$12,500,000
FOR SALE

Detached 3-Storey

Bedrooms: 5Bathrooms: 6Lot: 85.55 x 142.88 ft
2025 Taxes: $52,793.63

82 Chestnut Park Rd
Toronto, ON M4W 2R3 | Rosedale-Moore Park

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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Listed By CHESTNUT PARK REAL ESTATE LIMITED
Data Provided By Toronto Regional Real Estate Board
MLS® Listing Number C13227720
Last Updated Jun 05, 2026
Property Summary
Property Type Detached

More like this:
PIN 211190148
Legal Description See Schedule B
Possession Date 60 days / TBD
Taxes (2025) $52,793.63
Directions/Cross Streets Roxborough/Mount Pleasant
Neighbourhood Rosedale-Moore Park
Area Toronto
Price History

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Detailed Information
Fronting On East
Special Designations Unknown
Bedrooms 5
Bathrooms 6
Lot 85.55 x 142.88 ft
Exterior Brick
Elevator Y
Air Conditioning Central Air
Family Room Y
Fireplace/Stove Y
Pool Inground
Basement Finished
Garage Type Attached
Garage/Park Spaces Y
Parking Spaces 3
Heat Source Gas
Heat Type Water
Sewers Sewer

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