Back to Search

29 Winchester St, Toronto, Ontario, M4X 1A6

$2.90M
Beds 3+1Baths 4Sqft 3000-3500Parking 4
29 Winchester St Photo 1

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

Home Details

List Date

2026-10-22

Style

3-Storey

Type

Fourplex

Status

Active

Year Built

100+

Features

Bedrooms

3+1

Bathrooms

4

Heating

Baseboard

Cooling

-

Parking

4 Spaces

Appliances & Equipment

Inclusions

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.

Exterior

Construction

Brick

Water & Sewer

Municipal

Lot Size

28.47 x 132.73 Feet

Garage

None

Taxes

$12K (2026)

Listing Brokerage

Brokerage Name

ROYAL LEPAGE TERREQUITY SW REALTY

Samuel Muttiah

Samuel Muttiah

Transition Realtor | Canada to Southern California

KW Beverly Hills

Share This Listing

Email
Contact Samuel Muttiah

Let's Talk About Your Next Move

Whether you are purchasing your home in Southern California, selling property in Canada, or planning a full cross-border transition, Samuel is here to guide you every step of the way.

Cross-Border Relocation Expertise

Every submission is reviewed personally by Samuel Muttiah. He will connect with you directly to evaluate your specific goals, legal logistics, and timeline.

By submitting this form, you agree to be contacted by Samuel Muttiah (Keller Williams Beverly Hills) via email, call, or text regarding your real estate inquiry.