Winter Park, FL
Winter Park is home to a plethora of world-class museums, high-end boutiques, some of the area's finest restaurants, and is centrally located being only minutes from downtown Orlando. Use our custom search tool to view all homes for sale between $400k - $600k in Winter Park 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.
- List View
- Grid View
Sorted by
-
$589,0001424 Cavendish Road, Winter Park, FL1424 Cavendish Road
Winter Park, FL- 2 Beds
- 1 Bath
- 1,132 Home (sqft)
- 1 Bath
- 7,406 Lot (sqft)
-
$431,0002111 Staunton Avenue, Winter Park, FL2111 Staunton Avenue
Winter Park, FL- 3 Beds
- 1 Bath
- 1,292 Home (sqft)
- 1 Bath
- 8,712 Lot (sqft)
-
$479,9002719 Bright Bird Lane, Winter Park, FL2719 Bright Bird Lane
Winter Park, FL- 3 Beds
- 3 Baths
- 1,907 Home (sqft)
- 3 Baths
- 1,743 Lot (sqft)
-
$420,0001025 Early Avenue, Winter Park, FL1025 Early Avenue
Winter Park, FL- 3 Beds
- 2 Baths
- 1,333 Home (sqft)
- 2 Baths
- 7,406 Lot (sqft)
-
$440,0001496 Broad Wing Lane, Winter Park, FL1496 Broad Wing Lane
Winter Park, FL- 3 Beds
- 3 Baths
- 1,755 Home (sqft)
- 3 Baths
- 2,614 Lot (sqft)
-
$589,0002855 Cady Way, Winter Park, FL2855 Cady Way
Winter Park, FL- 3 Beds
- 2 Baths
- 1,736 Home (sqft)
- 2 Baths
- 7,841 Lot (sqft)
-
$439,9005405 Justine Way, Winter Park, FL5405 Justine Way
Winter Park, FL- 4 Beds
- 2 Baths
- 1,247 Home (sqft)
- 2 Baths
- 8,712 Lot (sqft)
-
$400,0005102 Lake Howell Road, Winter Park, FL5102 Lake Howell Road
Winter Park, FL- 3 Beds
- 2 Baths
- 1,452 Home (sqft)
- 2 Baths
- 10,455 Lot (sqft)
-
$599,0002809 Bower Road, Winter Park, FL2809 Bower Road
Winter Park, FL- 3 Beds
- 2 Baths
- 1,488 Home (sqft)
- 2 Baths
- 7,841 Lot (sqft)
-
$499,9001904 Houndslake Drive, Winter Park, FL1904 Houndslake Drive
Winter Park, FL- 3 Beds
- 3 Baths
- 1,840 Home (sqft)
- 3 Baths
- 10,019 Lot (sqft)
-
$559,9003084 Heartleaf Place, Winter Park, FL3084 Heartleaf Place
Winter Park, FL- 4 Beds
- 2 Baths
- 2,439 Home (sqft)
- 2 Baths
- 7,406 Lot (sqft)
-
$549,000525 S Lakemont Avenue, Winter Park, FL525 S Lakemont Avenue
Winter Park, FL- 3 Beds
- 2 Baths
- 1,520 Home (sqft)
- 2 Baths
- 9,148 Lot (sqft)
-
$474,9002229 Shadowland Loop, Winter Park, FL2229 Shadowland Loop
Winter Park, FL- 3 Beds
- 3 Baths
- 1,964 Home (sqft)
- 3 Baths
- 2,614 Lot (sqft)
-
$504,9001710 Aster Drive, Winter Park, FL1710 Aster Drive
Winter Park, FL- 3 Beds
- 2 Baths
- 1,664 Home (sqft)
- 2 Baths
- 10,455 Lot (sqft)
-
$480,0001061 Lundy Court, Winter Park, FL1061 Lundy Court
