74 Chestnut Park Road, Toronto C09, ON M4W 1W9, Toronto C09, ON
Bed 7
Bath 5
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.
Property Highlights
For Sale
MLS NO.
C12466955
Type
Residential Freehold
Sub Type
Detached
Bedrooms
7
Bathrooms
5
Parking
3.0
Garage
Yes
Complete Property Details
Property Type
Residential Freehold
Sub Type
Detached
Transaction Type
For Sale
Status
Closed
Contract Status
Unavailable
MLS® Number
C12466955
Living Area Range
3500-5000
Total Bedrooms
7
Bedrooms Above Grade
7
Total Bathrooms
5
Total Kitchens
1
Kitchens Above Grade
1
Rooms Above Grade
13
Rooms Below Grade
5
Interior Features
None
Fireplace
Yes
Central Vacuum Yn
No
Construction
Brick
Roof
Unknown
Lot Width
53.83
Lot Size
8075.0
Lot Size Units
SquareFeet
Parking Features
Private Double
Parking Total
3.0
Covered Spaces
2.0
Garage Type
Detached
Garage
Yes
Pool
None
Direction Facing
North
Cooling
None
Heat Source
Gas
Heat Type
Water
Internet Address Display Yn
Yes
Internet Entire Listing Display Yn
Yes
Full Address
74 Chestnut Park Road, Toronto C09, ON M4W 1W9
City
Toronto C09
Neighbourhood
Rosedale-Moore Park
County / Region
Toronto
Province / State
ON
Postal Code
M4W 1W9
Cross Street
B/N Yonge & Mt Pleasant Off Of Roxborough St E
Directions
Located at Thornwood Rd & Chestnut Park Rd
Country
CA
List Price
$7,250,000
Annual Taxes
$21,039
Tax Year
2025
Legal Description
PT LT 18 CON 2 FTB TWP OF YORK; PT LT 26-27 PL 233E TORONTO AS IN EM86338; S/T EXECUTION 00-002511, IF ENFORCEABLE; S/T EXECUTION 80-009330, IF ENFORCEABLE; CITY OF TORONTO
Possession Type
Flexible
Possession Details
60 Days/TBA
Listing Office
FREEMAN REAL ESTATE LTD.
Board
Toronto Regional Real Estate Board
Original Entry
2025-10-16T21:31:18Z
Media Updated
2025-10-22T14:09:52Z
Photos Updated
2025-10-16T21:44:30Z
Last Modified
2025-11-12T14:13:28Z
System Modified
2025-11-12T14:13:33.781392Z
MLS Status
Sold
Architectural Style
3-Storey
Basement
Unfinished
Co List Office Name
FREEMAN REAL ESTATE LTD.
Ddfyn
Yes
Expiration Date
2026-08-31
Foundation Details
Unknown
Heat Source Multi
Gas
Heat Type Multi
Water
Hstapplication
Included In
Link Yn
No
Occupant Type
Partial
Originating System Id
A00001796
Parcel Number
211190145
Parking Spaces
1
Property Features
Fenced Yard, Ravine, River/Stream, School, Public Transit, Park
Public Remarks
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.