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Winter Park Real Estate & Winter Park, FL Homes For Sale | Page 7

485 Homes
 
1995 Canny Cv, Winter Park, FL 32792
  • $399,000
  • 3Bd
  • 3Ba
  • 1,907 Sq Ft
$6K
1092 Eastbrook Blvd, Winter Park, FL 32792
  • $390,000
  • 3Bd
  • 2Ba
  • 1,122 Sq Ft
$9K
930 Enclave Pl, Winter Park, FL 32792
  • $2,275,000
  • 5Bd
  • 5Ba
  • 3,813 Sq Ft
$225K
Undisclosed, Winter Park, FL 32789
  • $1,249,900
  • 4Bd
  • 4Ba
  • 2,936 Sq Ft
1600 S Pennsylvania Ave, Winter Park, FL 32789
  • $1,150,000
  • 3Bd
  • 2Ba
  • 2,158 Sq Ft
$50K
3243 Forest Oaks Ct #117, Winter Park, FL 32792
  • $172,000
  • 2Bd
  • 2Ba
  • 990 Sq Ft
$3K
408 Holt Ave, Winter Park, FL 32789
  • $745,000
  • 2Bd
  • 3Ba
  • 1,440 Sq Ft
7327 Forest Hill Ct #223, Winter Park, FL 32792
  • $175,000
  • 2Bd
  • 3Ba
  • 1,031 Sq Ft
$5K
1864 Grinnell Ter, Winter Park, FL 32789
  • $1,599,000
  • 5Bd
  • 4Ba
  • 3,028 Sq Ft
450 Lakewood Dr, Winter Park, FL 32789
  • $2,500,000
  • 5Bd
  • 6Ba
  • 4,572 Sq Ft
525 Ololu Dr, Winter Park, FL 32789
  • $490,900
  • 3Bd
  • 3Ba
  • 1,786 Sq Ft
$5K
446 Melrose Ave, Winter Park, FL 32789
  • $1,525,000
  • 4Bd
  • 2Ba
  • 2,640 Sq Ft
$70K
726720 N Pennsylvania Ave, Winter Park, FL 32789
  • $1,185,999
  • 6Bd
  • 4Ba
  • 2,282 Sq Ft
3440 Allston Ln, Winter Park, FL 32792
  • $405,000
  • 3Bd
  • 3Ba
  • 1,533 Sq Ft
$15K
7641 Village Green Dr, Winter Park, FL 32792
  • $539,000
  • 3Bd
  • 3Ba
  • 1,602 Sq Ft
$10K
811 Overspin Dr, Winter Park, FL 32789
  • $329,000
  • 2Bd
  • 1Ba
  • 749 Sq Ft
$20K
7454 Wynnewood Sq #188, Winter Park, FL 32792
  • $229,000
  • 3Bd
  • 3Ba
  • 1,151 Sq Ft
1441 Cardinal Ct, Winter Park, FL 32789
  • $3,995,000
  • 4Bd
  • 6Ba
  • 4,066 Sq Ft
$290K
5143 Lazy Oaks Dr #5143, Winter Park, FL 32792
  • $275,000
  • 2Bd
  • 2Ba
  • 1,008 Sq Ft
$5K
102 Bell Pl, Winter Park, FL 32792
  • $1,299,000
  • 4Bd
  • 4Ba
  • 2,459 Sq Ft
$50K
3021 Aaron Burr Ave #3, Winter Park, FL 32792
  • $140,000
  • 2Bd
  • 3Ba
  • 1,090 Sq Ft
950 Hanover Ave, Winter Park, FL 32789
  • $439,000
  • 3Bd
  • 2Ba
  • 1,606 Sq Ft
$21K
2702 Parkland Dr, Winter Park, FL 32789
  • $1,049,000
  • 5Bd
  • 3Ba
  • 2,656 Sq Ft
$50K
2600 Euston Rd, Winter Park, FL 32789
  • $630,000
  • 6Bd
  • 3Ba
  • 3,145 Sq Ft
1881 Lake Spier Dr, Winter Park, FL 32789
  • $1,350,000
  • 1.07 Acre
1695 Lee Rd #D211, Winter Park, FL 32789
