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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)

Miss Sinclair’s House is a mid-block building located on the south side at 92 Holland Street West. It was built in the 1890’s in the Italianate style. Miss Bertha Sinclair lived in this house for many years. When she died, her nieces Kay and Isabel (daughters of Robert Spence) moved into the house. They were hairdressers. Isabel later moved and part of the house was rented to George and Ethel Stewart. The building was eventually sold to a real estate agent. The office of Dr. Fitzsimmons was also here at one time. Next to this structure was a vacant lot belonging to the Sinclair family. Many years ago there was a Temperance Hall and a church located there.
The two-storey, rectangular, main building has a single-storey, rear addition, a symmetrical façade, and a moderately-pitched, hip roof with a central chimney. The grand, Italianate scale is reflected in the large window openings, high floor to ceiling heights, and the large, 6/6 sash windows. There are deep, projecting eaves with ornately-decorated, paired cornice brackets and ‘false quoins’ (wood detailing meant to resemble masonry). The window cornices are exaggerated. According to the 2000 inventory, the stone foundation, wood frame construction, horizontal, wood-sided exterior finish (resembling masonry), and painted, exterior, wood trim are maintained well. (1, 2, 3)

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 Village Inn is located at 2 Holland St. East (on the corner of Holland and Simcoe Streets). There had been a hotel located at this site before the great fire of 1871. The building in this photo (1995) was built in 1920 in the Ontario Vernacular style. The original two-storey, cement building contained living quarters upstairs. One of the early inhabitants was Dave Watson, a farmer from the Scotch Settlement. He was one of the first to work with Professor Day in bringing about the drainage of the Holland Marsh. The ground floor was a grocery store in the early 1930’s (or before it was bought by Jim Gray and his wife). It was separated by a central entrance downstairs.
Ken Morris bought the building around 1933 or 1934. Renovations were done by Art and Len Saint in 1937. The building was converted into the English Tudor-style hotel currently known as “The Village Inn”. A one-storey addition was added later (on the east side of the building) to contain a restaurant and ladies’ room. Under Jack Pong’s ownership, the addition became a Chinese restaurant. Additions were built later at the rear. Frank Sakowski ran the Inn for a while before it was sold to Bill Callum and Mr. Grant.
The two-storey building has a wide, rectangular plan with an asymmetrical organization and a typical ‘Main Street’, storefront façade located at the street line. It is characterized by a high, flat, ‘boomtown’ façade and cornice with brick dentils. The prominent, corner entrance door is oriented diagonally toward the street intersection. Existing door and storefronts are not original. The upper-floor pairs of windows suggest some original Italianate styling. The windows are not original on either level. At the time of the 2000 inventory, the building had masonry construction, stucco and wood siding, and a built-up, tar and gravel roof. It notes that the modest, commercial building is in fair condition with no original details visible. (1, 2, 3)

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 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 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 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)

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)

The structure located at 38 Holland St. West (on the southwest corner of Holland and Drury Streets) was built around 1900 in the Ontario Vernacular style. B.B. “Ben” Collings lived upstairs with his wife (a Waldruff), and children Bernice, Kathleen and Norman. Both daughters became school teachers and Norman (“Dodger”) was a professional hockey player who helped his father and later took over the business. Ben’s workshop was also located here and there was a horse stable at the rear of the property many years ago. The back end of the building was destroyed by fire in the 1920’s. Ben Collings was involved in several businesses. He was also known as an organizer and sports manager. At one time this building was the site of the Collings’ mattress factory. Ben also cut marsh hay and hauled it down the river on a scow. Sometimes the hay was stacked for winter baling. The horses wore four wooden boots and wouldn’t get off the scow until they were applied. Ben was a furniture maker and an undertaker. His first experience as an undertaker was with the body of his own father. He bought Jack Spence’s fishing business (including nets, reels, pulleys, ropes and the fish shanty at the mouth of the river on the east side opposite the 8th Line). His largest catch of fish was five tons of carp. He fished in the spring and fall and put nets under the ice in winter. Carp was caught (when in season) and had to be kept alive for the Jewish market. He employed about eight men all year round. Later he had old cars cut down to make tractors. Ben and another man broke (worked?) Col. Bar’s marsh land at the north end of Federal Farms Rd. (Bathurst Street). The Newmarket Canal started and died on this property.
The two-storey, commercial ‘row’ building has second floor offices (or living space), a wide, rectangular plan with symmetrical organization, and a flat, built-up, tar and gravel roof. The ‘Main Street’ frontage with a typical, storefront façade is located at the street line. The Drury Street façade on the north portion of the building (fronting Holland Street) has a more informal façade with openings placed as required to suit the building’s requirements. The Drury Street building has a plain, symmetrical façade and is dominated by a wide, segmented, arch entrance raised slightly above the sidewalk. A loading door to the rear portion of the Holland Street building has a segmented, arch opening and a concrete sill raised above street level. The existing doors and windows are not original. There are several window openings with segmented, arch openings and concrete lug sills. Several basement windows (all topped with segmented arches) have been fully, or partially, blocked in. This suggests that the building was built before the existing road or town services were installed. The building has masonry construction, brick cladding, and a parged, stone foundation. According to the 2000 inventory, this modest, commercial building is in good condition with some original details. (1, 2, 3)
Please contact the Bradford West Gwillimbury Public Library (905-775-3328) if you have any other information about this photo.