74 CHESTNUT PARK ROAD, Toronto, Ontario

$7,250,000

7 Beds
5 Baths

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. (id:56241)

Listing ID: C12466955
Property Type: Single Family

View Additional Photos

Schedule a Tour

Don't have a real estate agent? Use the calendar to schedule a showing with one of our Toronto real estate agents to view this property.

Schedule Private Tour

Are you looking for a private viewing? Schedule a tour with one of our Toronto real estate agents.

Match your Lifestyle with your Home

Let us put you in touch with a REALTOR® who specializes in the Toronto market to match your lifestyle with your ideal home.
Get Started Now

Lifestyle Matchmaker

Let one of our Toronto real estate agents help you find a property to match your lifestyle.

Rooms

Level	Type	Dimensions
Great room	Second level	4.9 m x 7.91 m
Bedroom 4	Second level	5.34 m x 4.46 m
Primary Bedroom	Second level	6.14 m x 4.83 m
Bedroom 2	Second level	4.17 m x 3.85 m
Bedroom 5	Third level	3.81 m x 2.81 m
Bedroom	Third level	3.26 m x 3.48 m
Bedroom	Third level	4.39 m x 3.17 m
Bedroom	Third level	3.58 m x 5.14 m
Recreational, Games room	Basement	5.39 m x 7.91 m
Workshop	Basement	5.34 m x 3.85 m
Laundry room	Basement	4.99 m x 3.84 m
Other	Basement	5.48 m x 3.12 m
Utility room	Basement	7.69 m x 4.77 m
Foyer	Main level	2.29 m x 2.06 m
Living room	Main level	5.37 m x 7.91 m
Dining room	Main level	5.35 m x 4.47 m
Family room	Main level	5.32 m x 4.82 m
Kitchen	Main level	4.99 m x 3.84 m
Eating area	Main level	2.53 m x 3.07 m
Mud room	In between	3.19 m x 2 m

Details

Amenities Nearby: Schools, Public Transit, Park
Equipment: Water Heater
Features: Irregular lot size, Ravine, Flat site
Ownership: Freehold
Parking Spaces: 3
Rental Equipment: Water Heater
Transaction: For sale

Building

Appliances: Dryer, Washer, Window Coverings
BasementType: N/A (Unfinished)
Basement Development: Unfinished
Bedrooms Main Level: 7
Construction Style Attachment: Detached
Exterior Finish: Brick
Fireplace Present: True
Flooring: Hardwood, Wood, Concrete
Foundation: Unknown
Bathrooms (Half): 2
Bathrooms (Total): 5
Heating: Hot water radiator heat
Heating Fuel: Natural gas
Size Interior: 3500 - 5000 sqft
Stories Total: 3
Type: House
Utility Water: Municipal water

Land

Amenities: Schools, Public Transit, Park
Fence: Fenced yard
Sewer: Sanitary sewer
Size Frontage: 53 ft ,9 in
Size Irregular: 53.8 x 145 FT ; rear width 68.83ft, east depth 149.17ft
Surface Water: River/Stream

Listing provided by FREEMAN REAL ESTATE LTD.
MLS®, REALTOR®, and the associated logos are trademarks of the Canadian Real Estate Association.

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 74 CHESTNUT PARK ROAD in Toronto Ontario. It was last modified on October 16th, 2025. Contact us to schedule a viewing or to discover other Toronto real estate for sale.

Request More Information

Want more information or schedule a showing? Let us put you in touch with one of our agents who specializes in Toronto properties.

Terms of Use Agreement

Terms of Use
This website is operated by Royal LePage® Toronto, a brokerage 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, Royal LePage® Toronto, 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
Royal LePage® Toronto 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

Toronto Real Estate

Find Latest MLS® Properties For Sale