The Heritage of Cabbagetown
Winchester Bridge, circa 1870.
In the early 1840s, this area was known as “the village of Don Vale” which had developed around Winchester Bridge Street. Back then many travellers enjoyed the village’s taverns and hotels. Decades before the construction of the Prince Edward Viaduct, the old Winchester Bridge was the only way to cross the Don River in the north.

Winchester cottages, fine exemples of brick houses in Cabbagetown. Photo credits: Scott Weir
335-337 Parliament Street, expropriated for Regent Park North, 1947. Photo credits: Toronto Archives
Not until the 1970s did the area start to gentrify. Wealthier residents were buying the elegant grand Victorian houses and restoring them to their original beauty. Many of the residents who bought during that time period still live there.
Navigating the Area
Today’s true limits of Cabbagetown (after the demolition of part of the original neighbourhood, which is now called Regent Park) are bound by the Don River to the east – Gerrard Street to the south – St. James Cemetery to the north – Sherbourne Street to the west. Some residents of the area would argue that the western limit is Parliament Street. However, the survival of incredible Victorian houses between Parliament and Sherbourne has extended the original footprint of Cabbagetown to the west. Interestingly enough, the original boundaries, before the government housing projects of the 1940s, encompassed not only Regent Park, but also Trefann Court and Moss Park.
There are no Subway Stations in this area, but many buses and streetcars will take you to one easily. The closest subway line is Bloor-Danforth, which you can reach by taking the 65 bus on Parliament Street. To get to the Yonge-University line, you can ride the 506 streetcar, which runs to College Station, then to Queen’s Park Station.
One of the big advantages of living in Cabbagetown is the proximity to the rest of the downtown core. Many residents use public transport or simply walk. For those who own a car, the Don Valley Parkway and the Gardiner Expressway are moments away. With the charms and attractions of this neighbourhood, many tourists come to walk the streets during the summer. With it’s proximity to some of the poorest areas of Toronto, Cabbagetown also attracts more transient folk, and despite the 1970s gentrification, the area is still struggling with crime and social issues. A restaurant review in 2005 captured the Cabbagetown dichotomy: “ Cabbagetown might be one of Toronto’s most exclusive districts but you’d never know it from strolling down its main drag. A jumble of discount stores and cheap coffee shops that attract the down-on-their luck and the just plain unlucky. Parliament Street is the polar opposite of the leafy avenues lined with million-dollar piles only a block away.”
Attractions
The neighbourhood is quite an interesting pocket of Toronto to live in. A lot of residents consider themselves “priviledged” to have their home here! The people in the community are involved, and there is a Business Improvement Association, three residents associations, and many community groups. While several artists and famous people call Cabbagetown home, many owners are actually empty nesters who have downsized from larger residences.
Asymmetrical semi-detached pair of modified bay and gables on Sword Street, built around 1882. Photo credits: Scott Weir
On the cultural front, this area holds many neighbourhood festivals.There is the annual Cabbagetown Festival, which happens the second week-end in September. For two days participants display their arts and crafts under tents in Riverdale Park West. Another major highlight is the parade on the Saturday morning. Finally, the “Tour of Homes”, in which local residents open their doors for a paying public, is very popular.
A typical scene during the Cabbagetown Festival: residents holding a garage sale in their front lawn. Photo credits: Kaeko
Riverdale Farm. Hard to believe you are so close to Toronto's downtown! Photo credits: Denis Aubrey
Architecture
Victorian houses are the norm here. In fact, because of its large amount of preserved Victorian homes, Cabbagetown has become a Heritage Conservation District and its buildings are now protected by municipal bylaw.
Another fine exemple of a brick house, facing Riverdale Park. Photo credits: Scott Weir
One particular aspect of these houses is that their original owners took great pride in adding decorative bits here and there. In fact, many carpenters helped them introduce unique architectural features and custom woodwork to their residences, such as cornices, spindles, decorated porches, detailed trim and interesting roofs and windows. Not one building is exactly identical, which plays a big role in the historic charm of this area.
Unfortunately, some developers did some minor damages in the 1980s and 1990s. To give an example of this struggle, a project was put together to purchase a row of workers houses on Metcalfe Street and turn them into condos. By chance, the Cabbagetown Preservation Association was able to stop the bulldozers from leveling them. Instead, the developer had to keep the houses and build the townhouses at the back of the lots.
Even with these waves of new projects, the Cabbagetown look is primarily intact. Actually, one could say that it’s like stepping back in time to visit Toronto the “way it used to be” more than 100 years ago!





