82 Chestnut Park Road, Toronto

82 Chestnut Park Road
82 Chestnut Park Road
82 Chestnut Park Road
+28
4+1
 bed
6
 bath
4
 parking
5000 - 65535
 sqft
Detached
$12,500,000
Instant Estimate Not Available
For Sale
101 days
 on site
$12,500,000
Instant Estimate Not Available
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Size
-
Lot size
12223 sqft
Street frontage
-
Possession
60-89 days
Price per sqft
$191 - $2,500
Taxes
$52,793.63 (2025)
Parking Type
-
Style
3-Storey
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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 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!
Broker: CHESTNUT PARK REAL ESTATE LIMITED
MLS®#: C13227720
Property details
Parking:
4
Parking type:
-
Property type:
Detached
Heating type:
Water
Style:
3-Storey
MLS Size:
5000-65535 sqft
Lot front:
85 Ft
Lot depth:
142 Ft
Listed on:
Jun 2, 2026
Show all details
Rooms
LevelNameSizeFeatures
Lower
Bedroom 5
18.3 x 16.0 ft
Main
Family Room
23.3 x 13.3 ft
Main
Kitchen
19.0 x 11.4 ft
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Instant estimate:
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About 82 Chestnut Park Road

Located at 82 Chestnut Park Road, this Toronto detached house is available for sale. It has been listed at $12500000 since June 2026. This 5000-65535 sqft detached house has 4+1 beds and 6 bathrooms. Situated in Toronto's Rosedale neighbourhood, Summerhill, Yonge and Bloor, Moore Park and Yorkville are nearby neighbourhoods.

82 Chestnut Park, Toronto is only a 5 minute walk from Strange Love Coffee for that morning caffeine fix and if you're not in the mood to cook, Terroni, Bar Centrale Di Terroni and Carens Rosedale are near this detached house. For those that love cooking, Rosedale General Store is a 5-minute walk.

Transit riders take note, 82 Chestnut Park, Toronto is a short distance away to the closest public transit Bus Stop (Crescent Rd at South Dr (West)) with route Rosedale. If you're driving from 82 Chestnut Park, you'll have decent access to the rest of the city by way of Don Valley Parkway as well, which is within a few minutes drive