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82 Chestnut Park Road

Toronto C09, ON M4W 2R3

Off-Market
5 Beds
6 Baths
5,000 Sq Ft
Single Family Home
This listing is no longer active on the MLS® and is not currently for sale. Interested in something similar? Ask Filipe →
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About This Property

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.

Property Details

StatusOff-Market
Property TypeSingle Family Home
Listing TypeSale
Interior Size5,000 sq ft
Bedrooms5
Bathrooms6
Postal CodeM4W 2R3
Last UpdatedOct 8, 2026 · 3:09 a.m.

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Features & Amenities

  • View
  • Fireplace
  • Air Conditioning
  • Basement

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TRREB MLS® Attribution

MLS® C12178239

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.

$13,950,000

last list price — no longer for sale

MLS®C12178239
TypeSingle Family Home
CityToronto C09
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Team Filipe · RE/MAX · (647) 210-6070

Listed By

CHESTNUT PARK REAL ESTATE LIMITED