1,543 Home (sqft)
    • 2 Baths
    • 17,860 Lot (sqft)
  12. Photo of 400 Harbor Winds Court, Winter Springs, FL 32708 (MLS # O6237262)
    $419,900
    Photo of 400 Harbor Winds Court, Winter Springs, FL 32708 (MLS # O6237262)
    Photo of 400 Harbor Winds Court, Winter Springs, FL 32708 (MLS # O6237262)
    400 Harbor Winds Court, Winter Springs, FL
    400 Harbor Winds Court
    Winter Springs, FL
    • 3 Beds
    • 3 Baths
    • 2,176 Home (sqft)
    • 3 Baths
    • 4,356 Lot (sqft)
  13. Photo of 782 Seneca Meadows Road, Winter Springs, FL 32708 (MLS # O6234309)
    $499,900
    Photo of 782 Seneca Meadows Road, Winter Springs, FL 32708 (MLS # O6234309)
    Photo of 782 Seneca Meadows Road, Winter Springs, FL 32708 (MLS # O6234309)
    782 Seneca Meadows Road, Winter Springs, FL
    782 Seneca Meadows Road
    Winter Springs, FL
    • 4 Beds
    • 2 Baths
    • 1,947 Home (sqft)
    • 2 Baths
    • 5,663 Lot (sqft)
  14. Photo of 745 Kentstown Court, Winter Springs, FL 32708 (MLS # O6225630)
    $599,500
    Photo of 745 Kentstown Court, Winter Springs, FL 32708 (MLS # O6225630)
    Photo of 745 Kentstown Court, Winter Springs, FL 32708 (MLS # O6225630)
    745 Kentstown Court, Winter Springs, FL
    745 Kentstown Court
    Winter Springs, FL
    • 4 Beds
    • 3 Baths
    • 2,218 Home (sqft)
    • 3 Baths
    • 10,890 Lot (sqft)
  15. Photo of 1121 Trotwood Boulevard, Winter Springs, FL 32708 (MLS # O6225509)
    $532,900
    Photo of 1121 Trotwood Boulevard, Winter Springs, FL 32708 (MLS # O6225509)
    Photo of 1121 Trotwood Boulevard, Winter Springs, FL 32708 (MLS # O6225509)
    1121 Trotwood Boulevard, Winter Springs, FL
    1121 Trotwood Boulevard
    Winter Springs, FL
    • 4 Beds
    • 2 Baths
    • 2,293 Home (sqft)
    • 2 Baths
    • 10,455 Lot (sqft)
  16. Photo of 601 Marlin Road, Winter Springs, FL 32708 (MLS # O6221007)
    $525,000
    Photo of 601 Marlin Road, Winter Springs, FL 32708 (MLS # O6221007)
    Photo of 601 Marlin Road, Winter Springs, FL 32708 (MLS # O6221007)
    601 Marlin Road, Winter Springs, FL
    601 Marlin Road
    Winter Springs, FL
    • 4 Beds
    • 3 Baths
    • 2,093 Home (sqft)
    • 3 Baths
    • 12,633 Lot (sqft)
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The information contained herein has been provided by My Florida Regional MLS DBA Stellar MLS. IDX information is provided exclusively for consumers' personal, non-commercial use, that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing, and that the data is deemed reliable but is not guaranteed accurate by the MLS. Listings last updated 12/3/24 8:15 AM PST.

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