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Homes Recently Sold in Winter Park, FL | Page 10

2,792 Homes
 
2550 Venetian Way, Winter Park, FL 32789
  • $2,200,000
  • 4Bd
  • 5Ba
  • 5,051 Sq Ft
SOLD
1405 Miller Ave, Winter Park, FL 32789
  • $840,000
  • 3Bd
  • 3Ba
  • 1,884 Sq Ft
SOLD
1745 Indiana Ave #J, Winter Park, FL 32789
  • $540,000
  • 3Bd
  • 3Ba
  • 1,616 Sq Ft
SOLD
5454 Bracken Ct, Winter Park, FL 32792
  • $207,000
  • 3Bd
  • 2Ba
  • 1,332 Sq Ft
SOLD
640 Arjay Way, Winter Park, FL 32789
  • $1,840,000
  • 5Bd
  • 5Ba
  • 3,953 Sq Ft
SOLD
1821 Pinetree Rd, Winter Park, FL 32789
  • $7,164,000
  • 5Bd
  • 7Ba
  • 5,006 Sq Ft
SOLD
1000 S Semoran Blvd #805, Winter Park, FL 32792
  • $168,146
  • 2Bd
  • 2Ba
  • 1,003 Sq Ft
SOLD
2002 Indiana Ave, Winter Park, FL 32789
  • $350,000
  • 0.16 Acre
SOLD
2224 Shadowland Loop, Winter Park, FL 32792
  • $426,000
  • 3Bd
  • 3Ba
  • 2,346 Sq Ft
SOLD
1018 Bradford Dr, Winter Park, FL 32792
  • $565,000
  • 5Bd
  • 3Ba
  • 2,513 Sq Ft
SOLD
1250 S Denning Dr #117, Winter Park, FL 32789
  • $230,000
  • 2Bd
  • 2Ba
  • 908 Sq Ft
SOLD
1489 Aster Ct, Winter Park, FL 32792
  • $610,000
  • 3Bd
  • 2Ba
  • 2,227 Sq Ft
SOLD
7309 Daniel Webster Dr #0-2B, Winter Park, FL 32792
  • $77,000
  • 1Bd
  • 1Ba
SOLD
688 Brechin Dr, Winter Park, FL 32792
  • $715,000
  • 4Bd
  • 2Ba
  • 1,599 Sq Ft
SOLD
1437 Miller Ave, Winter Park, FL 32789
  • $735,000
  • 5Bd
  • 4Ba
  • 2,150 Sq Ft
SOLD
1636 Elizabeths Walk, Winter Park, FL 32789
  • $2,050,000
  • 4Bd
  • 5Ba
  • 3,412 Sq Ft
SOLD
2500 Lee Rd #122, Winter Park, FL 32789
  • $160,000
  • 1Bd
  • 1Ba
  • 645 Sq Ft
SOLD
2922 Reef Knot Pl, Winter Park, FL 32792
  • $1,100,000
  • 4Bd
  • 4Ba
  • 3,153 Sq Ft
SOLD
1351 Magnolia Ave, Winter Park, FL 32789
  • $3,000,000
  • 5Bd
  • 5Ba
  • 3,460 Sq Ft
SOLD
3053 George Mason Ave #8A, Winter Park, FL 32792
  • $73,500
  • 1Bd
  • 1Ba
  • 809 Sq Ft
SOLD
7761 Fox Knoll Pl, Winter Park, FL 32792
  • $410,000
  • 3Bd
  • 2Ba
  • 1,485 Sq Ft
SOLD
1010 Garden Dr, Winter Park, FL 32789
  • $450,000
  • 0.26 Acre
SOLD
517 Roughbeard Rd, Winter Park, FL 32792
  • $576,000
  • 3Bd
  • 2Ba
  • 1,873 Sq Ft
SOLD
150 Dana Way, Winter Park, FL 32789
  • $3,675,000
  • 5Bd
  • 5Ba
  • 4,451 Sq Ft
SOLD
1036 Manchester Cir, Winter Park, FL 32792
  • $390,000
  • 3Bd
  • 2Ba
  • 1,574 Sq Ft
SOLD
1117 Kenwood Ave, Winter Park, FL 32789
