29 WINCHESTER STREET Toronto

29 WINCHESTER STREET, Toronto, Ontario

$3,400,000

  • 4 Beds
  • 4 Baths

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. Building financials available upon request. 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:23309)

  • Listing ID: C13578164
  • Property Type: Multi-family

Schedule a Tour

Schedule Private Tour

Tom Linkletter would happily provide a private viewing if you would like to schedule a tour.

Match your Lifestyle with your Home

Contact Tom Linkletter, who specializes in Toronto real estate, on how to match your lifestyle with your ideal home.
Get Started Now

Lifestyle Matchmaker

Let Tom Linkletter find a property to match your lifestyle.

Rooms

LevelTypeDimensions
Living room Second level 7.09 m x 4.65 m
Kitchen Second level 2.37 m x 2.16 m
Family room Second level 4.98 m x 2.97 m
Bedroom Second level 4.01 m x 2.95 m
Bedroom Third level 4.8 m x 3.28 m
Living room Third level 5.05 m x 3.91 m
Kitchen Third level 4.75 m x 1.68 m
Living room Lower level 7.04 m x 4.7 m
Kitchen Lower level 3.96 m x 2.13 m
Family room Lower level 4.98 m x 2.97 m
Bedroom Lower level 4.11 m x 3.05 m
Living room Main level 7.04 m x 4.7 m
Kitchen Main level 4.37 m x 2.16 m
Family room Main level 4.98 m x 2.97 m
Bedroom Main level 4.04 m x 4.65 m

Details

  • Amenities Nearby: Park, Place of Worship, Public Transit, Schools
  • Equipment: Water Heater
  • Features: Lane
  • Parking Spaces: 4
  • Rental Equipment: Water Heater
  • Transaction: For sale

Building

  • Appliances: Dishwasher, Stove, Refrigerator
  • BasementType: N/A
  • Basement Features: Apartment in basement
  • Bedrooms Main Level: 3
  • Bedrooms Lower Level: 1
  • Cooling: Wall unit
  • Exterior Finish: Brick
  • Fireplace Present: True
  • Flooring: Hardwood, Laminate, Tile, Carpeted
  • Foundation: Unknown
  • Bathrooms (Total): 4
  • Heating: Baseboard heaters, Forced air
  • Heating Fuel: Electric, Natural gas
  • Size Interior: 3000 - 3500 sqft
  • Stories Total: 3
  • Type: Fourplex
  • Utility Water: Municipal water

Land

  • Amenities: Park, Place of Worship, Public Transit, Schools
  • Sewer: Sanitary sewer
  • Size Frontage: 28 ft ,6 in
  • Size Irregular: 28.5 x 142 FT
MLS®

Listing provided by ROYAL LEPAGE TERREQUITY SW REALTY
MLS®, REALTOR®, and the associated logos are trademarks of the Canadian Real Estate Association.

REALTOR®

This REALTOR.ca listing content is owned and licensed by REALTOR® members of the Canadian Real Estate Association. This property for sale is located at 29 WINCHESTER STREET in Toronto Ontario. It was last modified on July 17th, 2026. Contact Tom Linkletter to schedule a viewing or to discover other Toronto real estate for sale.

Request More Information

Want more information or schedule a showing? Request more information with Tom Linkletter, who specializes in Toronto properties.

Terms of Use Agreement

Terms of Use
This website is operated by Tom Linkletter, a REALTOR® who is a member of The Canadian Real Estate Association (CREA). The content on this property is owned or controlled by CREA. By accessing this website, the user agrees to be bound by these terms of use as amended from time to time, and agrees that these terms of use constitute a binding contract between the user, Tom Linkletter, and CREA.

Copyright
The content on this website is protected by copyright and other laws, and is intended solely for the private, non-commercial use by individuals. Any other reproduction, distribution or use of the content, in whole or in part, is specifically prohibited. Prohibited uses include commercial use, "screen scraping", "database scraping", and any other activity intended to collect, store, reorganize or manipulate the content of this website.

Trademarks
REALTOR®, REALTORS®, and the REALTOR® logo are certification marks that are owned by REALTOR® Canada Inc. and licensed exclusively to The Canadian Real Estate Association (CREA). These certification marks identify real estate professionals who are members of CREA and who must abide by CREA’s By-Laws, Rules, and the REALTOR® Code. The MLS® trademark and the MLS® logo are owned by CREA and identify the professional real estate services provided by members of CREA.

Liability and Warranty Disclaimer
The information contained on this website is based in whole or in part on information that is provided by members of CREA, who are responsible for its accuracy. CREA reproduces and distributes this information as a service for its members, and assumes no responsibility for its completeness or accuracy.

Amendments
Tom Linkletter may at any time amend these Terms of Use by updating this posting. All users of this site are bound by these amendments should they wish to continue accessing the website, and should therefore periodically visit this page to review any and all such amendments.

Agree Decline