Cabbagetown sits on what has been the ancestral land of various indigenous peoples who would hunt, fish, trade, and harvest wild rice along the Don River just east and down the valley from today’s Cabbagetown. As well, migrating ducks used to frequent the area in the spring and the fall. As a result, there were remains of native camps and artifacts found in the area, including pottery fragments. The age and exact location of these sites are no longer known. With the channeling of the Don River in the 1880s, subsequent flooding over the past hundred years, and the construction of the Don Valley Parkway system in the 1950-60s, site locations would now be impossible to identify. [Source: First Story Toronto: Exploring the Indigenous History of Toronto]

When Lieutenant-Governor John Graves Simcoe laid out the Town of York in 1793, a series lots were given to the Upper Canada elite. The first lot west of the Don River and encompassing a large part of today’s Cabbagetown was assigned to Simcoe’s son Francis (aka Frank) who was 3-years old at the time. The Simcoe family built the first house in the area, a log cabin on a bluff overlooking the Don near what is now Bloor Street, and called this cabin Castle Frank in honour of their son. Simcoe also had a path cut through the woods from the first Upper Canada Parliament Buildings, near what is today Front and Parliament, all the way to the cabin. This path became Parliament Street.

Cabbagetown was first established in the 1840s, just outside of the newly created city of Toronto, as a northeast “suburb.” Parliament was the main north south road and Winchester Street the primary east west route in the area. For a time, Winchester Street continued east down the Don River valley, crossing over what was called Playter’s Bridge (later known as the Winchester Street Bridge) and becoming Winchester Drive east of the river. This connected with Danforth Avenue, and provided a link between the developing areas east of the Don (now Riverdale) and the growing city of Toronto. The bridge was rebuilt several times as the raging Don River, swollen by spring thaws, often swept it away. It was eventually demolished when the Prince of Wales Viaduct opened in the late 1910s, making it redundant.

It was also around this time that Cabbagetown developed as a residential area. When the Irish Potato Famine brought a huge influx of Irish immigrants to Toronto in the 1840s and 1850s, the city’s population began to spread eastward to the Don River and north. Most of the houses built south of Gerrard Street were small cottages, home to the workers in the many industries that were established along the river: Gooderham & Worts Distillery, William Davies Company (pork processing and packing), Sheet Metal Products, several breweries, etc. In Cabbagetown, the Lamb’s Glue and Blacking Manufactory stood in what is now Wellesley Park. As well the Toronto General Hospital opened in the area, also providing a source of employment. 

Land in Cabbagetown was also set aside for public space. Two cemeteries were opened in the area: the St. James Cemetery in 1844, and the Toronto Necropolis in 1850. These are the final resting places for several important figures in Canadian history, including George Brown, Robert Baldwin and William Lyon Mackenzie.

Times were tough for many of these immigrants and to help provide food, residents would grow vegetables, including cabbages, in their front yards, resulting in the area’s nickname of Cabbagetown. Cabbages were very popular as they grew in the area’s soil, kept well, and were versatile in the kitchen. The area south of Gerrard is actually the original Cabbagetown.

North of Gerrard Street, the area was more mixed, with houses belonging to both blue and white collar workers and even some wealthy company owners in the large houses along Carlton Street. Many of the homes were built in what is now considered the quintessential Cabbagetown style. Tall, thin, asymmetrical and often semi-detached, these Gothic Revival style houses featured protruding bay windows and a pointed front gable, often decorated with gingerbread. The name of this style is more a description: Bay& Gable.

Starting in 1899, part of Riverdale Park West became the home of Toronto’s first zoo - called the Riverdale Zoo - with lions, bears and monkeys. The zoo closed in 1974 and moved to Scarborough. A heritage farm - the Riverdale Farm - opened in 1978, and is today home to cows, horses, pigs and the ever popular heritage chickens.

Cabbagetown’s prosperity peaked in the late 19th century (the majority of Cabbagetown’s stock of homes was built in the 1880s and 1890s) and early 20th century. The First World War had a devastating impact on the area and its population, and the area slid into decline even before the Great Depression drastically changed the face of Cabbagetown. As jobs became scarce, people fell on hard times. Many were forced to move away and families were split up. Many of the homes were subdivided into often sketchy rooming houses. The area appeared to have been forgotten by city planners. It was this period that prompted author Hugh Garner to call Cabbagetown “the largest Anglo-Saxon slum In North America”.

The first threat came in the 1950s, but local opposition prevented several grand Victorian Carlton Street mansions from being sacrificed to a Don Valley Parkway exit. Developers also lurked.

In the 1960s, the plans were to expand St. James Town-style highrise towers all over Cabbagetown. Residents got organized and fought, with support from a new philosophy at City Hall. Indeed, a reform Council under Mayor David Crombie was elected and imposed a height by-law, the developers began to sell off these properties.

This large stock of decayed, but largely untouched, Victorian housing was discovered by some clever realtors and renovators who, attracted by low prices and the area’s history, began to restore these historic houses to live in them or flip them. Thus began a process of renaissance that today makes Cabbagetown one of the most beautiful and sought-after residential areas of Toronto.

In 1987, to prevent any future threat of destruction, a group of concerned citizens created the Cabbagetown Preservation Association (CPA) to fight to preserve the area’s architectural integrity and historic character, ending up with the beautiful community we see today.

In the late 1990s, the CPA and the City of Toronto started working on designating our community as a heritage conservation district (HCD). Considering the size of the area, it was decided to split Cabbagetown into various sections to make the task more manageable. In 2002, the City of Toronto designated the first area - Cabbagetown-Metcalfe - as an HCD. Over the following years, the designation of more sections followed.

In 2024, the last section - Cabbagetown Southwest - was designated. Now, all of the residential areas of Cabbagetown have been designated as an HCD with the benefits and responsibilities that it carries.

We may be tempted to think that “the job is done!” However, this would not be completely true. Indeed, the heart of Cabbagetown - its main street - is not protected and has now started to attract developers. Community representatives led by the CPA are advocating for action to bring protection to heritage buildings on Parliament Street as well as improve its streetscape and manage its densification. History almost repeats itself as the CPA goes back to the role that created it: trying to save the heritage of Parliament Street and help steer its future.