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Winter Park High School Zone Homes For Sale | Page 6

467 Homes
 
Jessica Court, Winter Park, FL 32789
  • $449,000
  • 0.14 Acre
2293 Osprey Ave, Orlando, FL 32814
  • $1,080,000
  • 4Bd
  • 4Ba
  • 3,159 Sq Ft
$65K
2843 Upper Park Rd, Orlando, FL 32814
  • $650,000
  • 3Bd
  • 3Ba
  • 1,818 Sq Ft
$10K
1591 Cardinal Ct, Winter Park, FL 32789
  • $2,995,000
  • 5Bd
  • 3Ba
  • 3,523 Sq Ft
1140 S Orlando Ave #H3, Maitland, FL 32751
  • $389,900
  • 2Bd
  • 2Ba
  • 816 Sq Ft
$10K
2015 Summerfield Rd, Winter Park, FL 32792
  • $1,250,000
  • 4Bd
  • 4Ba
  • 3,024 Sq Ft
Open SUN 00-3
512 W Swoope Ave, Winter Park, FL 32789
  • $1,399,000
  • 3Bd
  • 3Ba
  • 2,585 Sq Ft
101 S New York Ave #311, Winter Park, FL 32789
  • $1,775,000
  • 3Bd
  • 4Ba
  • 3,112 Sq Ft
$74.9K
9687 Lingwood Trl, Orlando, FL 32817
  • $379,000
  • 3Bd
  • 2Ba
  • 1,417 Sq Ft
$16K
8873 Aspen Ave, Orlando, FL 32817
  • $485,000
  • 3Bd
  • 2Ba
  • 1,940 Sq Ft
$5K
437 N Capen Ave, Winter Park, FL 32789
  • $849,000
  • 3Bd
  • 3Ba
  • 1,904 Sq Ft
1836 Whitehall Dr, Winter Park, FL 32789
  • $2,995,000
  • 5Bd
  • 7Ba
  • 4,168 Sq Ft
$250K
2491 Lauder Dr, Maitland, FL 32751
  • $1,175,000
  • 5Bd
  • 4Ba
  • 2,695 Sq Ft
Open SUN 11-2
1113 Via Del Mar, Winter Park, FL 32789
  • $1,595,000
  • 0.41 Acre
1265 Arlington Pl, Winter Park, FL 32789
  • $774,900
  • 3Bd
  • 4Ba
  • 2,030 Sq Ft
$35.1K
240 N Phelps Ave, Winter Park, FL 32789
  • $2,050,000
  • 5Bd
  • 5Ba
  • 2,889 Sq Ft
Open SUN 4-6
231 Chelton Cir, Winter Park, FL 32789
  • $4,700,000
  • 4Bd
  • 7Ba
  • 5,550 Sq Ft
$250K
4392 Wardell Pl #201, Orlando, FL 32814
  • $524,000
  • 3Bd
  • 2Ba
  • 1,434 Sq Ft
$25K
2715 Prince John Rd, Winter Park, FL 32792
  • $494,900
  • 3Bd
  • 2Ba
  • 1,565 Sq Ft
$4K
Ridgewood Avenue, Maitland, FL 32751
  • $119,900
  • 0.04 Acre
1604 Cole Rd, Orlando, FL 32803
  • $1,399,000
  • 5Bd
  • 4Ba
  • 3,441 Sq Ft
2831 Mulford Ave, Winter Park, FL 32789
  • $695,000
  • 4Bd
  • 3Ba
  • 1,647 Sq Ft
$40K
413 W Morse Blvd, Winter Park, FL 32789
  • $2,625,000
  • 3Bd
  • 4Ba
  • 3,048 Sq Ft
$70K
2240 Venetian Way, Winter Park, FL 32789
  • $3,500,000
  • 4Bd
  • 4Ba
  • 4,036 Sq Ft
220 Adams Dr, Maitland, FL 32751
  • $1,925,000
  • 4Bd
  • 4Ba
  • 3,005 Sq Ft
$70K
1318 Coletta Dr, Orlando, FL 32807
