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. With over 4200+ sq ft of living space (each unit is over 1000+ sq. ft in size), 29 Winchester offers a spacious and gracious living environment, complimented with multiple walk-out balconies, large windows, private decks and terraces, all 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 ensuite laundry in each unit. Parking is accessed via a private rear laneway (4 parking spaces at present including 1 tandem space, and the possibility to expand up to 6 car parking on site). Highly desirable 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.
Under Contract:
Hot Water Tank-Electric
Property Type:
Residential Freehold
Property Sub Type:
Fourplex
Home Style:
3-Storey
Approx. Age:
100+
Total Approx Floor Area:
3000-3500
Lot Depth:
132'8¾"40.5 m
Lot Frontage:
28'6"8.68 m
Lot Shape:
Irregular
Direction Faces:
South
Bedrooms:
3+1
Bathrooms:
4.0
Water supply:
Municipal
Kitchens:
4
Kitchens in Basement:
1
Bedrooms Above Grade:
3
Bedrooms Below Grade:
1
Kitchens Above Grade:
3
Rooms Above Grade:
15
Heating type:
Baseboard
Heating Fuel:
Electric
Foundation:
Unknown
Roof:
Asphalt Shingle, Metal
Basement:
Apartment
Fireplace/Stove:
Yes
Garage:
None
Garage Spaces:
0.0
Other Structures:
None
Parking Features:
Lane, Private
Parking Spaces:
4
Total Parking Spaces:
4.0
Family Room:
Yes
Possession Details:
TBD
Pool:
None
HST Applicable To Sale Price:
Not Subject to HST
Taxes:
$12,353.71 /
2026
Assessment:
$- /
-
Toronto
Toronto C08
Cabbagetown-South St. James Town
Library, Park, Place Of Worship, Public Transit, School
None
None
HWT 34.52/month
Sale includes all existing appliances and fixtures, excluding tenants personal effects. 4x fridges, 4 stoves, 4x dishwashers, 3x air conditioners, 1x gas burner plus electrical(owned), HWT (rental), 4 fireplaces (as-is), 4x dishwashers). Full list of renovations / improvements included with attachments.
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