82 Chestnut Park Road
Rosedale-Moore Park Toronto M4W 2R3

$12,500,000
Residential Freehold beds: 4+1 baths: 6.0

Main Photo: 82 Chestnut Park Road in Toronto: Rosedale-Moore Park House for sale (Toronto C09)  : MLS®# C13227720
Photo 1: 82 Chestnut Park Road in Toronto: Rosedale-Moore Park House for sale (Toronto C09)  : MLS®# C13227720
Photo 2: 82 Chestnut Park Road in Toronto: Rosedale-Moore Park House for sale (Toronto C09)  : MLS®# C13227720
Photo 3: 82 Chestnut Park Road in Toronto: Rosedale-Moore Park House for sale (Toronto C09)  : MLS®# C13227720
Photo 4: 82 Chestnut Park Road in Toronto: Rosedale-Moore Park House for sale (Toronto C09)  : MLS®# C13227720
Photo 5: 82 Chestnut Park Road in Toronto: Rosedale-Moore Park House for sale (Toronto C09)  : MLS®# C13227720
Photo 6: 82 Chestnut Park Road in Toronto: Rosedale-Moore Park House for sale (Toronto C09)  : MLS®# C13227720
Photo 7: 82 Chestnut Park Road in Toronto: Rosedale-Moore Park House for sale (Toronto C09)  : MLS®# C13227720
Photo 8: 82 Chestnut Park Road in Toronto: Rosedale-Moore Park House for sale (Toronto C09)  : MLS®# C13227720
Photo 9: 82 Chestnut Park Road in Toronto: Rosedale-Moore Park House for sale (Toronto C09)  : MLS®# C13227720
Photo 10: 82 Chestnut Park Road in Toronto: Rosedale-Moore Park House for sale (Toronto C09)  : MLS®# C13227720
Photo 11: 82 Chestnut Park Road in Toronto: Rosedale-Moore Park House for sale (Toronto C09)  : MLS®# C13227720
Photo 12: 82 Chestnut Park Road in Toronto: Rosedale-Moore Park House for sale (Toronto C09)  : MLS®# C13227720
Photo 13: 82 Chestnut Park Road in Toronto: Rosedale-Moore Park House for sale (Toronto C09)  : MLS®# C13227720
Photo 14: 82 Chestnut Park Road in Toronto: Rosedale-Moore Park House for sale (Toronto C09)  : MLS®# C13227720
Photo 15: 82 Chestnut Park Road in Toronto: Rosedale-Moore Park House for sale (Toronto C09)  : MLS®# C13227720
Photo 16: 82 Chestnut Park Road in Toronto: Rosedale-Moore Park House for sale (Toronto C09)  : MLS®# C13227720
Photo 17: 82 Chestnut Park Road in Toronto: Rosedale-Moore Park House for sale (Toronto C09)  : MLS®# C13227720
Photo 18: 82 Chestnut Park Road in Toronto: Rosedale-Moore Park House for sale (Toronto C09)  : MLS®# C13227720
Photo 19: 82 Chestnut Park Road in Toronto: Rosedale-Moore Park House for sale (Toronto C09)  : MLS®# C13227720
Photo 20: 82 Chestnut Park Road in Toronto: Rosedale-Moore Park House for sale (Toronto C09)  : MLS®# C13227720
Photo 21: 82 Chestnut Park Road in Toronto: Rosedale-Moore Park House for sale (Toronto C09)  : MLS®# C13227720
Photo 22: 82 Chestnut Park Road in Toronto: Rosedale-Moore Park House for sale (Toronto C09)  : MLS®# C13227720
Photo 23: 82 Chestnut Park Road in Toronto: Rosedale-Moore Park House for sale (Toronto C09)  : MLS®# C13227720
Photo 24: 82 Chestnut Park Road in Toronto: Rosedale-Moore Park House for sale (Toronto C09)  : MLS®# C13227720
Photo 25: 82 Chestnut Park Road in Toronto: Rosedale-Moore Park House for sale (Toronto C09)  : MLS®# C13227720
Photo 26: 82 Chestnut Park Road in Toronto: Rosedale-Moore Park House for sale (Toronto C09)  : MLS®# C13227720
Photo 27: 82 Chestnut Park Road in Toronto: Rosedale-Moore Park House for sale (Toronto C09)  : MLS®# C13227720
Photo 28: 82 Chestnut Park Road in Toronto: Rosedale-Moore Park House for sale (Toronto C09)  : MLS®# C13227720
Photo 29: 82 Chestnut Park Road in Toronto: Rosedale-Moore Park House for sale (Toronto C09)  : MLS®# C13227720
Photo 30: 82 Chestnut Park Road in Toronto: Rosedale-Moore Park House for sale (Toronto C09)  : MLS®# C13227720
Photo 31: 82 Chestnut Park Road in Toronto: Rosedale-Moore Park House for sale (Toronto C09)  : MLS®# C13227720
Status:
Active
Prop. Type:
Residential Freehold
MLS® Num:
C13227720
Bedrooms:
4+1
Bathrooms:
6
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!
