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Homes Recently Sold in Winter Park, FL | Page 18

2,747 Homes
 
1346 Golfside Dr, Winter Park, FL 32792
  • $699,450
  • 4Bd
  • 2Ba
  • 1,829 Sq Ft
SOLD
255 Stirling Ave, Winter Park, FL 32789
  • $2,835,000
  • 4Bd
  • 4Ba
  • 3,635 Sq Ft
SOLD
330 Scottsdale Sq #330, Winter Park, FL 32792
  • $78,000
  • 2Bd
  • 2Ba
  • 1,020 Sq Ft
SOLD
7895 Pleasant Pine Cir, Winter Park, FL 32792
  • $719,000
  • 5Bd
  • 4Ba
  • 3,568 Sq Ft
SOLD
1173 Valley Creek Run, Winter Park, FL 32792
  • $465,000
  • 3Bd
  • 2Ba
  • 1,906 Sq Ft
SOLD
1571 Lasbury Ave, Winter Park, FL 32789
  • $1,700,000
  • 4Bd
  • 3Ba
  • 2,749 Sq Ft
SOLD
7104 Wrenwood Way, Winter Park, FL 32792
  • $465,000
  • 4Bd
  • 2Ba
  • 1,778 Sq Ft
SOLD
611 Ololu Dr, Winter Park, FL 32789
  • $360,000
  • 3Bd
  • 2Ba
  • 1,145 Sq Ft
SOLD
7679 Bent Bow Trl, Winter Park, FL 32792
  • $469,500
  • 4Bd
  • 3Ba
  • 2,616 Sq Ft
SOLD
690 Osceola Ave #502, Winter Park, FL 32789
  • $417,100
  • 2Bd
  • 2Ba
  • 1,400 Sq Ft
SOLD
1391 Richmond Rd, Winter Park, FL 32789
  • $3,325,000
  • 4Bd
  • 6Ba
  • 4,635 Sq Ft
SOLD
2421 Summerfield Rd, Winter Park, FL 32792
  • $660,000
  • 4Bd
  • 2Ba
  • 2,256 Sq Ft
SOLD
3529 Australian Cir, Winter Park, FL 32792
  • $398,000
  • 3Bd
  • 2Ba
  • 1,255 Sq Ft
SOLD
3525 Baxter Dr, Winter Park, FL 32792
  • $335,000
  • 3Bd
  • 2Ba
  • 1,560 Sq Ft
SOLD
770 Carver St, Winter Park, FL 32789
  • $372,400
  • 4Bd
  • 2Ba
  • 1,248 Sq Ft
SOLD
630 Northwood Cir, Winter Park, FL 32789
  • $745,000
  • 3Bd
  • 2Ba
  • 1,448 Sq Ft
SOLD
1185 Valley Creek Run, Winter Park, FL 32792
  • $501,000
  • 3Bd
  • 2Ba
  • 1,906 Sq Ft
SOLD
631 Warrenton Rd, Winter Park, FL 32792
  • $330,000
  • 2Bd
  • 2Ba
  • 1,320 Sq Ft
SOLD
1975 Staunton Ave, Winter Park, FL 32789
  • $367,500
  • 3Bd
  • 2Ba
  • 1,200 Sq Ft
SOLD
1065 Wading Waters Cir, Winter Park, FL 32792
  • $1,234,800
  • 5Bd
  • 5Ba
  • 4,307 Sq Ft
SOLD
1123 Fairway Dr, Winter Park, FL 32792
  • $545,000
  • 3Bd
  • 2Ba
  • 1,772 Sq Ft
SOLD
1420 Palmer Ave, Winter Park, FL 32789
  • $1,300,000
  • 4Bd
  • 4Ba
  • 2,953 Sq Ft
SOLD
731 Bongart Rd, Winter Park, FL 32792
  • $345,000
  • 3Bd
  • 2Ba
  • 1,526 Sq Ft
SOLD
100 S Virginia Ave #314, Winter Park, FL 32789
  • $1,129,000
  • 3Bd
  • 3Ba
  • 2,615 Sq Ft
SOLD
1314 Canterbury Rd, Winter Park, FL 32789
  • $810,000
  • 2Bd
  • 2Ba
  • 1,738 Sq Ft
SOLD
901 Palmer Ave, Winter Park, FL 32789
  • $975,000
  • 0.32 Acre
SOLD
215 Salvador Sq, Winter Park, FL 32789
