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The structure located at 21 Holland St. West is part of what is known as the Evans Block. The building was raised and Len Saint added a cellar and a foundation. The work was done by Mac Campbell and his team of carpenters. T.W.W. Evans had the building constructed to house his law practice. The upstairs was also used for years by Dr. Ellis, a dentist. The upper floor even served as Bradford Library in the 1930s, run by Mrs. Day. At one time, the offices of Tupling Insurance were also located in this building. In 1957 a fire destroyed several buildings to the east, but this structure was spared. (1, 2)

This two-storey structure is located at 218 Simcoe Road. It is the fourth house on the west side (south of the “Y” in Simcoe Road). Robert Stewart, his wife, and family lived here many years ago. His son George, who married Ethel Waldruff, played lacrosse and was a painter and paper hanger for Billie Sutton. Robert owned 75 acres of land and worked as the town clerk for 25 years. He also farmed (and later rented) his land. Ed Cave and his wife (Ida) and daughter (Violet) moved to this area from Newton Robinson and eventually bought and worked a farm. He delivered milk and had a dairy in town. Ed was a staunch Orangeman who played King Billie riding his white horse at the 12th of July parade. There was a gravel pit on the property. He eventually sold his farm to Mike Sklencar, John Kulha, Steve Brinkos and John Kashmere. They divided the remaining land and sold the lots along Simcoe Road. The large house was converted into four apartments that were used as their living quarters while they each built a house. The structure was still being used as an apartment building in 1995. (1, 2)

The building located at 23 Holland St. West may have been owned by George Stoddart Jr. at one time. It had living quarters upstairs. The ground floor once housed a bank (possibly the Imperial Bank) and there was a large vault in the back. The manager was Fred Stevens. He moved to Barrie when the bank closed. This left the Canadian Bank of Commerce as the only bank in Bradford at that time. The Bradford Witness newspaper, under the direction of Stewart and Ina McKenzie, later moved to this location from the Seim Building. (1, 2)
The building located at 27 Holland St. West also had living quarters upstairs. The ground floor housed the practice of lawyers Gardner, Morris and Denney for a while after WWII. Mrs. Marg Fallis lived upstairs for many years before moving to John Street. (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)

This building is located at 26 Holland St. West. H.F.S. Gardner, his wife Bertha, and children Tom and Ada (who was in a wheelchair) moved from Newmarket to this area in 1920. They opened a combination general and hardware store that sold clothing, boots, shoes, paints, tools, coal, oil, etc. The business used all the available space in the building, including the two floors and the basement. The family lived on Simcoe St. in a house owned by Miss Hill. (1, 2)

The structure located at 29 Holland St. West was vacant for many years. Howard Bowser bought and restored it as a shop with living quarters upstairs. Ted and Audrey Gapp lived here for a number of years. Helen Bantam ran a ladies’ shop downstairs and lived upstairs. She may have bought it from Bowser. At the time of this photo (1995), it was a barber shop.
The building located at 31 and 33 Holland St. West (on the northeast corner of Holland and Moore Streets) was built around 1880 in the Ontario Vernacular style. It was constructed on the site of the former Edmanson Bakery (33 Holland St. West). The bakery was the origin of the big fire on May 23, 1871 that destroyed much of downtown Bradford. E.P. Snow had a harness and saddle shop at 31 Holland St. West for many years. He lived on the north side of John Street. Later it was bought by Secondo Cavallo, who ran a shoemaking business at this location. He lived on the south side of John Street. Cavallo’s daughter (Aida) ran the business for a few years and then it was sold. Lash Davey and Bill ran a butcher shop at 33 Holland St. West for several years. They had a slaughter house on Piccadilly Hill (Simcoe St. South). James Webb, a butcher and lacrosse player, later ran his shop here. Webb was joined by his son Jim, who eventually took over the business and employed Harold Boyd. Jim originally had an ice house at the back of the property. A freezer locker was built later by Len Saint at the back. The building and business were eventually owned for many years by the Pezzanitti family.
The one-storey, commercial, semi-detached ‘row’ building has a wide, rectangular plan with an asymmetrical organization. There is “Main Street” frontage with a typical, storefront façade located at the street line. A plain façade is characterized by a high, flat, ‘boomtown’ façade with brick dentils. The two-bay façade is dominated above the storefronts by an applied, pressed- metal cornice with stone brackets at each end. Existing doors and storefronts are not original. Wide, glass, storefront windows with stone sills are also not original. The building has masonry construction with brick cladding, a stone foundation, and a flat, built-up tar and gravel roof. According to the 2000 inventory, the modest building is in good condition. (1, 2, 3)

The building located at 30 Holland St. West (on the southeast corner of Holland and Drury Streets) has been the site of many businesses, including Bradford Travel (as seen in this photo from 1995). Many years previously, George Ogilvie, a tailor, moved to this area from Bond Head. He employed five or six cutters and seamstresses to help run his business. It occupied the first and second floors of the building. John Depew moved here years later. He ran a barbershop on the ground floor and lived upstairs with his children (Oswald, Eddie and Georgina). The two boys became barbers and Georgina was a nurse in the Soldiers’ Memorial Hospital in Orillia. Archie Hammell and his wife Minnie (Spence) opened and ran a grocery store here for a time. Gerry McTavish worked for them, and he and his wife took over the business when the Hammells retired. (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)

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)

This two-storey, solid-brick building is located on the north side at 37 Holland St. West (on the corner of Holland and Moore Streets). It has been the site of several businesses, including Western Tire, Municipal Savings and Loan, and a grocery store. Originally, it was the Kilkenny Furniture Store. Frank Kilkenny, his father, and Keith lived here. The front part of the building was a furniture display and show room. There were stairs on the west side leading up to the show room. It was later turned into a funeral parlor when funerals ceased to be held in the deceased’s home. In the early 1930’s, Len and Art Saint built an addition on the back. The back part was used as an embalming room and for casket storage. It had two car bays. There was an elevator in the back part that provided access to the second floor. After Frank died, Keith remained an undertaker for only a short time. He preferred to work with refrigerators, furniture, freezers and radios. There was an office off Lovers Lane (Moore St.) that later became the location of Keith’s radio repair shop. Tom Kilkenny, an undertaker and furniture maker, later ran his business here. He employed a number of men. Behind the brick building was a two-storey, frame building used for storing cutters, sleighs, furniture, and the other things used in the business. There was also a small garden. Neal Lathangue eventually took over the funeral business. (1, 2)