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Condos & Townhouses For Sale in Winter Park, FL | Page 2

138 Homes
 
1250 S Denning Dr #127, Winter Park, FL 32789
  • $245,000
  • 2Bd
  • 2Ba
  • 908 Sq Ft
2275 Island Run, Winter Park, FL 32792
  • $279,999
  • 3Bd
  • 2Ba
  • 1,467 Sq Ft
$19.9K
500 N Pennsylvania Ave #G, Winter Park, FL 32789
  • $344,500
  • 2Bd
  • 1Ba
  • 709 Sq Ft
$5K
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
  • $306,900
  • 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 1-4
151 N Orlando Ave #242, Winter Park, FL 32789
  • $269,000
  • 2Bd
  • 1Ba
  • 710 Sq Ft
222 Lewfield Cir, Winter Park, FL 32792
  • $189,900
  • 2Bd
  • 2Ba
  • 953 Sq Ft
7605 Aloma Pines Ct, Winter Park, FL 32792
  • $349,000
  • 3Bd
  • 3Ba
  • 1,872 Sq Ft
$10K
623 Grenadine Ct #623, Winter Park, FL 32792
  • $189,900
  • 2Bd
  • 2Ba
  • 1,037 Sq Ft
Open SUN 01-3
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
311 E Morse Blvd #4-5, Winter Park, FL 32789
  • $850,000
  • 2Bd
  • 2Ba
  • 1,763 Sq Ft
$45K
1250 S Denning Dr UNIT 233, Winter Park, FL 32789
  • $242,500
  • 2Bd
  • 2Ba
  • 913 Sq Ft
$2.5K
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
1071 Aragon Ave, Winter Park, FL 32789
  • $575,000
  • 2Bd
  • 3Ba
  • 1,851 Sq Ft
2017 Canny Cv, Winter Park, FL 32792
  • $369,999
  • 3Bd
  • 3Ba
  • 1,907 Sq Ft
$9.99K
1000 S Semoran Blvd #302, Winter Park, FL 32792
  • $97,000
  • 1Bd
  • 1Ba
  • 796 Sq Ft
$8K
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
  • $3,645,000
  • 3Bd
  • 5Ba
  • 3,878 Sq Ft
$50K
2475 Tahoe Cir, Winter Park, FL 32792
  • $268,000
  • 2Bd
  • 2Ba
  • 1,295 Sq Ft
$10K
1000 S Semoran Blvd #305, Winter Park, FL 32792
  • $115,000
  • 1Bd
  • 1Ba
  • 735 Sq Ft
$14K
2033 Canny Cv, Winter Park, FL 32792
  • $389,000
  • 3Bd
  • 3Ba
  • 1,907 Sq Ft
$10K
1927 S Lakemont Ave, Winter Park, FL 32792
  • $915,000
  • 3Bd
  • 4Ba
  • 2,093 Sq Ft
Open SUN 12-2
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
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
  • $268,000
  • 2Bd
  • 2Ba
  • 1,008 Sq Ft
$7K
2305 Sun Valley Cir Winter Park #FL 32792, Winter Park, FL 32792
  • $279,900
  • 2Bd
  • 2Ba
  • 1,295 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
660 W Morse Blvd, Winter Park, FL 32789
  • $2,695,000
  • 3Bd
  • 4Ba
  • 3,286 Sq Ft
$105K
7488 Whisperwood Dr #28, Winter Park, FL 32792
  • $210,000
  • 2Bd
  • 3Ba
  • 1,578 Sq Ft
$11K
1500 Gay Rd #3C, Winter Park, FL 32789
  • $235,000
  • 2Bd
  • 2Ba
  • 1,026 Sq Ft
$3K
512 W Swoope Ave, Winter Park, FL 32789
  • $1,375,000
  • 3Bd
  • 3Ba
  • 2,585 Sq Ft
$24K
101 S New York Ave #311, Winter Park, FL 32789
  • $1,775,000
  • 3Bd
  • 4Ba
  • 3,112 Sq Ft
$74.9K
151 N Orlando Ave #142, Winter Park, FL 32789
  • $199,900
  • 1Bd
  • 1Ba
  • 582 Sq Ft
2500 Lee Rd #220, Winter Park, FL 32789
  • $199,900
  • 2Bd
  • 1Ba
  • 851 Sq Ft
413 W Morse Blvd, Winter Park, FL 32789
  • $2,625,000
  • 3Bd
  • 4Ba
  • 3,048 Sq Ft
$70K
1250 Formosa Ave, Winter Park, FL 32789
  • $535,000
  • 3Bd
  • 4Ba
  • 1,937 Sq Ft
$15K
125 S Interlachen Ave #2, Winter Park, FL 32789
  • $2,995,000
  • 3Bd
  • 5Ba
  • 3,244 Sq Ft
$155K
193 Lewfield Cir, Winter Park, FL 32792
  • $246,400
  • 2Bd
  • 3Ba
  • 1,300 Sq Ft
$2.5K
7522 Aloma Pines Ct, Winter Park, FL 32792
  • $375,000
  • 3Bd
  • 3Ba
  • 1,872 Sq Ft
300 Carolina Ave #402C, Winter Park, FL 32789
  • $650,000
  • 3Bd
  • 2Ba
  • 1,350 Sq Ft
$60K
51 - 100 of 138 Condos for sale in Winter Park, FL
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Winter Park, FL real estate market trends

Statistics as of November 2026
$575K
Avg. list price
$333/Sqft
Avg. price/sqft
430
Homes for sale
1,836 Sqft
Avg. home size
70 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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