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Winter Park Real Estate & Winter Park, FL Homes For Sale | Page 5

440 Homes
 
7605 Aloma Pines Ct, Winter Park, FL 32792
  • $349,000
  • 3Bd
  • 3Ba
  • 1,872 Sq Ft
$10K
900 Carver St, Winter Park, FL 32789
  • $659,000
  • 3Bd
  • 3Ba
  • 1,794 Sq Ft
$5K
623 Grenadine Ct #623, Winter Park, FL 32792
  • $189,900
  • 2Bd
  • 2Ba
  • 1,037 Sq Ft
Open SUN 01-3
1621 Chestnut Ave, Winter Park, FL 32789
  • $799,000
  • 3Bd
  • 3Ba
  • 2,022 Sq Ft
Open SUN 2-4
720 Pansy Ave, Winter Park, FL 32789
  • $1,295,000
  • 3Bd
  • 4Ba
  • 2,191 Sq Ft
$55K
1133 Bella Lago Cv, Winter Park, FL 32792
  • $1,999,900
  • 6.64 Acre
$100K
1660 Gladiolas Dr, Winter Park, FL 32792
  • $469,900
  • 3Bd
  • 2Ba
  • 2,047 Sq Ft
$10K
2857 Clever Ln, Winter Park, FL 32792
  • $394,500
  • 3Bd
  • 3Ba
  • 1,782 Sq Ft
$4.49K
1278 S Pennsylvania Ave #13, Winter Park, FL 32789
  • $799,000
  • 3Bd
  • 3Ba
  • 1,957 Sq Ft
1287 Verdant Glade Pl, Winter Park, FL 32792
  • $735,000
  • 4Bd
  • 4Ba
  • 3,020 Sq Ft
$10K
120 Longbranch Rd, Winter Park, FL 32792
  • $860,000
  • 5Bd
  • 4Ba
  • 3,284 Sq Ft
Open SUN 09-7
311 E Morse Blvd #4-5, Winter Park, FL 32789
  • $850,000
  • 2Bd
  • 2Ba
  • 1,763 Sq Ft
$45K
2641 Carvell Ct, Winter Park, FL 32792
  • $525,000
  • 4Bd
  • 2Ba
  • 2,126 Sq Ft
$25K
2183 Crandon Ave, Winter Park, FL 32789
  • $469,000
  • 4Bd
  • 2Ba
  • 1,200 Sq Ft
$20K
648 Worthington Dr, Winter Park, FL 32789
  • $2,700,000
  • 5Bd
  • 5Ba
  • 3,588 Sq Ft
1955 Eland Ave, Winter Park, FL 32789
  • $394,900
  • 3Bd
  • 2Ba
  • 1,494 Sq Ft
$10.1K
2627 Ambergate Rd, Winter Park, FL 32792
  • $530,000
  • 4Bd
  • 3Ba
  • 1,745 Sq Ft
$45K
1250 S Denning Dr UNIT 233, Winter Park, FL 32789
  • $242,500
  • 2Bd
  • 2Ba
  • 913 Sq Ft
$2.5K
2343 Versailles Ave, Winter Park, FL 32789
  • $1,675,000
  • 4Bd
  • 4Ba
  • 3,307 Sq Ft
Open SUN 12-2
620 Virginia Dr, Winter Park, FL 32789
  • $3,890,000
  • 6Bd
  • 5Ba
  • 4,677 Sq Ft
2477 Tahoe Cir #2477, Winter Park, FL 32792
  • $247,000
  • 2Bd
  • 2Ba
  • 1,316 Sq Ft
$7K
2308 Mulbry Dr, Winter Park, FL 32789
  • $1,699,000
  • 4Bd
  • 4Ba
  • 2,530 Sq Ft
2407 Lafayette Ave, Winter Park, FL 32789
  • $1,625,000
  • 5Bd
  • 5Ba
  • 3,133 Sq Ft
857 Brock St, Winter Park, FL 32789
  • $4,350,000
  • 5Bd
  • 6Ba
  • 4,827 Sq Ft
$300K
283 Sandlewood Trl #3, Winter Park, FL 32789
  • $279,000
  • 2Bd
