18 Days on Market
House for Sale
$1,995,000
4 bd · 4 ba · 3,440 sqft
Bedrooms
Bathrooms
Winter Park Homes for Sale under $2M
260 listings
100 Days on Market
House for Sale
$1,995,000
4 bd · 4 ba · 3,450 sqft
1398 GROVE TERRACE, WINTER PARK, FL 32789
58 Days on Market
House for Sale
$1,899,000
5 bd · 5 ba · 3,620 sqft
910 ENCLAVE PLACE, WINTER PARK, FL 32792
79 Days on Market
House for Sale
$1,895,000
3 bd · 4 ba · 2,767 sqft
622 PENN PLACE, WINTER PARK, FL 32789
113 Days on Market
House for Sale
$1,895,000
5 bd · 5 ba · 3,617 sqft
914 ENCLAVE PLACE, WINTER PARK, FL 32792
25 Days on Market
Condo for Sale
$1,849,900
3 bd · 4 ba · 3,112 sqft
101 S NEW YORK AVENUE # 311, WINTER PARK, FL 32789
89 Days on Market
Condo for Sale
$1,825,000
2 bd · 2 ba · 2,304 sqft
311 E MORSE BOULEVARD # 1-3, WINTER PARK, FL 32789
14 Days on Market
House for Sale
$1,800,000
5 bd · 5 ba · 4,029 sqft
281 BREWER AVENUE, WINTER PARK, FL 32789
58 Days on Market
House for Sale
$1,800,000
5 bd · 4 ba · 3,382 sqft
2032 KIMBRACE PLACE, WINTER PARK, FL 32792
61 Days on Market
House for Sale
$1,800,000
4 bd · 4 ba · 3,065 sqft
723 SYMONDS AVENUE, WINTER PARK, FL 32789
57 Days on Market
House for Sale
$1,795,000
3 bd · 4 ba · 2,399 sqft
621 HUNTINGTON AVENUE, WINTER PARK, FL 32789
125 Days on Market
House for Sale
$1,780,000
4 bd · 4 ba · 3,249 sqft
1750 CAROLLEE LANE, WINTER PARK, FL 32789
Newly Listed
House for Sale
$1,775,000
4 bd · 5 ba · 3,630 sqft
890 N PHELPS AVENUE, WINTER PARK, FL 32789
197 Days on Market
House for Sale
$1,750,000
4 bd · 3 ba · 2,350 sqft
1840 ANZLE AVENUE, WINTER PARK, FL 32789
Newly Listed
House for Sale
$1,749,000
4 bd · 4 ba · 2,715 sqft
2525 LAFAYETTE AVENUE, WINTER PARK, FL 32789
Newly Listed
House for Sale
$1,725,000
4 bd · 4 ba · 3,727 sqft
1840 BRYAN AVENUE, WINTER PARK, FL 32789
35 Days on Market
House for Sale
$1,725,000
6 bd · 6 ba · 4,173 sqft
2914 REEF KNOT PLACE, WINTER PARK, FL 32792
51 Days on Market
House for Sale
$1,695,000
4 bd · 4 ba · 3,174 sqft
1420 MAGNOLIA AVENUE, WINTER PARK, FL 32789
141 Days on Market
House for Sale
$1,695,000
4 bd · 4 ba · 2,807 sqft
1903 N PARK AVENUE, WINTER PARK, FL 32789
House for Sale
$1,690,000
4 bd · 3 ba · 2,786 sqft
708 BALMORAL ROAD, WINTER PARK, FL 32789
135 Days on Market
House for Sale
$1,649,000
5 bd · 4 ba · 3,304 sqft
2501 WINTER PARK ROAD, WINTER PARK, FL 32789
33 Days on Market
House for Sale
$1,625,000
4 bd · 4 ba · 3,723 sqft
341 E READING WAY, WINTER PARK, FL 32789
73 Days on Market
House for Sale
$1,625,000
4 bd · 2 ba · 2,640 sqft
446 MELROSE AVENUE, WINTER PARK, FL 32789
Newly Listed
House for Sale
$1,600,000
4 bd · 4 ba · 2,568 sqft
250 KILLARNEY, WINTER PARK, FL 32789
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Live MLS inventory in Winter Park, updated continuously. Florida Lux Real Estate currently tracks 260 active listings here. MLS inventory updated October 11, 2026.
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