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Homes Recently Sold in Winter Park, FL | Page 8

2,792 Homes
 
650 Douglas Ave, Winter Park, FL 32789
  • $550,000
  • 3Bd
  • 2Ba
  • 1,280 Sq Ft
SOLD 06/08/26
1082 Wildmeadow Run, Winter Park, FL 32792
  • $650,000
  • 3Bd
  • 3Ba
  • 1,770 Sq Ft
SOLD 06/08/26
505 Cornwall Rd, Winter Park, FL 32792
  • $670,000
  • 4Bd
  • 2Ba
  • 1,813 Sq Ft
SOLD 06/08/26
2465 Banchory Rd, Winter Park, FL 32792
  • $1,245,000
  • 4Bd
  • 5Ba
  • 3,971 Sq Ft
SOLD 06/08/26
4772 Tangerine Ave #4772, Winter Park, FL 32792
  • $185,000
  • 2Bd
  • 2Ba
  • 1,058 Sq Ft
SOLD 06/08/26
2808 Bright Bird Ln, Winter Park, FL 32792
  • $399,000
  • 3Bd
  • 3Ba
  • 1,907 Sq Ft
SOLD 06/07/26
121 Stefanik Rd, Winter Park, FL 32792
  • $300,000
  • 3Bd
  • 2Ba
  • 1,392 Sq Ft
SOLD 06/07/26
2923 Antique Oaks Cir #37, Winter Park, FL 32792
  • $178,900
  • 2Bd
  • 2Ba
  • 1,105 Sq Ft
SOLD 06/07/26
1407 Miller Ave, Winter Park, FL 32789
  • $875,000
  • 3Bd
  • 3Ba
  • 1,884 Sq Ft
SOLD 06/06/26
2756 Sheriff Way, Winter Park, FL 32792
  • $588,000
  • 3Bd
  • 2Ba
  • 1,812 Sq Ft
SOLD 06/06/26
3312 Heartwood Ave, Winter Park, FL 32792
  • $458,000
  • 4Bd
  • 3Ba
  • 2,878 Sq Ft
SOLD 06/06/26
508 Dunraven Dr, Winter Park, FL 32792
  • $595,000
  • 3Bd
  • 2Ba
  • 1,370 Sq Ft
SOLD 06/05/26
1761 Gladiolas Dr, Winter Park, FL 32792
  • $347,000
  • 4Bd
  • 3Ba
  • 1,656 Sq Ft
SOLD 06/05/26
1926 Natalen Rd, Winter Park, FL 32792
  • $629,000
  • 3Bd
  • 2Ba
  • 1,469 Sq Ft
SOLD 06/05/26
1340 Blue Stem Ln, Winter Park, FL 32792
  • $724,900
  • 4Bd
  • 4Ba
  • 2,587 Sq Ft
SOLD 06/04/26
436 N Knowles Ave, Winter Park, FL 32789
  • $2,280,000
  • 0.26 Acre
SOLD 06/03/26
2829 Aloma, Winter Park, FL 32792
  • $540,000
  • 4Bd
  • 2Ba
  • 1,821 Sq Ft
SOLD 06/03/26
800 Juanita Rael, Winter Park, FL 32789
  • $2,150,000
  • 5Bd
  • 4Ba
  • 4,021 Sq Ft
SOLD 06/03/26
2823 Wright Ave, Winter Park, FL 32789
  • $865,000
  • 3Bd
  • 2Ba
  • 1,536 Sq Ft
SOLD 06/03/26
2779 Sanbina St, Winter Park, FL 32789
  • $410,000
  • 3Bd
  • 2Ba
  • 1,405 Sq Ft
SOLD 06/03/26
4428 Steed Ter, Winter Park, FL 32792
  • $287,500
  • 3Bd
  • 3Ba
  • 1,800 Sq Ft
SOLD 06/02/26
2529 Windward Way, Winter Park, FL 32792
  • $299,000
  • 3Bd
  • 2Ba
  • 1,105 Sq Ft
SOLD 06/02/26
1516 Miller Ave, Winter Park, FL 32789
  • $1,549,900
  • 4Bd
  • 4Ba
  • 3,144 Sq Ft
SOLD 06/01/26
1321 Fairview Ave, Winter Park, FL 32789
  • $1,200,000
  • 0.39 Acre
SOLD 06/01/26
7517 Laurel Springs Dr, Winter Park, FL 32792
  • $390,000
  • 3Bd
  • 2Ba
  • 1,678 Sq Ft
SOLD 06/01/26
