Movoto Real Estate

Open Houses in Winter Park, FL

32 Homes
 
304 Santiago Dr, Winter Park, FL 32789
  • $2,195,000
  • 5Bd
  • 5Ba
  • 4,213 Sq Ft
New 30 Hours
2322 Woodcrest Dr, Winter Park, FL 32792
  • $675,000
  • 4Bd
  • 2Ba
  • 1,650 Sq Ft
New 2 Days
918 Enclave Pl, Winter Park, FL 32792
  • $2,125,000
  • 5Bd
  • 5Ba
  • 3,713 Sq Ft
New 6 Days
188 Sandlewood #1, Winter Park, FL 32789
  • $290,000
  • 2Bd
  • 3Ba
  • 1,133 Sq Ft
Open SUN 12-2
1951 Winter Park Rd, Winter Park, FL 32789
  • $2,089,000
  • 4Bd
  • 4Ba
  • 3,479 Sq Ft
Open SAT 1-3
100 S Virginia Ave #201, Winter Park, FL 32789
  • $1,450,000
  • 3Bd
  • 3Ba
  • 2,756 Sq Ft
Open SAT 1-3
533 Country Club Dr, Winter Park, FL 32789
  • $1,599,000
  • 4Bd
  • 4Ba
  • 2,942 Sq Ft
Open SAT 12-3
555 E Lake Sue Ave, Winter Park, FL 32789
  • $2,095,000
  • 4Bd
  • 4Ba
  • 3,776 Sq Ft
Open SAT 2-4
1517 Harmon Ave, Winter Park, FL 32789
  • $1,095,000
  • 4Bd
  • 4Ba
  • 2,135 Sq Ft
Open SAT 10-3
2572 Fifeshire Dr, Winter Park, FL 32792
  • $899,900
  • 4Bd
  • 3Ba
  • 2,578 Sq Ft
Open SAT 12-2
2215 Woodcrest Dr, Winter Park, FL 32792
  • $675,000
  • 4Bd
  • 2Ba
  • 1,688 Sq Ft
Open SUN 11-1
2345 Brookshire Ave, Winter Park, FL 32792
  • $825,000
  • 3Bd
  • 3Ba
  • 2,488 Sq Ft
Open SAT 12-2
2301 Conifer Ave, Winter Park, FL 32792
  • $440,000
  • 4Bd
  • 2Ba
  • 2,189 Sq Ft
Open SAT 12-2
2302 Barbados Dr, Winter Park, FL 32792
  • $275,000
  • 2Bd
  • 2Ba
  • 1,544 Sq Ft
Open SAT 11-2
2260 Coldstream Dr, Winter Park, FL 32792
  • $675,000
  • 4Bd
  • 2Ba
  • 1,509 Sq Ft
Open SAT 1-4
1922 Hammerlin Ave, Winter Park, FL 32789
  • $1,095,000
  • 3Bd
  • 3Ba
  • 1,873 Sq Ft
Open SAT 11-2
1850 Bryan Ave, Winter Park, FL 32789
  • $725,000
  • 3Bd
  • 2Ba
  • 1,563 Sq Ft
Open SUN 1-3
1761 Legion Dr, Winter Park, FL 32789
  • $3,265,000
  • 5Bd
  • 6Ba
  • 4,949 Sq Ft
Open SUN 12-3
900 Carver St, Winter Park, FL 32789
  • $664,000
  • 3Bd
  • 3Ba
  • 1,794 Sq Ft
Open SUN 12-4
943 Fairway Dr, Winter Park, FL 32792
  • $650,000
  • 4Bd
  • 3Ba
  • 2,067 Sq Ft
Open SUN 12-2
2343 Versailles Ave, Winter Park, FL 32789
  • $1,699,000
  • 4Bd
  • 4Ba
  • 3,307 Sq Ft
Open SAT 2-4
1652 Berkshire Ave, Winter Park, FL 32789
  • $449,000
  • 3Bd
  • 2Ba
  • 1,498 Sq Ft
Open SUN 2-4
433 Gilbert Rd, Winter Park, FL 32792
  • $669,900
  • 3Bd
  • 2Ba
  • 1,800 Sq Ft
Open SUN 12-2
2703 Tierra Cir, Winter Park, FL 32792
  • $464,000
  • 3Bd
  • 2Ba
  • 1,737 Sq Ft
Open SAT 11-2
1927 S Lakemont Ave, Winter Park, FL 32792
  • $915,000
  • 3Bd
  • 4Ba
  • 2,093 Sq Ft
Open SAT 1-3
1250 Formosa Ave, Winter Park, FL 32789
  • $535,000
  • 3Bd
  • 4Ba
  • 1,937 Sq Ft
Open SAT 12-2
1320 Gladiolas Dr, Winter Park, FL 32792
  • $469,900
  • 4Bd
  • 2Ba
  • 1,624 Sq Ft
Open SUN 12-4
938 Enclave Pl, Winter Park, FL 32792
  • $2,300,000
  • 5Bd
  • 5Ba
  • 3,865 Sq Ft
Open SAT 12-2
930 Enclave Pl, Winter Park, FL 32792
  • $2,275,000
  • 5Bd
  • 5Ba
  • 3,813 Sq Ft
Open SAT 12-2
901 Enclave Pl, Winter Park, FL 32792
  • $1,550,000
  • 4Bd
  • 4Ba
  • 2,738 Sq Ft
Open SAT 12-2
905 Enclave Pl, Winter Park, FL 32792
  • $1,550,000
  • 4Bd
  • 4Ba
  • 2,756 Sq Ft
Open SAT 12-2
914 Enclave Pl, Winter Park, FL 32792
  • $2,070,000
  • 5Bd
  • 5Ba
  • 3,617 Sq Ft
Open SAT 12-2
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1 - 32 of 32 Homes for sale in Winter Park, FL
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Winter Park, FL real estate market trends

Statistics as of October 2026
$599K
Avg. list price
$346/Sqft
Avg. price/sqft
445
Homes for sale
1,786 Sqft
Avg. home size
67 Days
Avg. days on market
Movoto makes it easy to track market trends in Winter Park, FL. Whether you’re entering the market or planning your next move, understanding these key metrics can guide smart decisions. Looking for more detailed housing market stats in Winter Park, FL?
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Frequently Asked Questions about Winter Park, FL

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