$4,140,000
21 Astley Avenue, Toronto, ON M4W 3B3
+18 more
1 / 20
82 Chestnut Park Road — Detached
For SaleToronto C09, ON M4W 2R3
5 Bed · 6 Bath · Detached
MLS #C12178239
$13,950,000
Listed Price
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
Bedrooms
5
Bathrooms
6
Square Feet
5000 + sqft
Property Type
Detached
Style3-Storey
Approx. Age100+ years
Lot Size56 143 ft
Frontage56.4 ft
Depth142.9 ft
GarageAttached
BasementFinished
CoolingCentral Air
HeatingWater
FireplaceYes
PoolInground
Parking Spaces4
Listed OnMay 27, 2025
MLS Size5000 +
Property Tax$52,794/year
Rooms
| Name | Size (m) | Size (ft) | Features |
|---|---|---|---|
| Foyer(Main) | 2.31 x 1.7 | 7.6 x 5.6 | - |
| Foyer(Main) | 2.31 x 1.7 | 7.6 x 5.6 | - |
| Foyer(Main) | 2.31 x 1.7 | 7.6 x 5.6 | - |
| Foyer(Main) | 2.31 x 1.7 | 7.6 x 5.6 | - |
| Foyer(Main) | 2.31 x 1.7 | 7.6 x 5.6 | - |
| Foyer(Main) | 2.31 x 1.7 | 7.6 x 5.6 | - |
| Living Room(Main) | 5.18 x 4.88 | 17.0 x 16.0 | - |
| Living Room(Main) | 5.18 x 4.88 | 17.0 x 16.0 | - |
| Living Room(Main) | 5.18 x 4.88 | 17.0 x 16.0 | - |
| Living Room(Main) | 5.18 x 4.88 | 17.0 x 16.0 | - |
| Living Room(Main) | 5.18 x 4.88 | 17.0 x 16.0 | - |
| Living Room(Main) | 5.18 x 4.88 | 17.0 x 16.0 | - |
| Dining Room(Main) | 5.31 x 4.88 | 17.4 x 16.0 | - |
| Dining Room(Main) | 5.31 x 4.88 | 17.4 x 16.0 | - |
| Dining Room(Main) | 5.31 x 4.88 | 17.4 x 16.0 | - |
| Dining Room(Main) | 5.31 x 4.88 | 17.4 x 16.0 | - |
| Dining Room(Main) | 5.31 x 4.88 | 17.4 x 16.0 | - |
| Dining Room(Main) | 5.31 x 4.88 | 17.4 x 16.0 | - |
| Family Room(Main) | 7.11 x 4.06 | 23.3 x 13.3 | - |
| Family Room(Main) | 7.11 x 4.06 | 23.3 x 13.3 | - |
| Family Room(Main) | 7.11 x 4.06 | 23.3 x 13.3 | - |
| Family Room(Main) | 7.11 x 4.06 | 23.3 x 13.3 | - |
| Family Room(Main) | 7.11 x 4.06 | 23.3 x 13.3 | - |
| Family Room(Main) | 7.11 x 4.06 | 23.3 x 13.3 | - |
| Kitchen(Main) | 5.79 x 3.48 | 19.0 x 11.4 | - |
| Kitchen(Main) | 5.79 x 3.48 | 19.0 x 11.4 | - |
| Kitchen(Main) | 5.79 x 3.48 | 19.0 x 11.4 | - |
| Kitchen(Main) | 5.79 x 3.48 | 19.0 x 11.4 | - |
| Kitchen(Main) | 5.79 x 3.48 | 19.0 x 11.4 | - |
| Kitchen(Main) | 5.79 x 3.48 | 19.0 x 11.4 | - |
| Breakfast(Main) | 6.45 x 3.76 | 21.2 x 12.3 | - |
| Breakfast(Main) | 6.45 x 3.76 | 21.2 x 12.3 | - |
| Breakfast(Main) | 6.45 x 3.76 | 21.2 x 12.3 | - |
| Breakfast(Main) | 6.45 x 3.76 | 21.2 x 12.3 | - |
| Breakfast(Main) | 6.45 x 3.76 | 21.2 x 12.3 | - |
| Breakfast(Main) | 6.45 x 3.76 | 21.2 x 12.3 | - |
| Primary Bedroom(Third) | 11.02 x 6.25 | 36.2 x 20.5 | - |
| Primary Bedroom(Third) | 11.02 x 6.25 | 36.2 x 20.5 | - |
| Primary Bedroom(Third) | 11.02 x 6.25 | 36.2 x 20.5 | - |
| Primary Bedroom(Third) | 11.02 x 6.25 | 36.2 x 20.5 | - |
| Primary Bedroom(Third) | 11.02 x 6.25 | 36.2 x 20.5 | - |
| Primary Bedroom(Third) | 11.02 x 6.25 | 36.2 x 20.5 | - |
