29 Winchester Street Toronto, Ontario M4X 1A6
$3,400,000
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. (id:60365)
Property Details
| MLS® Number | C13578164 |
| Property Type | Multi-family |
| Community Name | Cabbagetown-South St. James Town |
| AmenitiesNearBy | Park, Place Of Worship, Public Transit, Schools |
| EquipmentType | Water Heater |
| Features | Lane |
| ParkingSpaceTotal | 4 |
| RentalEquipmentType | Water Heater |
Building
| BathroomTotal | 4 |
| BedroomsAboveGround | 3 |
| BedroomsBelowGround | 1 |
| BedroomsTotal | 4 |
| Age | 100+ Years |
| Appliances | Dishwasher, Stove, Refrigerator |
| BasementFeatures | Apartment In Basement |
| BasementType | N/a |
| CoolingType | Wall Unit |
| ExteriorFinish | Brick |
| FireplacePresent | Yes |
| FlooringType | Hardwood, Laminate, Tile, Carpeted |
| FoundationType | Unknown |
| HeatingFuel | Electric, Natural Gas |
| HeatingType | Baseboard Heaters, Forced Air |
| StoriesTotal | 3 |
| SizeInterior | 3000 - 3500 Sqft |
| Type | Fourplex |
| UtilityWater | Municipal Water |
Parking
| No Garage |
Land
| Acreage | No |
| LandAmenities | Park, Place Of Worship, Public Transit, Schools |
| Sewer | Sanitary Sewer |
| SizeDepth | 142 Ft |
| SizeFrontage | 28 Ft ,6 In |
| SizeIrregular | 28.5 X 142 Ft |
| SizeTotalText | 28.5 X 142 Ft |
Rooms
| Level | Type | Length | Width | Dimensions |
|---|---|---|---|---|
| Second Level | Living Room | 7.09 m | 4.65 m | 7.09 m x 4.65 m |
| Second Level | Kitchen | 2.37 m | 2.16 m | 2.37 m x 2.16 m |
| Second Level | Family Room | 4.98 m | 2.97 m | 4.98 m x 2.97 m |
| Second Level | Bedroom | 4.01 m | 2.95 m | 4.01 m x 2.95 m |
| Third Level | Bedroom | 4.8 m | 3.28 m | 4.8 m x 3.28 m |
| Third Level | Living Room | 5.05 m | 3.91 m | 5.05 m x 3.91 m |
| Third Level | Kitchen | 4.75 m | 1.68 m | 4.75 m x 1.68 m |
| Lower Level | Living Room | 7.04 m | 4.7 m | 7.04 m x 4.7 m |
| Lower Level | Kitchen | 3.96 m | 2.13 m | 3.96 m x 2.13 m |
| Lower Level | Family Room | 4.98 m | 2.97 m | 4.98 m x 2.97 m |
| Lower Level | Bedroom | 4.11 m | 3.05 m | 4.11 m x 3.05 m |
| Main Level | Living Room | 7.04 m | 4.7 m | 7.04 m x 4.7 m |
| Main Level | Kitchen | 4.37 m | 2.16 m | 4.37 m x 2.16 m |
| Main Level | Family Room | 4.98 m | 2.97 m | 4.98 m x 2.97 m |
| Main Level | Bedroom | 4.04 m | 4.65 m | 4.04 m x 4.65 m |
Lisa Shirriff
Broker
1 Sparks Ave #11
Toronto, Ontario M2H 2W1
Andrew Wells
Broker of Record
1 Sparks Ave #11
Toronto, Ontario M2H 2W1
The trademarks REALTOR®, REALTORS®, and the REALTOR® logo are controlled by The Canadian Real Estate Association (CREA) and identify real estate professionals who are members of CREA. The trademarks MLS®, Multiple Listing Service® and the associated logos are owned by The Canadian Real Estate Association (CREA) and identify the quality of services provided by real estate professionals who are members of CREA. The trademark DDF® is owned by The Canadian Real Estate Association (CREA) and identifies CREA's Data Distribution Facility (DDF®)
July 20 2026 05:30:29
Toronto Real Estate Board
Royal LePage Terrequity Sw Realty
© 2026 Proptech Realty Inc., Brokerage.