Winter Park Luxury Homes for Sale

Live MLS inventory in Winter Park, updated continuously.

$1,995,000

4 bd · 4 ba · 3,440 sqft

922 N PENNSYLVANIA AVENUE, WINTER PARK, FL 32789

$1,899,000

5 bd · 5 ba · 3,620 sqft

910 ENCLAVE PLACE, WINTER PARK, FL 32792

$1,895,000

3 bd · 4 ba · 2,767 sqft

622 PENN PLACE, WINTER PARK, FL 32789

$1,895,000

5 bd · 5 ba · 3,617 sqft

914 ENCLAVE PLACE, WINTER PARK, FL 32792

$1,849,900

3 bd · 4 ba · 3,112 sqft

101 S NEW YORK AVENUE # 311, WINTER PARK, FL 32789

$1,825,000

2 bd · 2 ba · 2,304 sqft

311 E MORSE BOULEVARD # 1-3, WINTER PARK, FL 32789

$1,800,000

5 bd · 5 ba · 4,029 sqft

281 BREWER AVENUE, WINTER PARK, FL 32789

$1,800,000

5 bd · 4 ba · 3,382 sqft

2032 KIMBRACE PLACE, WINTER PARK, FL 32792

$1,800,000

4 bd · 4 ba · 3,065 sqft

723 SYMONDS AVENUE, WINTER PARK, FL 32789

$1,795,000

3 bd · 4 ba · 2,399 sqft

621 HUNTINGTON AVENUE, WINTER PARK, FL 32789

$1,780,000

4 bd · 4 ba · 3,249 sqft

1750 CAROLLEE LANE, WINTER PARK, FL 32789

$1,775,000New

4 bd · 5 ba · 3,630 sqft

890 N PHELPS AVENUE, WINTER PARK, FL 32789

$1,750,000

4 bd · 3 ba · 2,350 sqft

1840 ANZLE AVENUE, WINTER PARK, FL 32789

$1,749,000New

4 bd · 4 ba · 2,715 sqft

2525 LAFAYETTE AVENUE, WINTER PARK, FL 32789

$1,725,000New

4 bd · 4 ba · 3,727 sqft

1840 BRYAN AVENUE, WINTER PARK, FL 32789

$1,725,000

6 bd · 6 ba · 4,173 sqft

2914 REEF KNOT PLACE, WINTER PARK, FL 32792

$1,695,000

4 bd · 4 ba · 3,174 sqft

1420 MAGNOLIA AVENUE, WINTER PARK, FL 32789

$1,695,000

4 bd · 4 ba · 2,807 sqft

1903 N PARK AVENUE, WINTER PARK, FL 32789

$1,690,000New

4 bd · 3 ba · 2,786 sqft

708 BALMORAL ROAD, WINTER PARK, FL 32789

$1,649,000

5 bd · 4 ba · 3,304 sqft

2501 WINTER PARK ROAD, WINTER PARK, FL 32789

$1,625,000

4 bd · 2 ba · 2,640 sqft

446 MELROSE AVENUE, WINTER PARK, FL 32789

$1,625,000

4 bd · 4 ba · 3,723 sqft

341 E READING WAY, WINTER PARK, FL 32789

$1,600,000New

4 bd · 4 ba · 2,568 sqft

250 KILLARNEY, WINTER PARK, FL 32789

$1,599,000

4 bd · 4 ba · 2,916 sqft

2430 CHANTILLY AVENUE, WINTER PARK, FL 32789