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Winter Park Real Estate & Winter Park, FL Homes For Sale | Page 6

484 Homes
 
101 S New York Ave #311, Winter Park, FL 32789
  • $1,775,000
  • 3Bd
  • 4Ba
  • 3,112 Sq Ft
$74.9K
1605 Puritan Ave, Winter Park, FL 32792
  • $379,000
  • 3Bd
  • 2Ba
  • 1,285 Sq Ft
$10K
2008 Houndslake Dr, Winter Park, FL 32792
  • $475,000
  • 4Bd
  • 2Ba
  • 2,250 Sq Ft
$15K
437 N Capen Ave, Winter Park, FL 32789
  • $849,000
  • 3Bd
  • 3Ba
  • 1,904 Sq Ft
1316 Blue Stem Ln, Winter Park, FL 32792
  • $725,000
  • 4Bd
  • 3Ba
  • 2,196 Sq Ft
1836 Whitehall Dr, Winter Park, FL 32789
  • $2,995,000
  • 5Bd
  • 7Ba
  • 4,168 Sq Ft
$250K
8433 Commander Cv, Winter Park, FL 32792
  • $455,000
  • 4Bd
  • 3Ba
  • 1,903 Sq Ft
$20K
1113 Via Del Mar, Winter Park, FL 32789
  • $1,595,000
  • 0.41 Acre
1535 Lawndale Cir, Winter Park, FL 32792
  • $420,000
  • 3Bd
  • 2Ba
  • 1,676 Sq Ft
$5K
1265 Arlington Pl, Winter Park, FL 32789
  • $810,000
  • 3Bd
  • 4Ba
  • 2,030 Sq Ft
$39.9K
240 N Phelps Ave, Winter Park, FL 32789
  • $2,050,000
  • 5Bd
  • 5Ba
  • 2,889 Sq Ft
Open SUN 2-4
231 Chelton Cir, Winter Park, FL 32789
  • $4,700,000
  • 4Bd
  • 7Ba
  • 5,550 Sq Ft
$250K
2500 Lee Rd #104, Winter Park, FL 32789
  • $242,400
  • 2Bd
  • 2Ba
  • 956 Sq Ft
$7.5K
151 N Orlando Ave #142, Winter Park, FL 32789
  • $199,900
  • 1Bd
  • 1Ba
  • 582 Sq Ft
2500 Lee Rd #220, Winter Park, FL 32789
  • $199,900
  • 2Bd
  • 1Ba
  • 851 Sq Ft
1473 Berkshire Ave, Winter Park, FL 32789
  • $1,369,000
  • 5Bd
  • 4Ba
  • 2,446 Sq Ft
$30K
2715 Prince John Rd, Winter Park, FL 32792
  • $494,900
  • 3Bd
  • 2Ba
  • 1,565 Sq Ft
$4K
2831 Mulford Ave, Winter Park, FL 32789
  • $655,000
  • 4Bd
  • 3Ba
  • 1,647 Sq Ft
$20K
413 W Morse Blvd, Winter Park, FL 32789
  • $2,625,000
  • 3Bd
  • 4Ba
  • 3,048 Sq Ft
$70K
2240 Venetian Way, Winter Park, FL 32789
  • $3,500,000
  • 4Bd
  • 4Ba
  • 4,036 Sq Ft
5503 Albert Dr, Winter Park, FL 32792
  • $399,900
  • 3Bd
  • 2Ba
  • 1,366 Sq Ft
$90
1250 Formosa Ave, Winter Park, FL 32789
  • $535,000
  • 3Bd
  • 4Ba
  • 1,937 Sq Ft
$15K
2054 Eastbrook Blvd, Winter Park, FL 32792
  • $500,000
  • 4Bd
  • 3Ba
  • 2,031 Sq Ft
715 S Ranger Blvd, Winter Park, FL 32792
  • $695,000
  • 4Bd
  • 3Ba
  • 2,312 Sq Ft
641 Northwood Cir, Winter Park, FL 32789
  • $1,499,000
  • 3Bd
  • 5Ba
  • 2,756 Sq Ft
Open SAT 1-3
860 N Denning Dr, Winter Park, FL 32789