  • 3Ba
  • 960 Sq Ft
$6K
1695 Lee Rd #D107, Winter Park, FL 32789
  • $180,000
  • 1Bd
  • 1Ba
  • 638 Sq Ft
1122 Wildmeadow Run, Winter Park, FL 32792
  • $650,000
  • 4Bd
  • 3Ba
  • 1,770 Sq Ft
$10K
7413 Belle River Ct #3, Winter Park, FL 32792
  • $214,900
  • 3Bd
  • 3Ba
  • 1,151 Sq Ft
$5K
1071 Aragon Ave, Winter Park, FL 32789
  • $575,000
  • 2Bd
  • 3Ba
  • 1,851 Sq Ft
4026 Tenita Dr, Winter Park, FL 32792
  • $599,000
  • 3Bd
  • 2Ba
  • 2,031 Sq Ft
5316 Halyard Ct, Winter Park, FL 32792
  • $495,000
  • 3Bd
  • 2Ba
  • 1,380 Sq Ft
2017 Canny Cv, Winter Park, FL 32792
  • $369,999
  • 3Bd
  • 3Ba
  • 1,907 Sq Ft
$9.99K
669 W Comstock Ave, Winter Park, FL 32789
  • $210,000
  • 0.05 Acre
$39K
351 Starling Rd, Winter Park, FL 32789
  • $489,900
  • 3Bd
  • 2Ba
  • 1,979 Sq Ft
$10K
1000 S Semoran Blvd #302, Winter Park, FL 32792
  • $97,000
  • 1Bd
  • 1Ba
  • 796 Sq Ft
$8K
1061 Aragon Ave #1061, Winter Park, FL 32789
  • $510,000
  • 3Bd
  • 3Ba
  • 1,669 Sq Ft
125 S Interlachen Ave #1, Winter Park, FL 32789
  • $3,645,000
  • 3Bd
  • 5Ba
  • 3,878 Sq Ft
$50K
3740 Hawthorne Ln, Winter Park, FL 32792
  • $430,000
  • 3Bd
  • 2Ba
  • 1,645 Sq Ft
$5K
2475 Tahoe Cir, Winter Park, FL 32792
  • $268,000
  • 2Bd
  • 2Ba
  • 1,295 Sq Ft
$10K
5427 Peaco Pl, Winter Park, FL 32792
  • $550,000
  • 5Bd
  • 4Ba
  • 1,974 Sq Ft
$100K
1886 Clematis Ln, Winter Park, FL 32792
  • $425,000
  • 3Bd
  • 2Ba
  • 1,238 Sq Ft
1000 S Semoran Blvd #305, Winter Park, FL 32792
  • $115,000
  • 1Bd
  • 1Ba
  • 735 Sq Ft
$14K
1546 Miller Ave, Winter Park, FL 32789
  • $1,429,900
  • 4Bd
  • 4Ba
  • 2,984 Sq Ft
Open SUN 11-12
5409 Albert Dr, Winter Park, FL 32792
  • $395,000
  • 3Bd
  • 2Ba
  • 1,483 Sq Ft
$5K
3562 Bougainvillea Dr, Winter Park, FL 32792
  • $334,000
  • 3Bd
  • 2Ba
  • 1,149 Sq Ft
$5K
2703 Tierra Cir, Winter Park, FL 32792
  • $449,000
  • 3Bd
  • 2Ba
  • 1,737 Sq Ft
Open SUN 1-4
2033 Canny Cv, Winter Park, FL 32792
  • $389,000
  • 3Bd
  • 3Ba
  • 1,907 Sq Ft
$10K
901 Harmon Ave, Winter Park, FL 32789
  • $650,000
  • 2Bd
  • 2Ba
  • 1,277 Sq Ft
281 Brewer Ave, Winter Park, FL 32789
  • $1,800,000
  • 5Bd
  • 5Ba
  • 4,029 Sq Ft
1927 S Lakemont Ave, Winter Park, FL 32792
  • $915,000
  • 3Bd
  • 4Ba
  • 2,093 Sq Ft
Open SUN 12-2
201 - 250 of 440 Homes for sale 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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