NewFor Sale

29 Winchester Street
Toronto C08, Toronto, ON, M4X 1A6

Fourplex
TRREB
MLS® Number: C14111438
Estimated Value
Powered by PrimeAVM™
$2,900,000List Price
3+1Bedrooms
4Bathrooms
0Garages
Join CPRB Brokerage
Apply here

Property Location

Loading map…
Receive updates in 29 Winchester Street, Toronto C08, Toronto, ON M4X 1A6

Listing History

Buy/sell history for 29 Winchester Street, Toronto, ON M4X 1A6

Similar Listings

Active listings like this one, nearby

PrimeAVM™

Current valuation for 29 Winchester Street, Toronto, ON M4X 1A6. Listed for $2,900,000 on 2026-11-02

Estimated Sale
Confidence Level:
Estimated Rental
Confidence Level:

Sold Comparables

Recently sold homes nearby that PrimeAVM™ used to calculate the Estimated Sale. Closed sales, not active listings.

Powered by PrimeAVM™

0 Transactions by CPRB Agents

Top Agents in Toronto C08

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. 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.

Features

LibraryParkPlace Of WorshipPublic TransitSchool

Amenities

No amenities available

Summary

Tax:$12,353.71 / 2026
Listing #:C14111438
Property Type:Fourplex, 3-Storey
Building Age:100+
Size:3000-3500 feet²
Land Size:28.47 x 132.73
Days on CPRB:
Garage:None
Locker:None
On CPRB Since:
Listing Brokerage:ROYAL LEPAGE TERREQUITY SW REALTY

Rooms

Details

Property

Property Type:Fourplex
Style:3-Storey
Community:Cabbagetown-South St. James Town
Municipality:Toronto

Building

Size:3000-3500 feet²
Building Age:100+
Construction:Brick

Inside

Bedrooms:3+1
Bedrooms Above Grade:3
Bathrooms:4
Bathrooms Detail:1, 4pc Basement floor
Bathrooms Detail:1, 3pc Second floor
Bathrooms Detail:1, 3pc Third floor
Bathrooms Detail:1, 4pc Main floor
Kitchens:4
Family Room:Yes
Appliances Included:None
Basement:Apartment

Parking

Driveway:Lane, Private
Garage Type:None
Garage Spaces:0
Total Parking Spaces:4

Utilities

Cooling:Wall Unit(s)
Heating Type:Baseboard
Heating Fuel:Electric
Utility Sewer:Sewer

Land

Cross Street:Winchester & Parliament

$2,900,000

List price

29 Winchester Street, Toronto C08 – 3+1 bed Fourplex for sale · MLS® # C14111438