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 1761 Pinetree Rd, Winter Park, FL 32789 For Sale $6,395,000 Single Family Residential 5 beds6 baths4,792 sqft View details 1255 Via Lugano, Winter Park, FL 32789 For Sale $3,349,000 Single Family Residential 6 beds6 baths4,551 sqft View details 1851 Windsor Dr, Winter Park, FL 32789 For Sale $2,699,000 Single Family Residential 5 beds6 baths4,000 sqft View details 2379 Forrest Rd, Winter Park, FL 32789 For Sale $3,795,000 Lot/Land 5 beds7 baths4,483 sqft View details 1880 Windsor Dr, Winter Park, FL 32789 For Sale $1,250,000 Single Family Residential 5 beds4 baths3,074 sqft View details 275 Salvador Square, Winter Park, FL 32789 For Sale $2,150,000 Single Family Residential 5 beds4 baths3,119 sqft View details 7945 Pleasant Pine Cir, Winter Park, FL 32792 For Sale $749,900 Single Family 5 beds4 baths3,496 sqft View details 817 Antonette Ave, Winter Park, FL 32789 For Sale $2,199,999 Single Family Residential 5 beds4 baths3,971 sqft View details 1820 Glencoe Rd, Winter Park, FL 32789 For Sale $3,890,000 Single Family Residential 5 beds7 baths4,055 sqft View details 1362 Richmond Rd, Winter Park, FL 32789 For Sale $1,995,000 Single Family Residential 5 beds4 baths2,925 sqft View details 4091 Scarlet Iris Pl, Winter Park, FL 32792 For Sale $1,500,000 Single Family Residential 6 beds6 baths6,252 sqft View details 451 Shepherd Ave, Winter Park, FL 32789 For Sale $2,250,000 Single Family Residential 5 beds5 baths4,312 sqft View details 1755 Grinnell Terrace, Winter Park, FL 32789 For Sale $1,575,000 Single Family Residential 5 beds4 baths4,021 sqft View details 1460 Via Tuscany, Winter Park, FL 32789 For Sale $5,999,000 Single Family Residential 6 beds8 baths7,535 sqft View details 861 Bonita Dr, Winter Park, FL 32789 For Sale $4,150,000 Single Family Residential 6 beds8 baths6,939 sqft View details 1563 Lakehurst Ave, Winter Park, FL 32789 For Sale $2,995,000 Single Family Residential 5 beds6 baths4,216 sqft View details 1801 Legion Dr, Winter Park, FL 32789 For Sale $1,690,000 Single Family Residential 5 beds5 baths3,518 sqft View details 985 Lincoln Cir, Winter Park, FL 32789 For Sale $4,250,000 Single Family Residential 5 beds7 baths3,660 sqft View details 181 Virginia Dr, Winter Park, FL 32789 For Sale $11,795,000 Single Family Residential 5 beds8 baths8,188 sqft View details 1540 Palm Ave, Winter Park, FL 32789 For Sale $1,895,000 Single Family Residential 5 beds4 baths3,423 sqft View details « prevPage 2 of 5next »