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For saleMLS® C13227720

82 Chestnut Park Road, Toronto, ON M4W 2R3

Rosedale-Moore Park · C09 · M4W 2R3

$12,500,000

$2,500 / sq ft

5 months on market

Bedrooms
4+1
Bathrooms
6
Interior
5,000 sf
Parking
4
Lot
85.55 × 142.88 ft
Age
100+ years

What's special

  • Attached garage
  • Pool
  • Central air
  • Finished basement
  • Fireplace
  • Central vacuum

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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!

Rooms

12 rooms. Dimensions as published by the listing brokerage.

Room dimensions and features
RoomLevelDimensionsFeatures
FoyerMain2.31 × 1.70 m7.6 × 5.6 ftHardwood Floor · Double Closet · Elevator
Living RoomMain5.18 × 4.88 m17.0 × 16.0 ftFireplace · Bay Window · Hardwood Floor
Dining RoomMain5.31 × 4.88 m17.4 × 16.0 ftHardwood Floor · Fireplace · Bay Window
Family RoomMain7.11 × 4.06 m23.3 × 13.3 ftFireplace · Stone Floor · Walk-Out
KitchenMain5.79 × 3.48 m19.0 × 11.4 ftEat-in Kitchen · Centre Island · B/I Appliances
BreakfastMain6.45 × 3.76 m21.2 × 12.3 ftFireplace · French Doors · W/O To Terrace
Bedroom 2Second7.62 × 4.27 m25.0 × 14.0 ftFireplace · Walk-In Closet(s) · 5 Pc Ensuite
Bedroom 3Second4.11 × 3.58 m13.5 × 11.7 ftHardwood Floor · Double Closet · 3 Pc Ensuite
Bedroom 4Second6.50 × 4.88 m21.3 × 16.0 ftBay Window · Hardwood Floor · 4 Pc Bath
Primary BedroomThird11.02 × 6.25 m36.2 × 20.5 ftSkylight · His and Hers Closets · 5 Pc Ensuite
Bedroom 5Lower5.59 × 4.88 m18.3 × 16.0 ftWindow · 3 Pc Bath
RecreationLower5.18 × 4.88 m17.0 × 16.0 ftWindow

Features

  • Central Vacuum

Property details

Property

Property type
detached
Bedrooms
4 + 1
Bathrooms
6
Interior size
5,000 sq ft
Year built
100+
Lot size
85.55 × 142.88 ft
Possession
60 days / TBD

Interior

Basement
Finished
Heating
Water · Gas
Cooling
Central Air
Fireplaces
1
Exposure
East

Exterior & services

Construction
Brick
Garage
Attached
Parking spaces
4
Pool
Inground
Sewer
Sewer

Costs

List price
$12,500,000
Property taxes
$52,794 / year (2025)
Price per sq ft
$2,500

Listing

MLS® number
C13227720
Status
For sale
Listed
June 2, 2026
Days on market
156
Last updated
September 9, 2026
Listing brokerage
CHESTNUT PARK REAL ESTATE LIMITED

Price & sale history

This property's sale history is hidden

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Before you make an offer

What this home costs beyond the asking price, and how that price compares to what else is on the market.

How this price compares

This home is priced above most comparable listings — about 100% of comparable detached listings in Rosedale-Moore Park are asking less.

$2.24MMedian $5.07M$10.88M
This home
$2,500 / sq ft
Comparable median
$1,595 / sq ft

Based on 42 comparable active detached listings in Rosedale-Moore Park. These are asking prices, not sale prices.

Mortgage estimate

Down payment20.0% · minimum $2,500,000
$2,500,000
Interest rate5-year fixed, illustrative only
4.49%
Amortization
Principal & interest
$55,291.72
Property tax (est.)
$4,399.47
Estimated monthly
$59,691

Estimate only. Excludes CMHC insurance premiums, which apply below 20% down, and does not constitute a mortgage approval or an offer of credit.

Land transfer tax

Payable on closing, on top of the purchase price.

Ontario
$298,975
Toronto municipal
$578,975
Total due on closing
$877,950

An estimate on the asking price of $12,500,000. Rates current as of September 2026; confirm the final figure with your real estate lawyer.

Listing courtesy of CHESTNUT PARK REAL ESTATE LIMITED. Listing data is provided in part by the Toronto Regional Real Estate Board (TRREB) and is deemed reliable but is not guaranteed accurate. Information is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties. Data is updated every 15 minutes.

$12,500,000

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