Winter Park Homes with a Pool for Sale

Live MLS inventory in Winter Park, updated continuously.

$5,500,000

4 bd · 5 ba · 4,775 sqft

313 SYLVAN DRIVE, WINTER PARK, FL 32789

$3,650,000

5 bd · 5 ba · 3,719 sqft

207 E KINGS WAY, WINTER PARK, FL 32789

$3,275,000

4 bd · 6 ba · 4,683 sqft

1581 FOREST AVENUE, WINTER PARK, FL 32789

$2,549,000

5 bd · 5 ba · 3,479 sqft

1823 SUNSET DRIVE, WINTER PARK, FL 32789

$2,500,000

5 bd · 6 ba · 4,572 sqft

450 LAKEWOOD DRIVE, WINTER PARK, FL 32789

$2,299,000New

5 bd · 5 ba · 2,868 sqft

1840 LAUREL ROAD, WINTER PARK, FL 32789

$2,275,000New

4 bd · 5 ba · 2,835 sqft

1271 PALMER AVENUE, WINTER PARK, FL 32789

$2,235,000

5 bd · 5 ba · 4,150 sqft

926 ENCLAVE PLACE, WINTER PARK, FL 32792

$1,995,000

4 bd · 4 ba · 3,450 sqft

1398 GROVE TERRACE, WINTER PARK, FL 32789

$1,780,000

4 bd · 4 ba · 3,249 sqft

1750 CAROLLEE LANE, WINTER PARK, FL 32789

$1,599,000

5 bd · 4 ba · 3,028 sqft

1864 GRINNELL TERRACE, WINTER PARK, FL 32789

$1,349,000

4 bd · 4 ba · 2,459 sqft

102 BELL PLACE, WINTER PARK, FL 32792

$989,500

1 bd · 2 ba · 1,109 sqft

269 E CANTON AVENUE # 269, WINTER PARK, FL 32789

$765,000New

4 bd · 3 ba · 2,673 sqft

110 LONGHORN ROAD, WINTER PARK, FL 32792

$449,900

4 bd · 2 ba · 1,376 sqft

501 HERITAGE BOULEVARD, WINTER PARK, FL 32792