Gurvinder Nokwal REALTOR®
For Sale Fourplex 93 days on market

$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

Room Level Dimensions
Kitchen Third 15′ 7″ × 5′ 6″
Bedroom Second 13′ 2″ × 9′ 8″
Living Room Third 16′ 7″ × 12′ 10″
Bedroom Lower 13′ 6″ × 10′ 0″
Living Room Second 23′ 3″ × 15′ 3″
Living Room Lower 23′ 1″ × 15′ 5″
Family Room Second 16′ 4″ × 9′ 9″
Bedroom Third 15′ 9″ × 10′ 9″
Kitchen Lower 13′ 0″ × 7′ 0″
Bedroom Main 13′ 3″ × 15′ 3″
Living Room Main 23′ 1″ × 15′ 5″
Family Room Main 16′ 4″ × 9′ 9″
Family Room Lower 16′ 4″ × 9′ 9″
Kitchen Main 14′ 4″ × 7′ 1″
Kitchen Second 7′ 9″ × 7′ 1″

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

Minimum for this price: $680,000 (20%)

Amortization, years

Estimated mortgage payment

$15,054 per month

Principal and interest
$15,054
Property tax
$1,029
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
Total, before legal fees
$826,950
Talk to me about financing

Estimates 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

29 Winchester Street, Toronto, ON M4X 1A6 Cabbagetown-South St. James Town, Toronto, ON M4X 1A6
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Listing data is provided under license and deemed reliable but not guaranteed. MLS®, Multiple Listing Service® and associated logos are trademarks of The Canadian Real Estate Association (CREA).

$3,400,000 29 Winchester Street, Toronto, ON M4X 1A6
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