Cliff Road is an extension of Catherine Street north past Baker Street, going steeply up the side of Mt. Pisgah and turning right. On maps, Cliff Road looks as if it were designed to connect to Mountain Road.
| Old Address | Post-911 Address | Building Name | Cure Evidence/Notes |
| 2 Cliff Road | 23 Cliff Road |
 Ayres Cottage |
DIS |
| 6 Cliff Road | 33 Cliff Road |
 6 Cliff Road |
|
| 106 1/2 Park Avenue | 34 Cliff Road |
 34 Cliff Road |
|
| 50 Baker Street | 15 Cliff Road |
 Williams Cottage |
SLA1935, PHR1930, TBSBC, TBSWC, Image, Cure Cottages, p. 79 |
| 110 Park Avenue | 50 Cliff Road |
 Larom-Welles Cottage |
TBSWC |
| Cliff Street | Smith Home | Image Image |
