$13,950,000
$2,790/sq ft · 330 days on market
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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.
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
69 within a 10-min walk · 643 within 20 min · click a card to see the closest ones
Listing provided by CHESTNUT PARK REAL ESTATE LIMITED
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Data last updated: April 22, 2026 at 03:42 a.m.
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