Home ›Listings ›Toronto ›C13227720

82 Chestnut Park Road Toronto C09 ON

📍 Toronto, Ontario M4W 2R3

$12,500,000

Active
5BEDS
6BATHS
4PARKING
1KITCHENS
85.55×142.88LOT (FT)
100+AGE

📋 Listing Highlights

StatusActive
MLS®C13227720
ListedJun 2, 2026
Days on Market—
Property TypeResidential Freehold
StyleDetached
Cross StreetRoxborough/Mount Pleasant
Possession60 days / TBD

📝 Listing Description

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!

🏠 Property Details

Property TypeResidential Freehold
StyleDetached
Bedrooms5
Bathrooms6
Kitchens1
Approx. Age100+

📐 Lot & Land

Lot Width85.55 ft
Lot Depth142.88 ft
Cross StreetRoxborough/Mount Pleasant

🔧 Building & Utilities

Heat SourceGas
HeatingWater
CoolingCentral Air
BasementFinished
GarageAttached
Garage Spaces2
Parking4
ConstructionBrick
RoofSlate

💰 Financial

List Price$12,500,000
Annual Taxes$52,793.63 (2025)
Possession60 days / TBD

🧮 Mortgage Calculator

$2,500,000
Est. Monthly Payment
$61,409/mo
Principal: $10,000,000 · P+I only
Does not include taxes, insurance or CMHC
Listing provided by CHESTNUT PARK REAL ESTATE LIMITEDData via PropTx MLS® / TRREB. Information deemed reliable but not guaranteed.MLS® #C13227720 · Last updated: Jul 14, 2026

Information deemed reliable but not guaranteed. © TRREB / PropTx. MLS® is a trademark of CREA. This website may only be used by consumers that have a bona fide interest in the purchase, sale, or lease of real estate.