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Winter Park Real Estate & Winter Park, FL Homes For Sale | Page 9

484 Homes
 
1200 Woodmere Dr, Winter Park, FL 32789
  • $1,649,000
  • 3Bd
  • 3Ba
  • 2,857 Sq Ft
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
5334 Lanyard Ct, Winter Park, FL 32792
  • $479,900
  • 3Bd
  • 2Ba
  • 1,561 Sq Ft
1702 Arbor Park Dr, Winter Park, FL 32789
  • $1,900,000
  • 4Bd
  • 4Ba
  • 2,950 Sq Ft
1484 Viburnum Ln, Winter Park, FL 32792
  • $295,000
  • 3Bd
  • 2Ba
  • 1,363 Sq Ft
393 Holt Ave, Winter Park, FL 32789
  • $1,050,000
  • 3Bd
  • 2Ba
  • 1,469 Sq Ft
2657 Exuma Way, Winter Park, FL 32792
  • $285,000
  • 3Bd
  • 2Ba
  • 1,467 Sq Ft
2015 Taylor Ave, Winter Park, FL 32792
  • $430,000
  • 3Bd
  • 2Ba
  • 1,439 Sq Ft
1230 Sunset Dr, Winter Park, FL 32789
  • $1,795,000
  • 4Bd
  • 4Ba
  • 3,250 Sq Ft
2126 Albert Lee Pkwy, Winter Park, FL 32789
  • $415,000
  • 3Bd
  • 2Ba
  • 1,187 Sq Ft
1117 Wading Waters Cir, Winter Park, FL 32792
  • $1,325,000
  • 6Bd
  • 4Ba
  • 4,307 Sq Ft
1220 Sharon Pl, Winter Park, FL 32789
  • $1,800,000
  • 0.4 Acre
1661 Laurel Rd, Winter Park, FL 32789
  • $1,875,000
  • 3Bd
  • 3Ba
  • 3,127 Sq Ft
1941 Oglesby Ave, Winter Park, FL 32789
  • $340,000
  • 2Bd
  • 1Ba
  • 780 Sq Ft
2333 Westminster Ct, Winter Park, FL 32789
  • $649,900
  • 4Bd
  • 2Ba
  • 1,877 Sq Ft
2313 Knoll St, Winter Park, FL 32792
  • $299,000
  • 3Bd
  • 2Ba
  • 1,235 Sq Ft
1011 Manchester Cir, Winter Park, FL 32792
  • $450,000
  • 4Bd
  • 2Ba
  • 1,699 Sq Ft
1287 Verdant Glade Pl, Winter Park, FL 32792
  • $745,000
  • 4Bd
  • 4Ba
  • 3,020 Sq Ft
7640 Village Green Dr, Winter Park, FL 32792
  • $439,000
  • 3Bd
  • 2Ba
  • 1,631 Sq Ft
1409 Sunset Dr, Winter Park, FL 32789
  • $649,000
  • 2Bd
  • 2Ba
  • 1,107 Sq Ft
1915 Carrigan Ave, Winter Park, FL 32792
  • $299,900
  • 3Bd
  • 1Ba
  • 1,520 Sq Ft
2370 Barbados Dr, Winter Park, FL 32792
  • $305,000
  • 3Bd
  • 2Ba
  • 1,467 Sq Ft
2812 Mulford Ave, Winter Park, FL 32789
  • $2,495,000
  • 5Bd
  • 6Ba
  • 3,656 Sq Ft
4033 Tenita Dr, Winter Park, FL 32792
  • $569,000
  • 4Bd
  • 2Ba
  • 2,022 Sq Ft
3328 Hamlet Loop, Winter Park, FL 32792
  • $349,900
  • 3Bd
  • 2Ba
  • 1,397 Sq Ft
110 Longhorn Rd, Winter Park, FL 32792
  • $750,000
  • 4Bd
  • 3Ba
  • 2,673 Sq Ft
2007 Cornell Ave, Winter Park, FL 32789
  • $449,000
  • 3Bd
  • 2Ba
  • 1,154 Sq Ft
2781 Abbey Rd, Winter Park, FL 32792
  • $520,000
  • 3Bd
  • 2Ba
  • 1,596 Sq Ft
351 Starling Rd, Winter Park, FL 32789
  • $499,900
  • 3Bd
  • 2Ba
  • 1,979 Sq Ft
645 Pansy Ave, Winter Park, FL 32789
  • $2,390,000
  • 4Bd
  • 5Ba
  • 3,661 Sq Ft
2525 Temple Dr, Winter Park, FL 32789
  • $4,750,000
  • 5Bd
  • 5Ba
  • 4,542 Sq Ft
433 Gilbert Rd, Winter Park, FL 32792
  • $669,900
  • 3Bd
  • 2Ba
  • 1,800 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
Photos coming soon
  • $171,900
  • 2Bd
  • 3Ba
  • 1,031 Sq Ft
1492 Via Sangro Pl, Winter Park, FL 32792
  • $920,000
  • 4Bd
  • 3Ba
  • 3,063 Sq Ft
229 Alexander Pl, Winter Park, FL 32789
  • $4,250,000
  • 4Bd
  • 6Ba
  • 4,431 Sq Ft
313 Sylvan Dr, Winter Park, FL 32789
  • $1,750,000
  • 0.37 Acre
2803 Riddle Dr, Winter Park, FL 32789
  • $525,000
  • 3Bd
  • 3Ba
  • 1,709 Sq Ft
1754 Taylor Ave, Winter Park, FL 32789
  • $2,569,999
  • 5Bd
  • 5Ba
  • 3,670 Sq Ft
722 S Ranger Blvd, Winter Park, FL 32792
  • $775,000
  • 4Bd
  • 3Ba
  • 2,164 Sq Ft
1695 Lee Rd #A116, Winter Park, FL 32789
  • $135,000
  • 3Bd
  • 2Ba
  • 1,149 Sq Ft
2361 Roxbury Rd, Winter Park, FL 32789
  • $599,000
  • 3Bd
  • 2Ba
  • 1,723 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
4353 Steed Ter, Winter Park, FL 32792
  • $599,900
  • 4Bd
  • 2Ba
  • 2,275 Sq Ft
3641 Hawthorne Ln, Winter Park, FL 32792
  • $449,990
  • 3Bd
  • 2Ba
  • 1,622 Sq Ft
2501 Lafayette Ave, Winter Park, FL 32789
  • $1,795,000
  • 4Bd
  • 4Ba
  • 2,819 Sq Ft
140 E Morse Blvd #J, Winter Park, FL 32789
  • $2,350,000
  • 3Bd
  • 3Ba
  • 2,143 Sq Ft
401 - 450 of 484 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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