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The building located at 15 Holland St. East was bought by Harold Boyd many years ago. He ran a pool room on the ground floor on the west side. He added a second floor above the pool room for living quarters. Jack Pong owned a restaurant on the east side of the building in the 1930’s. (1, 2)
The two-storey, brick and cement building located at 19 Holland St. East was owned at one time by George Simpkins. He ran a plumbing, heating, electrical, and eavestroughing company upstairs. There was a show room downstairs and the east side was a workshop. George and his family lived on Moore St. across from Joseph Street. Ethel Gapp was his bookkeeper, Ted Gapp was his electrician, and George Manton did the heating work. They drove for miles around the country in a Model T truck. Harry Barron bought the business in the 1930’s and kept the same workmen. Then the business was moved to the southwest corner of Holland and Simcoe Streets. (1, 2)

The buildings shown in this photo are located at 21, 23, 25 and 27 Holland St. East. One of the buildings in this row was once a bakery and confectionary owned by Jack Madil. There were two ovens in the rear and a barn at the back of the property. Jack later sold the business to Fred Gowland in the early 1930’s and bought a farm (on the north side of Concession 10, on the west side of Sideroad 10). Fred and his family moved into the living quarters above the bakery. He had a partner and second baker named Bert Hunt. Fred later got a job as head baker at the Penetanguishene Asylum and moved to that area. Bert was left to run the business until he got sick. The business was then closed and the building was sold.
The 25 Holland St. East address was the Liberal Party office for Kraft Sloan in 1995.
The 27 Holland St. East address was the location of a barber shop run by Joe Scotto for over thirty years. (1, 2)

The building located at 31 and 33 Holland St. East once housed an implement business run by Frank Allan and his son George. Leonard Saint and Sinclair MacDonald cemented the building and flattened the roof. There were four rental apartments upstairs. In the front there was a large plate glass window, a door, a smaller plate glass window, and another door for bringing in machinery. There was also a counter and parts department. The workshop in the rear had a small and a large rear door. (1, 2)

Ed Cave built the flat-roofed, cement building located at 32 Holland St. East. It was originally used as a milk creamery. Around 1934, Cousins Dairy (from Aurora) took over and put Roy in charge. A restaurant was added at the front that was run by Mrs. Walt Mussen and Mrs. Ossie Depew. It employed several local girls over the years. There was a bus stop in front of the building and bus tickets were purchased in the restaurant. Jim Phillips (a butter maker) and Gord Bantam worked here. Ossie Depew delivered butter, milk, and buttermilk to Beeton, Lefroy, etc. Cousins Dairy later sold the building to Jim Phillips. He worked there until his death. When the business folded, Roy went to Brussels where he opened another creamery. In this photo taken in 1995, the building was the home of the Bradford West Gwillimbury Times newspaper. La Mexicanada Restaurant is located here in 2014. (1, 2)
Please contact the Bradford West Gwillimbury Public Library (905-775-3328) if you have any other information about this photo.

The mid-block building located at 37 Holland St. East was built in the Gothic Revival style in the 1880-1890’s. Originally, the left side on the ground floor contained an office occupied by grain buyers. It had a front door and a small window. The remainder of the building was used as living quarters for several families over the years, including Art Hand (a painter and decorator) and his wife (Sawyer), and later their son Orville and his wife Helen (Noble). It was eventually sold to Mr. Glass, a merchant.
The 1½-storey house has an ‘L’-shaped plan with a centre hall. It also has an asymmetrical façade, an off-centre front gable at the façade projection, and a medium-pitched, gable roof. There is a raised, open porch. The existing roof, supports, and railing are not original. Its wide door opening suggests that the original had a transom and sidelights. The door itself is not original. There are small windows with high floor to ceiling heights. Wide windows set into rectangular openings in the projecting bay are not original and the variation in the brick suggests that the original openings were partially bricked in. The windows in the receding bay are set into segmented, arch openings with brick voussoirs and concrete, lug sills. None of the existing windows are original. The building has wood frame construction with brick cladding and a textured, concrete foundation. According to the 2000 inventory, there are few original details remaining in the building. (1, 2, 3)

