74 Chestnut Park Road

74 Chestnut Park Road
74 Chestnut Park Road
74 Chestnut Park Road
+31
7
 bed
5
 bath
3
 parking
3500 - 5000
 sqft
Detached
$7,250,000
Instant Estimate Not Available
For Sale
2 days
 on site
$7,250,000
Instant Estimate Not Available
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Size
-
Lot size
8075 sqft
Street frontage
-
Possession
Flexible
Price per sqft
$1,450 - $2,071
Taxes
$21,039.03 (2025)
Parking Type
-
Style
3-Storey
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Description
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.
Broker: FREEMAN REAL ESTATE LTD.
MLS®#: C12466955
Property details
Parking:
3
Parking type:
-
Property type:
Detached
Heating type:
Water
Style:
3-Storey
MLS Size:
3500-5000 sqft
Lot front:
53 Ft
Lot depth:
145 Ft
Listed on:
Oct 16, 2025
Show all details
Rooms
LevelNameSizeFeatures
Basement
Workshop
17.5 x 12.6 ft
In Between
Mud Room
10.5 x 6.6 ft
Main
Foyer
7.5 x 6.8 ft
Show all
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About 74 Chestnut Park Road

74 Chestnut Park Road is a Toronto detached house for sale. It has been listed at $7250000 since October 2025. This 3500-5000 sqft detached house has 7 beds and 5 bathrooms. Situated in Toronto's Rosedale neighbourhood, Summerhill, Yonge and Bloor, Moore Park and Yorkville are nearby neighbourhoods.

There are a lot of great restaurants around 74 Chestnut Park, Toronto. If you can't start your day without caffeine fear not, your nearby choices include Strange Love Coffee. For those that love cooking, Rosedale General Store is a 5-minute walk.

Living in this Rosedale detached house is easy. There is also Crescent Rd at South Dr (West) Bus Stop, not far, with route Rosedale nearby. Access to Don Valley Parkway from 74 Chestnut Park is within a few minutes drive, making it easy for those driving to get into and out of the city