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Homes Under $850K Price For Sale in Winter Park, FL | Page 6

289 Homes
 
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
2500 Lee Rd #143, Winter Park, FL 32789
  • $130,000
  • 1Bd
  • 1Ba
  • 645 Sq Ft
1592 Arbor Park Dr, Winter Park, FL 32789
  • $700,000
  • 4Bd
  • 3Ba
  • 2,016 Sq Ft
5334 Lanyard Ct, Winter Park, FL 32792
  • $479,900
  • 3Bd
  • 2Ba
  • 1,561 Sq Ft
2211 King Richards Ct, Winter Park, FL 32792
  • $529,000
  • 4Bd
  • 2Ba
  • 1,845 Sq Ft
1484 Viburnum Ln, Winter Park, FL 32792
  • $295,000
  • 3Bd
  • 2Ba
  • 1,363 Sq Ft
2126 Albert Lee Pkwy, Winter Park, FL 32789
  • $415,000
  • 3Bd
  • 2Ba
  • 1,187 Sq Ft
1486 Hyde Park Dr, Winter Park, FL 32792
  • $429,900
  • 3Bd
  • 2Ba
  • 1,518 Sq Ft
2824 Prince John Rd, Winter Park, FL 32792
  • $475,000
  • 2Bd
  • 2Ba
  • 1,438 Sq Ft
1416 Border Dr, Winter Park, FL 32789
  • $620,000
  • 0.16 Acre
2333 Westminster Ct, Winter Park, FL 32789
  • $649,900
  • 4Bd
  • 2Ba
  • 1,877 Sq Ft
2112 Eastbrook Blvd, Winter Park, FL 32792
  • $423,000
  • 3Bd
  • 2Ba
  • 1,470 Sq Ft
943 Fairway Dr, Winter Park, FL 32792
  • $650,000
  • 4Bd
  • 3Ba
  • 2,067 Sq Ft
565 Huntington Ave #565, Winter Park, FL 32789
  • $635,000
  • 3Bd
  • 3Ba
  • 2,015 Sq Ft
1278 S Pennsylvania Ave #13, Winter Park, FL 32789
  • $799,000
  • 3Bd
  • 3Ba
  • 1,957 Sq Ft
7640 Village Green Dr, Winter Park, FL 32792
  • $439,000
  • 3Bd
  • 2Ba
  • 1,631 Sq Ft
7468 Canford Ct #24, Winter Park, FL 32792
  • $184,900
  • 2Bd
  • 2Ba
  • 1,365 Sq Ft
2286 Marsh Sedge Ln, Winter Park, FL 32792
  • $770,000
  • 4Bd
  • 3Ba
  • 2,192 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
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
1500 Gay Rd #4D, Winter Park, FL 32789
  • $159,900
  • 1Bd
  • 1Ba
  • 732 Sq Ft
2189 Sussex Rd, Winter Park, FL 32792
  • $375,000
  • 4Bd
  • 3Ba
  • 1,776 Sq Ft
259 Orange Terrace Dr, Winter Park, FL 32789
  • $439,000
  • 3Bd
  • 2Ba
  • 1,248 Sq Ft
3641 Hawthorne Ln, Winter Park, FL 32792
  • $449,990
  • 3Bd
  • 2Ba
  • 1,622 Sq Ft
2006 Cornell Ave, Winter Park, FL 32789
  • $328,000
  • 2Bd
  • 1Ba
  • 797 Sq Ft
2157 Lake Dr, Winter Park, FL 32789
  • $689,000
  • 3Bd
  • 3Ba
  • 2,124 Sq Ft
1821 Killarney Dr, Winter Park, FL 32789
  • $599,999
  • 0.38 Acre
333 Cornwall Rd, Winter Park, FL 32792
  • $549,900
  • 4Bd
  • 2Ba
  • 1,660 Sq Ft
2482 Roxbury Rd, Winter Park, FL 32789
  • $375,000
  • 2Bd
  • 1Ba
  • 913 Sq Ft
3371 River View Way #46, Winter Park, FL 32792
  • $205,000
  • 3Bd
  • 3Ba
  • 1,151 Sq Ft
1261 Indiana Ave, Winter Park, FL 32789
  • $540,000
  • 3Bd
  • 3Ba
  • 1,660 Sq Ft
5143 Lazy Oaks Dr #5143, Winter Park, FL 32792
  • $275,000
  • 2Bd
  • 2Ba
  • 1,008 Sq Ft
950 Hanover Ave, Winter Park, FL 32789
  • $439,000
  • 3Bd
  • 2Ba
  • 1,606 Sq Ft
1500 Gay Rd #20D, Winter Park, FL 32789
  • $245,000
  • 2Bd
  • 2Ba
  • 1,026 Sq Ft
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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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