Homes for Sale in Winter Park, Florida

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Community Highlights
  • Vibrant college town
  • Warm climate
  • Great restaurants and museums
  • 2 lakes offer great outdoor activities
  • Great schools





















Home Prices in
Winter Park

Single Family Home
Average Asking Price
$881,862

Condo/Townhome
Average Asking Price
$578,412








1941 Legion Drive Winter Park, FL 32789

$4,995,000

1941 Legion Drive
Winter Park, FL 32789

6 BR, 8 BA, 10,493 sqft,   Single Family

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2040 Venetian Way Winter Park, FL 32789

$4,600,000

2040 Venetian Way
Winter Park, FL 32789

6 BR, 7.5 BA, 7,677 sqft,   Single Family

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740 Palmer Avenue Winter Park, FL 32789

$3,950,000

740 Palmer Avenue
Winter Park, FL 32789

5 BR, 4.5 BA, 4,810 sqft,   Single Family

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2150 Via Tuscany Winter Park, FL 32789

$3,500,000

2150 Via Tuscany
Winter Park, FL 32789

7 BR, 8.5 BA, 7,670 sqft,   Single Family

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440 Henkel Circle Winter Park, FL 32789

$3,290,000

440 Henkel Circle
Winter Park, FL 32789

5 BR, 6.5 BA, 6,025 sqft,   Single Family

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1600 Highland Road Winter Park, FL 32789

$2,990,000

1600 Highland Road
Winter Park, FL 32789

5 BR, 6 BA, 6,345 sqft,   Single Family

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2064 Venetian Way Winter Park, FL 32789

$2,650,000

2064 Venetian Way
Winter Park, FL 32789

4 BR, 4.5 BA, 4,638 sqft,   Single Family

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850 Georgia Avenue Winter Park, FL 32789

$2,595,400

850 Georgia Avenue
Winter Park, FL 32789

3 BR, 5 BA, 4,627 sqft,   Single Family

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2025 Summerland Avenue Winter Park, FL 32789

$2,490,000

2025 Summerland Avenue
Winter Park, FL 32789

6 BR, 4.5 BA, 4,465 sqft,   Single Family

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531 Lake Front Boulevard Winter Park, FL 32789

$2,297,500

531 Lake Front Boulevard
Winter Park, FL 32789

4 BR, 5.5 BA, 5,374 sqft,   Single Family

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870 Mayfield Avenue Winter Park, FL 32789

$2,199,000

870 Mayfield Avenue
Winter Park, FL 32789

6 BR, 6 BA, 5,797 sqft,   Single Family

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1203 Preserve Point Drive Winter Park, FL 32789

$2,150,000

1203 Preserve Point Drive
Winter Park, FL 32789

5 BR, 4.5 BA, 5,856 sqft,   Single Family

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315 E New England Avenue 31 Winter Park, FL 32789

$1,999,000

315 E New England Avenue 31
Winter Park, FL 32789

4 BR, 4.5 BA, 3,817 sqft,   Condo/Twh

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1760 Fawsett Road Winter Park, FL 32789

$1,950,000

1760 Fawsett Road
Winter Park, FL 32789

6 BR, 6.5 BA, 4,637 sqft,   Single Family

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300 S Interlachen Avenue 504 Winter Park, FL 32789

$1,899,000

300 S Interlachen Avenue 504
Winter Park, FL 32789

4 BR, 4 BA, 4,090 sqft,   Condo/Twh

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1590 Dale Avenue Winter Park, FL 32789

$1,799,000

1590 Dale Avenue
Winter Park, FL 32789

5 BR, 6 BA, 5,085 sqft,   Single Family

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315 E New England Avenue 5 Winter Park, FL 32789

$1,650,000

315 E New England Avenue 5
Winter Park, FL 32789

3 BR, 3.5 BA, 3,423 sqft,   Condo/Twh

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The data relating to real estate for sale on this web site comes from Listhub, Inc. Information Deemed Reliable but Not Guaranteed.

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