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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)

The mid-block building located at 47/49 Simcoe Road was built around 1830-1860 in the Neoclassical Duplex style. Originally, there was a long, one-storey, frame house located at this site. It had a verandah on the northwest side, a picket fence along the street, a large barn on the south side of the house, a garden at the back and it was the home of Lew McConkey Sr. (a grain and seed merchant), his wife, and son. Lew had an office on the north side of Holland Street. New owner Paul Sadlon had Len Saint build a garage and a storage building at the back. Paul and his wife were market gardeners. Their son owned Bruce Sadlon Motors. The house was later converted into two apartments. Jack Gibney and his wife (Sadie Copeland) and their three daughters (Doris, Joyce and Muriel) lived here at one time. He was a horse trainer and worked for Dick Crake for many years. Jack replaced Alfred Payne (a bachelor who lived at the Queen’s Hotel). The current duplex was built on the same property after the house was demolished. Harold Gwyn, owner of a plumbing and heating business, was the owner of this newer building at the time this photo was taken in 1996.
The two-storey, four-bay, semi-detached house has a rectangular plan, a formal, symmetrical façade, and a medium-pitched, gable roof that has a central chimney (not original). Slightly-raised, separated, side-hall entrances are located at either end of the façade. This gives greater privacy than paired entrances, but it places habitable rooms along the party wall. The doors are set into plain, rectangular openings and are not original. There are large window openings with low floor to ceiling heights. Equal-sized, ground-floor and second-floor windows (not original) with high sills are set into plain, rectangular openings. The openings have plain, wood frames and sills. Similar window openings above the entrance doors may have once existed and then been covered. The building has wood frame construction with vinyl siding (not original), a cut- stone foundation, and a basement. According to the 2000 inventory, few original details remain other than the building’s form. It also notes that the slightly-sagging roof suggests insufficient structural supports in the centre of each house. (1, 2, 3)

This two-storey, frame and cement-clad house is located south of the “Y” at 223 Simcoe Road. Mr. Bruce bought this house and the land (which extended south to the town limits and over the canal) many years ago. A marsh laneway ran east and there was a bridge across the canal for the road to the marsh. The lane circled the house and came out on Simcoe Road. There was a large barn east of the entrance to the property. It had a basement for animals and chickens. Albert Readman and his family (Mildred, Albert Jr., Olive, and Tom) lived in this house for a number of years. Mike Kasik (a market gardener) eventually bought the property. Len Saint built a cement garage and a storage building south of the house on the end of the bank and the lane. (1, 2)