
Odd Side of the Avenue starting at 23 Fairfield Ave and walking along the adjoining sidewalk in a westerly direction. This walking tour starts at Nonotuck Street where it crosses Fairfield Avenue. Under the image column, click on the small image of a house to get a larger one. The Fairfield Avenue Parkway is owned by the city.
| address | name | year | image | architect | ||
| 23 Fairfield Ave | Thomas Sears | 1893 | owned Sears Grocers | |||
| 27 Fairfield Ave | Sidney Horrigan and Walter Armstrong | 1893 | jeweler on High Street – ran a cotton mill | |||
| 33 Fairfield Ave | Valentine O’Donnell | 1894 | deputy sheriff | |||
| 35 Fairfield Ave | John Bolt and William Chase | 1893 | maker of dandy rolls – city forester | |||
| 37 Fairfield Ave | Frederick Smith and Edward Twing | 1893 | Smith sold hydrants – Twing sold insurance | FINDAGRAVE | ||
| 39 Fairfield Ave | Christopher Callahan | 1894 | superior court judge | FINDAGRAVE | ||
| 41 Fairfield Ave | Timothy Cronin and James Jess | 1894 | Jess owned Hotel Jess | FINDAGRAVE | ||
| 45 Fairfield Ave | Herbert Cooley | 1891 | contractor | FINDAGRAVE | Leslie White | |
| 47 Fairfield Ave | Louis Pellissier | 1895 | owned Mountain Park and the trolley | FINDAGRAVE | Leslie White | |
| 51 Fairfield Ave | Marcella Curran | 1894 | no occupation | Leslie White | ||
| 53 Fairfield Ave | Cyrus Burnham | 1892 | grain dealer | FINDAGRAVE | ||
| 55 Fairfield Ave | George Alderman | 1892 | architect | FINDAGRAVE | ||
| 57 Fairfield Ave | Andrew Dickieson and Charles Newcomb | 1890 | Newcomb was president of Steam Pump Co | FINDAGRAVE | ||
| 59 Fairfield Ave | Alfred Judd and James Wakelin | 1894 | Wakelin – retailer | FINDAGRAVE | ||
| 61 Fairfield Ave | Michael Connors and A Judson Rand | 1894 | Rand – jeweler | FINDAGRAVE | ||
| 63 Fairfield Ave | George Alderman | 1893 | architect | FINDAGRAVE | ||
| 65 Fairfield Ave | Frank Smith | 1890 | ![]() | FINDAGRAVE | ||
| 67 Fairfield Avenue | William Wilson | 1890 | ![]() | FINDAGRAVE | Leslie White | |
| 69 and 71 Fairfield Avenue | Wilbert Dean and Robert Barrett | 1886 | ![]() | Dean – painter and Barrett – HWP engineer | FINDAGRAVE | Leslie White photo |
| 73 Fairfield Ave | Emory McClintock and George Lewis | 1886 | lumber dealer | FINDAGRAVE | James Clough photo |
Even Side of the Avenue starting at 74 Fairfield Ave and walking along the adjoining sidewalk in a easterly direction.
| address | name | year | image | architect | ||
| 74 Fairfield Avenue | Roswell Fairfield | 1883 | ![]() | FINDAGRAVE | photo and photo | |
| 72 Fairfield Avenue | Aaron Bagg Log Cabin | 1815 | owned Parsons Paper | FINDAGRAVE | ||
| 70 Fairfield Ave | Aaron Bagg House | 1910 | owned Parsons Paper | FINDAGRAVE | ||
| 68 Fairfield Ave | Terrance O’Donnell House | 1911 | FINDAGRAVE | |||
| 66 Fairfield Ave | Bernard Feinstein | 1912 | owned leather store | FINDAGRAVE | ||
| 60 Fairfield Ave | Jessie Fischer House | 1955 | FINDAGRAVE | |||
| 56 Fairfield Ave | Charles Tower | 1888 | owned asbestos mill | FINDAGRAVE | photo | |
| 54 Fairfield Ave | Elias Ford | FINDAGRAVE | ||||
| 52 Fairfield Ave | Henry Senior | 1893 | owner of the Senior Block at High and Appleton Streets | FINDAGRAVE | ||
| 50 Fairfield Ave | John Affleck and Dr Julia Bauman Lewandowska and Albert Steiger | 1893 | Affleck owned ruled paper firm – Bauman was a doctor – Steiger a retailer | FINDAGRAVE | ||
| 48 Fairfield Avenue | John Judd | 1912 | ![]() | owned Judd Paper Mill | FINDAGRAVE | |
| 44 Fairfield Ave | Edwin Squire | 1880 | FINDAGRAVE | |||
| 40 Fairfield Ave | James Dickey | 1890 | dealer in flour and hay | FINDAGRAVE | ||
| 36 Fairfield Ave | Henry Holley | 1888 | carpenter at Ely Lumber | FINDAGRAVE | Leslie White | |
| 32 Fairfield Ave | William Woodbury | 1894 | ![]() | grain and hay dealer | FINDAGRAVE | |
| 30 Fairfield Avenue | Andrew Miller | 1888 | ![]() | FINDAGRAVE | ||
| 26 Fairfield Avenue | DeWitt duplex house – Timothy McCarthy | 1903 | city engineer | FINDAGRAVE | 24 and 26 are twin homes -Alderman | |
| 24 Fairfield Avenue | DeWitt duplex house | 1903 | FINDAGRAVE | Alderman | ||
| 81 Nonotuck Street | Michael Teahan | 1890 | FINDAGRAVE | |||
| 20 Fairfield Avenue | Dr. Carl Allen Carriage House | 1893 | FINDAGRAVE | Alderman | ||
| 87-89 Pearl St | George Thorpe | 1891 | FINDAGRAVE | Thorpe | ||
| 10-12 Fairfield Avenue | Thomas Shinkwin | 1887 | Veterinarian | FINDAGRAVE | Alderman | |
| 8 Fairfield Ave | James Wylie | 1887 | FINDAGRAVE | |||
| 6 Fairfield Ave | William Gould | 1887 | FINDAGRAVE | Fowles | ||
| 337 Pleasant St | Joseph Fowles | 1882 | FINDAGRAVE |
Odd Side of the Avenue starting at 1 Fairfield Avenue and walking along the adjoining sidewalk in a westerly direction. Walk only to Nonotuck Street.
| address | name | year | image | architect | ||
| 1 Fairfield Ave | Edward Kinney | 1891 | Fowles | |||
| 3 Fairfield Ave | Alonzo McCrillis | 1891 | Fowles | |||
| 5 Fairfield Ave | Marie Canavan | 1891 | Fowles | |||
| 100 Pearl Street | Charles Phelps | 1885 | sales at Parsons Paper Mill | Alderman and White | ||
| 95 Pearl St | Roland Oaks | 1885 | ||||
| 19 Fairfield Ave | Theda Bagg | 1898 | ||||
| 21 Fairfield Ave | James Allyn | 1889 | Alderman | |||
Sanborn map analysis:
Sanborn 1915 map – map B – map C and earlier Sanborn map shows nothing
Sanborn 1949 map – map B – map C
Sanborn 1956 map – map B – map C