Property Type:
Residential Freehold
Property Sub Type:
Detached
Home Style:
3-Storey
Approx. Age:
100+
Total Approx Floor Area:
5000 +
Lot Depth:
142'10½"
Lot Frontage:
85'7"
Direction Faces:
East
Bedrooms:
4+1
Bathrooms:
6.0
Water supply:
Municipal
Kitchens:
1
Bedrooms Above Grade:
4
Bedrooms Below Grade:
1
Kitchens Above Grade:
1
Rooms Above Grade:
10
Rooms Below Grade:
2
Heating type:
Water
Heating Fuel:
Gas
Foundation:
Unknown
Roof:
Slate
Basement:
Finished
Fireplace/Stove:
Yes
Garage:
Attached
Garage Spaces:
2.0
Parking Features:
Private
Parking Spaces:
3
Total Parking Spaces:
4.0
Family Room:
Yes
Possession Details:
60 days / TBD
Lot Irregularities:
West 56.37'
Pool:
Inground
Link:
No
HST Applicable To Sale Price:
Included In
Taxes:
$52,793.63 / 2025
Assessment:
$- / -
Toronto
Toronto C09
Rosedale-Moore Park
Public Transit, Park, Place Of Worship, School, Rec./Commun.Centre
Central Vacuum
Brick
Yes
Floor
Type
Size
Other
Main
Foyer
7'7" × 5'7"
Hardwood Floor, Double Closet, Elevator
Main
Living Room
17' × 16'
Fireplace, Bay Window, Hardwood Floor
Main
Dining Room
17'5" × 16'
Hardwood Floor, Fireplace, Bay Window
Main
Family Room
23'4" × 13'4"
Fireplace, Stone Floor, Walk-Out
Main
Kitchen
19' × 11'5"
Eat-in Kitchen, Centre Island, B/I Appliances
Main
Breakfast
21'2" × 12'4"
Fireplace, French Doors, W/O To Terrace
Third
Primary Bedroom
36'2" × 20'6"
Skylight, His and Hers Closets, 5 Pc Ensuite
Second
Bedroom 2
25' × 14'
Fireplace, Walk-In Closet(s), 5 Pc Ensuite
Second
Bedroom 3
13'6" × 11'9"
Hardwood Floor, Double Closet, 3 Pc Ensuite
Second
Bedroom 4
21'4" × 16'
Bay Window, Hardwood Floor, 4 Pc Bath
Lower
Bedroom 5
18'4" × 16'
Window, 3 Pc Bath
Lower
Recreation
17' × 16'
Window
Special Designation:
Unknown
Sewers:
Sewer
Air Conditioning:
Central Air
Central Vacuum:
Yes
Seller Property Info Statement:
No
Date Listed:
Jun 02, 2026
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Listed by CHESTNUT PARK REAL ESTATE LIMITED
Data was last updated June 2, 2026 at 06:15 PM (UTC)
Area Statistics
Listings on market:
46
Avg list price:
$4,950,000
Min list price:
$1,789,000
Max list price:
$17,950,000
Avg days on market:
33
Min days on market:
1
Max days on market:
147
These statistics are generated based on the current listing's property type and located in Rosedale-Moore Park. Average values are derived using median calculations. This data is not produced by the MLS® system.
This website may only be used by consumers that have a bona fide interest in the purchase, sale, or lease of real estate of the type being offered via the website. The data relating to real estate on this website comes in part from the MLS® Reciprocity program of the PropTx MLS®. The data is deemed reliable but is not guaranteed to be accurate.