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Homes Under $1.9M Price For Sale in Winter Park, FL | Page 4

363 Homes
 
2343 Versailles Ave, Winter Park, FL 32789
  • $1,699,000
  • 4Bd
  • 4Ba
  • 3,307 Sq Ft
$51K
1652 Berkshire Ave, Winter Park, FL 32789
  • $429,000
  • 3Bd
  • 2Ba
  • 1,498 Sq Ft
$20K
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
283 Sandlewood Trl #3, Winter Park, FL 32789
  • $279,000
  • 2Bd
  • 3Ba
  • 960 Sq Ft
$6K
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
  • $660,000
  • 4Bd
  • 3Ba
  • 1,770 Sq Ft
$5K
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
669 W Comstock Ave, Winter Park, FL 32789
  • $210,000
  • 0.05 Acre
$39K
351 Starling Rd, Winter Park, FL 32789
  • $499,900
  • 3Bd
  • 2Ba
  • 1,979 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
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
$10K
5409 Albert Dr, Winter Park, FL 32792
  • $400,000
  • 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 WED 4-7
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
$10K
230 Killarney Dr, Winter Park, FL 32789
  • $1,150,000
  • 4Bd
  • 1Ba
  • 1,260 Sq Ft
$100K
240 Killarney Dr, Winter Park, FL 32789
  • $1,175,000
  • 3Bd
  • 3Ba
  • 1,329 Sq Ft
$100K
1562 Arbor Park Dr, Winter Park, FL 32789
  • $775,000
  • 4Bd
  • 3Ba
  • 1,899 Sq Ft
2526 Passamonte Dr #10F, Winter Park, FL 32792
  • $335,000
  • 3Bd
  • 3Ba
  • 1,790 Sq Ft
7450 Wynnewood Sq #189, Winter Park, FL 32792
  • $170,000
  • 2Bd
  • 3Ba
  • 1,031 Sq Ft
$15K
2487 Harbour Way, Winter Park, FL 32792
  • $250,000
  • 3Bd
  • 3Ba
  • 1,803 Sq Ft
$20K
1401 Aster Ct, Winter Park, FL 32792
  • $399,999
  • 4Bd
  • 2Ba
  • 1,653 Sq Ft
$14.9K
250 Killarney, Winter Park, FL 32789
  • $1,600,000
  • 4Bd
  • 4Ba
  • 2,568 Sq Ft
922 N Pennsylvania Ave, Winter Park, FL 32789
  • $1,795,000
  • 4Bd
  • 4Ba
  • 3,440 Sq Ft
$80K
1418 Lone Feather Trl, Winter Park, FL 32792
  • $699,500
  • 4Bd
  • 3Ba
  • 2,197 Sq Ft
$25.5K
462 W Lyman Ave, Winter Park, FL 32789
  • $1,495,000
  • 3Bd
  • 3Ba
  • 1,944 Sq Ft
$100K
885 Carnation Dr, Winter Park, FL 32792
  • $368,000
  • 4Bd
  • 2Ba
  • 1,240 Sq Ft
$7K
724 Monmouth Way, Winter Park, FL 32792
  • $759,675
  • 5Bd
  • 4Ba
  • 2,832 Sq Ft
$38.3K
777 Halifax Ave, Winter Park, FL 32792
  • $1,449,000
  • 5Bd
  • 5Ba
  • 3,109 Sq Ft
$51K
2450 Grand Teton Cir #2450, Winter Park, FL 32792
  • $250,000
  • 3Bd
  • 2Ba
  • 1,311 Sq Ft
$5K
5184 Lazy Oaks Dr, Winter Park, FL 32792
  • $275,000
  • 2Bd
  • 2Ba
  • 1,008 Sq Ft
$5K
2305 Sun Valley Cir Winter Park #FL 32792, Winter Park, FL 32792
  • $279,900
  • 2Bd
  • 2Ba
  • 1,295 Sq Ft
722 S Ranger Blvd, Winter Park, FL 32792
  • $775,000
  • 4Bd
  • 3Ba
  • 2,164 Sq Ft
$3.99K
2372 Sun Valley Cir #2372, Winter Park, FL 32792
  • $285,000
  • 2Bd
  • 2Ba
  • 1,495 Sq Ft
1000 S Semoran Blvd #408, Winter Park, FL 32792
  • $138,000
  • 1Bd
  • 1Ba
  • 776 Sq Ft
$10K
151 - 200 of 363 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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