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Homes Under $850K Price For Sale in Winter Park, FL | Page 2

290 Homes
 
1660 Orange Ave, Winter Park, FL 32789
  • $479,900
  • 3Bd
  • 2Ba
  • 1,614 Sq Ft
2818 Ambergate Rd, Winter Park, FL 32792
  • $429,900
  • 3Bd
  • 2Ba
  • 1,398 Sq Ft
192 Balfour Dr #2, Winter Park, FL 32792
  • $319,000
  • 2Bd
  • 2Ba
  • 1,287 Sq Ft
7348 Grand Ave, Winter Park, FL 32792
  • $285,000
  • 3Bd
  • 2Ba
  • 1,509 Sq Ft
5303 Pine Lily Cir, Winter Park, FL 32792
  • $659,000
  • 3Bd
  • 2Ba
  • 2,265 Sq Ft
4260 Bear Gully Rd, Winter Park, FL 32792
  • $594,000
  • 4Bd
  • 4Ba
  • 2,322 Sq Ft
$5K
1306 S Pennsylvania Ave #5, Winter Park, FL 32789
  • $349,000
  • 2Bd
  • 1Ba
  • 830 Sq Ft
$10K
7453 Daniel Webster Dr #A5, Winter Park, FL 32792
  • $150,000
  • 2Bd
  • 2Ba
  • 1,063 Sq Ft
2463 Grand Teton Cir #2463, Winter Park, FL 32792
  • $249,000
  • 3Bd
  • 3Ba
  • 1,720 Sq Ft
5080 Seminole Ave, Winter Park, FL 32792
  • $299,900
  • 3Bd
  • 2Ba
  • 1,078 Sq Ft
250 Carolina Ave #202, Winter Park, FL 32789
  • $649,000
  • 3Bd
  • 2Ba
  • 1,450 Sq Ft
$50K
3334 Young St, Winter Park, FL 32792
  • $469,900
  • 3Bd
  • 2Ba
  • 1,706 Sq Ft
$5K
2215 Woodcrest Dr, Winter Park, FL 32792
  • $675,000
  • 4Bd
  • 2Ba
  • 1,688 Sq Ft
167 Jergo Rd, Winter Park, FL 32792
  • $530,000
  • 4Bd
  • 4Ba
  • 925 Sq Ft
1386 Clematis Ln, Winter Park, FL 32792
  • $427,000
  • 4Bd
  • 3Ba
  • 1,714 Sq Ft
2345 Brookshire Ave, Winter Park, FL 32792
  • $825,000
  • 3Bd
  • 3Ba
  • 2,488 Sq Ft
Open SUN 1-3
3209 Heartwood Ave, Winter Park, FL 32792
  • $439,900
  • 4Bd
  • 2Ba
  • 1,627 Sq Ft
$10K
7560 Aloma Pines Ct, Winter Park, FL 32792
  • $355,000
  • 3Bd
  • 3Ba
  • 1,866 Sq Ft
$10K
2301 Conifer Ave, Winter Park, FL 32792
  • $405,000
  • 4Bd
  • 2Ba
  • 2,189 Sq Ft
$35K
786 W Canton Ave, Winter Park, FL 32789
  • $450,000
  • 0.11 Acre
2383 Sun Valley Cir #2383, Winter Park, FL 32792
  • $234,900
  • 2Bd
  • 2Ba
  • 1,295 Sq Ft
1431 Palm Ave, Winter Park, FL 32789
  • $799,999
  • 0.16 Acre
$25K
2410 Sherbrooke Rd, Winter Park, FL 32792
  • $769,000
  • 4Bd
  • 3Ba
  • 2,141 Sq Ft
Open SAT 1-3
7476 Woodburn Ct #38, Winter Park, FL 32792
  • $170,000
  • 2Bd
  • 3Ba
  • 1,031 Sq Ft
2302 Barbados Dr, Winter Park, FL 32792
  • $275,000
  • 2Bd
  • 2Ba
  • 1,544 Sq Ft
$20K
822 Symonds Ave, Winter Park, FL 32789
  • $599,999
  • 0.25 Acre
2260 Coldstream Dr, Winter Park, FL 32792
  • $675,000
  • 4Bd
  • 2Ba
  • 1,509 Sq Ft
$24K
2136 Linden Rd, Winter Park, FL 32792
  • $365,000
  • 3Bd
  • 2Ba
  • 1,185 Sq Ft
3651 N Goldenrod Rd #C109, Winter Park, FL 32792
  • $165,000
  • 2Bd
  • 2Ba
  • 840 Sq Ft
1250 S Denning Dr #127, Winter Park, FL 32789
  • $245,000
  • 2Bd
  • 2Ba
  • 908 Sq Ft
2626 Ambergate Rd, Winter Park, FL 32792
  • $380,000
  • 3Bd
  • 1Ba
  • 1,143 Sq Ft
2275 Island Run, Winter Park, FL 32792
  • $299,990
  • 3Bd
  • 2Ba
  • 1,467 Sq Ft
508 Brechin Dr, Winter Park, FL 32792
  • $609,000
  • 3Bd
  • 2Ba
  • 1,783 Sq Ft
$20K
2349 Shadowland Loop, Winter Park, FL 32792
  • $425,000
  • 3Bd
  • 3Ba
  • 1,755 Sq Ft
3020 Nicholson Dr, Winter Park, FL 32792
  • $495,000
  • 4Bd
  • 2Ba
  • 1,756 Sq Ft
Photos coming soon
  • $739,777
  • 4Bd
  • 2Ba
  • 2,267 Sq Ft
7506 Cranes Creek Ct #30, Winter Park, FL 32792
  • $365,000
  • 3Bd
  • 3Ba
  • 1,861 Sq Ft
1850 Bryan Ave, Winter Park, FL 32789
  • $699,000
  • 3Bd
  • 2Ba
  • 1,563 Sq Ft
Open SUN 1-3
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
1259 Indiana Ave, Winter Park, FL 32789
  • $575,000
  • 2Bd
  • 3Ba
  • 1,648 Sq Ft
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
1164 Dodd Rd, Winter Park, FL 32792
  • $775,000
  • 5Bd
  • 4Ba
  • 2,840 Sq Ft
$20K
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
1016 Aragon Ave, Winter Park, FL 32789
  • $625,000
  • 4Bd
  • 4Ba
  • 1,840 Sq Ft
$35K
7605 Aloma Pines Ct, Winter Park, FL 32792
  • $349,000
  • 3Bd
  • 3Ba
  • 1,872 Sq Ft
$10K
900 Carver St, Winter Park, FL 32789
  • $664,000
  • 3Bd
  • 3Ba
  • 1,794 Sq Ft
$25K
51 - 100 of 290 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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