$12,500,000
$2,500/sq ft · 3 days on market
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 home features stunning multiple terraces for sitting, dining, and entertaining, complete with an outdoor kitchen. Inside, discover serene, curated interiors & an exceptionally sumptuous sky-lit primary suite with lush treetop views, a sitting area with fireplace, his & her separate dressing rooms and spa-inspired ensuite. This trophy property blends timeless grace, 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 exceptional flexibility. Set beneath a treed canopy for total privacy, you are just steps from the subway, top 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!
Listing provided by CHESTNUT PARK REAL ESTATE LIMITED
Based on information from the Toronto Regional Real Estate Board (TRREB). All information deemed reliable but not guaranteed and should be independently verified. The accuracy of information is not guaranteed, has not been verified, and does not constitute professional advice.
IDX information is provided exclusively for consumers' personal, non-commercial use. It may not be used for any purpose other than identifying prospective properties consumers may be interested in purchasing or renting.
Sold and leased listing data is provided under the Virtual Office Website (VOW) data feed and is available only to registered users who have agreed to the Terms of Use. This data is for personal, non-commercial use only and may not be copied, redistributed, or retransmitted.
MLS®, REALTOR®, and the associated logos are certification marks owned by the Canadian Real Estate Association (CREA) and identify real estate professionals who are members of CREA.
This listing content is not intended to solicit properties already listed for sale or individuals who are currently under contract with a brokerage.
Data last updated: June 4, 2026 at 04:48 p.m.
(Sign-in required)
(Sign-in required)
(Sign-in required)
82 Chestnut Park Road
Closest publicly funded schools within 5 km, ranked by EQAO standardized test scores
Top 10% of Ontario elementary schools
R = Reading · W = Writing · M = Math · arrows show 3-year change
Top 25% of Ontario elementary schools
Top 10% of Ontario elementary schools
Arrows show 3-year change
EQAO score is the average of available reading, writing & math results, 0–100 · Source: Ontario Ministry of Education
Nearest rapid transit and bus stops
68 within a 10-min walk · 644 within 20 min · click a card to see the closest ones
R = Reading · W = Writing · M = Math · arrows show 3-year change
R = Reading · W = Writing · M = Math · arrows show 3-year change
Top 50% of Ontario secondary schools
Arrows show 3-year change
Arrows show 3-year change
Source: TTC GTFS · straight-line distances · routes shown are short names
© OpenStreetMap contributors · counts are amenities tagged in OSM within walking distance