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The mid-block building located at 52 Simcoe Road was built post-1900 (1902?) in the Gothic Revival Cottage style. The house, which is larger than other older cottages of a similar style in Bradford, was built on property owned by Charles Adams. Originally, there was a garden to the west and a barn on the lane. Later residents of this house included Joe Brown (a retired farmer from the 10th line) and Jessie, who lived here until he died. Joe was a noted gardener who raised his granddaughter Margaret Turner. Paul Margetiak and his wife and son also lived here at one time. He was a gardener, too, and he built a garage on the property. Len Saint did the cement work and added a closed-in porch. Eventually the property was bought by Gary Swagerman. He lived in the house with his wife and family and eventually had the barn remodelled to become the site of a dry cleaner. The garden was paved and used as a parking lot for the business.
The 1½-storey, three-bay cottage has a rectangular plan, a centre hall, and a symmetrical façade. The medium-pitched, gable roof has a centre gable over the entrance. There are single windows to the primary rooms on each side of the covered entrance porch. A raised, open porch has a hip roof supported on simple, wood columns set directly on the porch base/foundation. The porch has a simple, wood handrail and balusters. A single entrance door is set into a segmented, arched opening. Windows are set into segmented, arched openings with brick voussoirs and concrete lug sills. The windows and door are not original. A second-storey window set halfway into the centre gable is a reference to the Gothic Revival style. Locally-made bricks were placed by Tom Saint on the wood frame construction. According to the 2000 inventory, the house is in good condition. (1, 2, 3)

The mid-block building located at 61 Simcoe Road was built around 1850-1880 in the Classic Revival style. Emerson Glover and his wife and children (Betty, Wilma, Joe and Mary) moved to this house from Coulson’s Hill. He had Len Saint build a cement garage for the trucks he used in his general trucking business. There was a large garden at the back. Andy Simurda (a gardener) bought the house when the Glovers moved to Toronto. He also used the garage for his trucks and for vegetable storage. The garage was eventually demolished. In 1925, Billie Ward, his wife Evelyn, and children (Gwen and Connie) lived here. He worked for Spence Lumber Co. and was a master machinist as well as a clock maker. This structure later became the home of Gwen (Ward) Kilkenny for many years.
The 1½-storey, two-bay house has a rectangular, simplified, ‘temple’ plan with an off-centre entrance and a medium-pitched, gable roof. The pediment roof shape is facing the front and there is a central chimney. A hip roof on the grade-level, entrance-porch verandah is supported on wood half-posts on a solid, wood railing. The roof supports are not original. A door set into a plain, rectangular opening is also not original. There are small window openings with low floor to ceiling heights. A single, ground-floor window and the smaller, upper-floor windows are set into plain, rectangular openings. They are not original. The small, upper-floor windows are offset from the ground-floor openings. The house has 4” poured-in-place, concrete construction with vertical, metal siding. It was originally clad in stucco. According to the 2000 inventory, there are no original details remaining other than the building’s form. (1, 2, 3)

The one-storey, frame house located at 45 John St. West originally had a kitchen and a woodshed at the rear and a veranda at the front. It was the home of Stan Cairns' parents Isaac and Grace (Fisher). The family lived here before and after World War II. (1, 2)

The mid-block building located on the south side at 126 John St. West was built in the 1880’s in the Gothic Revival Cottage style. Originally, there was a back lane for Jim Woods' house and barn next to this house. Pratt lived here many years ago with his wife and two sons. Elgar Houghton bought this house around the time of World War II. He lived there for a time and then he had the house converted into four apartments which were rented. He later sold the building.
The 1½-storey, five-bay cottage has a rectangular plan with a centre hall, an asymmetrical façade with an off-centre gable over the entrance, and a medium-pitched, gable roof. There is a simple, rectangular entrance (at grade level) with windows to the primary rooms on each side. The existing roof over the entry is not original. Small windows at the ground and second floors are not original. They are set into segmented, arch openings with plain, wood frames and painted, stone lug sills. Brick, masonry construction is clad with stucco (not original) and the structure has a parged, stone foundation. According to the 2000 inventory, this modest house has few original details other than the building’s form. (1, 2, 3)

This house is located at 139 John St. West (on the northwest corner of John and Essa Streets). It was built in the 1900’s by carpenter Dalt Coburn. Originally, there was a laneway behind the house that ran west to Toronto St. and a vacant lot next door. The 1½-storey, frame house had many gables. There was a fire here at one time. Dalt raised his family (including son Des) here before moving to Cookstown in the early 1930’s. James Pelovich and his son Jim lived here in 1935. Later George Sadovchuk and his mother (Stephanie Semenuk Sadovchuk) lived here. Stephanie was James Pelovich's mother. George remodelled the house extensively. The veranda at the top was removed and the brick was matched. (1, 2)

This one-storey house is located at 156 John St. West. The original cladding was stucco and there was a kitchen at the back. Mrs. Belfry owned the building many years ago. After her death, Merle Woodcock bought (and repaired) the house. John Holancin and his wife Zuzana (Balint) and large family lived here for a number of years. They were market gardeners on Highway #9. (1, 2)

The building located at 46 Simcoe Road (on the corner of Thomas St. and Simcoe Road) was built pre-1900 in the Ontario Vernacular Cottage style. James Church, and then Jimmie Jackson, his wife, and son once lived in this house. Jimmie worked for the town, was a noted drain expert, and did road work. Mrs. Jackson remained in the house for many years after her husband died. It was also once the home of Lorne Faris (a jeweller) and his wife (Ona). Lorne converted the shed that was on the property into a garage. John Kanyo Jr. lived here when he was first married. After the Kanyo family, it became the home of Budd Robson. Years later, Mr. and Mrs. Emerson Madill (retired farmers from the south side of the 10th Concession near Highway 400) resided here.

The one-storey, three-bay ‘cottage’ has a simple form with a symmetrical façade, a rectilinear plan, and a shallow-pitched, gable roof. It has a centre hall entrance from a covered, open, front-entrance porch which is accessed from the side. Originally, the porch stairs were in the centre and aligned with the front door. The hip roof on the porch is supported on turned posts. Decorative, wood fascia is found at the porch roof. There is a plain, wood handrail and balusters and the porch foundation is enclosed with wood lattice. The building has narrow window openings with low floor to ceiling heights. Windows are set into rectangular openings with plain, wood trim and sills. The house has wood frame construction with brick cladding and a parged, concrete foundation. Originally, the cladding was stucco. According to the 2000 inventory, the house is in good condition with some original features that have been maintained well. (1, 2, 3)

The two-storey house located at 205 Simcoe Road was bought and renovated by Mr. Bruce around 1928. Len Saint did the cement work and the plastering. William Ward and his family lived here later. He raised dogs and had a greenhouse and a garden at the back. He moved to James St. after he retired. (1, 2)