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Winter Park High School Zone Homes For Sale | Page 8

467 Homes
 
2332 Sherbrooke Rd, Winter Park, FL 32792
  • $549,000
  • 4Bd
  • 3Ba
  • 1,842 Sq Ft
304 Santiago Dr, Winter Park, FL 32789
  • $2,195,000
  • 5Bd
  • 5Ba
  • 4,213 Sq Ft
Open SUN 1-3
170 Balfour Dr #1, Winter Park, FL 32792
  • $299,000
  • 2Bd
  • 2Ba
  • 1,032 Sq Ft
3150 Shady Pine Ave, Winter Park, FL 32792
  • $439,900
  • 4Bd
  • 2Ba
  • 1,624 Sq Ft
1225 Sharon Pl, Winter Park, FL 32789
  • $1,749,000
  • 5Bd
  • 4Ba
  • 3,097 Sq Ft
9805 Heaton Ct, Orlando, FL 32817
  • $420,000
  • 4Bd
  • 3Ba
  • 1,886 Sq Ft
630 Live Oak St, Maitland, FL 32751
  • $1,125,000
  • 4Bd
  • 4Ba
  • 2,955 Sq Ft
100 S Interlachen Ave #101, Winter Park, FL 32789
  • $1,299,000
  • 3Bd
  • 2Ba
  • 1,734 Sq Ft
7806 Puritan Rd, Orlando, FL 32807
  • $150,000
  • 4Bd
  • 3Ba
  • 1,800 Sq Ft
3611 Bobolink Ln, Orlando, FL 32803
  • $475,000
  • 3Bd
  • 2Ba
  • 1,528 Sq Ft
602 Trinidad Ct #602, Winter Park, FL 32792
  • $227,000
  • 2Bd
  • 2Ba
  • 1,120 Sq Ft
624 Fitzwalter Dr, Winter Park, FL 32792
  • $549,000
  • 3Bd
  • 2Ba
  • 1,335 Sq Ft
3763 Dunwich Ave, Orlando, FL 32817
  • $424,900
  • 4Bd
  • 2Ba
  • 1,738 Sq Ft
3484 Seagrape Dr, Winter Park, FL 32792
  • $299,900
  • 4Bd
  • 2Ba
  • 1,227 Sq Ft
1421 Chestnut Ave, Winter Park, FL 32789
  • $750,000
  • 0.17 Acre
7302 Swallow Run #7302, Winter Park, FL 32792
  • $134,900
  • 2Bd
  • 2Ba
  • 756 Sq Ft
2901 Glyn St, Orlando, FL 32807
  • $379,000
  • 3Bd
  • 2Ba
  • 1,546 Sq Ft
2414 Chinook Trl, Maitland, FL 32751
  • $825,000
  • 3Bd
  • 3Ba
  • 2,297 Sq Ft
657 Minnesota Ave, Winter Park, FL 32789
  • $550,000
  • 4Bd
  • 2Ba
  • 1,548 Sq Ft
952 Moss Ln, Winter Park, FL 32789
  • $1,319,950
  • 4Bd
  • 5Ba
  • 3,474 Sq Ft
2825 Mulford Ave, Winter Park, FL 32789
  • $629,000
  • 2Bd
  • 2Ba
  • 1,249 Sq Ft
4015 Lake Mira Dr, Orlando, FL 32817
  • $685,000
  • 4Bd
  • 2Ba
  • 2,138 Sq Ft
1722 Dorris Dr, Orlando, FL 32807
  • $399,900
  • 3Bd
  • 3Ba
  • 2,012 Sq Ft
4725 Lake Sharp Dr, Orlando, FL 32817
  • $485,000
  • 4Bd
  • 2Ba
  • 2,011 Sq Ft
500 N Pennsylvania Ave #G, Winter Park, FL 32789
  • $349,500
  • 2Bd
  • 1Ba
  • 709 Sq Ft
3020 Antique Oaks Cir #129, Winter Park, FL 32792
  • $135,000
  • 2Bd
  • 2Ba
  • 1,018 Sq Ft
1200 Woodmere Dr, Winter Park, FL 32789
  • $1,649,000
  • 3Bd
  • 3Ba
  • 2,857 Sq Ft
1910 Robin Rd, Orlando, FL 32814
  • $1,595,000
  • 4Bd
  • 4Ba
  • 3,778 Sq Ft
1021 N Pennsylvania Ave, Winter Park, FL 32789
  • $1,295,000
  • 0.51 Acre
1592 Arbor Park Dr, Winter Park, FL 32789
  • $700,000
  • 4Bd
  • 3Ba
  • 2,016 Sq Ft
2227 Howard Dr, Winter Park, FL 32789
  • $1,100,000
  • 3Bd
  • 3Ba
  • 2,196 Sq Ft
6117 Cornelia Ave, Orlando, FL 32807
  • $310,000
  • 2.24 Acre
$65K
207 E Kings Way, Winter Park, FL 32789
  • $3,600,000
  • 5Bd
  • 5Ba
  • 3,719 Sq Ft
$50K
1821 Englewood Rd, Winter Park, FL 32789
  • $3,075,000
  • 5Bd
  • 6Ba
  • 3,863 Sq Ft
$160K
Photos coming soon
  • $385,000
  • 5.08 Acre
4330 Rixey St, Orlando, FL 32803
  • $185,000
  • 0.14 Acre
$10K
2948 Antique Oaks Cir #94, Winter Park, FL 32792
  • $150,000
  • 1Bd
  • 1Ba
  • 749 Sq Ft
311 E Morse Blvd #7-11, Winter Park, FL 32789
  • $279,000
  • 1Bd
  • 1Ba
  • 570 Sq Ft
$20K
503 N Interlachen Ave, Winter Park, FL 32789
  • $4,500,000
  • 0.48 Acre
$499K
2758 Banchory Rd, Winter Park, FL 32792
  • $619,500
  • 3Bd
  • 3Ba
  • 1,539 Sq Ft
$19.5K
3370 Cedar Springs Pl #156, Winter Park, FL 32792
  • $179,990
  • 2Bd
  • 3Ba
  • 1,031 Sq Ft
$2.51K
8816 Trevarthon Rd, Orlando, FL 32817
  • $550,000
  • 2.13 Acre
$100K
3718 N Goldenrod Rd, Winter Park, FL 32792
  • $499,000
  • 0.62 Acre
3071 George Mason Ave #5, Winter Park, FL 32792
  • $89,900
  • —Bd
  • 1Ba
  • 549 Sq Ft
$7.1K
2210 N Goldenrod Rd, Orlando, FL 32807
  • $415,000
  • 4.62 Acre
9318 Trevarthon Rd, Orlando, FL 32817
  • $377,000
  • 1.33 Acre
$58K
9316 Trevarthon Rd, Orlando, FL 32817
  • $435,000
  • 1.53 Acre
$63K
9314 Trevarthon Rd, Orlando, FL 32817
  • $508,000
  • 1.79 Acre
9312 Trevarthon Rd, Orlando, FL 32817
  • $485,000
  • 1.7 Acre
1427 N Semoran Blvd, Orlando, FL 32807
  • $2,995,000
  • 3.45 Acre
$105K
351 - 400 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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