Winter Park 4+ Bedroom Homes for Sale

44 Days on Market

House for Sale

$2,460,000

4 bd · 4 ba · 3,294 sqft

2228 HOWARD DRIVE, WINTER PARK, FL 32789

104 Days on Market

House for Sale

$2,399,000

5 bd · 5 ba · 3,479 sqft

2838 WRIGHT AVENUE, WINTER PARK, FL 32789

Newly Listed

House for Sale

$2,390,000

4 bd · 5 ba · 3,661 sqft

645 PANSY AVENUE, WINTER PARK, FL 32789

Newly Listed

House for Sale

$2,299,000

5 bd · 5 ba · 2,868 sqft

1840 LAUREL ROAD, WINTER PARK, FL 32789

Newly Listed

House for Sale

$2,275,000

4 bd · 5 ba · 2,835 sqft

1271 PALMER AVENUE, WINTER PARK, FL 32789

52 Days on Market

House for Sale

$2,235,000

5 bd · 5 ba · 4,150 sqft

926 ENCLAVE PLACE, WINTER PARK, FL 32792

252 Days on Market

House for Sale

$2,195,000

5 bd · 4 ba · 3,691 sqft

1885 TEMPLE DRIVE, WINTER PARK, FL 32789

44 Days on Market

House for Sale

$2,195,000

5 bd · 5 ba · 3,831 sqft

942 ENCLAVE PLACE, WINTER PARK, FL 32792

21 Days on Market

House for Sale

$2,195,000

4 bd · 5 ba · 3,691 sqft

1750 WALNUT AVENUE, WINTER PARK, FL 32789

44 Days on Market

House for Sale

$2,175,000

5 bd · 5 ba · 3,989 sqft

946 ENCLAVE PLACE, WINTER PARK, FL 32792

52 Days on Market

House for Sale

$2,150,000

5 bd · 5 ba · 2,889 sqft

240 N PHELPS AVENUE, WINTER PARK, FL 32789

44 Days on Market

House for Sale

$2,125,000

5 bd · 5 ba · 3,797 sqft

950 ENCLAVE PLACE, WINTER PARK, FL 32792

9 Days on Market

House for Sale

$2,099,990

4 bd · 4 ba · 3,330 sqft

525 S LAKEMONT AVENUE, WINTER PARK, FL 32792

52 Days on Market

House for Sale

$2,099,000

5 bd · 5 ba · 3,865 sqft

938 ENCLAVE PLACE, WINTER PARK, FL 32792

58 Days on Market

House for Sale

$2,050,000

5 bd · 5 ba · 3,813 sqft

930 ENCLAVE PLACE, WINTER PARK, FL 32792

18 Days on Market

House for Sale

$1,995,000

4 bd · 4 ba · 3,440 sqft

922 N PENNSYLVANIA AVENUE, WINTER PARK, FL 32789

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

113 Days on Market

House for Sale

$1,895,000

5 bd · 5 ba · 3,617 sqft

914 ENCLAVE 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

58 Days on Market

House for Sale

$1,800,000

5 bd · 4 ba · 3,382 sqft

2032 KIMBRACE PLACE, WINTER PARK, FL 32792

14 Days on Market

House for Sale

$1,800,000

5 bd · 5 ba · 4,029 sqft

281 BREWER 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

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 2, 2026.