Winter Park 4+ Bedroom Homes for Sale

Newly Listed

House for Sale

$765,000

4 bd · 3 ba · 2,673 sqft

110 LONGHORN ROAD, WINTER PARK, FL 32792

57 Days on Market

House for Sale

$750,000

5 bd · 3.5 ba · 2,840 sqft

1164 Dodd Road, Winter Park, FL 32792

Newly Listed

House for Sale

$750,000

4 bd · 3 ba · 2,197 sqft

1418 LONE FEATHER TRAIL, WINTER PARK, FL 32792

41 Days on Market

House for Sale

$725,000

4 bd · 3 ba · 2,196 sqft

1316 BLUE STEM LANE, WINTER PARK, FL 32792

Newly Listed

Townhome for Sale

$719,900

4 bd · 4 ba · 2,602 sqft

436 W SWOOPE AVENUE, WINTER PARK, FL 32789

40 Days on Market

House for Sale

$695,000

4 bd · 3 ba · 2,312 sqft

715 S RANGER BOULEVARD, WINTER PARK, FL 32792

105 Days on Market

Townhome for Sale

$695,000

4 bd · 4 ba · 2,317 sqft

432 W SWOOPE AVENUE, WINTER PARK, FL 32789

31 Days on Market

House for Sale

$695,000

4 bd · 2 ba · 1,688 sqft

2215 WOODCREST DRIVE, WINTER PARK, FL 32792

137 Days on Market

House for Sale

$685,000

4 bd · 3 ba · 2,702 sqft

3114 HEARTLEAF PLACE, WINTER PARK, FL 32792

13 Days on Market

House for Sale

$684,000

4 bd · 2 ba · 1,605 sqft

2833 PRINCE JOHN ROAD, WINTER PARK, FL 32792

229 Days on Market

House for Sale

$675,000

4 bd · 2 ba · 1,968 sqft

744 CORNWALL ROAD, WINTER PARK, FL 32792

Newly Listed

House for Sale

$675,000

4 bd · 3 ba · 1,770 sqft

1122 WILDMEADOW RUN, WINTER PARK, FL 32792

59 Days on Market

House for Sale

$655,000

4 bd · 3 ba · 1,647 sqft

2831 MULFORD AVENUE, WINTER PARK, FL 32789

162 Days on Market

House for Sale

$630,000

5 bd · 3 ba · 2,472 sqft

2612 ROXBURY ROAD, WINTER PARK, FL 32789

111 Days on Market

House for Sale

$630,000

6 bd · 3 ba · 3,145 sqft

2600 EUSTON ROAD, WINTER PARK, FL 32789

42 Days on Market

House for Sale

$609,900

4 bd · 2 ba · 2,275 sqft

4353 STEED TERRACE, WINTER PARK, FL 32792

74 Days on Market

House for Sale

$599,000

4 bd · 3 ba · 2,102 sqft

1946 STRATHAVEN ROAD, WINTER PARK, FL 32792

Newly Listed

House for Sale

$569,000

4 bd · 2 ba · 2,022 sqft

4033 TENITA DRIVE, WINTER PARK, FL 32792

65 Days on Market

House for Sale

$549,900

4 bd · 2 ba · 1,660 sqft

333 CORNWALL ROAD, WINTER PARK, FL 32792

68 Days on Market

House for Sale

$500,000

4 bd · 3 ba · 2,031 sqft

2054 EASTBROOK BOULEVARD, WINTER PARK, FL 32792

35 Days on Market

House for Sale

$490,000

4 bd · 2 ba · 2,250 sqft

2008 HOUNDSLAKE DRIVE, WINTER PARK, FL 32792

60 Days on Market

House for Sale

$474,000

4 bd · 2 ba · 1,624 sqft

1320 GLADIOLAS DR, WINTER PARK, FL 32792

54 Days on Market

House for Sale

$450,000

4 bd · 2 ba · 1,651 sqft

316 BECKETT COURT, WINTER PARK, FL 32792

143 Days on Market

House for Sale

$449,900

4 bd · 2 ba · 1,376 sqft

501 HERITAGE BOULEVARD, 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

Send a message

We reply the same day.

Send Inquiry

By submitting you agree to be contacted about your inquiry. No spam, ever.

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 6, 2026.