Contact Us

Edit Template

29 Winchester Street, Toronto, ON M4X 1A6

Toronto C08, ON, M4X 1A6 · Cabbagetown-South St. James Town

4 Beds
4 Baths
Sq Ft
4 Parking
Fourplex Type
C13578164 MLS#

About this property

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.

Features & Amenities

  • Basement: Apartment
  • Garage: None
  • Cooling: Wall Unit(s)
  • Heat Type: Baseboard
  • Heat Source: Electric
  • Style: 3-Storey
  • Construction: Brick
  • Sewer: Sewer

Property Details

Property Type Residential Freehold
Property Sub-Type Fourplex
Architectural Style 3-Storey
Bedrooms 4
Bathrooms 4
Basement Apartment
Garage None
Parking Spaces 4
Heat Type Baseboard
Heat Source Electric
Cooling Wall Unit(s)
Sewer Sewer
Annual Tax $12,354
Tax Year 2026

Interior Features

Interior Features
None
Fireplace
Yes

Exterior Features

Other Structures
None
Pool Features
None

Building & Construction

Architectural Style
3-Storey
Construction Materials
Brick
Foundation Details
Unknown
Roof
Unknown
Basement
Apartment
Approximate Age
100+

Heating & Cooling

Heat Type
Baseboard
Heat Source
Electric
Cooling
Wall Unit(s)

Parking & Garage

Garage Type
None
Parking Spaces
4
Parking Total
4.00
Parking Features
Lane, Private, Reserved/Assigned
Covered Spaces
0

Lot & Land

Lot Size Units
Feet
Lot Depth
142.00
Lot Width
28.47

Community & Neighborhood

Property Features
Library, Park, Place Of Worship, Public Transit, School

Financial & Tax

Tax Annual Amount
$12,354
Tax Year
2026
Possession Type
Flexible
Possession Details
TBD

Utilities & Services

Sewer
Sewer

Room Details

Rooms Above Grade
15
Kitchens Above Grade
3
Kitchens Total
4
Bedrooms Above Grade
3
Bedrooms Below Grade
1

Additional Details

Occupant Type
Tenant
Direction Faces
South
County Or Parish
Toronto
Cross Street
Winchester & Parliament
Directions
Winchester & Parliament
Special Designation
Unknown
Showing Requirements
Go Direct

Location

29 Winchester Street, Toronto, ON M4X 1A6, Toronto C08, ON, M4X 1A6

Listing courtesy of ROYAL LEPAGE TERREQUITY SW REALTY
Out believe has request not how comfort evident. Up delight cousins we feeling minutes genius.

Company

Business Hours

Return Policy

Terms and Conditions

Privacy Policy

About Us

About Us

Copyright Notice

Payment Methods

Information

Work Hours

Terms and Conditions

Business Hours

Copyright Notice

About Us

Contact Info

© 2026 Created with VOVO Agents