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Homes Recently Sold in Winter Park, FL | Page 2

2,792 Homes
 
106 S Interlachen Ave #518, Winter Park, FL 32789
  • $1,735,000
  • 3Bd
  • 2Ba
  • 1,807 Sq Ft
SOLD 09/24/26
1421 Chestnut Ave, Winter Park, FL 32789
  • $675,000
  • 0.17 Acre
SOLD 09/23/26
313 Sylvan Dr, Winter Park, FL 32789
  • $1,750,000
  • 0.37 Acre
SOLD 09/23/26
3371 River View Way #46, Winter Park, FL 32792
  • $185,000
  • 3Bd
  • 3Ba
  • 1,151 Sq Ft
SOLD 09/23/26
3641 Hawthorne Ln, Winter Park, FL 32792
  • $440,000
  • 3Bd
  • 2Ba
  • 1,622 Sq Ft
SOLD 09/22/26
1530 Alabama Dr, Winter Park, FL 32789
  • $5,600,000
  • 5Bd
  • 4Ba
  • 3,680 Sq Ft
SOLD 09/21/26
1818 Dover Rd, Winter Park, FL 32792
  • $439,900
  • 3Bd
  • 2Ba
  • 1,873 Sq Ft
SOLD 09/21/26
1011 Manchester Cir, Winter Park, FL 32792
  • $453,000
  • 4Bd
  • 2Ba
  • 1,699 Sq Ft
SOLD 09/21/26
1261 Indiana Ave, Winter Park, FL 32789
  • $525,000
  • 3Bd
  • 3Ba
  • 1,660 Sq Ft
SOLD 09/21/26
4599 Whimbrel Pl, Winter Park, FL 32792
  • $670,000
  • 4Bd
  • 3Ba
  • 2,366 Sq Ft
SOLD 09/20/26
1941 Oglesby Ave, Winter Park, FL 32789
  • $290,000
  • 2Bd
  • 1Ba
  • 780 Sq Ft
SOLD 09/20/26
2333 Westminster Ct, Winter Park, FL 32789
  • $635,000
  • 4Bd
  • 2Ba
  • 1,877 Sq Ft
SOLD 09/20/26
2803 Riddle Dr, Winter Park, FL 32789
  • $490,000
  • 3Bd
  • 3Ba
  • 1,709 Sq Ft
SOLD 09/19/26
5218 Lake Howell Rd, Winter Park, FL 32792
  • $325,000
  • 4Bd
  • 2Ba
  • 1,582 Sq Ft
SOLD 09/18/26
3381 Cedar Springs Pl #151, Winter Park, FL 32792
  • $185,000
  • 2Bd
  • 3Ba
  • 1,031 Sq Ft
SOLD 09/18/26
1421 Michigan Ave, Winter Park, FL 32789
  • $580,000
  • 5Bd
  • 3Ba
  • 2,031 Sq Ft
SOLD 09/17/26
1120 Wisconsin Ave, Winter Park, FL 32789
  • $920,000
  • 3Bd
  • 4Ba
  • 2,213 Sq Ft
SOLD 09/17/26
1592 Arbor Park Dr, Winter Park, FL 32789
  • $700,000
  • 4Bd
  • 3Ba
  • 2,016 Sq Ft
SOLD 09/16/26
2825 Mulford Ave, Winter Park, FL 32789
  • $610,000
  • 2Bd
  • 2Ba
  • 1,249 Sq Ft
SOLD 09/15/26
229 Alexander Pl, Winter Park, FL 32789
  • $4,000,000
  • 4Bd
  • 6Ba
  • 4,431 Sq Ft
SOLD 09/15/26
7 Carver Ct, Winter Park, FL 32789
  • $600,000
  • 3Bd
  • 2Ba
  • 1,384 Sq Ft
SOLD 09/14/26
1521 Bantam Way, Winter Park, FL 32792
  • $415,000
  • 3Bd
  • 3Ba
  • 1,755 Sq Ft
SOLD 09/14/26
1117 Wading Waters Cir, Winter Park, FL 32792
  • $1,243,362
  • 6Bd
  • 4Ba
  • 4,307 Sq Ft
SOLD 09/14/26
657 Minnesota Ave, Winter Park, FL 32789
  • $565,000
  • 4Bd
  • 2Ba
  • 1,548 Sq Ft
SOLD 09/14/26
110 Longhorn Rd, Winter Park, FL 32792
  • $720,000
  • 4Bd
  • 3Ba
  • 2,673 Sq Ft
SOLD 09/14/26
1409 Sunset Dr, Winter Park, FL 32789
  • $630,000
  • 2Bd
  • 2Ba
  • 1,107 Sq Ft
SOLD 09/13/26
644 N Knowles Ave #3, Winter Park, FL 32789
