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Homes Recently Sold in Winter Park, FL | Page 51

2,742 Homes
 
100 S Interlachen Ave #108, Winter Park, FL 32789
  • $520,000
  • 2Bd
  • 2Ba
  • 901 Sq Ft
SOLD
1458 Hyde Park Dr, Winter Park, FL 32792
  • $480,000
  • 3Bd
  • 2Ba
  • 1,673 Sq Ft
SOLD
Undisclosed, Winter Park, FL 32792
  • $410,000
  • 6Bd
  • 4Ba
  • 3,383 Sq Ft
SOLD
829 Halifax Ave, Winter Park, FL 32792
  • $767,000
  • 4Bd
  • 2Ba
  • 1,850 Sq Ft
SOLD
3200 Parkside Ct, Winter Park, FL 32792
  • $380,000
  • 3Bd
  • 3Ba
  • 1,652 Sq Ft
SOLD
2335 Inagua Way, Winter Park, FL 32792
  • $286,500
  • 3Bd
  • 2Ba
  • 1,284 Sq Ft
SOLD
4 Isle Of Sicily, Winter Park, FL 32789
  • $9,700,000
  • 5Bd
  • 8Ba
  • 9,522 Sq Ft
SOLD
1772 Mondrian Cir, Winter Park, FL 32789
  • $1,250,000
  • 3Bd
  • 4Ba
  • 2,193 Sq Ft
SOLD
534 Genius Dr, Winter Park, FL 32789
  • $3,350,000
  • 6Bd
  • 6Ba
  • 5,473 Sq Ft
SOLD
4032 Tenita Dr, Winter Park, FL 32792
  • $550,000
  • 3Bd
  • 2Ba
  • 1,917 Sq Ft
SOLD
2394 Dominica Run, Winter Park, FL 32792
  • $220,000
  • 3Bd
  • 2Ba
  • 1,467 Sq Ft
SOLD
2301 Chantilly Ave, Winter Park, FL 32789
  • $1,250,000
  • 4Bd
  • 5Ba
  • 3,350 Sq Ft
SOLD
633 S Phelps Ave, Winter Park, FL 32789
  • $3,045,000
  • 5Bd
  • 5Ba
  • 4,950 Sq Ft
SOLD
1305 Heavenly Cv, Winter Park, FL 32792
  • $1,070,000
  • 4Bd
  • 3Ba
  • 2,654 Sq Ft
SOLD
1939 Woodcrest Dr, Winter Park, FL 32792
  • $1,170,000
  • 4Bd
  • 4Ba
  • 2,575 Sq Ft
SOLD
1602 Alabama Dr #203, Winter Park, FL 32789
  • $1,295,000
  • 2Bd
  • 2Ba
  • 2,053 Sq Ft
SOLD
200 S Interlachen Ave #450, Winter Park, FL 32789
  • $2,200,000
  • 3Bd
  • 4Ba
  • 3,110 Sq Ft
SOLD
7227 Swallow Run #7227, Winter Park, FL 32792
  • $185,000
  • 2Bd
  • 2Ba
  • 784 Sq Ft
SOLD
1925 Killarney Dr, Winter Park, FL 32789
  • $2,000,000
  • 8.41 Acre
SOLD
1209 Formosa Ave, Winter Park, FL 32789
  • $700,000
  • 6Bd
  • 4Ba
  • 4,196 Sq Ft
SOLD
7309 Daniel Webster Dr #B, Winter Park, FL 32792
  • $84,000
  • —Bd
  • 1Ba
  • 590 Sq Ft
SOLD
1935 Albert Lee Pkwy, Winter Park, FL 32789
  • $407,500
  • 4Bd
  • 2Ba
  • 1,316 Sq Ft
SOLD
1400 Canterbury Rd, Winter Park, FL 32789
  • $899,000
  • 4Bd
  • 3Ba
  • 2,627 Sq Ft
SOLD
2216 Fairglenn Way, Winter Park, FL 32792
  • $559,000
  • 4Bd
  • 2Ba
  • 2,052 Sq Ft
SOLD
1913 S Lakemont Ave, Winter Park, FL 32792
  • $1,075,000
  • 3Bd
  • 4Ba
  • 2,085 Sq Ft
SOLD
