Winter Park 4+ Bedroom Homes for Sale

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

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

51 Days on Market

House for Sale

$1,695,000

4 bd · 4 ba · 3,174 sqft

1420 MAGNOLIA AVENUE, WINTER PARK, FL 32789

Newly Listed

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

86 Days on Market

House for Sale

$1,599,000

4 bd · 4 ba · 2,916 sqft

2430 CHANTILLY AVENUE, WINTER PARK, FL 32789

66 Days on Market

House for Sale

$1,599,000

5 bd · 4 ba · 3,028 sqft

1864 GRINNELL TERRACE, WINTER PARK, FL 32789

Newly Listed

House for Sale

$1,500,000

5 bd · 5 ba · 3,109 sqft

777 HALIFAX AVENUE, WINTER PARK, FL 32792

113 Days on Market

Townhome for Sale

$1,495,000

4 bd · 4 ba · 2,738 sqft

901 ENCLAVE PLACE, WINTER PARK, FL 32792

113 Days on Market

Townhome for Sale

$1,495,000

4 bd · 4 ba · 2,756 sqft

905 ENCLAVE PLACE, WINTER PARK, FL 32792

62 Days on Market

House for Sale

$1,465,000

4 bd · 4 ba · 2,756 sqft

1581 MAGNOLIA AVE, WINTER PARK, FL 32789

57 Days on Market

House for Sale

$1,450,000

4 bd · 4 ba · 3,578 sqft

1421 CHAPMAN CIRCLE, WINTER PARK, FL 32789

157 Days on Market

House for Sale

$1,449,999

5 bd · 4 ba · 3,164 sqft

1523 MILLER AVENUE, WINTER PARK, FL 32789

58 Days on Market

House for Sale

$1,429,000

5 bd · 4 ba · 2,351 sqft

1473 BERKSHIRE AVENUE, WINTER PARK, FL 32789

Newly Listed

House for Sale

$1,419,900

4 bd · 4 ba · 2,984 sqft

1546 MILLER AVENUE, WINTER PARK, FL 32789

291 Days on Market

House for Sale

$1,389,500

4 bd · 5 ba · 2,812 sqft

607 ELLEN DRIVE, WINTER PARK, FL 32789

155 Days on Market

House for Sale

$1,380,000

4 bd · 4 ba · 2,170 sqft

1751 GOODRICH AVENUE, WINTER PARK, FL 32789

107 Days on Market

House for Sale

$1,349,000

4 bd · 4 ba · 2,459 sqft

102 BELL PLACE, WINTER PARK, FL 32792

Talk to a local agent

Looking at Winter Park 4+ Bedroom Homes?

Tell us what you're after — we'll send matching homes, off-market options and recent sales, and set up private showings.

Matthew Gromadzki

Real Estate Broker

(786) 370-8570

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Live MLS inventory in Winter Park, updated continuously. Showing homes with 4 or more bedrooms. Florida Lux Real Estate currently tracks 129 active listings here. MLS inventory updated November 5, 2026.