82 Chestnut Park Road

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
10 days
 on site
$12,500,000
Instant Estimate Not Available
Click to open the pre-gallery to get the direction
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
See what's nearby
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
Show all
Instant estimate:
Not Available

Insufficient data to provide an accurate estimate

i
High-
Mid-
Low-
Have a home? See what it's worth with an instant estimate

Use our AI-assisted tool to get an instant estimate of your home's value, up-to-date neighbourhood sales data, and tips on how to sell for more.

31 South Drive
1/50
$12,250,000
115 days
31 South Drive
6+2BD
7BA
5 Parking
5,000-65,535 sqft
MLS#: C12793900
CHESTNUT PARK REAL ESTATE LIMITED
115 days
20 Cluny Drive
1/40
$11,995,000
37 days
20 Cluny Drive
5BD
7BA
10 Parking
5,000-65,535 sqft
MLS#: C13092402
ROYAL LEPAGE REAL ESTATE SERVICES PHINNEY REAL ESTATE
37 days
170 Roxborough Drive
1/50
$12,500,000
106 days
170 Roxborough Drive
5+1BD
9BA
4 Parking
5,000-65,535 sqft
MLS#: C12821880
CHESTNUT PARK REAL ESTATE LIMITED
106 days
10 Mckenzie Avenue
1/25
$12,200,000
2 days
10 Mckenzie Avenue
5BD
6BA
2 Parking
5,000-65,535 sqft
MLS#: C13427448
SOTHEBY'S INTERNATIONAL REALTY CANADA
2 days

About 82 Chestnut Park Road

82 Chestnut Park Road is a Toronto detached house 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.

There are a lot of great restaurants around 82 Chestnut Park, Toronto. If you can't start your day without caffeine fear not, your nearby choices include Strange Love Coffee. For groceries there is Rosedale General Store which is a 5-minute walk.

For those residents of 82 Chestnut Park, Toronto without a car, you can get around rather easily. The closest transit stop is a Bus Stop (Crescent Rd at South Dr (West)) and is a short walk connecting you to Toronto's public transit service. It also has route Rosedale nearby. For drivers, the closest highway is Don Valley Parkway and is within a few minutes drive from 82 Chestnut Park, making it easier to get into and out of the city