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$3,400,000
For SaleListed 4 days agoVirtual Tour

29 Winchester Street, Toronto, ONM4X 1A6

Cabbagetown-South St. James Town
4
4
3,000–3,500 ft²
Fourplex4 Parking28.47 × 142 ft Lot
Listed by ROYAL LEPAGE TERREQUITY SW REALTY

Monthly Cost

Property Information

Property TypeFourplex
Bedrooms4
Bathrooms4
Size3,000–3,500 ft²
Lot Size28.47 × 142 ft
BasementApartment
Parking4 parking spaces · Lane, Private, Reserved/Assigned
Property taxes$12,354/yr (2026)
Days on Market4 Days
Listed DateJul 17, 2026
MLS® NumberC13578164

Listing History

Event
Date
Price
Listed
Jul 17, 2026
$3,400,000

Shows activity for this MLS® listing. Prior listings and sold records appear when available.

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.

Location

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School Zones

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About Cabbagetown-South St. James Town

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Who lives here

A snapshot of this home’s immediate area — the census dissemination area it sits in.

46%
Homeowners
27%
Households with kids
$91,000
Median income
41
Median age
2
Avg. household size
61%
University degree
35%
Newcomers (immigrants)
Age profile445 residents
Under 208%
20–3428%
35–6447%
65+17%

StatCan 2021 Census · this home’s dissemination area (DA 35204275). Values are randomly rounded by Statistics Canada for privacy.

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DistrictIQ Inc., BrokerageMLS® data provided by PropTxUpdated Jul 20, 2026
Show data source & legal disclosures

Listing data is provided by the Toronto Regional Real Estate Board (TRREB) and PropTx under the Internet Data Exchange (IDX) program. The information is deemed reliable but is not guaranteed accurate by TRREB, PropTx, CREA or DistrictIQ Inc., Brokerage, may not reflect the most current status, and is subject to errors, omissions, prior sale, change, or withdrawal without notice. Listings should be independently verified.

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Sold & closed data

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