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$12,500,000
3 Days On Site

82 Chestnut Park Road
Toronto, ON M4W 2R3

For Sale|Single Family Residence|Active
5
Beds
6
Total Baths
5,000
SqFt

/SqFt
County:
Toronto
Call Now: 416-807-0574
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416-807-0574
82 Chestnut Park Road82 Chestnut Park Road82 Chestnut Park Road82 Chestnut Park Road
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Extremely rare endless summer escape in a poolside paradise with 7-Star resort-style luxury! Experience the ultimate retreat in the most sought-after and prestigious Rosedale neighborhood, west of Mt. Pleasant. Embraced by mature trees and manicured lawns, this extraordinarily expansive 85-foot-wide tableland property sits atop the exclusive Chestnut Park ravine, overlooking serene parkland below and feels like a private country estate. A true garden oasis, the stunning oversized pool is virtually irreplaceable in this area, creating an idyllic opportunity for captivating family living and exceptional entertaining. 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 garden features sprawling multiple terraces for sitting, dining, and entertaining, complete with an outdoor kitchen. Inside, discover gracefully curated interiors & a truly sumptuous sky-lit primary suite with lush treetop views, a sitting area with fireplace, his & her separate dressing rooms and spa-inspired ensuite. This sleek trophy property blends transitional modernity, alluring charm & unparalleled privacy with modern convenience and spectacular luxury in a truly prized neighborhood. Additional highlights include an ELEVATOR, generator, garage with lift & ensuite bathrooms in all bedrooms for superb flexibility. Set beneath a treed canopy for total privacy, you are just steps from the subway, excellent private & public schools, premier shopping, area parks, tennis, skating & hiking & biking trails extending to the lake with Yorkville & the city center only a 10-minute drive away. For those who value permanence, treasured memories will resonate for all in this enduring and stable investment!

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Listing Snapshot
Price 
$12,500,000
Days On Site 
3 Days
Bedrooms 
5
Inside Area (SqFt) 
5,000 sqft
Total Baths 
6
Full Baths 
N/A
Partial Baths 
N/A
Lot Size 
85.55x142.88 Acres
Year Built 
N/A
MLS® Number 
C13227720
Status 
Active
Property Tax 
$52,793.63
Maintenance Fees 
N/A
Sq Ft Source 
N/A
Friends & Family
Recent Activity
5 hours agoListing updated with changes from the MLS®
3 days agoListing first seen on site
General Features
Attached Garage 
Yes
Cross Street 
Roxborough/Mount Pleasant
Direction Faces 
East
Garage 
Yes
Number Of Stories 
3
Parking 
PrivateAttached
Parking Spaces 
4
Property Sub Type 
Single Family Residence
Style 
3-Storey
Interior Features
Basement 
Finished
Cooling 
Central Air
Fireplace 
Yes
Heating 
Natural GasHot Water
Interior 
Central VacuumElevator
Bedroom 2 
Dimensions - 7.62 x 4.27Level - SecondFeatures - Walk-In Closet(s)
Bedroom 3 
Dimensions - 4.11 x 3.58Level - Second
Bedroom 4 
Dimensions - 6.5 x 4.88Level - Second
Bedroom 5 
Dimensions - 5.59 x 4.88Level - Lower
Breakfast 
Dimensions - 6.45 x 3.76Level - Main
Dining Room 
Dimensions - 5.31 x 4.88Level - Main
Family Room 
Dimensions - 7.11 x 4.06Level - Main
Foyer 
Dimensions - 2.31 x 1.7Level - MainFeatures - Elevator
Kitchen 
Dimensions - 5.79 x 3.48Level - MainFeatures - Eat-in Kitchen, Built-in Features
Living Room 
Dimensions - 5.18 x 4.88Level - Main
Master Bedroom 
Dimensions - 11.02 x 6.25Level - ThirdFeatures - His and Hers Closets
Recreation 
Dimensions - 5.18 x 4.88Level - Lower
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Exterior Features
Construction Details 
Brick
Pool Features 
In Ground
Roof 
Slate
Listing courtesy of CHESTNUT PARK REAL ESTATE LIMITED

Listing information is provided by Participants of the Toronto Real Estate Board. IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. Copyright 2026, Toronto Real Estate Board
Last checked 2026-06-05 09:09 PM UTC

Neighborhood & Commute
Source: Walkscore
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