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 2072 Houndslake Dr, Winter Park, FL 32792 For Sale $425,000 Single Family Residential 3 beds2 baths1,524 sqft View details 624 N Lakemont Ave, Winter Park, FL 32792 For Sale $419,900 Single Family Residential 3 beds2 baths1,792 sqft View details 3092 Nicholson Dr, Winter Park, FL 32792 For Sale $475,000 Single Family Residential 3 beds2 baths1,738 sqft View details 1057 Princess Gate Blvd, Winter Park, FL 32792 For Sale $398,000 Single Family 3 beds2 baths1,143 sqft View details 1695 Lee Rd #c201, Winter Park, FL 32789 For Sale $195,000 Condo 3 beds2 baths1,149 sqft View details 1005 Carvell Dr, Winter Park, FL 32792 For Sale $524,499 Single Family Residential 3 beds2 baths1,932 sqft View details 782 S Pennsylvania Ave #1, Winter Park, FL 32789 For Sale $775,000 Townhouse 3 beds3 baths2,354 sqft View details 2071 Temple Dr, Winter Park, FL 32789 For Sale $989,000 Single Family Residential 3 beds2 baths1,889 sqft View details 150 Conrad Ct, Winter Park, FL 32789 For Sale $1,299,999 Single Family Residential 3 beds3 baths2,100 sqft View details 705 Douglas Ave, Winter Park, FL 32789 For Sale $480,000 Single Family Residential 3 beds2 baths1,000 sqft View details 7320 Fieldcrest Ave, Winter Park, FL 32792 For Sale $548,000 Single Family Residential 3 beds2 baths1,919 sqft View details 1944 Nottingdale Ln, Winter Park, FL 32792 For Sale $455,000 Single Family 3 beds2 baths1,621 sqft View details 100 S Virginia Ave #314, Winter Park, FL 32789 For Sale $1,249,000 Condo 3 beds3 baths2,615 sqft View details 1303 Canterbury Rd, Winter Park, FL 32789 For Sale $480,000 Single Family Residential 3 beds2 baths1,072 sqft View details 2817 Eastern Pkwy, Winter Park, FL 32789 For Sale $589,000 Single Family Residential 3 beds2 baths1,376 sqft View details 1612 Neola Trail, Winter Park, FL 32789 For Sale $849,900 Single Family 3 beds3 baths2,029 sqft View details 2819 Scarlet Rd, Winter Park, FL 32792 For Sale $525,000 Single Family Residential 3 beds2 baths2,197 sqft View details 1037 Fairway Dr, Winter Park, FL 32792 For Sale $639,900 Single Family Residential 3 beds3 baths2,145 sqft View details 1921 Houndslake Dr, Winter Park, FL 32792 For Sale $475,000 Single Family Residential 3 beds3 baths2,038 sqft View details 419 W Morse Blvd, Winter Park, FL 32789 For Sale $1,995,000 Townhouse 3 beds4 baths3,027 sqft View details « prevPage 2 of 10next »