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Homes Recently Sold in Winter Park, FL | Page 49

2,745 Homes
 
5157 Lazy Oaks Dr, Winter Park, FL 32792
  • $285,000
  • 2Bd
  • 2Ba
  • 1,008 Sq Ft
SOLD
172 Balfour Dr #2, Winter Park, FL 32792
  • $394,000
  • 2Bd
  • 2Ba
  • 1,426 Sq Ft
SOLD
1727 Lake Berry Dr, Winter Park, FL 32789
  • $3,000,000
  • 5Bd
  • 6Ba
  • 4,961 Sq Ft
SOLD
2100 Lake Dr, Winter Park, FL 32789
  • $2,090,000
  • 4Bd
  • 4Ba
  • 3,555 Sq Ft
SOLD
101 S New York Ave #309, Winter Park, FL 32789
  • $1,625,000
  • 3Bd
  • 4Ba
  • 2,966 Sq Ft
SOLD
2809 Bright Bird Ln, Winter Park, FL 32792
  • $442,190
  • 3Bd
  • 3Ba
  • 1,907 Sq Ft
SOLD
1717 Hollywood Ave, Winter Park, FL 32789
  • $1,160,000
  • 4Bd
  • 3Ba
  • 3,353 Sq Ft
SOLD
2149 Blossom Ln, Winter Park, FL 32789
  • $550,000
  • 3Bd
  • 2Ba
  • 1,788 Sq Ft
SOLD
8485 Anson Way, Winter Park, FL 32792
  • $535,000
  • 4Bd
  • 2Ba
  • 2,062 Sq Ft
SOLD
1461 Via Tuscany, Winter Park, FL 32789
  • $9,250,000
  • 5Bd
  • 6Ba
  • 8,353 Sq Ft
SOLD
1148 Howell Branch Rd, Winter Park, FL 32789
  • $615,000
  • 4Bd
  • 2Ba
  • 1,749 Sq Ft
SOLD
1872 Jessica Ct, Winter Park, FL 32789
  • $850,000
  • 4Bd
  • 3Ba
  • 2,607 Sq Ft
SOLD
157 Lewfield Cir #157, Winter Park, FL 32792
  • $167,000
  • 1Bd
  • 1Ba
  • 678 Sq Ft
SOLD
2786 Bright Bird Ln, Winter Park, FL 32792
  • $444,190
  • 3Bd
  • 3Ba
  • 1,907 Sq Ft
SOLD
1907 Loch Berry Rd, Winter Park, FL 32792
  • $500,000
  • 3Bd
  • 2Ba
  • 1,288 Sq Ft
SOLD
2847 Lion Heart Rd, Winter Park, FL 32792
  • $646,000
  • 4Bd
  • 2Ba
  • 1,656 Sq Ft
SOLD
1741 W Cheryl Dr, Winter Park, FL 32792
  • $485,000
  • 3Bd
  • 2Ba
  • 1,550 Sq Ft
SOLD
1411 Elizabeth Dr, Winter Park, FL 32789
  • $2,250,000
  • 5Bd
  • 5Ba
  • 3,798 Sq Ft
SOLD
1771 Chestnut Ave, Winter Park, FL 32789
  • $835,000
  • 3Bd
  • 3Ba
  • 2,051 Sq Ft
SOLD
7482 Canford Ct # 7482, Winter Park, FL 32792
  • $250,000
  • 2Bd
  • 2Ba
  • 1,393 Sq Ft
SOLD
1106 Palmer Ave, Winter Park, FL 32789
  • $3,217,500
  • 4Bd
  • 6Ba
  • 6,256 Sq Ft
SOLD
7773 Fox Knoll Pl, Winter Park, FL 32792
  • $351,500
  • 3Bd
  • 2Ba
  • 1,301 Sq Ft
SOLD
1950 N Park Ave, Winter Park, FL 32789
  • $402,500
  • 2Bd
  • 1Ba
  • 1,195 Sq Ft
SOLD
2080 Sharon Rd, Winter Park, FL 32789
  • $3,100,000
  • 4Bd
  • 6Ba
  • 4,080 Sq Ft
SOLD
2138 Lake Dr, Winter Park, FL 32789
  • $2,725,000
  • 4Bd
  • 4Ba
  • 5,100 Sq Ft
SOLD