1100 N Denning Dr, Winter Park, FL 32789
  • $440,000
  • 2Bd
  • 1Ba
  • 830 Sq Ft
SOLD
7421 Daniel Webster Dr #A, Winter Park, FL 32792
  • $116,000
  • 1Bd
  • 1Ba
  • 809 Sq Ft
SOLD
8000 Pleasant Pine Cir, Winter Park, FL 32792
  • $655,000
  • 5Bd
  • 3Ba
  • 2,535 Sq Ft
SOLD
5042 Tangerine Way, Winter Park, FL 32792
  • $445,000
  • 3Bd
  • 2Ba
  • 1,607 Sq Ft
SOLD
1400 Bonnie Burn Cir, Winter Park, FL 32789
  • $1,225,000
  • 3Bd
  • 4Ba
  • 4,622 Sq Ft
SOLD
1700 Bomi Cir, Winter Park, FL 32792
  • $480,000
  • 3Bd
  • 2Ba
  • 2,209 Sq Ft
SOLD
1391 Tierra Cir, Winter Park, FL 32792
  • $535,000
  • 4Bd
  • 2Ba
  • 2,164 Sq Ft
SOLD
1910 Hammerlin Ave, Winter Park, FL 32789
  • $400,000
  • 3Bd
  • 1Ba
  • 1,244 Sq Ft
SOLD
1742 Chestnut Ave, Winter Park, FL 32789
  • $680,000
  • 4Bd
  • 2Ba
  • 1,729 Sq Ft
SOLD
518 W Swoope Ave, Winter Park, FL 32789
  • $1,464,000
  • 3Bd
  • 3Ba
  • 2,734 Sq Ft
SOLD
7429 Daniel Webster Dr #D, Winter Park, FL 32792
  • $112,500
  • 1Bd
  • 1Ba
  • 809 Sq Ft
SOLD
7316 Beacon Pl, Winter Park, FL 32792
  • $410,000
  • 3Bd
  • 2Ba
  • 1,384 Sq Ft
SOLD
7603 Bent Bow Trl, Winter Park, FL 32792
  • $480,000
  • 4Bd
  • 2Ba
  • 1,936 Sq Ft
SOLD
190 Balfour Dr #1, Winter Park, FL 32792
  • $345,000
  • 2Bd
  • 2Ba
  • 1,225 Sq Ft
SOLD
413 Balmoral Rd, Winter Park, FL 32789
  • $1,375,000
  • 3Bd
  • 3Ba
  • 3,845 Sq Ft
SOLD
1737 Indiana Ave, Winter Park, FL 32789
  • $1,249,000
  • 4Bd
  • 4Ba
  • 2,984 Sq Ft
SOLD
1443 Hibiscus Ave, Winter Park, FL 32789
  • $800,000
  • 3Bd
  • 3Ba
  • 1,994 Sq Ft
SOLD
4860 N Orange Ave, Winter Park, FL 32792
  • $470,000
  • 3Bd
  • 2Ba
  • 1,828 Sq Ft
SOLD
2484 Firstlight Way, Winter Park, FL 32792
  • $430,000
  • 3Bd
  • 3Ba
  • 1,755 Sq Ft
SOLD
1132 Valley Creek Run, Winter Park, FL 32792
  • $650,000
  • 4Bd
  • 3Ba
  • 2,665 Sq Ft
SOLD
3649 Hedgewood Dr, Winter Park, FL 32792
  • $390,000
  • 3Bd
  • 2Ba
  • 1,313 Sq Ft
SOLD
2239 Marsh Sedge Ln, Winter Park, FL 32792
  • $825,000
  • 4Bd
  • 3Ba
  • 2,192 Sq Ft
SOLD
700 Melrose Ave #K3, Winter Park, FL 32789
  • $265,000
  • 2Bd
  • 2Ba
  • 1,074 Sq Ft
SOLD
8097 Pleasant Pine Cir, Winter Park, FL 32792
  • $555,000
  • 4Bd
  • 2Ba
  • 2,003 Sq Ft
SOLD
668 Grenadine Ct, Winter Park, FL 32792
  • $264,000
  • 3Bd
  • 2Ba
  • 1,350 Sq Ft
SOLD
2,501 - 2,550 of 2,742 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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