Movoto Real Estate

Homes Recently Sold in Winter Park, FL

2,792 Homes
 
1552 Little Wren Ln, Winter Park, FL 32792
  • $440,000
  • 3Bd
  • 3Ba
  • 2,308 Sq Ft
SOLD 10/31/26
1138 S Pennsylvania Ave, Winter Park, FL 32789
  • $875,000
  • 3Bd
  • 3Ba
  • 2,434 Sq Ft
SOLD 10/29/26
801 Via Lombardy, Winter Park, FL 32789
  • $2,800,000
  • 5Bd
  • 5Ba
  • 4,105 Sq Ft
SOLD 10/28/26
5210 Lazy Oaks Dr, Winter Park, FL 32792
  • $266,500
  • 2Bd
  • 3Ba
  • 1,236 Sq Ft
SOLD 10/23/26
1946 Strathaven Rd, Winter Park, FL 32792
  • $582,500
  • 4Bd
  • 3Ba
  • 2,102 Sq Ft
SOLD 10/23/26
2302 Barbados Dr, Winter Park, FL 32792
  • $265,000
  • 2Bd
  • 2Ba
  • 1,544 Sq Ft
SOLD 10/22/26
346 Elkhorn Ct, Winter Park, FL 32792
  • $590,000
  • 4Bd
  • 2Ba
  • 1,891 Sq Ft
SOLD 10/20/26
333 Cornwall Rd, Winter Park, FL 32792
  • $535,000
  • 4Bd
  • 2Ba
  • 1,660 Sq Ft
SOLD 10/20/26
2667 Cochise Trl, Winter Park, FL 32789
  • $900,000
  • 4Bd
  • 3Ba
  • 2,868 Sq Ft
SOLD 10/18/26
269 E Canton Ave #269, Winter Park, FL 32789
  • $845,000
  • 1Bd
  • 2Ba
  • 1,109 Sq Ft
SOLD 10/17/26
1163 Washington Ave #1A, Winter Park, FL 32789
  • $412,500
  • 2Bd
  • 2Ba
  • 1,263 Sq Ft
SOLD 10/16/26
259 Orange Terrace Dr, Winter Park, FL 32789
  • $425,000
  • 3Bd
  • 2Ba
  • 1,248 Sq Ft
SOLD 10/16/26
4910 Seminole Ave, Winter Park, FL 32792
  • $330,000
  • 3Bd
  • 2Ba
  • 1,216 Sq Ft
SOLD 10/13/26
433 Gilbert Rd, Winter Park, FL 32792
  • $660,000
  • 3Bd
  • 2Ba
  • 1,800 Sq Ft
SOLD 10/13/26
1500 Gay Rd #4D, Winter Park, FL 32789
  • $152,000
  • 1Bd
  • 1Ba
  • 732 Sq Ft
SOLD 10/11/26
2332 Sherbrooke Rd, Winter Park, FL 32792
  • $540,000
  • 4Bd
  • 3Ba
  • 1,842 Sq Ft
SOLD 10/09/26
7302 Swallow Run #7302, Winter Park, FL 32792
  • $118,000
  • 2Bd
  • 2Ba
  • 756 Sq Ft
SOLD 10/09/26
1510 Berkshire Ave, Winter Park, FL 32789
  • $625,000
  • 2Bd
  • 2Ba
  • 1,535 Sq Ft
SOLD 10/08/26
1409 Aster Ct, Winter Park, FL 32792
  • $575,000
  • 4Bd
  • 2Ba
  • 2,050 Sq Ft
SOLD 10/07/26
602 Trinidad Ct #602, Winter Park, FL 32792
  • $220,000
  • 2Bd
  • 2Ba
  • 1,120 Sq Ft
SOLD 10/07/26
341 E Reading Way, Winter Park, FL 32789
  • $1,500,000
  • 4Bd
  • 4Ba
  • 3,723 Sq Ft
SOLD 10/07/26
3150 Shady Pine Ave, Winter Park, FL 32792
  • $430,000
  • 4Bd
  • 2Ba
  • 1,624 Sq Ft
SOLD 10/06/26
1211 Schultz Ave, Winter Park, FL 32789
  • $475,000
  • 3Bd
  • 2Ba
  • 1,085 Sq Ft
SOLD 10/06/26
2500 Lee Rd #143, Winter Park, FL 32789
  • $120,000
  • 1Bd
  • 1Ba
  • 645 Sq Ft
SOLD 10/05/26
1526 Miller Ave, Winter Park, FL 32789
  • $1,525,000
  • 5Bd
  • 5Ba
  • 3,252 Sq Ft
SOLD 10/02/26
