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George Jackson fonds Fred Gregory Item Business
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11 and 13 Holland Street East

There was a vacant lot located at 11 Holland St. East after the big fire of 1871. Dennis Nolan built an addition to his Model T Ford dealership (located at 9 Holland St. E.) on this vacant lot. Len Saint used cement to build the new structure and Art Saint did the carpentry. The cars arrived at the railroad station in boxcars and then were brought to this new building. There was a display room at the front. At the rear was another service department with a door on the west side leading to the laneway at the rear. In time, Jim Armstrong and Fred Gregory opened a garage at this location. Charles Roberts also ran it and had a taxi business. Armstrong sold the building to Patchett, who turned the upstairs into a bowling alley (while also still running a taxi business) with a garage in the back. (1, 2)
There was also a vacant lot located at 13 Holland St. East after the fire of 1871. Russell “Curly” Curtis (from Newmarket) married Aileen Church and they built a butcher shop here after WWII. Years later it became the site of the Simpson order office (which was run by Mrs. Fallis). (1, 2)

George Jackson

17 Barrie Street Ray's Sales & Service Ltd.

The cement brick building (with an arch) that is located at 17 Barrie St. is not the original structure at this site. Originally, there was a large frame building (used to shelter horses, a stage coach, buggies, cutters, etc.) that was part of a livery stable owned by Dave Ogilvie many years ago. It was destroyed by fire shortly after Dave bought it and the building seen in the photo is a smaller replacement. Dave also ran a stage coach line (later a taxi service) to Newmarket to meet the Metropolitan street car. Travelling salesmen would use this stage line to bring their wares and samples to town. They would stay at the Queen’s Hotel, where they would take orders from customers. They then used the stage coach and livery to go to Middletown, Bond Head, Newton Robinson, Beeton, Cookstown, Fennell’s Corner and then back home. Dave also hauled mail from the train station to the local post office, as well as to Bond Head. When automobiles replaced horses, the stables were removed from the building and people rented storage there for their vehicles. In time, Dave added a small office, toilets and gas pumps. After he died, Gordon and Mac ran the business until it was sold to Fred Gregory. Fred ran a car repair shop and employed a mechanic. Fred had a rental apartment built upstairs. It had outside stairs to the laneway. When Fred got sick he rented the building to Ray O’Neil who later bought it. Ray sold the building to the European Bakery in 1994. (1, 2)

George Jackson

98 John Street East

The structure located at 98 John St. East was the home of the Collings family years ago. The large, two-storey, frame and stucco-clad house has a long shed at the back that was once used for automobile storage (and later as a utilities room). Before World War II, there was a small building used for repairs and a blacksmith shop located east of the house. Along the lane fence at the south end of the property was a large, one-storey building used for storing marsh hay. South of the main house was a cement sidewalk that led to Holland Street. There was a garden (and later, grass) on each side of the house. Originally, the family owned a horse stable located at 100 John St. East.
Bill Peters and his wife were housekeepers for Ernie Collings Sr. when he lived here around 1907. Ernie owned marshland on the west side of the Holland River at the 10th Line. Years later the house was bought by James Armstrong and his wife Jane (Saint). Jim was a marsh hay worker and he owned land above the 10th Line on the west side of the river. Jim was an implement sales man on Holland Street (around the time of WWII) after marsh haying was finished. He also ran a garage at 11 Holland St East with Fred Gregory after Dennis Nolan closed his garage. Jim and Jane raised their daughters in this house. Daughter Shirley and her husband Bill Watson remained in the house after Jim and Jane died, but it was eventually sold. (1, 2)

George Jackson