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Homes Recently Sold in Winter Park, FL | Page 23

2,746 Homes
 
141 Oakwood Way, Winter Park, FL 32789
  • $1,950,000
  • 5Bd
  • 4Ba
  • 3,909 Sq Ft
SOLD
3651 N Goldenrod Rd #B107, Winter Park, FL 32792
  • $155,000
  • 2Bd
  • 2Ba
  • 840 Sq Ft
SOLD
627 Darcey Dr, Winter Park, FL 32792
  • $749,000
  • 4Bd
  • 2Ba
  • 2,509 Sq Ft
SOLD
7336 Daniel Webster Dr #9, Winter Park, FL 32792
  • $115,000
  • 2Bd
  • 3Ba
  • 1,090 Sq Ft
SOLD
195 Sandlewood Trl #2, Winter Park, FL 32789
  • $245,900
  • 3Bd
  • 4Ba
  • 1,132 Sq Ft
SOLD
2433 Whitehall Cir, Winter Park, FL 32792
  • $690,000
  • 3Bd
  • 2Ba
  • 1,841 Sq Ft
SOLD
1422 Via Sangro Pl, Winter Park, FL 32792
  • $1,295,000
  • 6Bd
  • 4Ba
  • 4,161 Sq Ft
SOLD
2812 Bright Bird Ln, Winter Park, FL 32792
  • $423,000
  • 3Bd
  • 3Ba
  • 1,907 Sq Ft
SOLD
7340 Daniel Webster Dr #7, Winter Park, FL 32792
  • $100,000
  • 3Bd
  • 2Ba
  • 1,356 Sq Ft
SOLD
5164 Lazy Oaks Dr, Winter Park, FL 32792
  • $265,000
  • 2Bd
  • 3Ba
  • 1,236 Sq Ft
SOLD
2426 Windward Way, Winter Park, FL 32792
  • $270,000
  • 2Bd
  • 2Ba
  • 932 Sq Ft
SOLD
130 Lewfield Cir #130, Winter Park, FL 32792
  • $142,000
  • 1Bd
  • 1Ba
  • 678 Sq Ft
SOLD
535 N Interlachen Ave #107, Winter Park, FL 32789
  • $412,000
  • 2Bd
  • 2Ba
  • 1,088 Sq Ft
SOLD
1522 Bantam Way, Winter Park, FL 32792
  • $450,000
  • 3Bd
  • 3Ba
  • 2,076 Sq Ft
SOLD
3121 Thistlehill Dr, Winter Park, FL 32792
  • $379,900
  • 3Bd
  • 2Ba
  • 1,503 Sq Ft
SOLD
2739 Amsden Rd, Winter Park, FL 32792
  • $510,000
  • 4Bd
  • 3Ba
  • 1,877 Sq Ft
SOLD
7801 Georgeann St, Winter Park, FL 32792
  • $875,000
  • 3Bd
  • 2Ba
  • 3,158 Sq Ft
SOLD
619 Byron Rd, Winter Park, FL 32792
  • $412,500
  • 3Bd
  • 2Ba
  • 1,349 Sq Ft
SOLD
1985 Japonica Rd, Winter Park, FL 32792
  • $391,250
  • 4Bd
  • 2Ba
  • 2,096 Sq Ft
SOLD
3019 Northwood Blvd, Winter Park, FL 32789
  • $440,000
  • 3Bd
  • 2Ba
  • 1,662 Sq Ft
SOLD
3005 Casselwood St, Winter Park, FL 32792
  • $255,000
  • 3Bd
  • 2Ba
  • 1,080 Sq Ft
SOLD
2244 Brookshire Ave, Winter Park, FL 32792
  • $600,000
  • 3Bd
  • 2Ba
  • 1,464 Sq Ft
SOLD
674 Douglas Ave, Winter Park, FL 32789
  • $489,020
  • 2Bd
  • 2Ba
  • 1,260 Sq Ft
SOLD
2728 Eastern Pkwy, Winter Park, FL 32789
  • $1,277,000
  • 3Bd
  • 4Ba
  • 2,595 Sq Ft
SOLD
7040 Betty St, Winter Park, FL 32792
  • $415,000
  • 3Bd
  • 2Ba
  • 1,639 Sq Ft
SOLD
657 Overspin Dr, Winter Park, FL 32789
  • $343,000
  • 4Bd
  • 2Ba
  • 1,349 Sq Ft
SOLD
2327 Mulbry Dr, Winter Park, FL 32789
