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Homes Under $1.9M Price For Sale in Winter Park, FL | Page 3

363 Homes
 
1257 Wading Waters Cir, Winter Park, FL 32792
  • $1,550,000
  • 6Bd
  • 5Ba
  • 5,239 Sq Ft
$50K
2260 Coldstream Dr, Winter Park, FL 32792
  • $675,000
  • 4Bd
  • 2Ba
  • 1,509 Sq Ft
$24K
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
1922 Hammerlin Ave, Winter Park, FL 32789
  • $1,095,000
  • 3Bd
  • 3Ba
  • 1,873 Sq Ft
$205K
1320 Orchid Ave, Winter Park, FL 32789
  • $1,350,000
  • 4Bd
  • 4Ba
  • 2,998 Sq Ft
3020 Nicholson Dr, Winter Park, FL 32792
  • $470,000
  • 4Bd
  • 2Ba
  • 1,756 Sq Ft
$25K
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 SAT 12-2
443 Broadview Ave, Winter Park, FL 32789
  • $999,000
  • 4Bd
  • 3Ba
  • 2,803 Sq Ft
$96K
7530 Cranes Creek Ct, Winter Park, FL 32792
  • $307,900
  • 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
Open SAT 01-4
471 Holt Ave, Winter Park, FL 32789
  • $925,000
  • 4Bd
  • 3Ba
  • 2,528 Sq Ft
$25K
151 N Orlando Ave #242, Winter Park, FL 32789
  • $269,000
  • 2Bd
  • 1Ba
  • 710 Sq Ft
1220 Howell Branch Rd, Winter Park, FL 32789
  • $950,000
  • 3Bd
  • 2Ba
  • 1,487 Sq Ft
$49.5K
2430 Chantilly Ave, Winter Park, FL 32789
  • $1,550,000
  • 4Bd
  • 4Ba
  • 2,916 Sq Ft
$48K
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
2207 Kindel Ave, Winter Park, FL 32789
  • $1,600,000
  • 3Bd
  • 3Ba
  • 2,733 Sq Ft
751 Pansy Ave, Winter Park, FL 32789
  • $1,875,000
  • 3Bd
  • 4Ba
  • 2,703 Sq Ft
$75K
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
150 E Reading Way, Winter Park, FL 32789
  • $1,399,000
  • 3Bd
  • 3Ba
  • 2,080 Sq Ft
$50K
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
285 Lewfield Cir #285, Winter Park, FL 32792
  • $147,000
  • 1Bd
  • 1Ba
  • 678 Sq Ft
7525 Lodge Pole Trl, Winter Park, FL 32792
  • $575,000
  • 4Bd
  • 2Ba
  • 1,936 Sq Ft
$25K
623 Grenadine Ct #623, Winter Park, FL 32792
  • $194,900
  • 2Bd
  • 2Ba
  • 1,037 Sq Ft
$5K
1621 Chestnut Ave, Winter Park, FL 32789
  • $845,000
  • 3Bd
  • 3Ba
  • 2,022 Sq Ft
$34K
720 Pansy Ave, Winter Park, FL 32789
  • $1,295,000
  • 3Bd
  • 4Ba
  • 2,191 Sq Ft
$55K
1660 Gladiolas Dr, Winter Park, FL 32792
  • $479,900
  • 3Bd
  • 2Ba
  • 2,047 Sq Ft
$15.1K
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
  • $745,000
  • 4Bd
  • 4Ba
  • 3,020 Sq Ft
$5K
1842 Puritan Ave, Winter Park, FL 32792
  • $419,000
  • 4Bd
  • 2Ba
  • 1,836 Sq Ft
311 E Morse Blvd #4-5, Winter Park, FL 32789
  • $925,000
  • 2Bd
  • 2Ba
  • 1,763 Sq Ft
$50K
250 Carolina Ave #205, Winter Park, FL 32789
  • $739,000
  • 2Bd
  • 2Ba
  • 1,311 Sq Ft
2641 Carvell Ct, Winter Park, FL 32792
  • $525,000
  • 4Bd
  • 2Ba
  • 2,126 Sq Ft
Open SUN 11-1
1905 Bonanza Ct, Winter Park, FL 32792
  • $520,000
  • 4Bd
  • 2Ba
  • 1,774 Sq Ft
2183 Crandon Ave, Winter Park, FL 32789
  • $469,000
  • 4Bd
  • 2Ba
  • 1,200 Sq Ft
$20K
1955 Eland Ave, Winter Park, FL 32789
  • $405,000
  • 3Bd
  • 2Ba
  • 1,494 Sq Ft
$5K
2627 Ambergate Rd, Winter Park, FL 32792
  • $530,000
  • 4Bd
  • 3Ba
  • 1,745 Sq Ft
$45K
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
101 - 150 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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Frequently Asked Questions about Winter Park, FL

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