  • $649,900
  • 3Bd
  • 3Ba
  • 1,411 Sq Ft
$25K
338 Blue Heron Dr, Winter Park, FL 32789
  • $836,000
  • 3Bd
  • 3Ba
  • 2,017 Sq Ft
Open SAT 1-3
1404 Border Dr, Winter Park, FL 32789
  • $1,075,000
  • 4Bd
  • 4Ba
  • 2,469 Sq Ft
$25K
1320 Gladiolas Dr, Winter Park, FL 32792
  • $469,900
  • 4Bd
  • 2Ba
  • 1,624 Sq Ft
$4.1K
1571 Woodland Ave, Winter Park, FL 32789
  • $6,000,000
  • 5Bd
  • 8Ba
  • 7,397 Sq Ft
1581 Magnolia Ave, Winter Park, FL 32789
  • $1,425,000
  • 4Bd
  • 4Ba
  • 2,642 Sq Ft
$40K
946 Enclave Pl, Winter Park, FL 32792
  • $2,375,000
  • 5Bd
  • 5Ba
  • 3,989 Sq Ft
$200K
723 Symonds Ave, Winter Park, FL 32789
  • $1,700,000
  • 4Bd
  • 4Ba
  • 3,065 Sq Ft
$100K
2418 Euston Rd, Winter Park, FL 32789
  • $624,444
  • 3Bd
  • 3Ba
  • 2,228 Sq Ft
$33.3K
1448 Lake Florence Way, Winter Park, FL 32792
  • $1,049,900
  • 5Bd
  • 5Ba
  • 3,652 Sq Ft
$50K
125 S Interlachen Ave #2, Winter Park, FL 32789
  • $3,150,000
  • 3Bd
  • 5Ba
  • 3,244 Sq Ft
$155K
1946 Strathaven Rd, Winter Park, FL 32792
  • $599,000
  • 4Bd
  • 3Ba
  • 2,102 Sq Ft
$26K
1841 Lake Spier Dr, Winter Park, FL 32789
  • $1,498,000
  • 3Bd
  • 4Ba
  • 2,467 Sq Ft
$97K
193 Lewfield Cir, Winter Park, FL 32792
  • $248,900
  • 2Bd
  • 3Ba
  • 1,300 Sq Ft
7522 Aloma Pines Ct, Winter Park, FL 32792
  • $375,000
  • 3Bd
  • 3Ba
  • 1,872 Sq Ft
700 Melrose Ave #J24, Winter Park, FL 32789
  • $350,000
  • 1Bd
  • 1Ba
  • 987 Sq Ft
$20K
616 Brechin Dr, Winter Park, FL 32792
  • $999,000
  • 4Bd
  • 5Ba
  • 2,638 Sq Ft
$46K
300 Carolina Ave #402C, Winter Park, FL 32789
  • $710,000
  • 3Bd
  • 2Ba
  • 1,350 Sq Ft
$40K
269 E Canton Ave #269, Winter Park, FL 32789
  • $989,500
  • 1Bd
  • 2Ba
  • 1,109 Sq Ft
Open SUN 1-3
2923 Antique Oaks Cir #34, Winter Park, FL 32792
  • $180,000
  • 2Bd
  • 2Ba
  • 1,105 Sq Ft
$10K
2512 Eastbrook Blvd, Winter Park, FL 32792
  • $390,000
  • 4Bd
  • 2Ba
  • 1,607 Sq Ft
926 Enclave Pl, Winter Park, FL 32792
  • $2,475,000
  • 5Bd
  • 5Ba
  • 4,150 Sq Ft
$240K
938 Enclave Pl, Winter Park, FL 32792
  • $2,300,000
  • 5Bd
  • 5Ba
  • 3,865 Sq Ft
$201K
1627 Mizell Ave, Winter Park, FL 32789
  • $3,300,000
  • 5Bd
  • 6Ba
  • 3,421 Sq Ft
1995 Canny Cv, Winter Park, FL 32792
  • $399,000
  • 3Bd
  • 3Ba
  • 1,907 Sq Ft
$6K
251 - 300 of 484 Homes for sale 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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