  • $105,000
  • 0.48 Acre
840 W Canton Ave, Winter Park, FL 32789
  • $649,900
  • 3Bd
  • 2Ba
  • 1,370 Sq Ft
$25.1K
715 S Ranger Blvd, Winter Park, FL 32792
  • $695,000
  • 4Bd
  • 3Ba
  • 2,312 Sq Ft
1741 Lyndale Blvd, Maitland, FL 32751
  • $714,990
  • 3Bd
  • 2Ba
  • 1,495 Sq Ft
$5K
641 Northwood Cir, Winter Park, FL 32789
  • $1,499,000
  • 3Bd
  • 5Ba
  • 2,756 Sq Ft
$41K
860 N Denning Dr, Winter Park, FL 32789
  • $649,900
  • 3Bd
  • 3Ba
  • 1,411 Sq Ft
$25K
1404 Border Dr, Winter Park, FL 32789
  • $1,075,000
  • 4Bd
  • 4Ba
  • 2,469 Sq Ft
$25K
1571 Woodland Ave, Winter Park, FL 32789
  • $6,000,000
  • 5Bd
  • 8Ba
  • 7,397 Sq Ft
1581 Magnolia Ave, Winter Park, FL 32789
  • $1,425,000
  • 4Bd
  • 4Ba
  • 2,642 Sq Ft
$40K
723 Symonds Ave, Winter Park, FL 32789
  • $1,600,000
  • 4Bd
  • 4Ba
  • 3,065 Sq Ft
Open SUN 1-3
125 S Interlachen Ave #2, Winter Park, FL 32789
  • $2,995,000
  • 3Bd
  • 5Ba
  • 3,244 Sq Ft
$155K
1946 Strathaven Rd, Winter Park, FL 32792
  • $599,000
  • 4Bd
  • 3Ba
  • 2,102 Sq Ft
$26K
1841 Lake Spier Dr, Winter Park, FL 32789
  • $1,498,000
  • 3Bd
  • 4Ba
  • 2,467 Sq Ft
$97K
1140 S Orlando Ave #I14, Maitland, FL 32751
  • $325,000
  • 2Bd
  • 2Ba
  • 816 Sq Ft
700 Melrose Ave #J24, Winter Park, FL 32789
  • $350,000
  • 1Bd
  • 1Ba
  • 987 Sq Ft
$20K
616 Brechin Dr, Winter Park, FL 32792
  • $999,000
  • 4Bd
  • 5Ba
  • 2,638 Sq Ft
$46K
300 Carolina Ave #402C, Winter Park, FL 32789
  • $650,000
  • 3Bd
  • 2Ba
  • 1,350 Sq Ft
$60K
269 E Canton Ave #269, Winter Park, FL 32789
  • $989,500
  • 1Bd
  • 2Ba
  • 1,109 Sq Ft
2923 Antique Oaks Cir #34, Winter Park, FL 32792
  • $180,000
  • 2Bd
  • 2Ba
  • 1,105 Sq Ft
$10K
6935 Turquoise Ln, Orlando, FL 32807
  • $149,000
  • 0.55 Acre
$50K
938 Enclave Pl, Winter Park, FL 32792
  • $2,300,000
  • 5Bd
  • 5Ba
  • 3,865 Sq Ft
$201K
1627 Mizell Ave, Winter Park, FL 32789
  • $3,300,000
  • 5Bd
  • 6Ba
  • 3,421 Sq Ft
1140 S Orlando Ave #E2, Maitland, FL 32751
  • $182,900
  • 1Bd
  • 1Ba
  • 612 Sq Ft
$2.09K
1092 Eastbrook Blvd, Winter Park, FL 32792
  • $388,000
  • 3Bd
  • 2Ba
  • 1,122 Sq Ft
$2K
5212 Old Cheney Hwy, Orlando, FL 32807
  • $339,000
  • 3Bd
  • 1Ba
  • 950 Sq Ft
$10K
251 - 300 of 467 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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