2112 Eastbrook Blvd, Winter Park, FL 32792
  • $405,000
  • 3Bd
  • 2Ba
  • 1,470 Sq Ft
SOLD 10/02/26
1021 N Pennsylvania Ave, Winter Park, FL 32789
  • $1,200,000
  • 0.51 Acre
SOLD 10/02/26
2122 Ridge Dr, Winter Park, FL 32792
  • $300,000
  • 4Bd
  • 3Ba
  • 1,664 Sq Ft
SOLD 10/01/26
1600 S Pennsylvania Ave, Winter Park, FL 32789
  • $1,050,000
  • 3Bd
  • 2Ba
  • 2,158 Sq Ft
SOLD 10/01/26
1225 Sharon Pl, Winter Park, FL 32789
  • $1,749,000
  • 5Bd
  • 4Ba
  • 3,097 Sq Ft
SOLD 09/30/26
2560 Franklin Ave, Winter Park, FL 32789
  • $465,000
  • 4Bd
  • 2Ba
  • 1,514 Sq Ft
SOLD 09/30/26
1540 Miller Ave, Winter Park, FL 32789
  • $1,342,500
  • 4Bd
  • 4Ba
  • 2,984 Sq Ft
SOLD 09/29/26
7468 Canford Ct #24, Winter Park, FL 32792
  • $179,000
  • 2Bd
  • 2Ba
  • 1,365 Sq Ft
SOLD 09/29/26
1695 Lee Rd #A101, Winter Park, FL 32789
  • $135,000
  • 3Bd
  • 2Ba
  • 1,149 Sq Ft
SOLD 09/29/26
525 S Lakemont Ave, Winter Park, FL 32792
  • $1,900,000
  • 4Bd
  • 4Ba
  • 3,330 Sq Ft
SOLD 09/29/26
1884 Biscayne Dr, Winter Park, FL 32789
  • $315,000
  • 1Bd
  • 1Ba
  • 678 Sq Ft
SOLD 09/28/26
952 Moss Ln, Winter Park, FL 32789
  • $1,235,000
  • 4Bd
  • 5Ba
  • 3,474 Sq Ft
SOLD 09/28/26
1421 Chapman Cir, Winter Park, FL 32789
  • $1,155,500
  • 4Bd
  • 4Ba
  • 3,578 Sq Ft
SOLD 09/28/26
1523 Miller Ave, Winter Park, FL 32789
  • $1,250,000
  • 5Bd
  • 4Ba
  • 3,164 Sq Ft
SOLD 09/28/26
420 Ohio St, Winter Park, FL 32789
  • $340,000
  • 2Bd
  • 1Ba
  • 1,230 Sq Ft
SOLD 09/27/26
4353 Steed Ter, Winter Park, FL 32792
  • $590,000
  • 4Bd
  • 2Ba
  • 2,275 Sq Ft
SOLD 09/27/26
8113 Lazy Bear Ln, Winter Park, FL 32792
  • $590,000
  • 4Bd
  • 3Ba
  • 2,267 Sq Ft
SOLD 09/26/26
2227 Howard Dr, Winter Park, FL 32789
  • $1,000,000
  • 3Bd
  • 3Ba
  • 2,196 Sq Ft
SOLD 09/25/26
1702 Arbor Park Dr, Winter Park, FL 32789
  • $1,811,500
  • 4Bd
  • 4Ba
  • 2,950 Sq Ft
SOLD 09/25/26
2007 Cornell Ave, Winter Park, FL 32789
  • $420,000
  • 3Bd
  • 2Ba
  • 1,154 Sq Ft
SOLD 09/25/26
2006 Cornell Ave, Winter Park, FL 32789
  • $280,000
  • 2Bd
  • 1Ba
  • 797 Sq Ft
SOLD 09/25/26
1974 Staunton Ave, Winter Park, FL 32789
  • $240,000
  • 2Bd
  • 1Ba
  • 962 Sq Ft
SOLD 09/24/26
100 S Interlachen Ave #101, Winter Park, FL 32789
  • $1,185,000
  • 3Bd
  • 2Ba
  • 1,734 Sq Ft
SOLD 09/24/26
624 Fitzwalter Dr, Winter Park, FL 32792
  • $545,000
  • 3Bd
  • 2Ba
  • 1,335 Sq Ft
SOLD 09/24/26
3484 Seagrape Dr, Winter Park, FL 32792
  • $246,200
  • 4Bd
  • 2Ba
  • 1,227 Sq Ft
SOLD 09/24/26
1 - 50 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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