| Name | What | Region | Country | Lat | Long | Elev Ft. | Pop Est |
| Rainbow | city | Connecticut | United States | 41.91806 | -72.69306 | 82 | 22164 |
| Rawson | city | Connecticut | United States | 41.80694 | -72.06972 | 498 | 3403 |
| Raynham | city | Connecticut | United States | 41.27472 | -72.89694 | 45 | 120705 |
| Redding | city | Connecticut | United States | 41.3025 | -73.38389 | 603 | 16911 |
| Redding Ridge | city | Connecticut | United States | 41.31389 | -73.35083 | 606 | 13234 |
| Reynolds Bridge | city | Connecticut | United States | 41.65722 | -73.08028 | 400 | 30986 |
| Richards Corner | city | Connecticut | United States | 41.17056 | -73.49556 | 396 | 32852 |
| Richards Corner | city | Connecticut | United States | 41.4825 | -72.90556 | 170 | 40374 |
| Ridgebury | city | Connecticut | United States | 41.36056 | -73.52472 | 715 | 26320 |
| Ridgefield | city | Connecticut | United States | 41.28139 | -73.49861 | 728 | 23677 |
| Ridgeway | city | Connecticut | United States | 41.06667 | -73.55611 | 85 | 119169 |
| Ridgewood | city | Connecticut | United States | 41.25944 | -72.51 | 0 | 16183 |
| Ridgewood | city | Connecticut | United States | 41.3125 | -72.10472 | 9 | 44249 |
| Rising Corner | city | Connecticut | United States | 42.03583 | -72.7125 | 206 | 11913 |
| River Glen | city | Connecticut | United States | 41.74472 | -72.86306 | 213 | 51749 |
| Riverbank | city | Connecticut | United States | 41.10472 | -73.58694 | 242 | 46722 |
| Rivercliff | city | Connecticut | United States | 41.19472 | -73.10472 | 22 | 78993 |
| Riverdale | city | Connecticut | United States | 41.56139 | -72.58333 | 3 | 11971 |
| Rivermead Mobile Home Park | city | Connecticut | United States | 41.73444 | -72.63528 | 42 | 138287 |
| Riverside | city | Connecticut | United States | 41.03361 | -73.57861 | 26 | 82878 |
| Riverside | city | Connecticut | United States | 41.42833 | -73.24722 | 400 | 16894 |
| Riverside | city | Connecticut | United States | 41.38806 | -73.17306 | 173 | 17171 |
| Riversville | city | Connecticut | United States | 41.06111 | -73.67556 | 164 | 52254 |
| Riverton | city | Connecticut | United States | 41.96278 | -73.01722 | 597 | 5223 |
| Riverview Mobile Home Estates | city | Connecticut | United States | 41.51139 | -73.05444 | 288 | 98444 |
| Robert Hutt Congregate Housing | city | Connecticut | United States | 41.49583 | -73.075 | 298 | 53817 |
| Robertsville | city | Connecticut | United States | 41.97889 | -73.04444 | 554 | 7855 |
| Rock Landing | city | Connecticut | United States | 41.49694 | -72.52083 | 98 | 7428 |
| Rock Raymond | city | Connecticut | United States | 41.29083 | -73.27472 | 347 | 34323 |
| Rock Ridge | city | Connecticut | United States | 41.035 | -73.64639 | 118 | 76333 |
| Rockland | city | Connecticut | United States | 41.41167 | -72.65639 | 400 | 11162 |
| Rockville | city | Connecticut | United States | 41.86667 | -72.45 | 485 | 36161 |
| Rocky Glen | city | Connecticut | United States | 41.4325 | -73.27139 | 278 | 15644 |
| Rocky Hill | city | Connecticut | United States | 41.66472 | -72.63972 | 108 | 46957 |
| Rogers | city | Connecticut | United States | 41.84028 | -71.90667 | 298 | 12868 |
| Romford | city | Connecticut | United States | 41.67528 | -73.29139 | 698 | 4996 |
| Roseland Park | city | Connecticut | United States | 41.95028 | -71.95667 | 298 | 11931 |
| Round Beach | city | Connecticut | United States | 41.07889 | -73.39639 | 0 | 43499 |
| Rowayton | city | Connecticut | United States | 41.06389 | -73.43694 | 0 | 61005 |
| Roxbury | city | Connecticut | United States | 41.08917 | -73.56083 | 95 | 92680 |
| Roxbury | city | Connecticut | United States | 41.55639 | -73.30917 | 590 | 5859 |
| Roxbury Falls | city | Connecticut | United States | 41.50833 | -73.31111 | 396 | 6815 |
| Roxbury Station | city | Connecticut | United States | 41.5575 | -73.33167 | 298 | 5859 |
| Russian Village | city | Connecticut | United States | 41.44611 | -73.25278 | 298 | 15644 |
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