Winter Park, FL- 3 Beds
- 2 Baths
- 1,346 Home (sqft)
- 2 Baths
- 9,584 Lot (sqft)
-
$485,0001354 Tierra Circle, Winter Park, FL1354 Tierra Circle
Winter Park, FL- 4 Beds
- 2 Baths
- 1,827 Home (sqft)
- 2 Baths
- 8,712 Lot (sqft)
-
$599,9001116 Fairway Drive, Winter Park, FL1116 Fairway Drive
Winter Park, FL- 3 Beds
- 2 Baths
- 1,738 Home (sqft)
- 2 Baths
- 10,019 Lot (sqft)
-
$525,0002073 Shadyhill Terrace, Winter Park, FL2073 Shadyhill Terrace
Winter Park, FL- 3 Beds
- 2 Baths
- 1,647 Home (sqft)
- 2 Baths
- 8,712 Lot (sqft)
-
$485,0002909 Clever Lane, Winter Park, FL2909 Clever Lane
Winter Park, FL- 3 Beds
- 3 Baths
- 1,907 Home (sqft)
- 3 Baths
- 1,743 Lot (sqft)
-
$600,000513 Cornwall Road, Winter Park, FL513 Cornwall Road
Winter Park, FL- 3 Beds
- 2 Baths
- 1,735 Home (sqft)
- 2 Baths
- 8,277 Lot (sqft)
-
$529,9005400 Ferrol Drive, Winter Park, FL5400 Ferrol Drive
Winter Park, FL- 3 Beds
- 2 Baths
- 1,713 Home (sqft)
- 2 Baths
- 14,375 Lot (sqft)
-
$415,0005144 Orange Avenue, Winter Park, FL5144 Orange Avenue
Winter Park, FL- 3 Beds
- 2 Baths
- 1,274 Home (sqft)
- 2 Baths
- 11,762 Lot (sqft)
-
$465,0001860 Gladiolas Drive, Winter Park, FL1860 Gladiolas Drive
Winter Park, FL- 4 Beds
- 2 Baths
- 1,653 Home (sqft)
- 2 Baths
- 10,019 Lot (sqft)
-
$535,0001422 Tierra Circle, Winter Park, FL1422 Tierra Circle
Winter Park, FL- 4 Beds
- 2 Baths
- 1,827 Home (sqft)
- 2 Baths
- 8,277 Lot (sqft)
-
$425,0001397 Hyde Park Drive, Winter Park, FL1397 Hyde Park Drive
Winter Park, FL- 3 Beds
- 2 Baths
- 1,518 Home (sqft)
- 2 Baths
- 4,792 Lot (sqft)
-
$420,0002827 Euston Road, Winter Park, FL2827 Euston Road
Winter Park, FL- 4 Beds
- 2 Baths
- 1,568 Home (sqft)
- 2 Baths
- 8,277 Lot (sqft)
-
$466,0002309 Dunbury Court, Winter Park, FL2309 Dunbury Court
Winter Park, FL- 4 Beds
- 2 Baths
- 2,470 Home (sqft)
- 2 Baths
- 11,762 Lot (sqft)
-
$499,000215 E Canton Avenue #215, Winter Park, FL215 E Canton Avenue #215
Winter Park, FL- 2 Beds
- 2 Baths
- 1,057 Home (sqft)
- 2 Baths
- 872 Lot (sqft)
-
$580,0002774 Bright Bird Lane, Winter Park, FL2774 Bright Bird Lane
Winter Park, FL- 3 Beds
- 3 Baths
- 1,907 Home (sqft)
- 3 Baths
- 1,743 Lot (sqft)
-
$459,9901550 Indiana Avenue, Winter Park, FL1550 Indiana Avenue
Winter Park, FL- 2 Beds
- 2 Baths
- 1,032 Home (sqft)
- 2 Baths
- 6,970 Lot (sqft)
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 1/27/25 6:30 PM PST.
This MLS IDX is (c) Diverse Solutions 2025. Privacy | Terms & Conditions