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Winter Park High School Zone Homes For Sale | Page 9

467 Homes
 
1812 Janice Ave, Orlando, FL 32803
  • $383,000
  • 2Bd
  • 1Ba
  • 945 Sq Ft
1702 Arbor Park Dr, Winter Park, FL 32789
  • $1,900,000
  • 4Bd
  • 4Ba
  • 2,950 Sq Ft
4520 Bridgewater Dr, Orlando, FL 32817
  • $850,000
  • 4Bd
  • 2Ba
  • 1,771 Sq Ft
987 Fern Ave #201, Orlando, FL 32814
  • $499,900
  • 2Bd
  • 2Ba
  • 1,434 Sq Ft
3707 Pelican Ln, Orlando, FL 32803
  • $589,900
  • 3Bd
  • 2Ba
  • 1,947 Sq Ft
431 Arapaho Trl, Maitland, FL 32751
  • $699,000
  • 4Bd
  • 3Ba
  • 1,965 Sq Ft
1675 Prospect Ave, Orlando, FL 32814
  • $699,000
  • 3Bd
  • 5Ba
  • 2,340 Sq Ft
1016 Aragon Ave, Winter Park, FL 32789
  • $660,000
  • 4Bd
  • 4Ba
  • 1,840 Sq Ft
2824 Prince John Rd, Winter Park, FL 32792
  • $475,000
  • 2Bd
  • 2Ba
  • 1,438 Sq Ft
1278 S Pennsylvania Ave #13, Winter Park, FL 32789
  • $799,000
  • 3Bd
  • 3Ba
  • 1,957 Sq Ft
8830 Aspen Ave, Orlando, FL 32817
  • $475,000
  • 4Bd
  • 2Ba
  • 2,242 Sq Ft
7468 Canford Ct #24, Winter Park, FL 32792
  • $184,900
  • 2Bd
  • 2Ba
  • 1,365 Sq Ft
7670 Stratford Blvd, Orlando, FL 32807
  • $274,900
  • 3Bd
  • 1Ba
  • 1,164 Sq Ft
1409 Sunset Dr, Winter Park, FL 32789
  • $649,000
  • 2Bd
  • 2Ba
  • 1,107 Sq Ft
3510 Chelsea St, Orlando, FL 32803
  • $675,000
  • 4Bd
  • 2Ba
  • 1,478 Sq Ft
2639 Betty St, Orlando, FL 32803
  • $410,000
  • 3Bd
  • 1Ba
  • 1,263 Sq Ft
2812 Mulford Ave, Winter Park, FL 32789
  • $2,495,000
  • 5Bd
  • 6Ba
  • 3,656 Sq Ft
1003 Juel St, Orlando, FL 32814
  • $569,000
  • 3Bd
  • 3Ba
  • 1,680 Sq Ft
645 Pansy Ave, Winter Park, FL 32789
  • $2,390,000
  • 4Bd
  • 5Ba
  • 3,661 Sq Ft
1525 Granville Dr, Winter Park, FL 32789
  • $4,595,000
  • 5Bd
  • 6Ba
  • 5,211 Sq Ft
550 Arapaho Trl, Maitland, FL 32751
  • $680,000
  • 4Bd
  • 3Ba
  • 2,242 Sq Ft
525 S Lakemont Ave, Winter Park, FL 32792
  • $1,999,990
  • 4Bd
  • 4Ba
  • 3,330 Sq Ft
1140 S Orlando Ave #B-7, Maitland, FL 32751
  • $340,000
  • 2Bd
  • 1Ba
  • 816 Sq Ft
553 Arapaho Trl, Maitland, FL 32751
  • $599,000
  • 3Bd
  • 2Ba
  • 1,602 Sq Ft
2833 Prince John Rd, Winter Park, FL 32792
  • $669,000
  • 4Bd
  • 2Ba
  • 1,605 Sq Ft
1909 Taylor Ave, Winter Park, FL 32792
  • $425,000
  • 0.19 Acre
4401 Park Lake St, Orlando, FL 32803
  • $1,180,000
  • 4Bd
  • 4Ba
  • 3,329 Sq Ft
9840 Balmoral Cir, Orlando, FL 32817
  • $350,000
  • 3Bd
  • 2Ba
  • 1,246 Sq Ft
313 Sylvan Dr, Winter Park, FL 32789
  • $1,750,000
  • 0.37 Acre
1907 Sue Ann St, Orlando, FL 32817
  • $365,000
  • 4Bd
  • 2Ba
  • 1,655 Sq Ft
9514 Darien Ave #9514, Orlando, FL 32817
  • $164,900
  • 1Bd
  • 1Ba
  • 732 Sq Ft
1754 Taylor Ave, Winter Park, FL 32789
  • $2,569,999
  • 5Bd
  • 5Ba
  • 3,670 Sq Ft
341 E Reading Way, Winter Park, FL 32789
  • $1,525,000
  • 4Bd
  • 4Ba
  • 3,723 Sq Ft
9241 Toby Ln, Orlando, FL 32817
  • $325,000
  • 3Bd
  • 2Ba
  • 1,399 Sq Ft
2103 Gale St, Orlando, FL 32803
  • $1,589,000
  • 5Bd
  • 5Ba
  • 3,497 Sq Ft
3381 Cedar Springs Pl #151, Winter Park, FL 32792
  • $179,900
  • 2Bd
  • 3Ba
  • 1,031 Sq Ft
1037 N Virginia Ave, Winter Park, FL 32789
  • $649,000
  • 0.15 Acre
2501 Lafayette Ave, Winter Park, FL 32789
  • $1,795,000
  • 4Bd
  • 4Ba
  • 2,819 Sq Ft
3701 Virginia Dr, Orlando, FL 32803
  • $625,000
  • 4Bd
  • 3Ba
  • 2,044 Sq Ft
410 Saint Dunstan Way, Winter Park, FL 32792
  • $500,000
  • 3Bd
  • 2Ba
  • 1,512 Sq Ft
3021 Plaza Terrace Dr, Orlando, FL 32803
  • $615,000
  • 3Bd
  • 2Ba
  • 1,752 Sq Ft
1421 Chapman Cir, Winter Park, FL 32789
  • $1,377,500
  • 4Bd
  • 4Ba
  • 3,578 Sq Ft
2501 Long Meadow Way, Orlando, FL 32817
  • $278,000
  • 3Bd
  • 2Ba
  • 1,079 Sq Ft
2936 Moorcroft Ct, Orlando, FL 32817
  • $472,500
  • 3Bd
  • 2Ba
  • 1,670 Sq Ft
4798 Tangerine Ave #4798, Winter Park, FL 32792
  • $175,000
  • 2Bd
  • 2Ba
  • 1,058 Sq Ft
311 E Morse Blvd #6-12, Winter Park, FL 32789
  • $275,000
  • 1Bd
  • 1Ba
  • 570 Sq Ft
1420 Magnolia Ave, Winter Park, FL 32789
  • $1,690,000
  • 4Bd
  • 4Ba
  • 3,174 Sq Ft
2228 Howard Dr, Winter Park, FL 32789
  • $2,460,000
  • 4Bd
  • 4Ba
  • 3,294 Sq Ft
751 Sequoia Trl, Maitland, FL 32751
  • $749,000
  • 5Bd
  • 4Ba
  • 3,138 Sq Ft
1600 S Pennsylvania Ave, Winter Park, FL 32789
  • $1,150,000
  • 3Bd
  • 2Ba
  • 2,158 Sq Ft
401 - 450 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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