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 1750 Via Tuscany, Winter Park, FL 32789 Sold $5,500,000 Single Family 6 beds8 baths7,644 sqft View details 3948 Cool Water Ct, Winter Park, FL 32792 Sold $475,000 Single Family Residential 5 beds3 baths2,679 sqft View details 2780 Lake Howell Ln, Winter Park, FL 32792 Sold $2,895,000 Single Family Residential 8 beds6 baths6,090 sqft View details 532 S Ranger Blvd, Winter Park, FL 32792 Sold $417,600 Single Family Residential 5 beds3 baths2,120 sqft View details 1829 Harland Park Dr, Winter Park, FL 32789 Sold $1,610,000 Single Family Residential 5 beds4 baths3,393 sqft View details 2407 Lafayette Ave, Winter Park, FL 32789 Sold $1,500,000 Single Family Residential 5 beds5 baths3,133 sqft View details 5008 Lake Howell Rd, Winter Park, FL 32792 Sold $935,000 Single Family Residential 5 beds4 baths2,710 sqft View details 1750 Via Tuscany, Winter Park, FL 32789 Sold $5,500,000 Single Family Residential 6 beds8 baths7,644 sqft View details 1520 Highland Rd, Winter Park, FL 32789 Sold $2,300,000 Single Family Residential 5 beds7 baths4,720 sqft View details 5630 S Lake Burkett Ln, Winter Park, FL 32792 Sold $975,000 Single Family Residential 5 beds4 baths2,400 sqft View details 280 E Lake Sue Ave, Winter Park, FL 32789 Sold $1,789,900 Single Family Residential 5 beds4 baths3,422 sqft View details 138 Detmar Dr, Winter Park, FL 32789 Sold $1,750,000 Single Family Residential 6 beds8 baths5,430 sqft View details 1109 Oaks Blvd, Winter Park, FL 32789 Sold $2,100,000 Single Family Residential 5 beds6 baths3,731 sqft View details 617 Worthington Dr, Winter Park, FL 32789 Sold $1,745,500 Single Family Residential 5 beds5 baths3,523 sqft View details 624 Monmouth Way, Winter Park, FL 32792 Sold $617,000 Single Family Residential 5 beds4 baths3,155 sqft View details 1880 Windsor Dr, Winter Park, FL 32789 Sold $1,040,000 Single Family Residential 5 beds4 baths3,074 sqft View details 1835 Biscayne Dr, Winter Park, FL 32789 Sold $463,000 Multi-Family Home 5 beds3 baths1,837 sqft View details 2222 Azalea Pl, Winter Park, FL 32789 Sold $2,550,000 Single Family 5 beds8 baths4,768 sqft View details 1551 Norfolk Ave, Winter Park, FL 32789 Sold $660,000 Single Family Residential 5 beds3 baths2,740 sqft View details 777 Green Oaks Ct, Winter Park, FL 32789 Sold $1,250,000 Single Family Residential 5 beds3 baths3,162 sqft View details « prevPage 8 of 17next »