29 Winchester Street

About this home

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.

Details

Property type

Fourplex

Style

3-Storey

Approximate age

100+

Size (sq ft)

3000-3500

Bedrooms

3

Bedrooms below grade

1

Bathrooms

4

Kitchens

4

Basement

Apartment

Heating

Baseboard

Air conditioning

Wall Unit(s)

Garage

None

Parking spaces

4

Lot frontage

28.47

Lot depth

132.73

Lot units

Feet

Faces

South

Cross streets

Winchester & Parliament

Property taxes

$12,354

Tax year

2026

Possession

TBD

MLS® number

C14111438

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Listing courtesy of ROYAL LEPAGE TERREQUITY SW REALTY.