$3,400,000
Est. payment $15,054/moCalculate yours
29 Winchester Street, Toronto, ON M4X 1A6
Cabbagetown-South St. James Town, Toronto, ON M4X 1A6
- 3 + 1 Beds
- 4 Baths
- 3,000 Sq Ft
Listing courtesy of ROYAL LEPAGE TERREQUITY SW REALTY MLS® C13578164
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. 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.
Property details
Overview
- Property Type
- Fourplex
- Style
- 3-Storey
- For
- For Sale
- Status
- New
- Approximate Age
- 100+
- Size
- 3,000 sqft
Interior
- Bedrooms
- 3 + 1
- Bathrooms
- 4
- Kitchens
- 4
- Basement
- Apartment
Building & Systems
- Heating
- Baseboard (Electric)
- Cooling
- Wall Unit(s)
- Exterior
- Brick
- Foundation
- Unknown
- Roof
- Unknown
- Water
- Municipal
- Sewer
- Sewer
Lot & Parking
- Lot Size
- 28.47 x 142 Feet
- Parking
- None garage · 4 total
Financial
- Property Taxes
- $12,354 (2026)
Location
- Neighbourhood
- Cabbagetown-South St. James Town
- Cross Street
- Winchester & Parliament
- Direction Faces
- South
Listing
- MLS® Number
- C13578164
- Days on Market
- 93
- Listed On
- 2026-07-17
- Possession
- TBD
- Listed By
- ROYAL LEPAGE TERREQUITY SW REALTY
Rooms
Features
Interior
- None
Property
- Library
- Park
- Place Of Worship
- Public Transit
- School
Pool
- None
- Included
- Sale includes all existing appliances and fixtures, excluding tenants personal effects. 4x fridges, 4x stoves, 4x dishwashers, 3x air conditioners, 1x gas burner plus electrical (owned), HWT (rental), 4 fireplaces (as-is). Full list of renovations / improvements included with attachments.
- Rental items
- HWT 34.52/month
Mortgage calculator
Estimated mortgage payment
$15,054 per month
- Principal and interest
- $15,054
- Property tax
- $1,029
- Condo fees
- $0
- Estimated monthly cost
- $16,084
Your mortgage
- Mortgage amount
- $2,720,000
- Mortgage insurance
- Not needed
- Interest over 25 years
- $1,796,339
Cash to close
- Down payment
- $680,000
- Land transfer tax (Ontario + Toronto)
- $146,950
- First-time buyer refund
- $0
- Sales tax on insurance (8%)
- $0
- Total, before legal fees
- $826,950
With less than 20% down, a 30-year amortization is available to first-time buyers and buyers of newly built homes.
Talk to me about financingEstimates only, not a mortgage offer or financial advice. Uses the Canadian fixed-rate convention (interest compounded twice a year), 2026 mortgage insurance premiums and Ontario land transfer tax. Your lender will confirm your actual rate and payment.
Location
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