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 507 Warrenton Rd #507, Winter Park, FL 32792 Sold $307,000 Condo 3 beds3 baths1,374 sqft View details 2358 Middleton Ave, Winter Park, FL 32792 Sold $1,550,000 Single Family Residential 4 beds4 baths3,245 sqft View details 1651 Oakhurst Ave, Winter Park, FL 32789 Sold $2,150,000 Single Family Residential 4 beds4 baths3,059 sqft View details 5263 Pine Lily Cir, Winter Park, FL 32792 Sold $760,000 Single Family 4 beds4 baths2,822 sqft View details 1945 Poinciana Rd, Winter Park, FL 32792 Sold $466,000 Single Family Residential 3 beds2 baths1,632 sqft View details 627 S Ranger Blvd, Winter Park, FL 32792 Sold $598,000 Single Family Residential 4 beds3 baths1,897 sqft View details 276 Scottsdale Square #276, Winter Park, FL 32792 Sold $124,500 Condo 2 beds2 baths1,085 sqft View details 2515 Windward Way, Winter Park, FL 32792 Sold $299,000 Single Family Residential 3 beds2 baths1,331 sqft View details 3043 Antique Oaks Cir #170, Winter Park, FL 32792 Sold $172,000 Condo 2 beds2 baths1,018 sqft View details 2225 Coldstream Dr, Winter Park, FL 32792 Sold $480,000 Single Family Residential 4 beds2 baths1,460 sqft View details 1641 Gladiolas Dr, Winter Park, FL 32792 Sold $469,900 Single Family Residential 3 beds2 baths1,878 sqft View details 2217 King Richards Ct, Winter Park, FL 32792 Sold $460,000 Single Family Residential 3 beds2 baths1,581 sqft View details 270 E Lake Sue Ave, Winter Park, FL 32789 Sold $1,900,000 Single Family 5 beds5 baths3,151 sqft View details 1319 Orchid Ave, Winter Park, FL 32789 Sold $500,000 Single Family Residential 3 beds2 baths1,668 sqft View details 1251 Woodmere Dr, Winter Park, FL 32789 Sold $1,800,000 Single Family Residential 4 beds4 baths4,738 sqft View details 2837 Wright Ave, Winter Park, FL 32789 Sold $750,000 Single Family Residential 3 beds2 baths2,220 sqft View details 5315 N Lake Burkett Ln, Winter Park, FL 32792 Sold $543,000 Single Family Residential 4 beds3 baths2,188 sqft View details 350 N Phelps Ave, Winter Park, FL 32789 Sold $672,000 Single Family Residential 4 beds3 baths2,267 sqft View details 1593 Lawndale Cir, Winter Park, FL 32792 Sold $474,900 Single Family Residential 3 beds3 baths1,808 sqft View details 4046 Quenita Dr, Winter Park, FL 32792 Sold $735,000 Single Family Residential 4 beds4 baths3,394 sqft View details « prevPage 1 of 186next »