  • $1,000,000
  • 4Bd
  • 4Ba
  • 2,565 Sq Ft
SOLD
1741 Palmer Ave, Winter Park, FL 32789
  • $1,318,000
  • 3Bd
  • 3Ba
  • 2,351 Sq Ft
SOLD
7466 Canford Ct #25, Winter Park, FL 32792
  • $177,000
  • 2Bd
  • 2Ba
  • 1,393 Sq Ft
SOLD
1915 Stonehurst Rd, Winter Park, FL 32789
  • $1,650,000
  • 4Bd
  • 3Ba
  • 2,489 Sq Ft
SOLD
260 Orange Terrace Dr, Winter Park, FL 32789
  • $475,000
  • 3Bd
  • 3Ba
  • 1,330 Sq Ft
SOLD
2831 Lion Heart Rd, Winter Park, FL 32792
  • $460,000
  • 3Bd
  • 2Ba
  • 1,978 Sq Ft
SOLD
5206 Seminole Ave, Winter Park, FL 32792
  • $206,000
  • 1Bd
  • 1Ba
  • 884 Sq Ft
SOLD
7888 Pleasant Pine Cir, Winter Park, FL 32792
  • $625,000
  • 4Bd
  • 3Ba
  • 2,267 Sq Ft
SOLD
1308 S Pennsylvania Ave #3, Winter Park, FL 32789
  • $312,500
  • 1Bd
  • 1Ba
  • 823 Sq Ft
SOLD
1835 Karolina Ave, Winter Park, FL 32789
  • $1,063,303
  • 4Bd
  • 4Ba
  • 2,662 Sq Ft
SOLD
2405 Firstlight Way, Winter Park, FL 32792
  • $455,000
  • 3Bd
  • 3Ba
  • 1,964 Sq Ft
SOLD
200 Saint Andrews Blvd #601, Winter Park, FL 32792
  • $165,000
  • 1Bd
  • 1Ba
  • 727 Sq Ft
SOLD
130 Killarney Bay Ct #5-3, Winter Park, FL 32789
  • $465,000
  • 2Bd
  • 3Ba
  • 1,536 Sq Ft
SOLD
1900 W Fawsett Rd, Winter Park, FL 32789
  • $3,200,000
  • 4Bd
  • 5Ba
  • 4,600 Sq Ft
SOLD
3870 Tucks Pt, Winter Park, FL 32792
  • $896,628
  • 4Bd
  • 4Ba
  • 3,323 Sq Ft
SOLD
5346 Cypress Dr, Winter Park, FL 32792
  • $390,000
  • 3Bd
  • 2Ba
  • 1,670 Sq Ft
SOLD
1268 Preserve Point Dr, Winter Park, FL 32789
  • $2,325,000
  • 4Bd
  • 4Ba
  • 4,315 Sq Ft
SOLD
5073 Lake Howell Rd, Winter Park, FL 32792
  • $440,000
  • 5Bd
  • 2Ba
  • 2,272 Sq Ft
SOLD
600 Ololu Dr, Winter Park, FL 32789
  • $2,250,000
  • 4Bd
  • 4Ba
  • 3,749 Sq Ft
SOLD
1001 Early Ave, Winter Park, FL 32789
  • $382,575
  • 2Bd
  • 1Ba
  • 1,222 Sq Ft
SOLD
2190 Temple Dr, Winter Park, FL 32789
  • $675,000
  • 3Bd
  • 2Ba
  • 1,442 Sq Ft
SOLD
2608 Dora Ct, Winter Park, FL 32792
  • $480,000
  • 4Bd
  • 4Ba
  • 2,000 Sq Ft
SOLD
621 Symonds Ave, Winter Park, FL 32789
  • $475,000
  • 0.13 Acre
SOLD
631 Symonds Ave, Winter Park, FL 32789
  • $475,000
  • 0.13 Acre
SOLD
851 - 900 of 2,747 Homes in Winter Park, FL
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Winter Park, FL real estate market trends

Statistics as of September 2026
$556K
Avg. list price
$332/Sqft
Avg. price/sqft
439
Homes for sale
1,770 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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