122 Days on Market
House for Sale
$435,000
3 bd · 2 ba · 1,491 sqft
Bedrooms
Bathrooms
Winter Park Homes for Sale under $500K
137 listings
10 Days on Market
House for Sale
$435,000
3 bd · 2 ba · 1,645 sqft
3740 HAWTHORNE LANE, WINTER PARK, FL 32792
50 Days on Market
House for Sale
$435,000
3 bd · 2 ba · 1,676 sqft
1535 LAWNDALE CIRCLE, WINTER PARK, FL 32792
55 Days on Market
House for Sale
$435,000
4 bd · 3 ba · 1,903 sqft
8433 COMMANDER COVE, WINTER PARK, FL 32792
Newly Listed
House for Sale
$430,000
3 bd · 2 ba · 1,483 sqft
5409 ALBERT DRIVE, WINTER PARK, FL 32792
76 Days on Market
House for Sale
$430,000
4 bd · 2 ba · 1,296 sqft
Newly Listed
House for Sale
$429,900
4 bd · 2 ba · 1,653 sqft
1401 ASTER COURT, WINTER PARK, FL 32792
67 Days on Market
Townhome for Sale
$425,000
3 bd · 3 ba · 1,907 sqft
1995 CANNY COVE, WINTER PARK, FL 32792
Newly Listed
House for Sale
$425,000
3 bd · 2 ba · 1,238 sqft
1886 CLEMATIS LANE, WINTER PARK, FL 32792
36 Days on Market
Condo for Sale
$425,000
1 bd · 1 ba · 767 sqft
644 N KNOWLES AVENUE # 3, WINTER PARK, FL 32789
28 Days on Market
House for Sale
$425,000
4 bd · 2 ba · 1,610 sqft
814 DENSMORE DR, WINTER PARK, FL 32792
50 Days on Market
House for Sale
$414,900
3 bd · 2 ba · 1,667 sqft
1840 ASTER DRIVE, WINTER PARK, FL 32792
Newly Listed
House for Sale
$409,900
3 bd · 2 ba · 1,201 sqft
2568 LOTAFUN AVENUE, WINTER PARK, FL 32789
44 Days on Market
House for Sale
$405,000
3 bd · 3 ba · 1,533 sqft
3440 ALLSTON LANE, WINTER PARK, FL 32792
57 Days on Market
House for Sale
$399,990
3 bd · 2 ba · 1,366 sqft
5503 ALBERT DRIVE, WINTER PARK, FL 32792
339 Days on Market
House for Sale
$399,900
4 bd · 2 ba · 1,627 sqft
1849 VIBURNUM LANE, WINTER PARK, FL 32792
Newly Listed
Townhome for Sale
$399,900
3 bd · 3 ba · 1,907 sqft
2017 CANNY COVE, WINTER PARK, FL 32792
36 Days on Market
House for Sale
$399,800
4 bd · 2 ba · 1,808 sqft
1610 GLADIOLAS DRIVE, WINTER PARK, FL 32792
11 Days on Market
House for Sale
$399,000
3 bd · 2 ba · 1,122 sqft
1092 EASTBROOK BOULEVARD, WINTER PARK, FL 32792
19 Days on Market
Townhome for Sale
$399,000
3 bd · 3 ba · 1,907 sqft
2033 CANNY COVE, WINTER PARK, FL 32792
Newly Listed
House for Sale
$390,000
4 bd · 2 ba · 1,607 sqft
2512 EASTBROOK BOULEVARD, WINTER PARK, FL 32792
40 Days on Market
House for Sale
$389,000
3 bd · 2 ba · 1,285 sqft
1605 PURITAN AVENUE, WINTER PARK, FL 32792
12 Days on Market
House for Sale
$385,000
4 bd · 2 ba · 1,240 sqft
885 CARNATION DRIVE, WINTER PARK, FL 32792
59 Days on Market
Condo for Sale
$380,000
1 bd · 1 ba · 987 sqft
700 MELROSE AVENUE # J24, WINTER PARK, FL 32789
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Live MLS inventory in Winter Park, updated continuously. Florida Lux Real Estate currently tracks 137 active listings here. MLS inventory updated October 29, 2026.
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