Identifiers: city · CDP
| Rank | Community | Population |
|---|---|---|
| 1 | Bridgeport (city), CT | 148,654 |
| 2 | Stamford (city), CT | 135,470 |
| 3 | Norwalk (city), CT | 91,184 |
| 4 | Greenwich (CDP), CT | 13,836 |
| 5 | Trumbull Center (CDP), CT | 9,746 |
| 6 | Riverside (CDP), CT | 8,843 |
| 7 | Long Hill (CDP), CT | 8,039 |
| 8 | Ridgefield (CDP), CT | 7,596 |
| 9 | Old Greenwich (CDP), CT | 6,962 |
| 10 | Staples (CDP), CT | 6,954 |
| 11 | Cos Cob (CDP), CT | 6,873 |
| 12 | New Canaan (CDP), CT | 6,220 |
| 13 | Daniels Farm (CDP), CT | 6,150 |
| 14 | Noroton (CDP), CT | 5,317 |
| 15 | Byram (CDP), CT | 4,493 |
| 16 | Pemberwick (CDP), CT | 3,899 |
| 17 | Coleytown (CDP), CT | 3,522 |
| 18 | Compo (CDP), CT | 3,354 |
| 19 | Westport Village (CDP), CT | 3,251 |
| 20 | Greens Farms (CDP), CT | 3,125 |