82 Chestnut Park Road, Toronto C09, ON M4W 2R3
Toronto C09
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!
Estimate only - excludes property tax, condo fees, utilities and home insurance. Rates vary by lender and term; based on semi-annual compounding.
Walkability, transit, and bike-friendliness for 82 Chestnut Park Road, Toronto C09, ON M4W 2R3
Provided by Walk Score®. Walk Score, Transit Score, and Bike Score are trademarks of Walk Score.
MLS# C13227720
Listed by CHESTNUT PARK REAL ESTATE LIMITED
On market since Jun 2, 2026




82 Chestnut Park Road, Toronto C09, ON M4W 2R3 is listed for $12,500,000 CAD.
82 Chestnut Park Road, Toronto C09, ON M4W 2R3 has 5 bedrooms and 6 bathrooms.
82 Chestnut Park Road, Toronto C09, ON M4W 2R3 is a Detached.
82 Chestnut Park Road, Toronto C09, ON M4W 2R3 is in Toronto C09, Ontario.
82 Chestnut Park Road, Toronto C09, ON M4W 2R3 is currently for sale.
Contact Michael Mezheritsky to arrange a private showing of 82 Chestnut Park Road, Toronto C09, ON M4W 2R3 (MLS# C13227720). You can also send a message through the contact form on this site.