$ 2,900,000
29 Winchester Street
Living room - 29 Winchester Street, Toronto, ON M4X1A6 Photo 1
50 Photos
Bedroom - 29 Winchester Street, Toronto, ON M4X1A6 Photo 2
Kitchen - 29 Winchester Street, Toronto, ON M4X1A6 Photo 3
Family room - 29 Winchester Street, Toronto, ON M4X1A6 Photo 6 Bedroom - 29 Winchester Street, Toronto, ON M4X1A6 Photo 7 Family room - 29 Winchester Street, Toronto, ON M4X1A6 Photo 8 Bedroom - 29 Winchester Street, Toronto, ON M4X1A6 Photo 9 Living room - 29 Winchester Street, Toronto, ON M4X1A6 Photo 10 Kitchen - 29 Winchester Street, Toronto, ON M4X1A6 Photo 11 Family room - 29 Winchester Street, Toronto, ON M4X1A6 Photo 12 Bedroom - 29 Winchester Street, Toronto, ON M4X1A6 Photo 13 Living room - 29 Winchester Street, Toronto, ON M4X1A6 Photo 14 Kitchen - 29 Winchester Street, Toronto, ON M4X1A6 Photo 15 29 Winchester Street, Toronto, ON M4X1A6 Photo 16 29 Winchester Street, Toronto, ON M4X1A6 Photo 17 29 Winchester Street, Toronto, ON M4X1A6 Photo 18 29 Winchester Street, Toronto, ON M4X1A6 Photo 19 29 Winchester Street, Toronto, ON M4X1A6 Photo 20 29 Winchester Street, Toronto, ON M4X1A6 Photo 21 29 Winchester Street, Toronto, ON M4X1A6 Photo 22 29 Winchester Street, Toronto, ON M4X1A6 Photo 23 29 Winchester Street, Toronto, ON M4X1A6 Photo 24 29 Winchester Street, Toronto, ON M4X1A6 Photo 25 29 Winchester Street, Toronto, ON M4X1A6 Photo 26 29 Winchester Street, Toronto, ON M4X1A6 Photo 27 29 Winchester Street, Toronto, ON M4X1A6 Photo 28 29 Winchester Street, Toronto, ON M4X1A6 Photo 29 29 Winchester Street, Toronto, ON M4X1A6 Photo 30 29 Winchester Street, Toronto, ON M4X1A6 Photo 31 29 Winchester Street, Toronto, ON M4X1A6 Photo 32 29 Winchester Street, Toronto, ON M4X1A6 Photo 33 29 Winchester Street, Toronto, ON M4X1A6 Photo 34 29 Winchester Street, Toronto, ON M4X1A6 Photo 35 29 Winchester Street, Toronto, ON M4X1A6 Photo 36 29 Winchester Street, Toronto, ON M4X1A6 Photo 37 29 Winchester Street, Toronto, ON M4X1A6 Photo 38 29 Winchester Street, Toronto, ON M4X1A6 Photo 39 29 Winchester Street, Toronto, ON M4X1A6 Photo 40 29 Winchester Street, Toronto, ON M4X1A6 Photo 41 29 Winchester Street, Toronto, ON M4X1A6 Photo 42 29 Winchester Street, Toronto, ON M4X1A6 Photo 43 29 Winchester Street, Toronto, ON M4X1A6 Photo 44 29 Winchester Street, Toronto, ON M4X1A6 Photo 45 29 Winchester Street, Toronto, ON M4X1A6 Photo 46 29 Winchester Street, Toronto, ON M4X1A6 Photo 47 29 Winchester Street, Toronto, ON M4X1A6 Photo 48 29 Winchester Street, Toronto, ON M4X1A6 Photo 49 29 Winchester Street, Toronto, ON M4X1A6 Photo 50

29 Winchester Street, Toronto

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. (id:1945)
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Property details for 29 Winchester Street, Toronto

Type
Multi-family
Bedrooms
4
Bathrooms
4
Lot Size
28.5 x 132.7 FT
Stories
3
Basement
Apartment in basement, N/A
Parking
No Garage
Heating
Baseboard heaters, Forced air, Electric, Natural gas
Cooling
Wall unit
Exterior
Brick
Annual Taxes
$12,354

Nearby Listings Stat

Estimated price and comparable properties near 29 Winchester Street

Active Listings
10
Min Price
$1,199,900
Max Price
$3,999,000
Avg Price
$2,319,990
Days on Market
25
days
Sold Listings
9
Min Sold Price
$1,100,000
Max Sold Price
$7,000,000
Avg Sold Price
$2,531,976
Days until Sold
47
days

Neighbourhood Census Data

Toronto, Ontario

Population
530
Median Age
42.8
Median Income
$40,704
Dwelling Value
$1,151,858

Housing Tenure

Owners 39%
Renters 64%

Age Distribution

Dwelling Types

Commute Mode

Education Level

Housing Age

Commute Duration

Avg Household Size: 1.9
Pop. Density: 11,157.9/km²
Avg Shelter Cost: $2,184/mo
Owners with Mortgage: 47.1%
Owners Spending 30%+: 0%
Tenants Spending 30%+: 51.9%
English only: 81.4%
English and French: 18.6%
Neither: 1%
Median Household Income: $69,888
Median Employment Income: $40,064

Price History

Listed
October 23, 2026
by ROYAL LEPAGE TERREQUITY SW REALTY
Current Price
$2,900,000
Type
Multi-family
For Sale
29 Winchester Street

Contact Agent Get in touch about 29 Winchester Street, Toronto

LISA SHIRRIFF
LISA SHIRRIFF
ROYAL LEPAGE TERREQUITY SW REALTY

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