29 Winchester Street Toronto, ON M4X 1A6
Listing Courtesy of: PropTX - IDX / Listed By: Royal Lepage Terrequity SW Realty

  29 Winchester Street Toronto, ON M4X 1A6

Active
$3,400,000 (CAD)
4
BED
4
BATH
3000-3500
SQFT

Description

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. Shows 10+ and must be seen - a perfect addition for any investor seeking a high calibre investment grade property to add to their portfolio.

MLS®:
C13578164
Taxes
$12,354(2026)
Type
Multifamily
Style
3-Storey
County
Toronto
Community
Cabbagetown-South St. James Town

Listed By

Royal Lepage Terrequity SW Realty
Source
PropTX - IDX
Last checked Aug 28 2026 at 8:34 AM EDT
Bathroom Details
Interior Features
  • None
Property Features
  • Foundation: Unknown
Heating and Cooling
  • Baseboard
  • Wall Unit(s)
Basement Information
  • Apartment
Pool Information
  • None
Exterior Features
  • Brick
  • Roof: Unknown
Utility Information
  • Sewer: Sewer
  • Fuel: Electric
  • Energy: Energy Certificate: No
Garage
  • None
Parking
  • Private
  • Reserved/Assigned
  • Lane
Stories
  • 3
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Disclaimer: Copyright 2026 Toronto IDX. All rights reserved. This information is deemed reliable, but not guaranteed. The information being provided is for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated 8/28/26 01:34