About this property

Set on one of Rosedale's most coveted and quietly prestigious streets, 74 Chestnut Park Road represents a once-in-a-generation opportunity to reimagine a grand family home in Toronto's most storied neighbourhood. Built in 1903 by well-known architects Langley & Langley, this stately residence rests on an expansive +8,000 sq.ft. corner lot, offering remarkable width, privacy, and presence. With gracious proportions, high ceilings, and enduring architectural integrity, the home provides a rare canvas for those with the vision to restore, renew, or completely reimagine a landmark property. Extensive front and back gardens and a bricked patio lie behind a century old brick wall and large detached double car garage and private driveway. Its character and scale evoke an era of craftsmanship seldom replicated today, while its setting, just moments from Yonge Street, top schools, parks, and ravines, anchors it among Rosedale's finest addresses. A truly exceptional opportunity, properties of this calibre and potential are increasingly scarce. Prompt viewing is recommended.

Features & finishes

View

Fireplace

Air Conditioning

Basement

Property details

MLS® Number	C12466955
Status	Sold
Listing Type	For Sale
Property Type	Single Family Home
Interior Size	3,500 sq ft
Lot Size	8,075 sq ft
Beds / Baths	7 bed · 5 bath
City	Rosedale / Moore Park
Postal Code	M4W 1W9
Province	ON
Listed Date	January 28, 2026
Brokerage	FREEMAN REAL ESTATE LTD.