Winter Park Single Family Homes for Sale

58 Days on Market

House for Sale

$1,800,000

5 bd · 4 ba · 3,382 sqft

2032 KIMBRACE PLACE, WINTER PARK, FL 32792

57 Days on Market

House for Sale

$1,795,000

3 bd · 4 ba · 2,399 sqft

621 HUNTINGTON 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

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

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

Newly Listed

House for Sale

$1,725,000

4 bd · 4 ba · 3,727 sqft

1840 BRYAN AVENUE, WINTER PARK, FL 32789

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

73 Days on Market

House for Sale

$1,625,000

4 bd · 2 ba · 2,640 sqft

446 MELROSE AVENUE, 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

Newly Listed

House for Sale

$1,600,000

4 bd · 4 ba · 2,568 sqft

250 KILLARNEY, 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

86 Days on Market

House for Sale

$1,599,000

4 bd · 4 ba · 2,916 sqft

2430 CHANTILLY AVENUE, WINTER PARK, FL 32789

61 Days on Market

House for Sale

$1,599,000

3 bd · 5 ba · 2,756 sqft

641 NORTHWOOD CIRCLE, WINTER PARK, FL 32789

65 Days on Market

House for Sale

$1,595,000

3 bd · 4 ba · 2,467 sqft

1841 LAKE SPIER DRIVE, WINTER PARK, FL 32789

Newly Listed

House for Sale

$1,595,000

3 bd · 3 ba · 1,944 sqft

462 W LYMAN AVENUE, WINTER PARK, FL 32789

164 Days on Market

House for Sale

$1,595,000

3 bd · 2 ba · 2,012 sqft

1113 VIA DEL MAR, 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

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

Talk to a local agent

Looking at Winter Park Single Family 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. Florida Lux Real Estate currently tracks 201 active listings here. MLS inventory updated October 29, 2026.