  • $493,000
  • 3Bd
  • 2Ba
  • 1,191 Sq Ft
SOLD
765 Via Lugano, Winter Park, FL 32789
  • $4,772,500
  • 4Bd
  • 5Ba
  • 4,319 Sq Ft
SOLD
1500 Mizell Ave, Winter Park, FL 32789
  • $1,300,000
  • 4Bd
  • 3Ba
  • 2,303 Sq Ft
SOLD
955 Minnesota Ave, Winter Park, FL 32789
  • $458,000
  • 3Bd
  • 1Ba
  • 1,349 Sq Ft
SOLD
1921 Japonica Rd, Winter Park, FL 32792
  • $485,000
  • 4Bd
  • 2Ba
  • 2,171 Sq Ft
SOLD
1299 Harding St, Winter Park, FL 32789
  • $1,450,000
  • 6Bd
  • 5Ba
  • 3,784 Sq Ft
SOLD
140 E Morse Blvd #C, Winter Park, FL 32789
  • $2,125,000
  • 2Bd
  • 3Ba
  • 2,450 Sq Ft
SOLD
1891 Lake Spier Dr, Winter Park, FL 32789
  • $2,800,000
  • 5Bd
  • 4Ba
  • 3,932 Sq Ft
SOLD
151 N Orlando Ave #131, Winter Park, FL 32789
  • $385,000
  • 2Bd
  • 1Ba
  • 1,000 Sq Ft
SOLD
1333 Alberta Dr, Winter Park, FL 32789
  • $5,225,000
  • 3Bd
  • 4Ba
  • 3,738 Sq Ft
SOLD
1006 Bradford Dr, Winter Park, FL 32792
  • $430,000
  • 4Bd
  • 2Ba
  • 2,130 Sq Ft
SOLD
3015 Casselwood St, Winter Park, FL 32792
  • $260,000
  • 3Bd
  • 2Ba
  • 1,080 Sq Ft
SOLD
1122 Washington Ave #7, Winter Park, FL 32789
  • $434,000
  • 2Bd
  • 3Ba
  • 1,556 Sq Ft
SOLD
141 S Phelps Ave, Winter Park, FL 32789
  • $3,200,000
  • 6Bd
  • 6Ba
  • 5,878 Sq Ft
SOLD
5418 S Bracken Ct, Winter Park, FL 32792
  • $395,000
  • 3Bd
  • 2Ba
  • 1,301 Sq Ft
SOLD
200 St Andrews Blvd #802, Winter Park, FL 32792
  • $185,000
  • 2Bd
  • 2Ba
  • 987 Sq Ft
SOLD
1117 Park Green Pl, Winter Park, FL 32789
  • $355,000
  • 3Bd
  • 2Ba
  • 1,235 Sq Ft
SOLD
1733 Harmon Ave, Winter Park, FL 32789
  • $1,595,000
  • 5Bd
  • 5Ba
  • 3,267 Sq Ft
SOLD
182 N Phelps Ave, Winter Park, FL 32789
  • $3,450,000
  • 4Bd
  • 5Ba
  • 4,812 Sq Ft
SOLD
1429 Indiana Ave, Winter Park, FL 32789
  • $749,000
  • 3Bd
  • 3Ba
  • 1,939 Sq Ft
SOLD
3247 Forest Oaks Ct #116, Winter Park, FL 32792
  • $198,000
  • 2Bd
  • 3Ba
  • 1,031 Sq Ft
SOLD
2935 Antique Oaks Cir #64, Winter Park, FL 32792
  • $200,000
  • 2Bd
  • 2Ba
  • 1,018 Sq Ft
SOLD
167 Scottsdale Sq #167, Winter Park, FL 32792
  • $65,000
  • 1Bd
  • 1Ba
  • 785 Sq Ft
SOLD
1000 Howell Branch Rd, Winter Park, FL 32789
  • $755,000
  • 0.55 Acre
SOLD
1,101 - 1,150 of 2,746 Homes in Winter Park, FL
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Winter Park, FL real estate market trends

Statistics as of October 2026
$599K
Avg. list price
$346/Sqft
Avg. price/sqft
445
Homes for sale
1,786 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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