29 Winchester St Toronto, ON M4X 1A6
29 Winchester St Toronto, ON M4X 1A6 | MLS C13578164 Photo 1
29 Winchester St Toronto, ON M4X 1A6 | MLS C13578164 Photo 2
29 Winchester St Toronto, ON M4X 1A6 | MLS C13578164 Photo 3
29 Winchester St Toronto, ON M4X 1A6 | MLS C13578164 Photo 4
29 Winchester St Toronto, ON M4X 1A6 | MLS C13578164 Photo 5
For more information on this listing, contact us at: (647) 360-2908
Active
$3,400,000

29 Winchester St Toronto, ON M4X 1A6

Fourplex Property Type
4 Beds
4 Baths
View All Property Details
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.
MLS # C13578164
Monthly Assoc. Fee N/A
On Site 79 Days
Last Updated 9/18/2026

Location

Contact Agent

Ariez Reyes Tamboowalla

Ariez Reyes Tamboowalla

(647) 360-2908

Property Details

Community Information

Address 29 Winchester St, Toronto, ON M4X 1A6
Area Toronto
City Toronto
Postal Code M4X 1A6
Municipality Toronto C08

Architecture

Bedrooms 4
Bathrooms 4
Stories 3
Style 3-Storey
Construction Materials Brick
Approx Age 100+
Basement Apartment

Features / Amenities

Kitchens Total 4
Kitchen Plus 3 + 1
+ Bedrooms 1
Direction Faces South
Parking Features Lane, Private, Reserved/Assigned
Parking Spaces 4
Cooling Wall Unit(s)
Heat Type Baseboard
Heat Source Electric

Property Features

Property Features Library, Park, Place Of Worship, Public Transit, School
Sq. Ft. 3000-3500
Sewer Sewer
Directions Winchester & Parliament

Tax and Financial Info

Tax Annual Amount $12,353.71
Tax Year 2026

Listing Office

Listing provided courtesy of Royal Lepage Terrequity Sw Realty.

Rooms

LevelSizeFeatures
KitchenThird15.58 X 5.51Laminate,Eat-in Kitchen,Window
BedroomSecond13.16 X 9.68Hardwood Floor,Closet,Window
Living RoomThird16.57 X 12.83W/O To Terrace,Hardwood Floor,Combined w/Dining
BedroomLower13.48 X 10.01Broadloom,Window,Closet
Living RoomSecond23.26 X 15.26Laminate,Bay Window,Combined w/Dining
Living RoomLower23.10 X 15.42Laminate,Window,Combined w/Dining
Family RoomSecond16.34 X 9.74Laminate,Window,Pass Through
BedroomThird15.75 X 10.76Laminate,Window,Closet
KitchenLower12.99 X 6.99Open Concept,Window,Tile Floor
BedroomMain13.26 X 15.26Broadloom,Window,Double Closet
Living RoomMain23.10 X 15.42Bay Window,Hardwood Floor,Combined w/Dining
Family RoomMain16.34 X 9.74Hardwood Floor,Window
Family RoomLower16.34 X 9.74W/O To Yard,Tile Floor
KitchenMain14.34 X 7.09Pass Through,Tile Floor,W/O To Balcony
KitchenSecond7.78 X 7.09Laminate,W/O To Balcony,Window

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29 Winchester St Toronto, ON M4X 1A6 | MLS C13578164
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Listing Information Last Updated 9/18/2026
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29 Winchester St Toronto, ON M4X 1A6
  • $3,400,000
  • 4 beds
  • 4 baths