  • $3,755,000
  • 4Bd
  • 5Ba
  • 4,353 Sq Ft
SOLD
3651 N Goldenrod Rd #D101, Winter Park, FL 32792
  • $179,900
  • 2Bd
  • 2Ba
  • 840 Sq Ft
SOLD
101 S New York Ave #302, Winter Park, FL 32789
  • $1,000,000
  • 3Bd
  • 4Ba
  • 3,174 Sq Ft
SOLD
200 Saint Andrews Blvd #315, Winter Park, FL 32792
  • $165,000
  • 1Bd
  • 1Ba
  • 793 Sq Ft
SOLD
200 Saint Andrews Blvd, Winter Park, FL 32792
  • $165,000
  • 1Bd
  • 1Ba
  • 793 Sq Ft
SOLD
1781 Indiana Ave #A, Winter Park, FL 32789
  • $516,000
  • 3Bd
  • 3Ba
  • 1,616 Sq Ft
SOLD
1832 E Cheryl Dr, Winter Park, FL 32792
  • $445,000
  • 4Bd
  • 2Ba
  • 1,808 Sq Ft
SOLD
7120 Brookside Trl, Winter Park, FL 32792
  • $470,000
  • 4Bd
  • 2Ba
  • 1,753 Sq Ft
SOLD
1780 Mondrian Cir, Winter Park, FL 32789
  • $1,300,000
  • 3Bd
  • 4Ba
  • 2,310 Sq Ft
SOLD
841 W Swoope Ave, Winter Park, FL 32789
  • $450,000
  • 2Bd
  • 1Ba
  • 1,396 Sq Ft
SOLD
7917 Pleasant Pine Cir, Winter Park, FL 32792
  • $581,000
  • 4Bd
  • 3Ba
  • 2,157 Sq Ft
SOLD
720 W Webster Ave, Winter Park, FL 32789
  • $500,000
  • 3Bd
  • 2Ba
  • 1,356 Sq Ft
SOLD
4790 Tangerine Ave #4790, Winter Park, FL 32792
  • $194,995
  • 2Bd
  • 2Ba
  • 1,058 Sq Ft
SOLD
1367 Tierra Cir, Winter Park, FL 32792
  • $424,900
  • 3Bd
  • 2Ba
  • 2,083 Sq Ft
SOLD
629 Country Club Dr, Winter Park, FL 32789
  • $1,655,000
  • 4Bd
  • 4Ba
  • 3,031 Sq Ft
SOLD
4864 Tangerine Ave #4864, Winter Park, FL 32792
  • $200,000
  • 2Bd
  • 2Ba
  • 1,059 Sq Ft
SOLD
5275 Pine Lily Cir, Winter Park, FL 32792
  • $660,000
  • 5Bd
  • 4Ba
  • 3,152 Sq Ft
SOLD
2834 Bright Bird Ln, Winter Park, FL 32792
  • $405,500
  • 3Bd
  • 3Ba
  • 1,907 Sq Ft
SOLD
2503 Versailles Ave, Winter Park, FL 32789
  • $2,100,000
  • 5Bd
  • 4Ba
  • 4,026 Sq Ft
SOLD
1807 Magnolia Ave, Winter Park, FL 32789
  • $1,199,000
  • 5Bd
  • 3Ba
  • 2,618 Sq Ft
SOLD
2530 Leeward Way, Winter Park, FL 32792
  • $265,000
  • 2Bd
  • 2Ba
  • 1,199 Sq Ft
SOLD
1210 Fairway Dr, Winter Park, FL 32792
  • $480,000
  • 3Bd
  • 2Ba
  • 1,737 Sq Ft
SOLD
259 E Canton Ave #259, Winter Park, FL 32789
  • $612,500
  • 2Bd
  • 2Ba
  • 1,040 Sq Ft
SOLD
5473 Bracken Ct, Winter Park, FL 32792
  • $292,175
  • 3Bd
  • 2Ba
  • 1,178 Sq Ft
SOLD
665 Lyman Ave, Winter Park, FL 32789
  • $475,000
  • 3Bd
  • 2Ba
  • 1,119 Sq Ft
SOLD
451 - 500 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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