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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 Wilkinson House is a mid-block building located at 31 Simcoe Road. It was built by Art Saint and/or George Stoddart around 1923 in the Arts and Crafts style. The house was sold to Chris Long, his daughter, and her husband Fred Wilkinson (a printer for the Bradford Witness) and daughter Marjorie. When they moved to Toronto to work at the DeHavill and Aircraft Company during WWII, the house was sold to a market gardener whose family lived here for many years.
The 1½-storey, two-bay ‘bungalow’ has a simple form with an asymmetrical façade and a rectilinear plan. A broad, steeply-pitched, gable roof extends down to reduce the scale of the building from the street. It covers the open front porch and is supported on wood half columns on brick piers. There is an off-centre hall entrance from the porch. The porch (entered from the front) is raised and has a simple, wood handrail and baluster. There are wide window openings with low floor to ceiling heights. A wide band of windows across the front of the dormer emphasizes the horizontal lines and massing of this house. The wide windows are set into rectangular openings. Smaller, second-storey windows in the front dormer are offset from the ground-floor windows and have plain, wood sills and trim. The windows and the second entrance door are not original. A mix of exterior cladding materials is common to this style. The house has returned eaves at the dormer roof. Wood frame construction has brick, masonry cladding and vinyl siding on the dormer. The original cladding would have been wood. There is a painted, concrete foundation. According to the 2000 inventory, the house is in good condition with many original features that have been maintained well. (1, 2, 3)

The Dan Collings House is located mid-block at 33 Colborne Street. It was built in the Gothic Revival style in the 1880’s. There were once barns (for animals and equipment as well as for marsh hay) on the property. It was the original home of Dan Collings. He was always a teamster who worked the marsh and he later bought and sold junk and farm machinery. Dan had three daughters, Edna, Olive (Al Readman) and Emily (Chet Wilkinson). Dan was considered to be a real character who lived to the age of 93 years. Mrs. Collings died in the 1920’s.
The 1½-storey, two-bay ‘farmhouse’ has an ‘L’-shaped plan with an off-centre hall and a medium-pitched, gable roof. There is a single door with a multi-paned transom and sidelights. The structure has large window openings with low floor to ceiling heights. Large, replacement, double-hung windows are set into the original openings with plain, wood trim and sills. The house has wood frame construction with vinyl siding. Originally, the siding was probably wood. According to the 2000 inventory, despite its new colours, the basic Gothic Revival form is very evident in this house. (1, 2, 3)

The building located at 30 Simcoe Road was known as the Lathangue & Skwarchuk Funeral Home when this photo was taken in 1995. The Kilkenny family was the first to serve Bradford with a funeral home in 1836. Neil Lathangue owned the business from 1950-1963. Mac Lewis was the owner from 1963-1973. He brought Bill Skwarchuk into the business in 1968. Today (2017), the funeral home is owned by Bill Skwarchuk and his family. (1, Skwarchuk Funeral Home web site)

The two-storey house located at 21 Simcoe Road was built by George Stoddart before World War I. Originally, it was clad in brick and there was a large barn at the rear across the full lot. There was also a 2’-square dumb waiter in the house. It was operated by a pulley system and used to move things from the basement to the upper floors. Mrs. Stoddart and her son (George) lived here for many years. Tom Bell retired from the Bank of Commerce in the 1930’s, and he and his wife and daughter (Dorothy) were next to live in this house. Dorothy lived here until her father died and she was too old to remain. (1, 2)

This structure faces Mary Street and is located at the rear of the former Winchester Arms Restaurant (on the southwest corner of Holland and Barrie Streets). Green, board and batten cladding had been added since the photo was taken in 1995 or 1996. (1)