610 Ellendale Dr, Winter Park, FL 32792
  • $385,000
  • 4Bd
  • 3Ba
  • 1,359 Sq Ft
SOLD 06/01/26
1618 Indiana Ave, Winter Park, FL 32789
  • $640,000
  • 4Bd
  • 2Ba
  • 1,604 Sq Ft
SOLD 06/01/26
7485 Aloma Pines Ct, Winter Park, FL 32792
  • $375,000
  • 3Bd
  • 3Ba
  • 1,787 Sq Ft
SOLD 06/01/26
1036 Aragon Ave, Winter Park, FL 32789
  • $475,000
  • 2Bd
  • 1Ba
  • 1,073 Sq Ft
SOLD 06/01/26
3207 Lowndes Dr, Winter Park, FL 32792
  • $475,000
  • 3Bd
  • 2Ba
  • 2,028 Sq Ft
SOLD 05/31/26
7117 Swallow Run #G1, Winter Park, FL 32792
  • $218,000
  • 3Bd
  • 3Ba
  • 1,565 Sq Ft
SOLD 05/30/26
1433 Aster Ct, Winter Park, FL 32792
  • $379,000
  • 3Bd
  • 2Ba
  • 1,363 Sq Ft
SOLD 05/29/26
1034 Turner Rd, Winter Park, FL 32789
  • $615,000
  • 0.54 Acre
SOLD 05/29/26
151 Oakwood Way, Winter Park, FL 32789
  • $2,750,000
  • 4Bd
  • 5Ba
  • 4,129 Sq Ft
SOLD 05/29/26
2142 Blossom Ln, Winter Park, FL 32789
  • $425,000
  • 3Bd
  • 2Ba
  • 1,363 Sq Ft
SOLD 05/28/26
7001 Jackman Blvd, Winter Park, FL 32792
  • $450,000
  • 3Bd
  • 2Ba
  • 1,482 Sq Ft
SOLD 05/28/26
1760 Greenwich Ave, Winter Park, FL 32789
  • $595,000
  • 3Bd
  • 2Ba
  • 1,610 Sq Ft
SOLD 05/28/26
3018 Northwood Blvd, Winter Park, FL 32789
  • $630,000
  • 3Bd
  • 2Ba
  • 1,761 Sq Ft
SOLD 05/28/26
1521 Harris Cir, Winter Park, FL 32789
  • $4,500,000
  • 4Bd
  • 5Ba
  • 3,922 Sq Ft
SOLD 05/27/26
1871 Bryan Ave, Winter Park, FL 32789
  • $499,000
  • 3Bd
  • 2Ba
  • 1,232 Sq Ft
SOLD 05/27/26
927 Fairway Dr, Winter Park, FL 32792
  • $660,000
  • 4Bd
  • 3Ba
  • 1,918 Sq Ft
SOLD 05/27/26
234 Detmar Dr, Winter Park, FL 32789
  • $1,400,000
  • 4Bd
  • 6Ba
  • 3,609 Sq Ft
SOLD 05/27/26
1812 Killarney Dr, Winter Park, FL 32789
  • $406,000
  • 4Bd
  • 2Ba
  • 1,048 Sq Ft
SOLD 05/26/26
4348 Steed Ter, Winter Park, FL 32792
  • $766,000
  • 4Bd
  • 5Ba
  • 3,040 Sq Ft
SOLD 05/26/26
1871 Casselwood St, Winter Park, FL 32792
  • $419,900
  • 4Bd
  • 3Ba
  • 1,616 Sq Ft
SOLD 05/26/26
1307 Formosa Ave, Winter Park, FL 32789
  • $353,000
  • 2Bd
  • 1Ba
  • 1,150 Sq Ft
SOLD 05/26/26
1923 Linden Rd, Winter Park, FL 32792
  • $425,000
  • 4Bd
  • 3Ba
  • 2,117 Sq Ft
SOLD 05/26/26
676 Dunblane Dr, Winter Park, FL 32792
  • $699,000
  • 3Bd
  • 2Ba
  • 1,827 Sq Ft
SOLD 05/26/26
3057 Aaron Burr Ave #1, Winter Park, FL 32792
  • $103,000
  • 2Bd
  • 2Ba
  • 1,066 Sq Ft
SOLD 05/26/26
100 S Interlachen Ave #503, Winter Park, FL 32789
  • $840,000
  • 2Bd
  • 2Ba
  • 1,143 Sq Ft
SOLD 05/25/26
351 - 400 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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