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Homes Recently Sold in Winter Park, FL | Page 7

2,743 Homes
 
1910 Glencoe Rd, Winter Park, FL 32789
  • $3,150,000
  • 4Bd
  • 6Ba
  • 3,788 Sq Ft
SOLD 05/19/26
1741 Oakhurst Ave, Winter Park, FL 32789
  • $830,000
  • 3Bd
  • 1Ba
  • 1,318 Sq Ft
SOLD 05/18/26
7532 Azurebrook Ct, Winter Park, FL 32792
  • $410,000
  • 3Bd
  • 2Ba
  • 1,402 Sq Ft
SOLD 05/18/26
1205 Valley Creek Run, Winter Park, FL 32792
  • $450,000
  • 3Bd
  • 2Ba
  • 1,815 Sq Ft
SOLD 05/18/26
144 Lewfield Cir #144, Winter Park, FL 32792
  • $135,000
  • 1Bd
  • 1Ba
  • 678 Sq Ft
SOLD 05/18/26
2040 Randall Cir, Winter Park, FL 32789
  • $3,000,000
  • 5Bd
  • 6Ba
  • 4,636 Sq Ft
SOLD 05/18/26
1760 Alabama Dr, Winter Park, FL 32789
  • $1,900,000
  • 4Bd
  • 3Ba
  • 2,841 Sq Ft
SOLD 05/18/26
1611 Little Wren Ln, Winter Park, FL 32792
  • $420,000
  • 3Bd
  • 3Ba
  • 1,755 Sq Ft
SOLD 05/17/26
1780 Goodrich Ave, Winter Park, FL 32789
  • $615,000
  • 3Bd
  • 2Ba
  • 1,283 Sq Ft
SOLD 05/17/26
5236 Albert Dr, Winter Park, FL 32792
  • $489,000
  • 4Bd
  • 2Ba
  • 1,843 Sq Ft
SOLD 05/17/26
1468 Auburn Green Loop, Winter Park, FL 32792
  • $445,000
  • 3Bd
  • 2Ba
  • 1,676 Sq Ft
SOLD 05/17/26
962 Aragon Ave, Winter Park, FL 32789
  • $625,000
  • 3Bd
  • 2Ba
  • 1,680 Sq Ft
SOLD 05/16/26
3167 Ash Park Loop, Winter Park, FL 32792
  • $470,000
  • 4Bd
  • 3Ba
  • 1,906 Sq Ft
SOLD 05/16/26
3627 Seagrape Dr, Winter Park, FL 32792
  • $350,000
  • 3Bd
  • 2Ba
  • 1,233 Sq Ft
SOLD 05/15/26
2009 Shadyhill Ter, Winter Park, FL 32792
  • $507,500
  • 3Bd
  • 2Ba
  • 1,670 Sq Ft
SOLD 05/15/26
200 Saint Andrews Blvd #2901, Winter Park, FL 32792
  • $210,000
  • 2Bd
  • 2Ba
  • 1,266 Sq Ft
SOLD 05/15/26
141 Glenridge Way, Winter Park, FL 32789
  • $3,100,000
  • 5Bd
  • 5Ba
  • 5,243 Sq Ft
SOLD 05/15/26
1515 Winter Green Blvd, Winter Park, FL 32792
  • $300,000
  • 3Bd
  • 3Ba
  • 1,652 Sq Ft
SOLD 05/15/26
1106 Golfside Dr, Winter Park, FL 32792
  • $700,000
  • 5Bd
  • 4Ba
  • 2,765 Sq Ft
SOLD 05/14/26
2400 Dominica Run, Winter Park, FL 32792
  • $217,000
  • 2Bd
  • 1Ba
  • 854 Sq Ft
SOLD 05/14/26
1617 Chilean Ln, Winter Park, FL 32792
  • $370,000
  • 3Bd
  • 2Ba
  • 1,359 Sq Ft
SOLD 05/14/26
2401 Antilles Dr, Winter Park, FL 32792
  • $317,000
  • 3Bd
  • 2Ba
  • 1,719 Sq Ft
SOLD 05/14/26
266 W Lyman Ave, Winter Park, FL 32789
  • $1,350,000
  • 3Bd
  • 3Ba
  • 2,000 Sq Ft
SOLD 05/13/26
1500 Gay Rd #5, Winter Park, FL 32789
  • $168,500
  • 1Bd
  • 1Ba
  • 732 Sq Ft
SOLD 05/13/26
220 W Reading Way, Winter Park, FL 32789
  • $1,295,100
  • 0.25 Acre
SOLD 05/12/26
