82 Chestnut Park Road
Toronto, ON M4W 2R3
$13,950,000
Beds: 4
Baths: 6
Sq. Ft. Range: 5000 +
Type: House
Listing #C12178239
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.
Property Features
Community: Rosedale-Moore Park
Area: Toronto
Cross Street: Roxborough/Mount Pleasant
Toronto Municipality: Toronto C09
City Area: Toronto C09
Interior: Central Vacuum
Primary Bedroom Description: Skylight, His and Hers Closets, 5 Pc Ensuite
Full Baths: 6
Has Dining Room: Yes
Dining Room Description: Hardwood Floor, Fireplace, Bay Window
Has Family Room: Yes
Family Room Description: Fireplace, Stone Floor, Walk-Out
Living Room Description: Fireplace, Bay Window, Hardwood Floor
Kitchen Description: Eat-in Kitchen, Centre Island, B/I Appliances
Has Fireplace: Yes
Heating: Water
Heating Fuel: Gas
Cooling: Central Air
Basement Description: Finished
Has Basement: Yes
Has Elevator: 1
Style: 3-Storey
Construction: Brick
Foundation: Unknown
Roof: Slate
Septic or Sewer: Sewer
Parking Description: Private
Has Garage: Yes
Garage Spaces: 2
Total Parking Spaces: 3
Has a Pool: Yes
Pool Description: Inground
Exposure Faces: East
Lot Description: widens to 85.55 ft
Garage Description: Attached
Has Waterfront: No
Features: Public Transit, Park, Place Of Worship, School, Rec./Commun.Centre
Possession: 60 Days / TBD
Property Type: SFR
Property SubType: Detached
Age: 100+
Parcel Number: 211190148
Status: Active
Tax Year: 2025
Tax Amount: $52,793.63
Transaction Type: For Sale
$ per month
Year Fixed. % Interest Rate.
| Principal + Interest: | $ |
Listing Courtesy of CHESTNUT PARK REAL ESTATE LIMITED
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TRREB - Toronto data last updated at December 5, 2025, 1:35 PM ET
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