Identifiers: city · community · CDP
| Rank | Community | Population |
|---|---|---|
| 1 | New Haven (city), CT | 134,023 |
| 2 | Meriden (city), CT | 60,850 |
| 3 | West Haven (city), CT | 55,584 |
| 4 | Milford city (balance) (community), CT | 50,558 |
| 5 | East Haven (CDP), CT | 27,923 |
| 6 | North Haven (CDP), CT | 24,253 |
| 7 | Ansonia (city), CT | 18,918 |
| 8 | Wallingford Center (CDP), CT | 18,278 |
| 9 | Orange (CDP), CT | 14,280 |
| 10 | Derby (city), CT | 12,325 |
| 11 | Trumbull Center (CDP), CT | 9,746 |
| 12 | Cheshire Village (CDP), CT | 6,499 |
| 13 | Northford (CDP), CT | 6,082 |
| 14 | Branford Center (CDP), CT | 6,026 |
| 15 | Oronoque (CDP), CT | 3,790 |
| 16 | Durham (CDP), CT | 3,771 |
| 17 | Quinnipiac University (CDP), CT | 3,639 |
| 18 | Clinton (CDP), CT | 3,441 |
| 19 | Guilford Center (CDP), CT | 2,586 |
| 20 | Old Saybrook Center (CDP), CT | 2,278 |