Cheap homes$30,000$50,000$100,000$150,000$200,000$250,000$300,000$350,000$400,000$450,000$500,000$550,000$600,000$650,000$700,000$750,000$800,000$850,000$900,000$950,000$1M$2M$3M$5M$10M$20M 1 bedroom2 bedrooms3 bedrooms4 bedrooms5+ bedrooms Min Price Luxury homes$30,000$50,000$100,000$150,000$200,000$250,000$300,000$350,000$400,000$450,000$500,000$550,000$600,000$650,000$700,000$750,000$800,000$850,000$900,000$950,000$1M$2M$3M$5M$10M$20M to Max Price Cheap homes$30,000$50,000$100,000$150,000$200,000$250,000$300,000$350,000$400,000$450,000$500,000$550,000$600,000$650,000$700,000$750,000$800,000$850,000$900,000$950,000$1M$2M$3M$5M$10M$20M All bedrooms 1 bedroom2 bedrooms3 bedrooms4 bedrooms5+ bedrooms All bathrooms 1 bathroom2 bathrooms3 bathrooms4 bathrooms5+ bathrooms 1635 Highland Rd, Winter Park, FL 32789 For Sale $3,300,000 Single Family Residential 5 beds6 baths4,325 sqft View details 2500 Euston Rd, Winter Park, FL 32789 For Sale $524,900 Single Family Residential 5 beds5 baths2,258 sqft View details 2519 Chantilly Ave, Winter Park, FL 32789 For Sale $1,584,000 Single Family Residential 5 beds5 baths3,448 sqft View details 318 Genius Dr, Winter Park, FL 32789 For Sale $3,850,000 Single Family Residential 5 beds7 baths6,223 sqft View details 1833 Loch Berry Rd, Winter Park, FL 32789 For Sale $3,150,000 Single Family Residential 5 beds5 baths4,770 sqft View details 1620 Palm Ave, Winter Park, FL 32789 For Sale $2,395,000 Single Family Residential 6 beds5 baths4,002 sqft View details 1737 Lookout Landing Cir, Winter Park, FL 32789 For Sale $2,999,999 Single Family Residential 5 beds6 baths5,066 sqft View details 2816 Norris Ave, Winter Park, FL 32789 For Sale $2,200,000 Single Family Residential 5 beds5 baths3,880 sqft View details 4041 Yacht Ct, Winter Park, FL 32792 For Sale $689,000 Single Family Residential 5 beds3 baths2,153 sqft View details 2412 Chantilly Ave, Winter Park, FL 32789 For Sale $2,795,001 Single Family Residential 5 beds7 baths4,500 sqft View details 2105 Fosgate Dr, Winter Park, FL 32789 For Sale $1,675,000 Single Family Residential 5 beds4 baths3,068 sqft View details 1660 Palmer Ave, Winter Park, FL 32789 For Sale $5,500,000 Single Family Residential 5 beds7 baths5,636 sqft View details 2161 Sharon Rd, Winter Park, FL 32789 For Sale $5,533,333 Single Family Residential 5 beds7 baths6,475 sqft View details 431 Worthington Dr, Winter Park, FL 32789 For Sale $1,995,000 Single Family Residential 5 beds5 baths3,762 sqft View details 1228 N Park Ave, Winter Park, FL 32789 For Sale $4,250,000 Single Family Residential 5 beds6 baths5,320 sqft View details 1135 Lakeview Dr, Winter Park, FL 32789 For Sale $4,950,000 Single Family Residential 5 beds5 baths5,681 sqft View details 7600 Bent Bow Trail, Winter Park, FL 32792 For Sale $515,000 Single Family Residential 5 beds2 baths2,188 sqft View details 210 E Lake Sue, Winter Park, FL 32789 For Sale $3,141,000 Single Family 5 beds6 baths4,188 sqft View details 421 Lakewood Dr, Winter Park, FL 32789 For Sale $4,750,000 Single Family 5 beds9 baths5,847 sqft View details 1061 Tuscany Pl, Winter Park, FL 32789 For Sale $2,100,000 Single Family Residential 5 beds4 baths3,949 sqft View details « prevPage 1 of 5next »