December 19, 1864 – The Howard Steam Fire Engine Co. No. 1 was organized by the Charlestown Fire Department at 11 Elm Street , Charlestown, and was equipped with a William Jeffers Co. steam engine, Serial # 136, called the ‘Mystic’.
June 15, 1867 – Company moved into new quarters on the same site at 11 Elm Street , Charlestown.
July, 1872 – Company received a new 1872 Amoskeag First Size steam engine, Serial # 415.
January 5, 1874 – The City of Charlestown was annexed to Boston. Charlestown Engine Co. 1 became part of the Boston Fire Department, retaining its old number for the present time.
May 7, 1874 – Charlestown Engine 1 was reorganized and made a Part-Permanent company.
May 16, 1874 – The Board of Fire Commissioners voted to change designation of Charlestown Engine 1 to Engine Co. 27. This became effective the first week of June.
September 3, 1884 – Company changed from Call to Permanent status.
December 15, 1894 – The Board of Fire Commissioners voted to place Engine 27 at Ladder 9’s quarters, at 333 Main Street, during alterations to their firehouse.
May 29, 1895 – Engine 27 returned to 11 Elm Street , after reconstruction of their quarters.
June 11, 1902 – Company received an 1890 Silsby Second Size steam engine, Serial # 977, ex-Engine 40, and rebuilt as a piston pump by the American Fire Engine Company.
May 22, 1907 – Captain Edward D. Pope, Engine Company 27, died in the Line-Of-Duty.
April 12, 1908 – The ‘First’ Great Fire in Chelsea occurred. Engine 27 was among 14 engine companies, 2 ladder companies and a fireboat sent by Boston on Mutual Aid to Chelsea. The fire consumed 492 acres of land and destroyed 2822 buildings before being extinguished. Companies sent to Chelsea were: Engines Companies 6, 5, 11, 36, 27, 39, 26, 8, 10, 33, 9, 40, 4, 15; Ladder Companies 21, 22; Fireboat Engine 44.
June 25, 1914 – A conflagration occured in Salem, Mass. Engine 27’s horse-drawn steamer and hose wagon were sent to the fire via flatbed railroad car from North Station, along with Engines 6, 8, 26, 39.
May 20, 1916 – Newspaper story: Profile of Captain B.F. Hayes of Engine 27.
July 17, 1923 – Company received a new 1923 American LaFrance, Type 75, 750gpm motor pumper, Serial # 4338, Shop # 155 , and a new 1923 American LaFrance, Type 75, motor Hose & Chemical Wagon, Serial # 4347, Shop # 342 , replacing the horse-drawn apparatus.
1929 – Hoseman John J. Boyle of Engine Company 27 was awarded the Walter Scott Medal For Valor. Citation
October 29, 1931 – Company received a 1929 American LaFrance, Type 112, Hose & Booster Wagon, Serial # 6667, Shop #369 , ex-Engine 38.
April 22, 1938 – Company moved to the quarters of Ladder 9 at 333 Main Street. The old firehouse at 11 Elm Street was closed.
August 9, 1939 – Changed from Double-unit to Single-unit operation. Company received a 1919 American LaFrance Triple Combination, 750gpm pumper, Serial # 2656, Shop # 127. The 1929 ALF Hose Wagon, Shop # 369 , was sent to to Engine 34. The 1923 ALF pumper, Shop # 155 , was sent to Engine 16.
February 16, 1944 – Company received a 1932 American LaFrance, Type 310RC – V12, 1000gpm pumper, Serial # 7472, Shop # 186 , ex-Engine 35.
June 1, 1948 – Company received a new 1948 Mack, Type 85, 750gpm pumper, Serial # 85LS-1256, Shop #195.
July 6, 1948 – Company changed from Single-unit to Double-unit operation. Company was assigned a 1932 American LaFrance, Type 310RC-V12 1000gpm pumper, Serial # 7472, Shop # 186 , in service as a Hose Wagon.
February 3, 1955 – Company changed from Double-unit to Single-unit operation. The 1932 American La France Pumper, Shop # 186 , in service as a Hose Wagon, was placed in reserve.
July 1, 1961 – COMPANY DEACTIVATED. The firehouse at 333 Main Street was closed.