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Homes Under $450K Price For Sale in Winter Park, FL | Page 2

163 Homes
 
2349 Shadowland Loop, Winter Park, FL 32792
  • $425,000
  • 3Bd
  • 3Ba
  • 1,755 Sq Ft
7506 Cranes Creek Ct #30, Winter Park, FL 32792
  • $365,000
  • 3Bd
  • 3Ba
  • 1,861 Sq Ft
7530 Cranes Creek Ct, Winter Park, FL 32792
  • $308,900
  • 3Bd
  • 3Ba
  • 1,545 Sq Ft
$1K
2657 Exuma Way, Winter Park, FL 32792
  • $285,000
  • 3Bd
  • 2Ba
  • 1,467 Sq Ft
5108 Lazy Oaks Dr #5108, Winter Park, FL 32792
  • $255,000
  • 2Bd
  • 2Ba
  • 1,008 Sq Ft
$14K
151 N Orlando Ave #242, Winter Park, FL 32789
  • $269,000
  • 2Bd
  • 1Ba
  • 710 Sq Ft
3302 Royal St, Winter Park, FL 32792
  • $269,900
  • 3Bd
  • 2Ba
  • 1,197 Sq Ft
$5K
222 Lewfield Cir, Winter Park, FL 32792
  • $189,900
  • 2Bd
  • 2Ba
  • 953 Sq Ft
2181 Linden Rd, Winter Park, FL 32792
  • $419,990
  • 5Bd
  • 3Ba
  • 1,442 Sq Ft
$30K
7605 Aloma Pines Ct, Winter Park, FL 32792
  • $349,000
  • 3Bd
  • 3Ba
  • 1,872 Sq Ft
$10K
285 Lewfield Cir #285, Winter Park, FL 32792
  • $147,000
  • 1Bd
  • 1Ba
  • 678 Sq Ft
623 Grenadine Ct #623, Winter Park, FL 32792
  • $194,900
  • 2Bd
  • 2Ba
  • 1,037 Sq Ft
$5K
2857 Clever Ln, Winter Park, FL 32792
  • $398,995
  • 3Bd
  • 3Ba
  • 1,782 Sq Ft
$1K
1842 Puritan Ave, Winter Park, FL 32792
  • $419,000
  • 4Bd
  • 2Ba
  • 1,836 Sq Ft
1955 Eland Ave, Winter Park, FL 32789
  • $405,000
  • 3Bd
  • 2Ba
  • 1,494 Sq Ft
$5K
7384 Grand Ave, Winter Park, FL 32792
  • $415,000
  • 3Bd
  • 2Ba
  • 1,162 Sq Ft
$10K
1250 S Denning Dr UNIT 233, Winter Park, FL 32789
  • $242,500
  • 2Bd
  • 2Ba
  • 913 Sq Ft
$2.5K
1652 Berkshire Ave, Winter Park, FL 32789
  • $449,000
  • 3Bd
  • 2Ba
  • 1,498 Sq Ft
$30K
2477 Tahoe Cir #2477, Winter Park, FL 32792
  • $247,000
  • 2Bd
  • 2Ba
  • 1,316 Sq Ft
$7K
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
7413 Belle River Ct #3, Winter Park, FL 32792
  • $214,900
  • 3Bd
  • 3Ba
  • 1,151 Sq Ft
$5K
5210 Lazy Oaks Dr, Winter Park, FL 32792
  • $274,900
  • 2Bd
  • 3Ba
  • 1,236 Sq Ft
$5K
2017 Canny Cv, Winter Park, FL 32792
  • $379,998
  • 3Bd
  • 3Ba
  • 1,907 Sq Ft
$9.9K
669 W Comstock Ave, Winter Park, FL 32789
  • $210,000
  • 0.05 Acre
$39K
1000 S Semoran Blvd #302, Winter Park, FL 32792
  • $105,000
  • 1Bd
  • 1Ba
  • 796 Sq Ft
$5K
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
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
5409 Albert Dr, Winter Park, FL 32792
  • $405,000
  • 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
$15K
2033 Canny Cv, Winter Park, FL 32792
  • $389,000
  • 3Bd
  • 3Ba
  • 1,907 Sq Ft
$10K
2568 Lotafun Ave, Winter Park, FL 32789
  • $395,000
  • 3Bd
  • 2Ba
  • 1,201 Sq Ft
$10K
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
885 Carnation Dr, Winter Park, FL 32792
  • $368,000
  • 4Bd
  • 2Ba
  • 1,240 Sq Ft
$7K
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
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
1000 S Semoran Blvd #404, Winter Park, FL 32792
  • $138,000
  • 1Bd
  • 1Ba
  • 776 Sq Ft
$10K
1000 S Semoran Blvd #306, Winter Park, FL 32792
  • $138,000
  • 1Bd
  • 1Ba
  • 796 Sq Ft
$10K
7488 Whisperwood Dr #28, Winter Park, FL 32792
  • $210,000
  • 2Bd
  • 3Ba
  • 1,578 Sq Ft
$11K
1564 Lawndale Cir, Winter Park, FL 32792
  • $424,900
  • 4Bd
  • 3Ba
  • 1,980 Sq Ft
$25.1K
2712 Tortoise Cv, Winter Park, FL 32792
  • $230,000
  • 2Bd
  • 1Ba
  • 924 Sq Ft
$5K
51 - 100 of 163 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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