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Homes Recently Sold in Winter Park, FL | Page 20

2,746 Homes
 
101 S Ranger Blvd, Winter Park, FL 32792
  • $515,000
  • 3Bd
  • 2Ba
  • 1,600 Sq Ft
SOLD
2890 Wild Ginger Ct, Winter Park, FL 32792
  • $893,000
  • 4Bd
  • 5Ba
  • 3,408 Sq Ft
SOLD
7864 Pleasant Pine Cir, Winter Park, FL 32792
  • $550,000
  • 4Bd
  • 3Ba
  • 2,182 Sq Ft
SOLD
1155 Woodmere Dr, Winter Park, FL 32789
  • $5,250,000
  • 5Bd
  • 6Ba
  • 5,051 Sq Ft
SOLD
575 Palmer Ave, Winter Park, FL 32789
  • $2,650,000
  • 6Bd
  • 5Ba
  • 4,767 Sq Ft
SOLD
106 Scottsdale Sq #106, Winter Park, FL 32792
  • $110,000
  • 3Bd
  • 2Ba
  • 1,250 Sq Ft
SOLD
1435 Broad Wing Ln, Winter Park, FL 32792
  • $459,000
  • 3Bd
  • 3Ba
  • 1,964 Sq Ft
SOLD
438 W Swoope Ave, Winter Park, FL 32789
  • $715,000
  • 4Bd
  • 4Ba
  • 2,604 Sq Ft
SOLD
200 Saint Andrews Blvd #2607, Winter Park, FL 32792
  • $170,000
  • 2Bd
  • 2Ba
  • 1,119 Sq Ft
SOLD
1831 Mizell Ave, Winter Park, FL 32789
  • $1,545,000
  • 4Bd
  • 4Ba
  • 3,204 Sq Ft
SOLD
5631 Garden Grove Cir, Winter Park, FL 32792
  • $340,000
  • 3Bd
  • 2Ba
  • 1,636 Sq Ft
SOLD
200 St Andrews Blvd #512, Winter Park, FL 32792
  • $165,500
  • 1Bd
  • 1Ba
  • 835 Sq Ft
SOLD
1015 Bungalow Ave, Winter Park, FL 32789
  • $630,000
  • 3Bd
  • 2Ba
  • 1,670 Sq Ft
SOLD
4107 Gabriella Ln, Winter Park, FL 32792
  • $800,200
  • 4Bd
  • 4Ba
  • 3,074 Sq Ft
SOLD
1600 Barcelona Way, Winter Park, FL 32789
  • $1,305,000
  • 4Bd
  • 4Ba
  • 3,014 Sq Ft
SOLD
2028 Leanne Ct, Winter Park, FL 32792
  • $374,900
  • 3Bd
  • 2Ba
  • 1,539 Sq Ft
SOLD
930 S Kentucky Ave, Winter Park, FL 32789
  • $1,100,000
  • 3Bd
  • 3Ba
  • 2,495 Sq Ft
SOLD
7988 Pleasant Pine Cir, Winter Park, FL 32792
  • $596,500
  • 4Bd
  • 3Ba
  • 2,267 Sq Ft
SOLD
185 Sylvan Blvd, Winter Park, FL 32789
  • $2,500,000
  • 4Bd
  • 5Ba
  • 3,138 Sq Ft
SOLD
2006 Ponderosa Ave, Winter Park, FL 32792
  • $350,000
  • 3Bd
  • 2Ba
  • 1,467 Sq Ft
SOLD
200 Saint Andrews Blvd #1004, Winter Park, FL 32792
  • $250,000
  • 3Bd
  • 2Ba
  • 1,322 Sq Ft
SOLD
200 Carolina Ave #201, Winter Park, FL 32789
  • $837,500
  • 2Bd
  • 2Ba
  • 1,305 Sq Ft
SOLD
407 S Lakemont Ave, Winter Park, FL 32792
  • $570,000
  • 3Bd
  • 1Ba
  • 1,314 Sq Ft
SOLD
2171 Forrest Rd, Winter Park, FL 32789
  • $3,485,000
  • 5Bd
  • 6Ba
  • 4,565 Sq Ft
SOLD
346 Scottsdale Sq #346, Winter Park, FL 32792
  • $85,000
  • 2Bd
  • 2Ba
