31 Days on Market
House for Sale
$499,900
3 bd · 3 ba · 2,200 sqft
Bedrooms
Bathrooms
Winter Garden Homes for Sale under $500K
254 listings
14 Days on Market
House for Sale
$499,900
3 bd · 3 ba · 1,811 sqft
2766 BOBCAT CHASE BOULEVARD, WINTER GARDEN, FL 34787
Newly Listed
Townhome for Sale
$499,690
3 bd · 3 ba · 1,652 sqft
6355 ARGENT WOOD DRIVE, WINTER GARDEN, FL 34787
180 Days on Market
House for Sale
$499,000
3 bd · 2 ba · 2,365 sqft
14257 LAGOON COVE LANE, WINTER GARDEN, FL 34787
109 Days on Market
House for Sale
$499,000
3 bd · 3 ba · 1,964 sqft
14280 BRAEMAR STREET, WINTER GARDEN, FL 34787
61 Days on Market
Townhome for Sale
$499,000
4 bd · 4 ba · 2,222 sqft
8012 BLUEJACK OAK DRIVE, WINTER GARDEN, FL 34787
12 Days on Market
House for Sale
$499,000
3 bd · 3 ba · 1,788 sqft
12253 S BRACCO STREET, WINTER GARDEN, FL 34787
65 Days on Market
House for Sale
$498,995
4 bd · 2 ba · 1,972 sqft
231 DOE RUN DRIVE, WINTER GARDEN, FL 34787
293 Days on Market
House for Sale
$497,000
4 bd · 3 ba · 2,042 sqft
16105 WATER SPRING BOULEVARD, WINTER GARDEN, FL 34787
53 Days on Market
House for Sale
$495,000
4 bd · 3 ba · 2,128 sqft
5754 SURPRISE LILY DRIVE, WINTER GARDEN, FL 34787
35 Days on Market
House for Sale
$495,000
4 bd · 3 ba · 2,060 sqft
9231 GRAND ISLAND WAY, WINTER GARDEN, FL 34787
35 Days on Market
House for Sale
$495,000
3 bd · 3 ba · 1,950 sqft
14230 MURCOTT BLOSSOM BOULEVARD, WINTER GARDEN, FL 34787
17 Days on Market
House for Sale
$495,000
3 bd · 2 ba · 1,705 sqft
16802 OAKBORO STREET, WINTER GARDEN, FL 34787
Newly Listed
Townhome for Sale
$495,000
4 bd · 3 ba · 1,897 sqft
12808 SUNSET WALK DRIVE, WINTER GARDEN, FL 34787
69 Days on Market
House for Sale
$495,000
4 bd · 3 ba · 2,094 sqft
12362 BRACCO STREET, WINTER GARDEN, FL 34787
62 Days on Market
Home for Sale
$495,000
2 bd · 2 ba · 1,574 sqft
15806 GEM VIEW ST, WINTER GARDEN, FL 34787
Newly Listed
Townhome for Sale
$494,890
3 bd · 3 ba · 1,881 sqft
15159 GROVESIDE ROAD, WINTER GARDEN, FL 34787
Newly Listed
Townhome for Sale
$493,583
3 bd · 3 ba · 1,772 sqft
7280 WINDY WILLOW STREET, WINTER GARDEN, FL 34787
Newly Listed
Townhome for Sale
$491,490
3 bd · 3 ba · 1,764 sqft
17007 HAGGERTY HOLLOW DRIVE, WINTER GARDEN, FL 34787
Newly Listed
Townhome for Sale
$491,080
3 bd · 3 ba · 1,881 sqft
15075 GROVESIDE ROAD, WINTER GARDEN, FL 34787
15 Days on Market
House for Sale
$489,990
4 bd · 2 ba · 2,199 sqft
1815 AMERICUS MINOR DRIVE, WINTER GARDEN, FL 34787
26 Days on Market
Townhome for Sale
$489,890
4 bd · 4 ba · 1,846 sqft
15165 GROVESIDE ROAD, WINTER GARDEN, FL 34787
35 Days on Market
House for Sale
$489,000
3 bd · 2 ba · 1,754 sqft
1950 PANTHEON DRIVE, WINTER GARDEN, FL 34787
23 Days on Market
Townhome for Sale
$488,000
4 bd · 3 ba · 2,131 sqft
5413 NEW INDEPENDENCE PARKWAY, WINTER GARDEN, FL 34787
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Live MLS inventory in Winter Garden, updated continuously. Florida Lux Real Estate currently tracks 254 active listings here. MLS inventory updated October 13, 2026.
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