58 Days on Market
Condo for Sale
$249,900
2 bd · 2 ba · 956 sqft
Bedrooms
Bathrooms
Winter Park Homes for Sale under $250K
53 listings
12 Days on Market
Condo for Sale
$248,900
2 bd · 3 ba · 1,300 sqft
193 LEWFIELD CIRCLE, WINTER PARK, FL 32792
110 Days on Market
Condo for Sale
$245,000
2 bd · 2 ba · 1,295 sqft
2383 SUN VALLEY CIRCLE # 2383, WINTER PARK, FL 32792
33 Days on Market
Condo for Sale
$244,900
2 bd · 2 ba · 1,026 sqft
1500 GAY ROAD # 3C, WINTER PARK, FL 32789
80 Days on Market
Condo for Sale
$239,500
2 bd · 2 ba · 1,026 sqft
1500 GAY ROAD # 17D, WINTER PARK, FL 32789
Newly Listed
Home for Sale
$235,000
2 bd · 1 ba · 924 sqft
2712 TORTOISE CV, WINTER PARK, FL 32792
14 Days on Market
Condo for Sale
$230,000
2 bd · 2 ba · 1,219 sqft
200 SAINT ANDREWS BOULEVARD # 2904, WINTER PARK, FL 32792
Newly Listed
Condo for Sale
$229,900
3 bd · 3 ba · 1,151 sqft
7413 BELLE RIVER COURT # 3, WINTER PARK, FL 32792
Newly Listed
Condo for Sale
$229,000
3 bd · 3 ba · 1,151 sqft
7454 WYNNEWOOD SQUARE # 188, WINTER PARK, FL 32792
69 Days on Market
Condo for Sale
$225,000
2 bd · 2 ba · 1,173 sqft
2503 TAHOE CIRCLE # 2503, WINTER PARK, FL 32792
38 Days on Market
Condo for Sale
$210,000
2 bd · 3 ba · 1,578 sqft
7488 WHISPERWOOD DRIVE # 28, WINTER PARK, FL 32792
Condo for Sale
$205,000
3 bd · 2 ba · 1,149 sqft
1695 LEE ROAD # C202, WINTER PARK, FL 32789
49 Days on Market
Condo for Sale
$199,900
1 bd · 1 ba · 582 sqft
151 NORTH ORLANDO AVENUE # 142, WINTER PARK, FL 32789
Newly Listed
Condo for Sale
$199,900
2 bd · 1 ba · 851 sqft
2500 LEE ROAD # 220, WINTER PARK, FL 32789
215 Days on Market
Condo for Sale
$199,000
2 bd · 2 ba · 1,393 sqft
7471 CANFORD COURT # 19, WINTER PARK, FL 32792
27 Days on Market
Condo for Sale
$190,000
1 bd · 1 ba · 658 sqft
1250 S DENNING DRIVE # 109, WINTER PARK, FL 32789
12 Days on Market
Condo for Sale
$185,000
2 bd · 3 ba · 1,031 sqft
7450 WYNNEWOOD SQUARE # 189, WINTER PARK, FL 32792
32 Days on Market
Condo for Sale
$185,000
2 bd · 2 ba · 1,058 sqft
4756 TANGERINE AVENUE # 4756, WINTER PARK, FL 32792
181 Days on Market
Condo for Sale
$184,900
1 bd · 1 ba · 645 sqft
2500 LEE RD. # 222, WINTER PARK, FL 32789
207 Days on Market
Condo for Sale
$182,900
2 bd · 2 ba · 927 sqft
205 LEWFIELD CIRCLE # 205, WINTER PARK, FL 32792
54 Days on Market
Condo for Sale
$180,000
2 bd · 2 ba · 1,105 sqft
2923 ANTIQUE OAKS CIRCLE # 34, WINTER PARK, FL 32792
Condo for Sale
$180,000
1 bd · 1 ba · 638 sqft
1695 LEE ROAD # D107, WINTER PARK, FL 32789
85 Days on Market
Condo for Sale
$175,000
2 bd · 3 ba · 1,031 sqft
7327 FOREST HILL COURT # 223, WINTER PARK, FL 32792
133 Days on Market
Condo for Sale
$174,900
1 bd · 1 ba · 753 sqft
4768 TANGERINE AVENUE # 4768, WINTER PARK, FL 32792
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Live MLS inventory in Winter Park, updated continuously. Florida Lux Real Estate currently tracks 53 active listings here. MLS inventory updated October 13, 2026.
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