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 1451 Lyndale Blvd, Winter Park, FL 32789 For Sale $1,750,000 Single Family Residential 5 beds4 baths3,853 sqft View details 1772 Chestnut Ave, Winter Park, FL 32789 For Sale $2,275,000 Single Family Residential 5 beds5 baths3,850 sqft View details 1740 Via Palermo, Winter Park, FL 32789 For Sale $3,995,000 Single Family Residential 5 beds6 baths5,259 sqft View details 1918 Summerfield Rd, Winter Park, FL 32792 For Sale $1,300,000 Single Family Residential 5 beds5 baths3,269 sqft View details 610 Genius Dr, Winter Park, FL 32789 For Sale $3,290,000 Single Family Residential 5 beds6 baths5,196 sqft View details 1252 Via Del Mar, Winter Park, FL 32789 For Sale $3,550,000 Single Family Residential 5 beds6 baths4,131 sqft View details 1820 Viburnum Ln, Winter Park, FL 32792 For Sale $499,999 Single Family Residential 5 beds3 baths2,906 sqft View details 1017 Via Tuscany Oaks Way, Winter Park, FL 32789 For Sale $1,995,000 Single Family Residential 5 beds6 baths4,230 sqft View details 200 Oakwood Way, Winter Park, FL 32789 For Sale $3,275,000 Single Family Residential 5 beds6 baths4,370 sqft View details 450 Ololu Dr, Winter Park, FL 32789 For Sale $1,699,000 Single Family Residential 5 beds6 baths4,518 sqft View details 1707 Sarong Pl, Winter Park, FL 32792 For Sale $875,000 Single Family Residential 6 beds5 baths3,327 sqft View details 785 Via Lombardy, Winter Park, FL 32789 For Sale $5,650,000 Single Family Residential 5 beds7 baths6,736 sqft View details 2413 Winter Park Rd, Winter Park, FL 32789 For Sale $3,250,000 Single Family 5 beds7 baths4,905 sqft View details 5325 Cypress Reserve Pl, Winter Park, FL 32792 For Sale $899,000 Single Family Residential 5 beds4 baths3,598 sqft View details 2630 Park Pl Dr, Winter Park, FL 32789 For Sale $1,695,000 Single Family Residential 5 beds5 baths3,721 sqft View details 231 Chelton Cir, Winter Park, FL 32789 For Sale $5,500,000 Single Family Residential 5 beds7 baths5,754 sqft View details 1571 Bryan Ave, Winter Park, FL 32789 For Sale $3,300,000 Single Family Residential 5 beds6 baths5,461 sqft View details 1861 Taylor Ave, Winter Park, FL 32789 For Sale $1,460,000 Single Family Residential 5 beds5 baths3,150 sqft View details 670 N Pennsylvania Ave, Winter Park, FL 32789 For Sale $449,900 Single Family Residential 5 beds3 baths2,112 sqft View details 1768 Elizabeths Walk, Winter Park, FL 32789 For Sale $989,900 Single Family Residential 5 beds4 baths2,986 sqft View details « prevPage 4 of 5next »