  • $102,500
  • 2Bd
  • 1Ba
  • 881 Sq Ft
$4.5K
1369 Blue Stem Ln, Winter Park, FL 32792
  • $775,000
  • 4Bd
  • 4Ba
  • 2,589 Sq Ft
$24K
7393 Grand Ave, Winter Park, FL 32792
  • $325,000
  • 3Bd
  • 2Ba
  • 1,518 Sq Ft
$125K
1870 Staunton Ave, Winter Park, FL 32789
  • $1,250,000
  • 4Bd
  • 4Ba
  • 2,525 Sq Ft
621 Huntington Ave, Winter Park, FL 32789
  • $1,770,000
  • 3Bd
  • 4Ba
  • 2,399 Sq Ft
$25K
1090 Wildmeadow Run, Winter Park, FL 32792
  • $835,000
  • 4Bd
  • 4Ba
  • 2,589 Sq Ft
$10K
1131 Wildmeadow Run, Winter Park, FL 32792
  • $825,000
  • 4Bd
  • 4Ba
  • 2,589 Sq Ft
1570 Palmer Ave, Winter Park, FL 32789
  • $1,595,000
  • 4Bd
  • 4Ba
  • 3,048 Sq Ft
$45K
541 W Canton Ave, Winter Park, FL 32789
  • $2,495,000
  • 4Bd
  • 4Ba
  • 3,553 Sq Ft
$155K
1750 Carollee Ln, Winter Park, FL 32789
  • $1,750,000
  • 4Bd
  • 4Ba
  • 3,249 Sq Ft
$30K
901 Enclave Pl, Winter Park, FL 32792
  • $1,550,000
  • 4Bd
  • 4Ba
  • 2,738 Sq Ft
$55K
905 Enclave Pl, Winter Park, FL 32792
  • $1,550,000
  • 4Bd
  • 4Ba
  • 2,756 Sq Ft
$55K
914 Enclave Pl, Winter Park, FL 32792
  • $2,070,000
  • 5Bd
  • 5Ba
  • 3,617 Sq Ft
$175K
7300 Daniel Webster Dr #M7, Winter Park, FL 32792
  • $159,000
  • 2Bd
  • 3Ba
  • 1,108 Sq Ft
$6K
3027 Aaron Burr Ave #L1, Winter Park, FL 32792
  • $159,000
  • 2Bd
  • 3Ba
  • 1,090 Sq Ft
$6K
1903 N Park Ave, Winter Park, FL 32789
  • $1,649,000
  • 4Bd
  • 4Ba
  • 2,807 Sq Ft
$26K
501 Heritage Blvd, Winter Park, FL 32792
  • $419,000
  • 4Bd
  • 2Ba
  • 1,376 Sq Ft
$7K
lot Apt 21 Karolina Ave, Winter Park, FL 32789
  • $918,000
  • 4Bd
  • 3Ba
  • 2,662 Sq Ft
$26.8K
1581 Forest Ave, Winter Park, FL 32789
  • $3,275,000
  • 4Bd
  • 6Ba
  • 4,683 Sq Ft
$118K
2918 Antique Oaks Cir #25, Winter Park, FL 32792
  • $189,000
  • 2Bd
  • 2Ba
  • 1,018 Sq Ft
1354 Indiana Ave, Winter Park, FL 32789
  • $574,900
  • 3Bd
  • 2Ba
  • 1,269 Sq Ft
$15K
2708 Lion Heart Rd, Winter Park, FL 32792
  • $614,500
  • 3Bd
  • 2Ba
  • 1,785 Sq Ft
$500
1260 Alabama Dr, Winter Park, FL 32789
  • $6,900,000
  • 6Bd
  • 7Ba
  • 6,396 Sq Ft
1927 Eland Ave, Winter Park, FL 32789
  • $799,000
  • 5Bd
  • 3Ba
  • 2,242 Sq Ft
Open SAT 11-2
1521 Heron Wood Pl, Winter Park, FL 32792
  • $829,500
  • 4Bd
  • 2Ba
  • 3,950 Sq Ft
$30.5K
301 - 350 of 485 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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