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Winter Park Real Estate & Winter Park, FL Homes For Sale | Page 3

440 Homes
 
2020 Leanne Ct, Winter Park, FL 32792
  • $469,900
  • 4Bd
  • 3Ba
  • 2,088 Sq Ft
$10K
518 Gilbert Rd, Winter Park, FL 32792
  • $639,000
  • 3Bd
  • 2Ba
  • 1,573 Sq Ft
$10K
2613 Lafayette Ave, Winter Park, FL 32789
  • $1,699,900
  • 4Bd
  • 4Ba
  • 2,661 Sq Ft
112 Bell Pl, Winter Park, FL 32792
  • $575,000
  • 3Bd
  • 2Ba
  • 2,253 Sq Ft
2322 Woodcrest Dr, Winter Park, FL 32792
  • $650,000
  • 4Bd
  • 2Ba
  • 1,650 Sq Ft
Open SUN 1-3
3032 Antique Oaks Cir #145, Winter Park, FL 32792
  • $129,000
  • 1Bd
  • 1Ba
  • 749 Sq Ft
$5.99K
310 Granada Dr, Winter Park, FL 32789
  • $325,000
  • 3Bd
  • 2Ba
  • 1,344 Sq Ft
$25K
302 Lewfield Cir #302, Winter Park, FL 32792
  • $140,000
  • 1Bd
  • 1Ba
  • 678 Sq Ft
918 Enclave Pl, Winter Park, FL 32792
  • $2,125,000
  • 5Bd
  • 5Ba
  • 3,713 Sq Ft
100 S Interlachen Ave #401, Winter Park, FL 32789
  • $825,000
  • 3Bd
  • 2Ba
  • 1,639 Sq Ft
$25K
2500 Lee Rd #123, Winter Park, FL 32789
  • $159,900
  • 1Bd
  • 1Ba
  • 645 Sq Ft
$10K
188 Sandlewood #1, Winter Park, FL 32789
  • $290,000
  • 2Bd
  • 3Ba
  • 1,133 Sq Ft
712 Baffie Ave, Winter Park, FL 32789
  • $419,900
  • 3Bd
  • 1Ba
  • 1,304 Sq Ft
$5K
200 Saint Andrews Blvd #704, Winter Park, FL 32792
  • $159,000
  • 1Bd
  • 1Ba
  • 793 Sq Ft
5405 Justine Way, Winter Park, FL 32792
  • $399,900
  • 3Bd
  • 2Ba
  • 1,247 Sq Ft
2823 Parkland Cir, Winter Park, FL 32789
  • $3,250,000
  • 5Bd
  • 6Ba
  • 4,459 Sq Ft
2007 Edwin Blvd, Winter Park, FL 32792
  • $1,995,000
  • 4Bd
  • 4Ba
  • 3,314 Sq Ft
513 Dunraven Dr, Winter Park, FL 32792
  • $1,950,000
  • 5Bd
  • 5Ba
  • 3,560 Sq Ft
266 N Ranger Blvd, Winter Park, FL 32792
  • $724,900
  • 4Bd
  • 3Ba
  • 1,692 Sq Ft
1760 Oakhurst Ave, Winter Park, FL 32789
  • $2,500,000
  • 5Bd
  • 5Ba
  • 3,700 Sq Ft
Open SUN 00-4
7498 Aloma Pines Ct, Winter Park, FL 32792
  • $355,000
  • 3Bd
  • 3Ba
  • 1,872 Sq Ft
$9.9K
1695 Lee Rd #C206, Winter Park, FL 32789
  • $140,000
  • 2Bd
  • 1Ba
  • 881 Sq Ft
1003 Golfside Dr, Winter Park, FL 32792
  • $749,900
  • 3Bd
  • 3Ba
  • 2,145 Sq Ft
$10K
173 Scottsdale Sq #173, Winter Park, FL 32792
  • $100,000
  • 1Bd
  • 1Ba
  • 785 Sq Ft
1250 S Denning Dr #119, Winter Park, FL 32789
  • $265,000
  • 2Bd
  • 2Ba
  • 908 Sq Ft
1660 Orange Ave, Winter Park, FL 32789
  • $449,900
  • 3Bd
  • 2Ba
  • 1,614 Sq Ft
$30K
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
1951 Winter Park Rd, Winter Park, FL 32789
  • $1,949,000
  • 4Bd
  • 4Ba
  • 3,479 Sq Ft
Open SUN 2-4
100 S Virginia Ave #201, Winter Park, FL 32789
  • $1,425,000
  • 3Bd
  • 3Ba
  • 2,756 Sq Ft
$25K
532 Langholm Dr, Winter Park, FL 32789
  • $2,990,000
  • 5Bd
  • 5Ba
  • 4,050 Sq Ft
2614 Parkland Dr, Winter Park, FL 32789
  • $1,890,000
  • 4Bd
  • 4Ba
  • 3,307 Sq Ft
1602 Alabama Dr #107, Winter Park, FL 32789
  • $1,150,000
  • 2Bd
  • 2Ba
  • 993 Sq Ft
Open SUN 12-2
5303 Pine Lily Cir, Winter Park, FL 32792
  • $654,000
  • 3Bd
  • 2Ba
  • 2,265 Sq Ft
$5K
533 Country Club Dr, Winter Park, FL 32789
  • $1,599,000
  • 4Bd
  • 4Ba
  • 2,942 Sq Ft
Open SUN 3-5
120 Broadview Ave, Winter Park, FL 32789
  • $1,250,000
  • 3Bd
  • 2Ba
  • 1,747 Sq Ft
4260 Bear Gully Rd, Winter Park, FL 32792
  • $585,000
  • 4Bd
  • 4Ba
  • 2,322 Sq Ft
$9K
1742 Temple Dr, Winter Park, FL 32789
  • $3,395,995
  • 4Bd
  • 5Ba
  • 3,658 Sq Ft
$150K
1306 S Pennsylvania Ave #5, Winter Park, FL 32789
  • $347,500
  • 2Bd
  • 1Ba
  • 830 Sq Ft
$1.5K
7453 Daniel Webster Dr #A5, Winter Park, FL 32792
  • $150,000
  • 2Bd
  • 2Ba
  • 1,063 Sq Ft
555 E Lake Sue Ave, Winter Park, FL 32789
  • $2,000,000
  • 4Bd
  • 4Ba
  • 3,776 Sq Ft
$95K
1517 Harmon Ave, Winter Park, FL 32789
  • $1,049,000
  • 4Bd
  • 4Ba
  • 2,135 Sq Ft
$46K
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
  • $647,900
  • 3Bd
  • 2Ba
  • 1,450 Sq Ft
$1.1K
3334 Young St, Winter Park, FL 32792
  • $459,900
  • 3Bd
  • 2Ba
  • 1,706 Sq Ft
$10K
2572 Fifeshire Dr, Winter Park, FL 32792
  • $875,000
  • 4Bd
  • 3Ba
  • 2,578 Sq Ft
Open SUN 1-4
662 Granville Dr, Winter Park, FL 32789
  • $3,495,000
  • 5Bd
  • 6Ba
  • 4,478 Sq Ft
1166 Palmer Ave, Winter Park, FL 32789
  • $5,500,000
  • 5Bd
  • 7Ba
  • 5,181 Sq Ft
2215 Woodcrest Dr, Winter Park, FL 32792
  • $637,500
  • 4Bd
  • 2Ba
  • 1,688 Sq Ft
Open SUN 12-2
101 - 150 of 440 Homes 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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