161 Winchester Street
Cabbagetown-South St. James Town, Toronto, M4X 1B5
$1,749,900
Reduced $249,100 from $1,999,000
- 2 bedrooms
- 3 bathrooms
- 2 parking
- 2500-3000 sq ft
Listed 147 days ago · MLS® C13171756
About this home
Rare opportunity to own a truly unique mixed-use corner property in the heart of Cabbagetown, directly across from Riverdale Park and Riverdale Farm. This character-filled property features a functioning main floor corner commercial space currently operating as a well-established ice cream/snack bar, along with two separate and self-contained one-bedroom residential units known as the Loft and the Cottage. The property also offers two private decks and a large backyard, creating exceptional outdoor space rarely found in the city. A landmark location with incredible charm, strong visibility, and income in one of Toronto's most sought-after neighbourhoods. Steps to parks, transit, local shops, and downtown amenities. An exceptional opportunity for investors, end users, or those seeking a unique live/work property. Parking Currently Not In Use.
Details
- Type
- Detached
- Style
- 2-Storey
- Size
- 2500-3000 sq ft
- Lot
- 28.29 × 80 ft
- Basement
- Partial Basement
- Garage
- None
- Kitchens
- 3
- Property tax
- $14,779 (2025)
- Neighbourhood
- Cabbagetown-South St. James Town
- Municipality
- Toronto C08
- Price per sq ft
- $636 (29% below detached houses in Toronto, $898)
Interior
- Bedrooms
- 2 above ground
- Bathrooms
- 1 × 2-piece, 1 × 4-piece, 1 × 4-piece
- Rooms
- 9 above ground + 1 below
- Family room or den
- No
- Fireplace
- No
- Features
- Separate Hydro Meter
Heating, cooling and services
- Heating
- Forced Air, Gas
- Water and sewer
- Sewer
Building and exterior
- Style
- 2-Storey
- Exterior
- Brick, Board & Batten
- Roof
- Asphalt Shingle
- Faces
- South
Parking
- Total parking
- 2
- Driveway and parking
- Private
Lot
- Size
- 28.29 × 80 ft (irregular)
More
- Possession
- TBA
- Nearby
- Fenced Yard, Hospital, Park, Public Transit, School
- Cross street
- Sumach St/ Winchester St
History of this address
4 earlier listings at this address, with sold and leased prices. Create a free account or sign in to see them.
Location
Location is approximate. See nearby homes on the map
Recent sales nearby
See what similar homes within 1 km sold for in the last year. Create a free account or sign in to see them.
The neighbourhood
Getting around Very walkable
- 🚇 Castle Frank Subway14 min walk
- 🚇 Broadview Subway1.2 km
- 🚆 Toronto Union Station GO2.8 km
Within a 10-minute walk: 13 grocery stores, 68 cafés and restaurants, 17 parks, 15 pharmacies. Nearest grocery: Star Fruit Market (400 m). Nearest park: Riverdale Park West (250 m).
Schools nearby
Elementary
- Sprucecourt Junior Public School
EQAO: Gr 6 reading 85%, math 25%4 min walk - Winchester Junior and Senior Public School
EQAO: Gr 6 reading 89%, math 57%9 min walk - Lord Dufferin Junior and Senior Public School
EQAO: Gr 6 reading 80%, math 30%12 min walk - Rose Avenue Junior Public School
EQAO: Gr 6 reading 67%, math 14%13 min walk
Secondary
- Rosedale Heights School of the Arts
EQAO: Gr 9 math 66%, literacy test 95%13 min walk - CALC Secondary School14 min walk
- Quest Alternative Senior School16 min walk
EQAO: share of students meeting the provincial standard (2024–25). Ontario average: Gr 6 reading 86%, math 51%; Gr 9 math 55%; literacy test 83%.
Closest schools, not school zones. Check which school serves this address with the school board before relying on it.
