82 Chestnut Park Road

ActiveRosedale / Moore Park · Rosedale-Moore Park65 days on marketMLS® C13227720
$12,500,000
$2,500 / sq ft
Bedrooms5
Bathrooms6
Interior5,000 sq ft
TypeSingle Family Home
ListingFor Sale
Days on Market65

About this property

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!

Features & finishes

View
Fireplace
Air Conditioning
Basement

Property details

MLS® NumberC13227720
StatusActive
Listing TypeFor Sale
Property TypeSingle Family Home
Interior Size5,000 sq ft
Beds / Baths5 bed · 6 bath
NeighbourhoodRosedale-Moore Park
CityRosedale / Moore Park
Postal CodeM4W 2R3
ProvinceON
Listed DateJune 2, 2026
Days on Market65
Price per Sq Ft$2,500
BrokerageCHESTNUT PARK REAL ESTATE LIMITED

Location

Similar Properties Nearby

Photo of 23 South DriveJust Listed
$9,890,000
23 South Drive
Rosedale / Moore Park · 5 bed · 5 bath · Single Family Home
Photo of 7 Dale Avenue Unit 205Just Listed
$6,890,000
7 Dale Avenue Unit 205
Rosedale / Moore Park · 2 bed · 3 bath · Condo
A very pretty facade with turret and covered porchJust Listed
$11,995,000
83 Binscarth Road
Rosedale / Moore Park · 7 bed · 5 bath · Single Family Home

Sold Properties Nearby

Sign in to reveal recent sold prices in this area.

Virtual tour

Listed by CHESTNUT PARK REAL ESTATE LIMITED