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. 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.
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ROYAL LEPAGE TERREQUITY SW REALTY
Source: TRREB,MLS®#: C13578164Originating MLS®#: Toronto Regional Real Estate Board
Facts & features
Interior
Bedrooms & bathrooms
Bedrooms: 4
Bathrooms: 4
Bedroom
Level: Second
Dimensions: 4.01 x 2.95
Kitchen
Level: Third
Dimensions: 4.75 x 1.68
Heating
Baseboard, Electric
Cooling
Wall Unit(s)
Features
None
Basement: Apartment
Has fireplace: Yes
Interior area
Living area range: 3000-3500 null
Property
Parking
Total spaces: 4
Parking features: Lane, Private, Assigned
Accessibility
Accessibility features: None
Features
Stories: 3
Pool features: None
Lot
Size: 4,042 Square Feet
Features: Library, Park, Place Of Worship, Public Transit, School
Details
Additional structures: None
Parcel number: 210870236
Construction
Type & style
Home type: MultiFamily
Property subtype: Quadruplex
Materials
Brick
Foundation: Unknown
Roof: Unknown
Utilities & green energy
Sewer: Sewer
Community & HOA
Community
Security: None
Location
Region: Toronto
Financial & listing details
Annual tax amount: C$12,353
Date on market: 7/17/2026
ROYAL LEPAGE TERREQUITY SW REALTY
ROYAL LEPAGE TERREQUITY SW REALTY
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