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Winter Park Real Estate & Winter Park, FL Homes For Sale | Page 4

484 Homes
 
120 Longbranch Rd, Winter Park, FL 32792
  • $860,000
  • 5Bd
  • 4Ba
  • 3,284 Sq Ft
1256 Melissa Ct, Winter Park, FL 32789
  • $660,000
  • 3Bd
  • 3Ba
  • 1,690 Sq Ft
311 E Morse Blvd #4-5, Winter Park, FL 32789
  • $975,000
  • 2Bd
  • 2Ba
  • 1,763 Sq Ft
$75K
250 Carolina Ave #205, Winter Park, FL 32789
  • $739,000
  • 2Bd
  • 2Ba
  • 1,311 Sq Ft
2641 Carvell Ct, Winter Park, FL 32792
  • $550,000
  • 4Bd
  • 2Ba
  • 2,126 Sq Ft
$25K
7468 Canford Ct #24, Winter Park, FL 32792
  • $184,900
  • 2Bd
  • 2Ba
  • 1,365 Sq Ft
$5K
1905 Bonanza Ct, Winter Park, FL 32792
  • $520,000
  • 4Bd
  • 2Ba
  • 1,774 Sq Ft
2183 Crandon Ave, Winter Park, FL 32789
  • $489,000
  • 4Bd
  • 2Ba
  • 1,200 Sq Ft
$10K
2286 Marsh Sedge Ln, Winter Park, FL 32792
  • $770,000
  • 4Bd
  • 3Ba
  • 2,192 Sq Ft
648 Worthington Dr, Winter Park, FL 32789
  • $2,700,000
  • 5Bd
  • 5Ba
  • 3,588 Sq Ft
1955 Eland Ave, Winter Park, FL 32789
  • $410,000
  • 3Bd
  • 2Ba
  • 1,494 Sq Ft
$15K
2627 Ambergate Rd, Winter Park, FL 32792
  • $575,000
  • 4Bd
  • 3Ba
  • 1,745 Sq Ft
7384 Grand Ave, Winter Park, FL 32792
  • $425,000
  • 3Bd
  • 2Ba
  • 1,162 Sq Ft
$25K
1250 S Denning Dr UNIT 233, Winter Park, FL 32789
  • $245,000
  • 2Bd
  • 2Ba
  • 913 Sq Ft
2343 Versailles Ave, Winter Park, FL 32789
  • $1,750,000
  • 4Bd
  • 4Ba
  • 3,307 Sq Ft
$115K
1652 Berkshire Ave, Winter Park, FL 32789
  • $479,000
  • 3Bd
  • 2Ba
  • 1,498 Sq Ft
$20K
620 Virginia Dr, Winter Park, FL 32789
  • $3,890,000
  • 6Bd
  • 5Ba
  • 4,677 Sq Ft
2477 Tahoe Cir #2477, Winter Park, FL 32792
  • $254,000
  • 2Bd
  • 2Ba
  • 1,316 Sq Ft
5588 Garden Grove Cir, Winter Park, FL 32792
  • $395,000
  • 3Bd
  • 2Ba
  • 1,310 Sq Ft
$5K
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
  • $4,650,000
  • 5Bd
  • 6Ba
  • 4,827 Sq Ft
283 Sandlewood Trl #3, Winter Park, FL 32789
  • $285,000
  • 2Bd
  • 3Ba
  • 960 Sq Ft
1420 Aloma Ave, Winter Park, FL 32789
  • $1,949,500
  • 3Bd
  • 4Ba
  • 2,422 Sq Ft
$240K
1840 Bryan Ave, Winter Park, FL 32789
  • $1,725,000
  • 4Bd
  • 4Ba
  • 3,727 Sq Ft
1695 Lee Rd #D107, Winter Park, FL 32789
  • $180,000
  • 1Bd
  • 1Ba
  • 638 Sq Ft
1122 Wildmeadow Run, Winter Park, FL 32792
  • $665,000
  • 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
5210 Lazy Oaks Dr, Winter Park, FL 32792
  • $279,900
  • 2Bd
  • 3Ba
  • 1,236 Sq Ft
$5K
2017 Canny Cv, Winter Park, FL 32792
  • $389,900
  • 3Bd
  • 3Ba
  • 1,907 Sq Ft
$10K
669 W Comstock Ave, Winter Park, FL 32789
  • $210,000
  • 0.05 Acre
$39K
2667 Cochise Trl, Winter Park, FL 32789
  • $985,000
  • 4Bd
  • 3Ba
  • 2,868 Sq Ft
$15K
1695 Lee Rd #A101, Winter Park, FL 32789
  • $154,900
  • 3Bd
  • 2Ba
  • 1,149 Sq Ft
525 S Lakemont Ave, Winter Park, FL 32792
  • $1,999,990
  • 4Bd
  • 4Ba
  • 3,330 Sq Ft
$100K
1871 Bryan Ave, Winter Park, FL 32789
  • $625,000
  • 3Bd
  • 2Ba
  • 1,232 Sq Ft
1000 S Semoran Blvd #302, Winter Park, FL 32792
  • $105,000
  • 1Bd
  • 1Ba
  • 796 Sq Ft
$5K
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
  • $3,895,000
  • 3Bd
  • 5Ba
  • 3,878 Sq Ft
1840 Laurel Rd, Winter Park, FL 32789
  • $2,299,000
  • 5Bd
  • 5Ba
  • 2,868 Sq Ft
$70K
2525 Lafayette Ave, Winter Park, FL 32789
  • $1,749,000
  • 4Bd
  • 4Ba
  • 2,715 Sq Ft
3740 Hawthorne Ln, Winter Park, FL 32792
  • $435,000
  • 3Bd
  • 2Ba
  • 1,645 Sq Ft
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
  • $1,419,900
  • 4Bd
  • 4Ba
  • 2,984 Sq Ft
5409 Albert Dr, Winter Park, FL 32792
  • $410,000
  • 3Bd
  • 2Ba
  • 1,483 Sq Ft
$10K
151 - 200 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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