A Walker's Guide to Historical Trafalgar Road
This is page 6
The James Freestone House - c1887 (207 Reynolds Street)
James, the eldest, was a bricklayer and bought the corner lot in 1877 from R.K.Chisholm for $200. A year later he bought another parcel to the north. About 1885 he moved to Toronto to work in his trade. After marrying Elizabeth Ann Wake of Oakville he built their first home near Casa Loma. In 1887 he sold the northern lot to his brother George, a plasterer like his father, and both houses were built that year.
Another brother, John, lived in the Simpson house we saw earlier until he built the house at the northwest corner of Freestone Lane and Reynolds Street. A fourth brother, Robert, lived at 153 Reynolds Street. |
The L-shaped corner house has had only three owners since it was built. It is a typical Ontario farmhouse although it shows no evidence of the usual verandah.
Cut through George’s Square – 22 species of trees, gingko trees.
MacKenzie House - 1910 (301 Palmer Avenue)
This house was built in 1910 by Dr Charles Lusk who lived next door. In 1920 he sold 205 Trafalgar to the Wilkinson family and moved into this house. In 1925 it was occupied by the father of former mayor Harry Barrett and in 1944 it was purchased by the MacKenzie family. Dr MacKenzie died in 1963 but Mrs MacKenzie and their son lived here until 1976 when it was sold again.
The interesting features of this building include the eave returns on both gables, the L shaped plan and the wrap around verandah. It represents a simplified design far removed from the overstated Victorian period. It was designated under part IV of the Heritage Act in 1984. |
Capt. William Wilson - c1849 / Francis Mathews - 1894 (298 Sumner Avenue)

Capt. William Wilson - Mariner
Francis Mathews
Soda Water Works
The background to this home is in the research stage. If you have information you'd care to share, we'd LOVE to hear from you!
Francis Mathews
Soda Water Works
The background to this home is in the research stage. If you have information you'd care to share, we'd LOVE to hear from you!
Capt. William Wilson - Mariner - c1870 (294 Sumner Avenue)
The background to this home is in the research stage. If you have information you'd care to share, we'd LOVE to hear from you!
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Cross Trafalgar and follow Dunn around to Randall.
149 Dunn Street (second property north of Randall.)
The background to this home is in the research stage. If you have information you'd care to share, we'd LOVE to hear from you!
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Patterson's Cider mill - c1920s ( 152 - 158 Dunn Street)
One of the many off-shoots of Oakville's booming fruit business was Patterson's Cider Mill which, until it was destroyed by fire, stood overlooking the Sixteen at what is now 152 and 158 Dunn Street, along with the Patterson House. Francis Ahern reports that the mill "perfumed the autumn air in the process of cider-making".1
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The current building sits on the original stone foundation of the Mill.
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1 Ahern, Frances Robin, Oakville, a Small Town: 1900-1930 (Oakville Historical Society in association with The Boston Mills Press, 1981). Pg.37
1 Ahern, Frances Robin, Oakville, a Small Town: 1900-1930 (Oakville Historical Society in association with The Boston Mills Press, 1981). Pg.37