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Active

82 Chestnut Park Rd

Toronto C09, ON M4W 2R3

$12,500,000

82 Chestnut Park Rd, Toronto C09Listed at $12,500,000. 5 bedroom, 6 bathroom 3-Storey. MLS® C13227720.

New this week
5Beds
6Baths
5000 +sqft
3-Storey
4Parking
$52,793.63 (2025)

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 home features stunning multiple terraces for sitting, dining, and entertaining, complete with an outdoor kitchen. Inside, discover serene, curated interiors & an exceptionally sumptuous sky-lit primary suite with lush treetop views, a sitting area with fireplace, his & her separate dressing rooms and spa-inspired ensuite. This trophy property blends timeless grace, 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 exceptional flexibility. Set beneath a treed canopy for total privacy, you are just steps from the subway, top 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!

Price & Status History

Price history is locked

Property Details

Property TypeDetached
Style3-Storey
CommunityRosedale-Moore Park
Approximate Age100+
Rooms10+2
Kitchens1
Washrooms6
Square Feet5000 + sqft
Lot Dimensions85.55 × 142.88 ft
Fronting OnEast
Dir/Cross StRoxborough/Mount Pleasant
Garage TypeAttached
Garage Parking Spaces2
DrivePrivate
Parking Drive Spaces2
Total Parking Spaces4
ExteriorBrick
RoofSlate
FoundationUnknown
BasementFinished
Fireplace FeaturesYes
Heating TypeWater
Heating SourceGas
A/CCentral Air
SewersSewer
PoolInground
Taxes (2025)$52,793.63
HSTIncluded In
Listed Date6/2/2026
Days on Market5 days
Possession60 days / TBD
Vick Yogeswaran - REALTOR

Your agent: Vick Yogeswaran

REALTOR® · RE/MAX Realtron Realty Inc.

Same-day showings available

Property Insights

Home Value
Estimate

Listing Courtesy of: CHESTNUT PARK REAL ESTATE LIMITED

MLS® #C13227720

TRREBMLS®

The listing data is provided under copyright by the Toronto Regional Real Estate Board (TRREB). The listing data is deemed reliable but is not guaranteed accurate by TRREB. The trademarks REALTOR®, REALTORS®, and the REALTOR® logo are controlled by The Canadian Real Estate Association (CREA) and identify real estate professionals who are members of CREA. The trademarks MLS®, Multiple Listing Service® and the associated logos are owned by CREA and identify the quality of services provided by real estate professionals who are members of CREA. Used under license.

© 2026 Toronto Regional Real Estate Board. All rights reserved.

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About Toronto Real Estate

This Detached is located in the Rosedale-Moore Park community in Toronto. Toronto is Canada's largest city and the economic hub of the Greater Toronto Area. With world-class transit, diverse neighbourhoods from the Annex to Scarborough, and proximity to major employers in the Financial District, it remains the most sought-after real estate market in Ontario. Buyers benefit from extensive GO Transit and TTC subway connectivity. Detached homes in Toronto are in high demand among families seeking space, privacy, and long-term equity growth.

TTC subway & streetcar networkWorld-class dining & entertainmentUniversity of Toronto & major hospitals nearbyWaterfront trails & ravine parks
Walkability: Highly walkable — many neighbourhoods score 80+ on Walk Score
View full Toronto neighbourhood guide →