2806 Sheriff Way, Winter Park, FL 32792
  • $475,000
  • 3Bd
  • 2Ba
  • 1,598 Sq Ft
SOLD
4411 Glenview Ln, Winter Park, FL 32792
  • $450,000
  • 3Bd
  • 2Ba
  • 2,215 Sq Ft
SOLD
625 Glenarden Rd, Winter Park, FL 32792
  • $513,000
  • 3Bd
  • 2Ba
  • 1,483 Sq Ft
SOLD
268 Scottsdale Sq, Winter Park, FL 32792
  • $148,000
  • 3Bd
  • 2Ba
  • 1,250 Sq Ft
SOLD
268 Scottsdale Sq #268, Winter Park, FL 32792
  • $148,000
  • 3Bd
  • 2Ba
  • 1,250 Sq Ft
SOLD
1138 Bella Lago Cv, Winter Park, FL 32792
  • $1,475,000
  • 4Bd
  • 4Ba
  • 5,032 Sq Ft
SOLD
1450 Leith Ave, Winter Park, FL 32789
  • $395,000
  • 2Bd
  • 1Ba
  • 910 Sq Ft
SOLD
2852 Sheriff Way, Winter Park, FL 32792
  • $660,000
  • 4Bd
  • 3Ba
  • 2,036 Sq Ft
SOLD
603 Saint Johns Ct #S, Winter Park, FL 32792
  • $185,000
  • 1Bd
  • 1Ba
  • 759 Sq Ft
SOLD
2727 Amsden Rd, Winter Park, FL 32792
  • $383,000
  • 3Bd
  • 2Ba
  • 1,440 Sq Ft
SOLD
1814 Barker Dr, Winter Park, FL 32789
  • $1,775,000
  • 5Bd
  • 4Ba
  • 4,100 Sq Ft
SOLD
1651 Oneco Ave, Winter Park, FL 32789
  • $2,345,000
  • 5Bd
  • 5Ba
  • 3,924 Sq Ft
SOLD
1433 Sarazens Pl, Winter Park, FL 32792
  • $2,350,000
  • 5Bd
  • 6Ba
  • 3,954 Sq Ft
SOLD
2162 Nairn Dr, Winter Park, FL 32792
  • $422,000
  • 4Bd
  • 2Ba
  • 1,580 Sq Ft
SOLD
7329 Cedar Creek Ct #73, Winter Park, FL 32792
  • $222,500
  • 2Bd
  • 2Ba
  • 990 Sq Ft
SOLD
709 Baffie Ave, Winter Park, FL 32789
  • $560,000
  • 3Bd
  • 2Ba
  • 1,525 Sq Ft
SOLD
1766 Mondrian Cir, Winter Park, FL 32789
  • $1,150,000
  • 3Bd
  • 4Ba
  • 2,407 Sq Ft
SOLD
2639 Carvell Ct, Winter Park, FL 32792
  • $411,000
  • 3Bd
  • 2Ba
  • 1,308 Sq Ft
SOLD
200 Saint Andrews Blvd #1807, Winter Park, FL 32792
  • $280,000
  • 2Bd
  • 2Ba
  • 1,219 Sq Ft
SOLD
140 Stefanik Rd, Winter Park, FL 32792
  • $355,000
  • 4Bd
  • 3Ba
  • 1,341 Sq Ft
SOLD
7519 Village Green Dr, Winter Park, FL 32792
  • $470,000
  • 3Bd
  • 2Ba
  • 1,670 Sq Ft
SOLD
151 N Virginia Ave, Winter Park, FL 32789
  • $1,600,000
  • 2Bd
  • 3Ba
  • 2,778 Sq Ft
SOLD
1589 Springtime Loop, Winter Park, FL 32792
  • $415,000
  • 3Bd
  • 2Ba
  • 1,764 Sq Ft
SOLD
1381 Gladiolas Dr, Winter Park, FL 32792
  • $444,000
  • 4Bd
  • 2Ba
  • 1,898 Sq Ft
SOLD
1193 Springview Run, Winter Park, FL 32792
  • $405,000
  • 4Bd
  • 3Ba
  • 1,696 Sq Ft
SOLD
2,401 - 2,450 of 2,745 Homes 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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