Endless Summer in a Poolside Paradise with 7-Star Resort-Style Luxury! Experience the ultimate retreat in the highly sought-after Rosedale neighborhood, west of Mt. Pleasant. This expansive 85-foot-wide tableland property sits atop the exclusive Chestnut Park ravine, overlooking serene parkland below. A true garden oasis, the stunning oversized pool is virtually irreplaceable in this area, creating an idyllic opportunity for a captivating & private escape. Spanning nearly 8,000 square feet, this elegant Georgian residence is in a picture-perfect position on this magically lamp-lit street just 2 blocks from Yonge. The home features stunning multiple terraces for sitting, dining, and entertaining, complete with an outdoor kitchen. Inside, discover serene, curated interiors & an exceptionally sumptuous primary suite with his & her separate dressing rooms. This trophy property blends timeless grace, alluring charm, & unparalleled privacy with the convenience of everyday luxury in a prized neighborhood. Additional highlights include an ELEVATOR, generator, garage with lift, & ensuite bathrooms in all bedrooms. Set beneath a lush, treed canopy, you are just steps from the subway, top private & public schools, premier shopping, area parks, tennis, skating & hiking & biking trails extending to the lake. Plus, Yorkville & the city center are only a 10-minute drive away.
Address
82 Chestnut Park Road
List Price
$13,950,000
MLS® Status
Price Change
Expiration Date
2026-04-30
Property Type
Residential Freehold
Type of Dwelling
Detached
Style of Home
3-Storey
Transaction Type
Sale
Area
Toronto C09
Sub-Area
Rosedale-Moore Park
Region
Toronto
Bedrooms
4 + 1
Bedrooms (Total)
5
Rooms Above Grade
10
Rooms Below Grade
2
Bathrooms
6
Floor Area
5000 + Sq. Ft.
Lot Depth
142.88
Lot Irregularities
widens to 85.55 ft
Lot Size Units
Feet
Lot Width
56.37
Parcel Number
211190148
Occupant Type
Owner
Cross Street
Roxborough/Mount Pleasant
Approx. Age
100+ Years
MLS® Number
C12178239
Listing Brokerage
CHESTNUT PARK REAL ESTATE LIMITED
Basement Area
Finished
Postal Code
M4W 2R3
Posession Details
60 Days / TBD
Parking
Private
Parking Places (Total)
4
Parking Spaces
3
Tax Amount
$52,793.63
Tax Year
2025
Site Influences
Park, Place Of Worship, Public Transit, Rec./Commun.Centre, School
Interior Features
Central Vacuum
Property Features
Public Transit, Park, Place Of Worship, School, Rec./Commun.Centre
Central Vacuum
Yes
Family Room
Yes
Elevator
Yes
Ensuite Laundry
No
Special Designation
Unknown
Standard Status
Active
Board Or Association
Toronto Regional Real Estate Board
Heat Source
Gas
Heat Type
Water
Cooling Features
Central Air
Construction Materials
Brick
Direction Faces
East
Fireplace
Yes
Foundation Details
Unknown
Garage
Yes
Garage Type
Attached
Covered Spaces
2
Kitchens Total
1
Kitchens Above Grade
1
Pool Features
Inground
Roof
Slate
Tax Legal Description
See Schedule B
Waterfront
No
Sewer
Sewer
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