Identifiers: city · CDP · borough
| Rank | Community | Population |
|---|---|---|
| 1 | Waterbury (city), CT | 114,403 |
| 2 | Danbury (city), CT | 86,518 |
| 3 | Bethel (CDP), CT | 11,582 |
| 4 | Sandy Hook (CDP), CT | 9,114 |
| 5 | Ridgefield (CDP), CT | 7,596 |
| 6 | New Milford (CDP), CT | 7,160 |
| 7 | Heritage Village (CDP), CT | 5,091 |
| 8 | Stepney (CDP), CT | 4,280 |
| 9 | East Village (CDP), CT | 4,057 |
| 10 | Ridgebury (CDP), CT | 2,223 |
| 11 | Ball Pond (CDP), CT | 2,189 |
| 12 | Newtown (borough), CT | 1,914 |
| 13 | Georgetown (CDP), CT | 1,832 |
| 14 | Wilton Center (CDP), CT | 1,466 |
| 15 | Woodbury Center (CDP), CT | 1,335 |
| 16 | Lakes East (CDP), CT | 1,299 |
| 17 | Lakes West (CDP), CT | 1,186 |
| 18 | New Preston (CDP), CT | 1,126 |
| 19 | Route 7 Gateway (CDP), CT | 818 |
| 20 | Inglenook (CDP), CT | 799 |