The original building located at 4 Holland St. West (on the southwest corner of Holland and Simcoe Streets) was built in the 1840’s and was situated on land originally owned by James Drury. He was one of the early immigrants who reached Upper Canada. Drury rented the corner lot to Thomas Driffill (a blacksmith), who opened a hardware store at that location. The lot was later sold to Robert Cooke, who leased the property to Driffill for another 20 years. Thomas Driffill became the village of Bradford’s first reeve when it was incorporated in 1857. The great fire of 1871 destroyed all but the building’s foundation. It was rebuilt incorporating the intact, old vault and locally-made bricks. Thomas Driffill bought the building in 1885, eventually retired, and left the business to his sons, Joseph and James, who eventually sold it to Andrew Thompson, Driffill's partner. It became Thompson's Hardware. A series of different owners and different types of enterprises followed. William Barron bought the building in 1946 and relocated his hardware business to this site. He made several renovations, including adding a new stone façade, new plate glass windows, and an elevator to facilitate deliveries to the tinsmithing shop upstairs. He retired and left the business to his son Norman. The building later became a motorcycle shop, and eventually, for several years, the Winchester Arms Restaurant. (1, 2, 4, “Four Holland Street West: A Short History” by Lorraine Philip - Bradford West Gwillimbury Public Library, Local History Collection).

The house located at 149 Queen St. (on the northwest corner of Queen and Essa Streets) was built pre-1900 in the Ontario Vernacular Cottage style. It was once the home of the Bales family.
The 1½-storey, three-bay ‘cottage’ has a simple, rectangular form with a symmetrical façade and a centre hall plan. It has a medium-pitched, gable roof and a lack of decoration and porch addition. The replacement windows have the original, plain, wood lug sills and trim. Metal storm windows and the door are later additions. The structure also has a one-storey addition that was built at a later time. This structure has stucco cladding on 4” poured-in-place, concrete walls and a parged, stone foundation. According to the 2000 inventory, the modest dwelling requires painting and landscaping. (1, 3)

The Fred C. Cook Senior Elementary School is located at 75 Queen Street. It is not the original building to be found on this site. That structure was a small, two-room, grammar school from Bond Head that was loaded onto a sled and pulled by horses many years ago to the newly-formed town of Bradford. It was set among the pine trees found on a plot of land between Fletcher and Queen Streets. That structure eventually became the first high school in Bradford. It was destroyed by fire in 1890 and a new school was opened on the same site. It burned as well. The Fred C. Cook Senior Elementary School (as seen in the photo) was erected in its place in 1923 or 1924. It was built in the Colonial Revival style. A four-room wing was built in the rear school yard in 1956 (1960’s?) to alleviate over-crowding.
The main building has 2½ storeys. Its large, simple, rectangular form dominates this site. The structure is set well back from the street on a broad expanse of lawn. This positioning suggests its importance in the community. There are large window openings with high floor to ceiling heights, and a flat roof (probably covered with built-up tar and gravel). The entrance is raised one-half storey above grade level. Stairs lead directly to an over-scaled entrance door framed by white-painted pilasters and a plain, wood entablature above. The double door and transom do not appear to be original. The tall, ‘Venetian” windows (characteristic of the neoclassical style) have pilasters and three-foot ‘lights’. The first and second-storey windows are joined by recessed, wood panels. A white-painted, urn-trimmed, roof balustrade is set into a brick, parapet wall. Thin pilaster strips (set into a continuous ‘sill’ at the ground-floor level) sub-divide the front façade into multiple bays. The building has concrete, masonry construction with brick, masonry cladding, applied wood details, and a concrete foundation. According to the 2000 inventory, the building is in excellent condition with many original details.
A new, modern version of the Fred C. Cook Elementary School opened in September, 2013. It is located at 20 Fletcher Street. (1, 3, Bradford District High School’s web site)

The Thompson Fisher House is located at 37 Queen St. (on the northeast corner of Queen and Rebecca Streets). It was built around 1880 in the Eclectic Neoclassical style. It belonged to J.C. Wood in the 1950’s. He was the principal at the original, adjacent Bradford High School.
The two-storey, rectangular building has a symmetrical façade and a centre hall plan (Neoclassical features). A medium-pitched, hip roof with a wide overhang and a full-width, awning roof at the porch are Regency Revival features. The house has large window openings with high floor to ceiling heights. Ground-floor windows and the entrance door have transom lights. The arched shutters may be original. Decorative details at the porch columns, a busy verge board, and paired, soffit brackets (over new metal soffits) appear to be twentieth-century additions. The house has solid brick construction as well as the original wood banister, doors, and 12” baseboards. According to the 2000 inventory, the decorative trim is excessive and without precedent in the community. It also notes that while some degree of eclecticism is not out of place, the total effect on this well-maintained building is unconvincing. (1, 3, 5)