Toronto, ON

82 Chestnut Park Road

$12,500,000

Data last updated Nov 1, 2026, 7:00 p.m. ET. By using this site you agree to our Terms of Use.

Detached at 82 Chestnut Park Road, Toronto, ON

82 Chestnut Park Road, Toronto, ON, photo 2

82 Chestnut Park Road, Toronto, ON, photo 3

Property facts

Price: $12,500,000
Type: Detached
Bedrooms: 4
Bathrooms: 6
MLS®: C13227720
Status: active
Brokerage: CHESTNUT PARK REAL ESTATE LIMITED

About this home

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!

Location

Search the full MLS®

More details

Property tax: $52,794 (2025)
Days on market: 154
Style: 3-Storey
Year built: 100+
Lot: 85.55 × 142.88 Feet
Parking: 4 spaces · 2 garage · Attached
Basement: Finished
Heating: Water
Air conditioning: Central Air
Neighbourhood: Rosedale-Moore Park
Major intersection: Roxborough/Mount Pleasant

Rooms

Room	Level	Size (m)	Features
Bedroom 5	Lower	5.59 × 4.88	window, 3 pc bath
Family Room	Main	7.11 × 4.06	fireplace, stone floor, walk-out
Kitchen	Main	5.79 × 3.48	eat-in kitchen, centre island, b/i appliances
Primary Bedroom	Third	11.02 × 6.25	skylight, his and hers closets, 5 pc ensuite
Recreation	Lower	5.18 × 4.88	Window
Breakfast	Main	6.45 × 3.76	fireplace, french doors, w/o to terrace
Bedroom 2	Second	7.62 × 4.27	fireplace, walk-in closet(s), 5 pc ensuite
Dining Room	Main	5.31 × 4.88	hardwood floor, fireplace, bay window
Bedroom 3	Second	4.11 × 3.58	hardwood floor, double closet, 3 pc ensuite
Foyer	Main	2.31 × 1.7	hardwood floor, double closet, elevator
Bedroom 4	Second	6.5 × 4.88	bay window, hardwood floor, 4 pc bath
Living Room	Main	5.18 × 4.88	fireplace, bay window, hardwood floor

Details from PropTx (TRREB MLS®) via Repliers. Information deemed reliable but not guaranteed.

About Toronto

Toronto offers a neighbourhood for every lifestyle, from quiet established streets to vibrant urban districts, with the city's employment, transit and culture at hand.

Toronto market, September 2026

Median sold price: $835,000
Avg. days on market: 34
Sale-to-list: 99.0%

1532 residential sales. Source: TRREB MLS® data via PropTx. Aggregates only.

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