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$12,500,000Asking Price

82 Chestnut Park Road, Toronto C09, ON M4W 2R3

Rosedale, Toronto

Detached
4 + 1
Bedrooms
6
Baths
4
Parking
Day on Market

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!

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Tour this home:

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!

Key Info

  • 3-Storey Detached
  • 3-Car Driveway
  • 2-Car Attached Garage
  • Roxborough/Mount Pleasant
  • 5000 + Approximate Sq Feet
  • 100+ Years Approximate Age
  • Finished Basement
  • 1 Kitchen
  • Water Gas Heating
  • Central Air

Property

  • Lot Size 85.55 x 142.88 Feet
  • Brick Exterior
  • Taxes were $52,793 in 2025
  • Possession: 60 days / TBD

Details

  • Fireplace
  • Family Room
  • Inground Pool
  • Central Vacuum
  • Sewers
  • Municipal Water
  •  
  • MLS #C13227720
  • CHESTNUT PARK REAL ESTATE LIMITED

Extras

Room Floor Dimensions Details
1 Foyer Main 7.58' x 5.58' Hardwood Floor, Double Closet, Elevator
2 Kitchen Main 19.00' x 11.42' Eat-in Kitchen, Centre Island, Built-in Appliances
3 Breakfast Main 21.16' x 12.34' Fireplace, French Doors, Walkout To Terrace
Washroom2 5-Piece Bathrooms
Washroom1 4-Piece Bathroom
Washroom2 3-Piece Bathrooms
Washroom1 2-Piece Bathroom

Who lives here?

Rosedale, Toronto is a central Toronto neighbourhood notable for its university grads, executives and business, education, law & public sector and arts & culture professionals. Residents tend to be older with a significant number of adults aged 50 to 64 and seniors aged 65 to 79.

Families

Kids Per Family

0.8

kids per family
in the neighbourhood.

Toronto  (1.2)
Gta  ({{ '1.29999995231628' | number: 1 }})

Singles

46% of residents are
single and loving it.

46% singles

Toronto (50%)
Gta ({{ '44.8800010681152' | number: 0 }}%)

Renters

39% of residents
are renters.

39% renters

Toronto (47%)
Gta ({{ '33.0200004577637' | number: 0 }}%)

Education

74% of residents are
university grads.

74% university grads

Toronto (48%)
Gta ({{ '43.6699981689453' | number: 0 }}%)

Income

Average Household Income

$523K

is the average household
income in the neighbourhood.

Toronto  ($132K)
Gta  ({{ '135056.828125' | minifiedCurrency }})

Professions

Professions

Management 13%
Government 12%
Business 12%
Sales 8%
Culture 6%

Immigrants

31% of residents were
born outside of Canada.

31% immigrants

Toronto (48%)
Gta ({{ '45.4300003051758' | number: 0 }}%)

Birthplace - All

UK was once home to 3.4% of immigrants.
USA 2.8%
China 2.3%
India 1.5%
Hong Kong 1.1%

3.4% from UK
All-time

Birthplace - Recent

China was once home to 0.9% of immigrants.
Iran 0.7%
Turkey 0.6%
Hong Kong 0.3%
UK 0.3%

0.9% from China
Recent

Foreign Languages

Foreign Languages

French 3%
Spanish 2%
Mandarin 2%
Arabic 1%
Cantonese 1%

Religions

Religions

Christian 56%
Jewish 8%
Muslim 3%
Buddhist 1%
Hindu 1%

Social Housing

Social Housing Buildings

1

Social housing buildings
in the neighbourhood.

Gta Avg (5.19)

Shelters

Shelters

0

Homeless shelters in
the neighbourhood.

Gta Avg (0.54)