  • 1,085 Sq Ft
SOLD
1785 Hollywood Ave, Winter Park, FL 32789
  • $1,168,000
  • 3Bd
  • 3Ba
  • 2,242 Sq Ft
SOLD
1621 Hillcrest Ave, Winter Park, FL 32789
  • $1,250,000
  • 3Bd
  • 3Ba
  • 2,755 Sq Ft
SOLD
2880 Old Castle Dr, Winter Park, FL 32792
  • $1,010,000
  • 5Bd
  • 5Ba
  • 3,839 Sq Ft
SOLD
1964 Bering Ave, Winter Park, FL 32789
  • $25,000
  • 0.2 Acre
SOLD
1535 Williams Dr, Winter Park, FL 32789
  • $1,980,000
  • 5Bd
  • 4Ba
  • 3,568 Sq Ft
SOLD
2681 Tierra Cir, Winter Park, FL 32792
  • $415,000
  • 4Bd
  • 2Ba
  • 1,874 Sq Ft
SOLD
1157 Valley Creek Run, Winter Park, FL 32792
  • $455,000
  • 4Bd
  • 2Ba
  • 2,171 Sq Ft
SOLD
1921 Taylor Ave, Winter Park, FL 32792
  • $415,000
  • 3Bd
  • 2Ba
  • 1,322 Sq Ft
SOLD
1421 Sunset Dr, Winter Park, FL 32789
  • $825,000
  • 3Bd
  • 4Ba
  • 1,672 Sq Ft
SOLD
3759 Kinsley Pl, Winter Park, FL 32792
  • $625,000
  • 4Bd
  • 3Ba
  • 2,251 Sq Ft
SOLD
1000 S Semoran Blvd #415, Winter Park, FL 32792
  • $110,000
  • 1Bd
  • 1Ba
  • 735 Sq Ft
SOLD
1041 Manchester Cir, Winter Park, FL 32792
  • $351,000
  • 4Bd
  • 2Ba
  • 1,678 Sq Ft
SOLD
648 Brechin Dr, Winter Park, FL 32792
  • $750,000
  • 3Bd
  • 3Ba
  • 1,820 Sq Ft
SOLD
7553 Laurel Springs Dr, Winter Park, FL 32792
  • $399,900
  • 3Bd
  • 2Ba
  • 1,182 Sq Ft
SOLD
1920 Woodcrest Dr #15, Winter Park, FL 32792
  • $255,000
  • 2Bd
  • 2Ba
  • 1,010 Sq Ft
SOLD
4936 Tangerine Ave #4936, Winter Park, FL 32792
  • $130,000
  • 1Bd
  • 1Ba
  • 753 Sq Ft
SOLD
2949 Clever Ln, Winter Park, FL 32792
  • $410,000
  • 3Bd
  • 3Ba
  • 1,907 Sq Ft
SOLD
318 Scottsdale Sq #318, Winter Park, FL 32792
  • $80,000
  • 2Bd
  • 2Ba
  • 1,020 Sq Ft
SOLD
1340 Pelham Rd, Winter Park, FL 32789
  • $771,000
  • 3Bd
  • 2Ba
  • 2,042 Sq Ft
SOLD
7777 Fernbrook Way, Winter Park, FL 32792
  • $285,000
  • 2Bd
  • 2Ba
  • 1,092 Sq Ft
SOLD
734 Maryland Ave, Winter Park, FL 32789
  • $819,000
  • 2Bd
  • 2Ba
  • 1,250 Sq Ft
SOLD
426 S Lakemont Ave, Winter Park, FL 32792
  • $510,000
  • 3Bd
  • 2Ba
  • 1,656 Sq Ft
SOLD
100 S Interlachen Ave #203D, Winter Park, FL 32789
  • $750,000
  • 2Bd
  • 2Ba
  • 1,267 Sq Ft
SOLD
200 Saint Andrews Blvd #1901, Winter Park, FL 32792
  • $180,000
  • 2Bd
  • 2Ba
  • 987 Sq Ft
SOLD
2828 Whispering Way, Winter Park, FL 32792
  • $379,000
  • 3Bd
  • 2Ba
  • 1,312 Sq Ft
SOLD
951 - 1,000 of 2,746 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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