| Bedroom 2(Second) | 7.62 x 4.27 | 25.0 x 14.0 | - |
| Bedroom 2(Second) | 7.62 x 4.27 | 25.0 x 14.0 | - |
| Bedroom 2(Second) | 7.62 x 4.27 | 25.0 x 14.0 | - |
| Bedroom 2(Second) | 7.62 x 4.27 | 25.0 x 14.0 | - |
| Bedroom 2(Second) | 7.62 x 4.27 | 25.0 x 14.0 | - |
| Bedroom 2(Second) | 7.62 x 4.27 | 25.0 x 14.0 | - |
| Bedroom 3(Second) | 4.11 x 3.58 | 13.5 x 11.7 | - |
| Bedroom 3(Second) | 4.11 x 3.58 | 13.5 x 11.7 | - |
| Bedroom 3(Second) | 4.11 x 3.58 | 13.5 x 11.7 | - |
| Bedroom 3(Second) | 4.11 x 3.58 | 13.5 x 11.7 | - |
| Bedroom 3(Second) | 4.11 x 3.58 | 13.5 x 11.7 | - |
| Bedroom 3(Second) | 4.11 x 3.58 | 13.5 x 11.7 | - |
| Bedroom 4(Second) | 6.5 x 4.88 | 21.3 x 16.0 | - |
| Bedroom 4(Second) | 6.5 x 4.88 | 21.3 x 16.0 | - |
| Bedroom 4(Second) | 6.5 x 4.88 | 21.3 x 16.0 | - |
| Bedroom 4(Second) | 6.5 x 4.88 | 21.3 x 16.0 | - |
| Bedroom 4(Second) | 6.5 x 4.88 | 21.3 x 16.0 | - |
| Bedroom 4(Second) | 6.5 x 4.88 | 21.3 x 16.0 | - |
| Bedroom 5(Lower) | 5.59 x 4.88 | 18.3 x 16.0 | - |
| Bedroom 5(Lower) | 5.59 x 4.88 | 18.3 x 16.0 | - |
| Bedroom 5(Lower) | 5.59 x 4.88 | 18.3 x 16.0 | - |
| Bedroom 5(Lower) | 5.59 x 4.88 | 18.3 x 16.0 | - |
| Bedroom 5(Lower) | 5.59 x 4.88 | 18.3 x 16.0 | - |
| Bedroom 5(Lower) | 5.59 x 4.88 | 18.3 x 16.0 | - |
| Recreation(Lower) | 5.18 x 4.88 | 17.0 x 16.0 | - |
| Recreation(Lower) | 5.18 x 4.88 | 17.0 x 16.0 | - |
| Recreation(Lower) | 5.18 x 4.88 | 17.0 x 16.0 | - |
| Recreation(Lower) | 5.18 x 4.88 | 17.0 x 16.0 | - |
| Recreation(Lower) | 5.18 x 4.88 | 17.0 x 16.0 | - |
| Recreation(Lower) | 5.18 x 4.88 | 17.0 x 16.0 | - |
82 Chestnut Park Road History
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Home Features
Property TypeDetached
Style3-Storey
Approx. Age100+ years
Lot Size56 × 143 ft
Frontage56.4 ft
Depth142.9 ft
GarageAttached
BasementFinished
CoolingCentral Air
FireplaceYes
PoolInground
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About 82 Chestnut Park Road, Toronto C09, ON M4W 2R3
82 Chestnut Park Road, Toronto C09, ON M4W 2R3 is a 5-bedroom, 6-bathroom 3-storey detached with approximately 5000 + square feet of living space, situated on a 56 143 foot lot. This property is currently for sale at $13,950,000. The home features a attached garage and a finished basement, built approximately 100+ years ago.
Rosedale-Moore Park Neighbourhood
This home is located in Rosedale-Moore Park, part of Toronto C09 in the Toronto area. Explore more homes for sale and recently sold properties in this neighbourhood.
Whether you are looking to buy, sell, or lease in Rosedale-Moore Park, our team of experienced real estate professionals can help you navigate the market and find the perfect home. Contact us today for a free consultation.
82 Chestnut Park Road, Toronto C09, ON M4W 2R3
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