| School Name | Grades | Address | Zip | Phone | County | Type | District Name |
| Able School | 1-4 | 201 Pratt St Winsted, CT | 06098 | (860) 379-5423 | Litchfield | public | Winchester School District |
| Aim School | 9-12 | 100 Battistoni Dr Winsted, CT | 06098 | (860) 379-8525 | Litchfield | public | Regional School District 07 |
| Bridges School 2 | 2-6 | 15 Hinsdale Ave Winsted, CT | 06098 | (860) 379-5956 | Litchfield | public | Winchester School District |
| Explorations | 10-12 | 71 Spencer St Winsted, CT | 06098 | (860) 738-9070 | Litchfield | charter | Explorations District |
| Flex School | 6-9 | 100 Battistoni Dr Winsted, CT | 06098 | (860) 379-7243 | Litchfield | public | Regional School District 07 |
| Intensive Learning Program | n/a | 100 Battistoni Dr Winsted, CT | 06098 | (860) 379-1084 | Litchfield | public | Regional School District 07 |
| Links | 7-12 | 100 Battistoni Dr Winsted, CT | 06098 | (860) 379-8525 | Litchfield | public | Regional School District 07 |
| Mary P. Hinsdale School | K-5 | 15 Hinsdale Ave Winsted, CT | 06098 | (860) 379-5956 | Litchfield | public | Winchester School District |
| Northwestern Regional High School | 9-12 | 100 Battistoni Dr Winsted, CT | 06098 | (860) 379-8525 | Litchfield | public | Regional School District 07 |
| Northwestern Regional Middle School | 7-8 | 100 Battistoni Dr Winsted, CT | 06098 | (860) 379-7243 | Litchfield | public | Regional School District 07 |
| Pearson Middle School | 6-8 | 2 Wetmore Ave Winsted, CT | 06098 | (860) 379-7588 | Litchfield | public | Winchester School District |
| St. Anthony School | PK-8 | P.O. Box 808 Winsted, CT | 06098 | (860) 379-7521 | Litchfield | private | |
| Step | 9-12 | 100 Battistoni Dr Winsted, CT | 06098 | (860) 379-8525 | Litchfield | public | Regional School District 07 |
| The Gilbert School | 9-12 | 200 Williams Ave Winsted, CT | 06098 | (860) 379-8521 | Litchfield | public | The Gilbert School District |