Winter Park Luxury Homes for Sale

17 Days on Market

Townhome for Sale

$2,695,000

3 bd · 4 ba · 3,048 sqft

413 W MORSE BOULEVARD, WINTER PARK, FL 32789

95 Days on Market

House for Sale

$2,650,000

4 bd · 4 ba · 3,553 sqft

541 W CANTON AVENUE, WINTER PARK, FL 32789

Newly Listed

House for Sale

$2,569,999

5 bd · 5 ba · 3,670 sqft

1754 TAYLOR AVENUE, WINTER PARK, FL 32789

14 Days on Market

House for Sale

$2,549,000

5 bd · 5 ba · 3,479 sqft

1823 SUNSET DRIVE, WINTER PARK, FL 32789

78 Days on Market

House for Sale

$2,500,000

5 bd · 6 ba · 4,572 sqft

450 LAKEWOOD DRIVE, WINTER PARK, FL 32789

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

Condo for Sale

$2,350,000

3 bd · 3 ba · 2,143 sqft

140 E MORSE BOULEVARD # J, 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

21 Days on Market

House for Sale

$2,195,000

4 bd · 5 ba · 3,691 sqft

1750 WALNUT AVENUE, WINTER PARK, FL 32789

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

Newly Listed

House for Sale

$2,190,000

3 bd · 4 ba · 2,422 sqft

1420 ALOMA 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

25 Days on Market

House for Sale

$2,100,000

3 bd · 2 ba · 1,765 sqft

1133 BELLA LAGO COVE, 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

Talk to a local agent

Looking at Winter Park Luxury 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. Florida Lux Real Estate currently tracks 105 active listings here. MLS inventory updated October 18, 2026.