  • $325,000
  • 1Bd
  • 1Ba
  • 767 Sq Ft
SOLD 09/13/26
2873 Old Castle Dr, Winter Park, FL 32792
  • $1,380,000
  • 4Bd
  • 4Ba
  • 4,247 Sq Ft
SOLD 09/11/26
1200 Woodmere Dr, Winter Park, FL 32789
  • $1,654,000
  • 3Bd
  • 3Ba
  • 2,857 Sq Ft
SOLD 09/11/26
393 Holt Ave, Winter Park, FL 32789
  • $990,000
  • 3Bd
  • 2Ba
  • 1,469 Sq Ft
SOLD 09/11/26
2833 Prince John Rd, Winter Park, FL 32792
  • $629,000
  • 4Bd
  • 2Ba
  • 1,605 Sq Ft
SOLD 09/11/26
1695 Lee Rd #A116, Winter Park, FL 32789
  • $105,000
  • 3Bd
  • 2Ba
  • 1,149 Sq Ft
SOLD 09/11/26
1438 Tierra Cir, Winter Park, FL 32792
  • $510,000
  • 3Bd
  • 2Ba
  • 1,627 Sq Ft
SOLD 09/11/26
1695 Lee Rd #C210, Winter Park, FL 32789
  • $80,000
  • 1Bd
  • 1Ba
  • 638 Sq Ft
SOLD 09/10/26
1600 Oneco Ave, Winter Park, FL 32789
  • $875,000
  • 3Bd
  • 3Ba
  • 2,538 Sq Ft
SOLD 09/10/26
410 Saint Dunstan Way, Winter Park, FL 32792
  • $525,000
  • 3Bd
  • 2Ba
  • 1,512 Sq Ft
SOLD 09/10/26
1540 Florentino Ln, Winter Park, FL 32792
  • $305,000
  • 3Bd
  • 3Ba
  • 1,682 Sq Ft
SOLD 09/10/26
2228 Howard Dr, Winter Park, FL 32789
  • $2,300,000
  • 4Bd
  • 4Ba
  • 3,294 Sq Ft
SOLD 09/10/26
7261 Abbey Ln, Winter Park, FL 32792
  • $305,000
  • 3Bd
  • 2Ba
  • 1,268 Sq Ft
SOLD 09/09/26
3373 Cedar Springs Pl #149, Winter Park, FL 32792
  • $165,000
  • 2Bd
  • 3Ba
  • 1,031 Sq Ft
SOLD 09/09/26
5334 Lanyard Ct, Winter Park, FL 32792
  • $479,000
  • 3Bd
  • 2Ba
  • 1,561 Sq Ft
SOLD 09/07/26
1484 Viburnum Ln, Winter Park, FL 32792
  • $295,000
  • 3Bd
  • 2Ba
  • 1,363 Sq Ft
SOLD 09/07/26
5781 Shale Ct, Winter Park, FL 32792
  • $307,500
  • 2Bd
  • 2Ba
  • 1,086 Sq Ft
SOLD 09/04/26
1695 Lee Rd #B210, Winter Park, FL 32789
  • $82,000
  • 1Bd
  • 1Ba
  • 638 Sq Ft
SOLD 09/04/26
512 N Lakemont Ave, Winter Park, FL 32792
  • $490,000
  • 3Bd
  • 2Ba
  • 1,413 Sq Ft
SOLD 09/03/26
2015 Taylor Ave, Winter Park, FL 32792
  • $401,200
  • 3Bd
  • 2Ba
  • 1,439 Sq Ft
SOLD 09/02/26
4965 Orange Ave, Winter Park, FL 32792
  • $372,000
  • 4Bd
  • 2Ba
  • 1,444 Sq Ft
SOLD 09/02/26
1821 Goodrich Ave, Winter Park, FL 32789
  • $550,000
  • 0.21 Acre
SOLD 09/01/26
1230 Sunset Dr, Winter Park, FL 32789
  • $1,770,000
  • 4Bd
  • 4Ba
  • 3,250 Sq Ft
SOLD 09/01/26
140 E Morse Blvd #J, Winter Park, FL 32789
  • $2,250,000
  • 3Bd
  • 3Ba
  • 2,143 Sq Ft
SOLD 09/01/26
51 - 100 of 2,792 Homes in Winter Park, FL
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Winter Park, FL real estate market trends

Statistics as of November 2026
$575K
Avg. list price
$333/Sqft
Avg. price/sqft
430
Homes for sale
1,836 Sqft
Avg. home size
70 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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