721 Dunbar St, Winter Park, FL 32789
  • $400,000
  • 2Bd
  • 2Ba
  • 1,018 Sq Ft
SOLD 05/12/26
433 Carolina Ave, Winter Park, FL 32789
  • $1,395,000
  • 5Bd
  • 4Ba
  • 2,771 Sq Ft
SOLD 05/11/26
2225 Winter Woods Blvd, Winter Park, FL 32792
  • $390,000
  • 3Bd
  • 2Ba
  • 1,473 Sq Ft
SOLD 05/11/26
188 Lewfield Cir #188, Winter Park, FL 32792
  • $115,000
  • 1Bd
  • 1Ba
  • 678 Sq Ft
SOLD 05/11/26
1427 Lake Florence Way, Winter Park, FL 32792
  • $635,000
  • 3Bd
  • 2Ba
  • 2,193 Sq Ft
SOLD 05/10/26
1921 Kimbrace Pl, Winter Park, FL 32792
  • $530,000
  • 3Bd
  • 2Ba
  • 1,275 Sq Ft
SOLD 05/09/26
819 Densmore Dr, Winter Park, FL 32792
  • $375,000
  • 3Bd
  • 2Ba
  • 1,300 Sq Ft
SOLD 05/08/26
1723 Chestnut Ave, Winter Park, FL 32789
  • $1,201,000
  • 3Bd
  • 3Ba
  • 2,608 Sq Ft
SOLD 05/08/26
1550 Norfolk Ave, Winter Park, FL 32789
  • $695,000
  • 3Bd
  • 2Ba
  • 1,762 Sq Ft
SOLD 05/08/26
2550 Venetian Way, Winter Park, FL 32789
  • $2,200,000
  • 4Bd
  • 5Ba
  • 5,051 Sq Ft
SOLD 05/08/26
1405 Miller Ave, Winter Park, FL 32789
  • $840,000
  • 3Bd
  • 3Ba
  • 1,884 Sq Ft
SOLD 05/08/26
1745 Indiana Ave #J, Winter Park, FL 32789
  • $540,000
  • 3Bd
  • 3Ba
  • 1,616 Sq Ft
SOLD 05/07/26
5454 Bracken Ct, Winter Park, FL 32792
  • $207,000
  • 3Bd
  • 2Ba
  • 1,332 Sq Ft
SOLD 05/07/26
640 Arjay Way, Winter Park, FL 32789
  • $1,840,000
  • 5Bd
  • 5Ba
  • 3,953 Sq Ft
SOLD 05/07/26
1821 Pinetree Rd, Winter Park, FL 32789
  • $7,164,000
  • 5Bd
  • 7Ba
  • 5,006 Sq Ft
SOLD 05/06/26
1000 S Semoran Blvd #805, Winter Park, FL 32792
  • $168,146
  • 2Bd
  • 2Ba
  • 1,003 Sq Ft
SOLD 05/06/26
2002 Indiana Ave, Winter Park, FL 32789
  • $350,000
  • 0.16 Acre
SOLD 05/06/26
2224 Shadowland Loop, Winter Park, FL 32792
  • $426,000
  • 3Bd
  • 3Ba
  • 2,346 Sq Ft
SOLD 05/06/26
1018 Bradford Dr, Winter Park, FL 32792
  • $565,000
  • 5Bd
  • 3Ba
  • 2,513 Sq Ft
SOLD 05/04/26
1250 S Denning Dr #117, Winter Park, FL 32789
  • $230,000
  • 2Bd
  • 2Ba
  • 908 Sq Ft
SOLD 05/04/26
1489 Aster Ct, Winter Park, FL 32792
  • $610,000
  • 3Bd
  • 2Ba
  • 2,227 Sq Ft
SOLD 05/04/26
7309 Daniel Webster Dr #0-2B, Winter Park, FL 32792
  • $77,000
  • 1Bd
  • 1Ba
SOLD 05/04/26
688 Brechin Dr, Winter Park, FL 32792
  • $715,000
  • 4Bd
  • 2Ba
  • 1,599 Sq Ft
SOLD 05/03/26
1437 Miller Ave, Winter Park, FL 32789
  • $735,000
  • 5Bd
  • 4Ba
  • 2,150 Sq Ft
SOLD 05/02/26
1636 Elizabeths Walk, Winter Park, FL 32789
  • $2,050,000
  • 4Bd
  • 5Ba
  • 3,412 Sq Ft
SOLD 05/02/26
301 - 350 of 2,743 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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