The two-storey, frame building located at 36 Holland St. East was clad in cement in 1927 by Len Saint. Miss Sarah McDonnell, accompanied by her sister, ran a boarding house here.
The frame building located at 38 and 40 Holland St. East was bought many years ago by Mr. McWilliams. He remodeled the structure and put the entrance for the upstairs apartment on the east side (42 Holland St. E.). He died many years ago and Mrs. Mary McWilliams (a sister of William Hirlehey) and her son Bill lived in the apartment. Bill worked on the marsh and in a hockey stick factory. There were two shops downstairs. There was a shoemaker and leather shop for years at 38 Holland St. East (on the west side of the building). There have been several other businesses here including Joyce’s Curio Shoppe (as seen in this photo taken in 1995). (1, 2)

The frame building located at 38 and 40 Holland St. East was bought many years ago by Mr. McWilliams. He remodeled the structure and put the entrance for the upstairs apartment on the east side (42 Holland St. E.). He died many years ago and Mrs. McWilliams (a sister of William Hirlehey) and her son Bill lived in the apartment. Bill worked on the marsh and in a hockey stick factory. There were two shops downstairs. Joe Scotto barbered at 40 Holland St. East (on the east side of the building) for a number of years before moving across the street to “Rusty” Worfolk’s property at 27 Holland St. East. There was a shoemaker and leather shop for years at 38 Holland St. East (on the west side of the building). There have been several other businesses here including Joyce’s Curio Shoppe (as seen in this photo taken in 1995). (1, 2)

The Edmund Garrett House is a two-storey building located at 45 Holland St. East. It was built in the Classic Revival style in the 1880’s (after the fire of 1871 that destroyed much of Bradford’s downtown). The building was converted into two living quarters many years ago and was once the home of the VanZants (on the west side) and the Bennett family (on the east side). George Bennett, a powerful man and labourer, dug (by hand) a large number of the ditches on Dufferin Street. Howard Thornton eventually bought the building and started a crate factory with Bill Fuller in the barns at the rear. He had a crate and lumber yard on Back Street. Howard and his brother also owned Barron’s Hardware store. After Howard died, Mrs. Thornton rented the upstairs apartment and lived downstairs by herself. After her death, the town bought the structure and had it remodeled to accommodate the Bradford Police Station on the ground floor, which it housed from 1980-2008, and the building inspectors’ office on the upper floor.

The building has a modified, rectangular ‘temple’ plan with a projecting frontispiece flanked by two-storey wings on either side. A medium-pitched, gable roof has a plain cornice and frieze supported on small brackets. There is an enclosed, raised porch with a shed roof and a plain cornice and frieze supported on small brackets. The building has tall, narrow window openings with high floor to ceiling heights. Windows are used to highlight the frontispiece with an angular, flat-roofed bay at the ground level and a projecting cornice and eaves on brackets. Double, semi-circular, arched windows at the second floor are highlighted with dichromatic, brick voussoirs. There is a rose window set within the gable into a round opening of cut-stone voussoirs. Other windows are set into rectangular openings with stone (or concrete) lintels and lug sills. The original windows were probably multi-paned and double-hung. Masonry construction has brick cladding and there is a coursed, rubble-stone foundation. The two, two-storey additions have filled in the east corners of the building and the entrance porch has been modified and enclosed. According to the 2000 inventory, the structure is in good condition with some original details remaining. (1, 2, 3)

The two-storey, frame building in this photo (from 1995) was once located at 52 Holland St. East. It and sat on a narrow lot and had long sheds at the back. Several families lived here over the years, including Joe Graham, his wife, and sons Leonard, Ogil, Weldon, Gilford, Leeson and Donald. Joe was a semi-retired farmer from the Cookstown area and he ran a farm on Concession 6 on the south side (west of Simcoe Road). The boys had a butcher shop and Weldon trucked, hauling coal for the dredge on the big canal and fill for the dam from Simcoe Street. Harold Boyd eventually bought the property. He had Sinclair MacDonald remodel the structure and add a rental apartment upstairs. Harold’s daughter and her family lived in the rental apartment before the building was demolished in the 1990’s. A plaza was later built on this (and the adjoining McLain) property. (1, 2)

The building seen in this photo from 1995 was once located at 60 Holland St. East. It was rented to several people over the years, including a relative of Bob McKinstry. Years later, Alec Dutcher moved here from the Clubine farm at the back of town. He had a garden and lawn on the west side of the house. There was a large barn at the back. Alec worked for Bill Sutton (painting and paper hanging). Lou Wyman and his family and mother-in-law later bought the house and it was eventually used as a real estate office before being demolished in the 1990’s. (1, 2)