39 Delaware Avenue photo 1
39 Delaware Avenue photo 2
Main floor hall
39 Delaware Avenue photo 4
Main floor living room
Main floor apartment
Main floor apartment
Main floor apartment
Main floor apartment
Main floor apartment
Second floor living room
Second floor family room
Second floor bedroom
Second floor kitchen
39 Delaware Avenue photo 15
Second floor bathroom
Third floor primary bedroom
Primary bedroom
Third floor second bedroom
Third floor third bedroom
Third floor bathroom
39 Delaware Avenue photo 22
39 Delaware Avenue photo 23
Workshop - 12 foot ceiling

39 Delaware Avenue

Toronto C01, ON M6H 2S8

SoldFor Sale
8 Beds
4 Baths
Single Family Home
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About This Property

This handsome detached home, located on the most coveted block of Delaware Avenue, is just steps from the lively dining and nightlife scenes of College, Dovercourt, and Ossington. Set on an expansive 33 x 142 ft lot, this turn-of-the-century gem welcomes you with an elegant entry hall, complete with an oak staircase, historic stained-glass windows, and original fireplace. Listed on MPAC as a 4-plex, it currently has a recently renovated main floor unit, as well as a modern two-bedroom lower-level apartment with underfloor heating. The upper 2 floors offer a spacious 5 bedroom owner's suite. At the rear of the property is a 400sf brick workshop with electrical service. The home also includes a legal front pad parking space, with an adjoining spot that has been used for many years. Offering a seamless blend of historic charm and modern functionality, this exceptional property offers flexibility to suit your needs: restore it to its former grandeur as a single-family residence, live in one unit and rent out the others to offset your mortgage, or lease the entire house for an impressive return on investment.

Property Details

StatusSold
Property TypeSingle Family Home
Listing TypeFor Sale
Bedrooms8
Bathrooms4
ListedJune 22, 2026
Postal CodeM6H 2S8

Features & Amenities

  • View
  • Fireplace
  • Air Conditioning
  • Basement

TRREB MLS® Attribution

MLS® C9368062

Listed by ROYAL LEPAGE/J & D DIVISION

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 trademarks REALTOR®, REALTORS® and the REALTOR® logo are controlled by CREA and identify real estate professionals who are members of CREA. Listing data provided by the Toronto Regional Real Estate Board (TRREB). The information contained herein is from sources believed to be reliable but is not guaranteed. Information deemed reliable but not guaranteed accurate by TRREB or Team Filipe / RE/MAX.

MLS®C9368062
TypeSingle Family Home
CityToronto C01

Team Filipe · RE/MAX · (647) 210-6070

Listed By

ROYAL LEPAGE/J & D DIVISION