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Homes Recently Sold in Winter Park, FL | Page 55

2,744 Homes
 
311 E Morse Blvd #1-1, Winter Park, FL 32789
  • $1,547,500
  • 3Bd
  • 2Ba
  • 2,066 Sq Ft
SOLD
7114 Timber Dr, Winter Park, FL 32792
  • $336,000
  • 2Bd
  • 2Ba
  • 1,104 Sq Ft
SOLD
1443 Harmon Ave, Winter Park, FL 32789
  • $475,000
  • 3Bd
  • 4Ba
  • 1,596 Sq Ft
SOLD
7401 Wynnewood Sq #170, Winter Park, FL 32792
  • $235,000
  • 3Bd
  • 3Ba
  • 1,151 Sq Ft
SOLD
1530 Berkshire Ave, Winter Park, FL 32789
  • $680,000
  • 3Bd
  • 2Ba
  • 1,747 Sq Ft
SOLD
1390 Miller Ave, Winter Park, FL 32789
  • $420,000
  • 3Bd
  • 2Ba
  • 1,753 Sq Ft
SOLD
2734 Amsden Rd, Winter Park, FL 32792
  • $391,000
  • 3Bd
  • 2Ba
  • 1,364 Sq Ft
SOLD
1425 Chestnut Ave, Winter Park, FL 32789
  • $560,000
  • 2Bd
  • 1Ba
  • 1,090 Sq Ft
SOLD
851 Miles Ave #25, Winter Park, FL 32789
  • $225,000
  • 2Bd
  • 1Ba
  • 808 Sq Ft
SOLD
244 W Kings Way, Winter Park, FL 32789
  • $880,000
  • 3Bd
  • 2Ba
  • 2,290 Sq Ft
SOLD
1517 Lawndale Cir, Winter Park, FL 32792
  • $365,000
  • 3Bd
  • 2Ba
  • 1,271 Sq Ft
SOLD
2329 Lafayette Ave, Winter Park, FL 32789
  • $1,475,000
  • 5Bd
  • 5Ba
  • 2,992 Sq Ft
SOLD
1834 Maywood Rd, Winter Park, FL 32792
  • $410,000
  • 3Bd
  • 2Ba
  • 1,225 Sq Ft
SOLD
1921 Englewood Rd, Winter Park, FL 32789
  • $1,100,000
  • 3Bd
  • 3Ba
  • 2,922 Sq Ft
SOLD
101 S New York Ave #301, Winter Park, FL 32789
  • $1,350,000
  • 3Bd
  • 4Ba
  • 3,176 Sq Ft
SOLD
251 E Canton Ave #251, Winter Park, FL 32789
  • $360,000
  • 1Bd
  • 1Ba
  • 733 Sq Ft
SOLD
3041 George Mason Ave #15, Winter Park, FL 32792
  • $109,000
  • 1Bd
  • 1Ba
  • 809 Sq Ft
SOLD
2715 Wright Ave, Winter Park, FL 32789
  • $1,275,000
  • 4Bd
  • 4Ba
  • 3,120 Sq Ft
SOLD
1320 Bessmor Rd, Winter Park, FL 32789
  • $1,260,000
  • 5Bd
  • 3Ba
  • 2,577 Sq Ft
SOLD
1252 Valley Creek Run, Winter Park, FL 32792
  • $770,000
  • 5Bd
  • 3Ba
  • 2,954 Sq Ft
SOLD
1190 N Park Ave, Winter Park, FL 32789
  • $6,850,000
  • 8Bd
  • 10Ba
  • 19,619 Sq Ft
SOLD
2705 Wright Ave, Winter Park, FL 32789
  • $515,000
  • 3Bd
  • 2Ba
  • 1,694 Sq Ft
SOLD
2448 Firstlight Way, Winter Park, FL 32792
  • $445,000
  • 3Bd
  • 3Ba
  • 2,076 Sq Ft
SOLD
2021 Canny Cv, Winter Park, FL 32792
  • $429,790
  • 3Bd
  • 3Ba
  • 1,907 Sq Ft
SOLD
4770 Tangerine Ave #4770, Winter Park, FL 32792
  • $182,500
  • 1Bd
  • 1Ba
  • 753 Sq Ft
SOLD
418 Gilbert Rd, Winter Park, FL 32792
  • $690,000
  • 3Bd
  • 3Ba
  • 1,680 Sq Ft
SOLD
1824 Carrigan Ave, Winter Park, FL 32789
  • $375,000
  • 3Bd
  • 1Ba
  • 1,178 Sq Ft
SOLD
5206 N Indiana Ave, Winter Park, FL 32792
  • $350,000
  • 3Bd
  • 2Ba
  • 1,500 Sq Ft
SOLD
350 Beloit Ave, Winter Park, FL 32789
  • $2,750,000
  • 3Bd
  • 4Ba
  • 3,205 Sq Ft
SOLD
1999 Soaring Oak Way, Winter Park, FL 32792
  • $1,200,000
  • 5Bd
  • 5Ba
  • 4,307 Sq Ft
SOLD
5535 Garden Grove Cir, Winter Park, FL 32792
  • $423,000
  • 3Bd
  • 2Ba
  • 1,120 Sq Ft
SOLD
7128 Knottypine Ave, Winter Park, FL 32792
  • $412,500
  • 3Bd
  • 2Ba
  • 1,609 Sq Ft
SOLD
775 Baffie Ave, Winter Park, FL 32789
  • $398,500
  • 2Bd
  • 1Ba
  • 1,284 Sq Ft
SOLD
341 Cornwall Rd, Winter Park, FL 32792
  • $625,000
  • 4Bd
  • 3Ba
  • 2,400 Sq Ft
SOLD
617 Penn Pl, Winter Park, FL 32789
  • $2,450,000
  • 4Bd
  • 5Ba
  • 4,888 Sq Ft
SOLD
626 S Ranger Blvd, Winter Park, FL 32792
  • $563,000
  • 4Bd
  • 3Ba
  • 1,834 Sq Ft
SOLD
7288 Daniel Webster Dr #5, Winter Park, FL 32792
  • $152,000
  • 2Bd
  • 3Ba
  • 1,230 Sq Ft
SOLD
1120 Palmer Ave, Winter Park, FL 32789
  • $1,650,000
  • 3Bd
  • 4Ba
  • 3,341 Sq Ft
SOLD
7551 Bent Bow Trl, Winter Park, FL 32792
  • $570,000
  • 4Bd
  • 2Ba
  • 1,936 Sq Ft
SOLD
2337 Albert Lee Pkwy, Winter Park, FL 32789
  • $472,500
  • 4Bd
  • 3Ba
  • 1,809 Sq Ft
SOLD
707 Ellendale Dr, Winter Park, FL 32792
  • $375,000
  • 3Bd
  • 2Ba
  • 1,516 Sq Ft
SOLD
1640 Meadowgold Ct, Winter Park, FL 32792
  • $430,000
  • 3Bd
  • 2Ba
  • 1,368 Sq Ft
SOLD
3103 Fairwood Ct, Winter Park, FL 32792
  • $260,000
  • 2Bd
  • 2Ba
  • 1,038 Sq Ft
SOLD
Dodd Road, Winter Park, FL 32792
  • $417,500
  • 1.46 Acre
SOLD
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2,701 - 2,744 of 2,744 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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