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82 Chestnut Park Road

Rosedale-Moore Park / Toronto C09, ON M4W 2R3

ActiveFor Sale
5 Beds
6 Baths
5,000 Sq Ft
Single Family Home
Virtual Tour Available

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!

Property Details

StatusActive
Property TypeSingle Family Home
Listing TypeFor Sale
Interior Size5,000 sq ft
Bedrooms5
Bathrooms6
Postal CodeM4W 2R3
Last UpdatedAug 8, 2026 · 7:20 p.m.

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Features & Amenities

  • View
  • Fireplace
  • Air Conditioning
  • Basement

TRREB MLS® Attribution

MLS® C13227720

Listed by CHESTNUT PARK REAL ESTATE LIMITED

The trademarks MLS®, Multiple Listing Service® and the associated logos are owned by The Canadian Real Estate Association (CREA) and identify the quality of services provided by real estate professionals who are members of CREA. The trademarks REALTOR®, REALTORS® and the REALTOR® logo are controlled by CREA and identify real estate professionals who are members of CREA. Listing data provided by the Toronto Regional Real Estate Board (TRREB). The information contained herein is from sources believed to be reliable but is not guaranteed. Information deemed reliable but not guaranteed accurate by TRREB or Team Filipe / RE/MAX.

$12,500,000

asking price

MLS®C13227720
TypeSingle Family Home
CityToronto C09
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Team Filipe · RE/MAX · (647) 210-6070

Mortgage Estimate

Est. Monthly Payment

$61,039

/month · $10,000,000 mortgage

Down Payment20% — $2,500,000
Interest Rate5.5%

Amortization

Total Interest

$8,311,744

Total Cost

$18,311,744

Estimate only. Based on Canadian semi-annual compounding, 25-yr amortization at 5.5%.

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Listed By

CHESTNUT PARK REAL ESTATE LIMITED