Who lives here postal area M4X
- Owners / renters
- 15% / 85%
- Median household income
- $58,800
- Average age
- 41
- Children under 15
- 12%
- Homes
- 1% detached, 81% high-rise
- Commute by transit
- 44%
- Population
- 19,896
Languages spoken most at home besides English: Tagalog (Pilipino, Filipino) 5.2%, Tamil 2.7%, Spanish 1.6%, Mandarin 1.3%.
Flood and conservation No mapped hazard
Not inside a mapped flood plain or regulated area.
Screening maps only. Ask the conservation authority for a property inquiry before relying on this.
Safety
Major crime per resident in Cabbagetown-South St.James Town (2025): 26% above the Toronto average, down 8% from the year before.
- Assault40% above average
- Break and enter70% above average
- Auto theft59% below average
- Robbery85% above average
- Theft from vehiclesabout average
- Shootingsnone reported
Crime Severity Index for Toronto police: 60 vs 57 for Ontario (2025).
Police-reported figures for the whole neighbourhood, not this street. Rates use the area’s resident population.
Development nearby 1 active
-
509 PARLIAMENT ST · 450 mOfficial Plan / Zoning By-law Amendment · OMB Appeal · applied 2023Zoning By-law Amendment law to permit the development of site for a 10-storey mixed-use building (38.6 metres) with retail at-grade (278 square metres) and 60…Application details
-
340 GERRARD ST E · 450 mSite Plan · Closed · applied 2021Site Plan Approval to convert the existing three-storey building to an office and community use.Application details
Rezoning, site plan, subdivision and condominium applications filed with the city.
Distances are approximate. Places © OpenStreetMap contributors. Neighbourhood figures: Statistics Canada, 2021 Census. School results: EQAO via Ontario Data Catalogue (Open Government Licence – Ontario). Neighbourhood crime: Toronto Police Service Public Safety Data Portal (Open Government Licence – Toronto Police Service). Crime Severity Index: Statistics Canada. Planning applications: City of Toronto open data.
Living here
Commute
To Union Station (downtown Toronto): 3 km. Transit times · Driving times
Coming transit
- 🚧 Moss Park 1.5 km
- 🚧 Leslieville Ontario Line1.6 km · opening early 2030s
- 🚧 Gerrard 1.7 km
Stations under construction or approved. Opening dates are the latest public estimates and often move.
Noise Nothing major nearby
No highway within 500 m, rail line within 300 m, or airport flight path nearby.
Distances from the map, not noise measurements. Visit at rush hour to judge for yourself.
What can be built R
Residential (with a site-specific exception).
- ✅ Up to 6 homes on the lot (multiplex): a sixplex ward
- ✅ Garden suite in the backyard
- ✅ Laneway suite, if the lot backs onto a lane
From Toronto’s Zoning By-law 569-2013 map. Lot size, setbacks and trees decide what actually fits; check with a planner before you buy.
Heritage Protected
This address is on Toronto’s Heritage Register: Heritage Conservation District (Part V) (2004). Changes to the outside (and sometimes inside) usually need a heritage permit, and demolition is restricted.
Trees
86 City street trees within 100 m. That’s more than the Toronto average of 42.
Trees on City boulevards only, not private yards or parks.
Internet High-speed
50/10 Mbps or faster available here by cable, fibre or DSL (the federal high-speed target).
From the federal broadband map. Check exact speeds and providers for the address.
Short-term rentals
Only in your principal residence (where you live). The entire home can be rented up to 180 nights a year; renting up to 3 bedrooms while you live there has no limit. Hosts register with the City and collect the 6% accommodation tax.
Zoning, heritage, building permits and street trees: City of Toronto open data (Open Government Licence – Toronto). Roads, rail, airports and planned stations © OpenStreetMap contributors. Internet: Innovation, Science and Economic Development Canada, National Broadband Data.
Listed by SOTHEBY'S INTERNATIONAL REALTY CANADA.
Listing information provided by PropTx Innovations Inc. and TRREB; deemed reliable but not guaranteed accurate by PropTx.
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