$3,400,000Asking Price
29 Winchester Street, Toronto, ON M4X 1A6
Cabbagetown, Toronto
The finest 4-plex in Cabbagetown has returned to market for the first time in a generation! This impeccably maintained and professionally updated income property has been meticulously renovated and represents a rare opportunity to acquire a best-in-class asset of this stature in one of Toronto's most storied neighbourhoods. Over 4200+ sq ft of living space, complimented with multiple walk-out exterior spaces including 2x large private decks, a rear walk-out patio at grade, and a stunning oversized south facing rooftop terrace on the upper level overlooking lush rear grounds under a densely treed canopy. The building is home to a high-quality tenant base, and each suite enjoys dedicated climate controls. The building has been curated to appeal to professionals and offers living spaces that are ideal for both entertaining and relaxing in a quiet environment. Fine interior finishes include hardwood floors, updated bathrooms, updated kitchens, high ceilings, and large windows. Each unit has dedicated ensuite laundry. Parking is accessed via a private rear laneway off of Aberdeen Ave, including 4 parking spaces at present (of which 1 is a tandem parking space,) and the possibility exists to expand up to 6 car parking on site). 29 Winchester has been assembled to remain highly desireable and strongly appealing to tenants in any market. This premium location is steps to restos and shopping along Parliament Street, and accessible to multiple TTC options (including the Carlton Street Car) or a short walk to Castle Frank Station TTC Subway. Tenants can enjoy Winchester Park at their doorstep, or stroll to Riverdale farm. Mere minutes to the downtown core and Distillery District / St Lawrence Market. Building financials available upon request. Shows 10+ and must be seen - a perfect addition for any investor seeking a high calibre investment grade property to add to their portfolio.
The finest 4-plex in Cabbagetown has returned to market for the first time in a generation! This impeccably maintained and professionally updated income property has been meticulously renovated and represents a rare opportunity to acquire a best-in-class asset of this stature in one of Toronto's most storied neighbourhoods. Over 4200+ sq ft of living space, complimented with multiple walk-out exterior spaces including 2x large private decks, a rear walk-out patio at grade, and a stunning oversized south facing rooftop terrace on the upper level overlooking lush rear grounds under a densely treed canopy. The building is home to a high-quality tenant base, and each suite enjoys dedicated climate controls. The building has been curated to appeal to professionals and offers living spaces that are ideal for both entertaining and relaxing in a quiet environment. Fine interior finishes include hardwood floors, updated bathrooms, updated kitchens, high ceilings, and large windows. Each unit has dedicated ensuite laundry. Parking is accessed via a private rear laneway off of Aberdeen Ave, including 4 parking spaces at present (of which 1 is a tandem parking space,) and the possibility exists to expand up to 6 car parking on site). 29 Winchester has been assembled to remain highly desireable and strongly appealing to tenants in any market. This premium location is steps to restos and shopping along Parliament Street, and accessible to multiple TTC options (including the Carlton Street Car) or a short walk to Castle Frank Station TTC Subway. Tenants can enjoy Winchester Park at their doorstep, or stroll to Riverdale farm. Mere minutes to the downtown core and Distillery District / St Lawrence Market. Building financials available upon request. Shows 10+ and must be seen - a perfect addition for any investor seeking a high calibre investment grade property to add to their portfolio.
See MoreKey Info
- 3-Storey Fourplex
- 4 Parking
- No Garage
- Winchester & Parliament
- 3000-3500 Approximate Sq Feet
- 100+ Years Approximate Age
- No Ensuite Laundry
- Baseboard Electric Heating
Property
- Excludes: Heat, Hydro, Water, Cable TV, Central A/C, Common Elements, Building Insurance, Parking
- Taxes were $12,353 in 2026
- Possession: TBD
Details
- Brick Exterior
- Fireplace
- 4 + 1 Kitchens
- MLS #C13578164
- ROYAL LEPAGE TERREQUITY SW REALTY
Extras
Rooms
| Room | Floor | Dimensions | Details | |
|---|---|---|---|---|
| 1 | Kitchen | Main | 14.34' x 7.09' | Pass Through, Tile Floor, Walkout To Balcony |
 | 1 4-Piece Bathroom | |||
| 1 3-Piece Bathroom | |||
| 1 3-Piece Bathroom | |||
| 1 4-Piece Bathroom on Main Floor | |||
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Who lives here?
Cabbagetown, Toronto is a central Toronto neighbourhood notable for its singles, renters, university grads, executives and education, law & public sector and arts & culture professionals. Residents tend to be older with a significant number of adults aged 35 to 64 and seniors aged 65 to 74.
Families
Kids Per Family
0.7
kids per family
in the neighbourhood.
Gta ({{ '1.29999995231628' | number: 1 }})
Singles
56%
of residents are
single and loving it.
56% singles
Toronto (50%)Gta ({{ '44.8800010681152' | number: 0 }}%)
Renters
59%
of residents
are renters.
59% renters
Toronto (47%)Gta ({{ '33.0200004577637' | number: 0 }}%)
Education
59%
of residents are
university grads.
59% university grads
Toronto (48%)Gta ({{ '43.6699981689453' | number: 0 }}%)
Income
Average Household Income
$151K
is the average household
income in the neighbourhood.
Gta ({{ '135056.828125' | minifiedCurrency }})
Professions
Professions
| Sales | 14% |
| Government | 13% |
| Business | 11% |
| Management | 10% |
| Culture | 9% |
Immigrants
34%
of residents were
born outside of Canada.
34% immigrants
Toronto (48%)Gta ({{ '45.4300003051758' | number: 0 }}%)
Birthplace - All
4.0% from Philippines
All-time
Birthplace - Recent
0.5% from Philippines
Recent
Foreign Languages
Foreign Languages
| French | 3% |
| Tagalog | 3% |
| Spanish | 2% |
| Cantonese | 2% |
| Mandarin | 1% |
Religions
Religions
| Christian | 47% |
| Buddhist | 3% |
| Jewish | 3% |
| Muslim | 3% |
| Hindu | 1% |
Social Housing
Social Housing Buildings
32
Social housing buildings
in the neighbourhood.
Shelters
Shelters
0
Homeless shelters in
the neighbourhood.
