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!
For sale
C$12,500,000
82 Chestnut Park, Toronto, ON M4W 1W9
5beds
6baths
Single Family Residence
Built in ----
0.28 Acres Lot
$-- Zestimate®
C$--/sqft
C$-- HOA
What's special
Poolside paradiseMature treesManicured lawnsOverlooking serene parkland belowTrue garden oasisStunning oversized poolOutdoor kitchen
- 37 days |
- 363 |
- 15 |
Zillow last checked:
Listing updated:
Listed by:
CHESTNUT PARK REAL ESTATE LIMITED
Source: TRREB,MLS®#: C13227720
Originating MLS®#: Toronto Regional Real Estate Board
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 5
- Bathrooms: 6
Primary bedroom
- Level: Third
- Dimensions: 11.02 x 6.25
Bedroom 2
- Level: Second
- Dimensions: 7.62 x 4.27
Bedroom 3
- Level: Second
- Dimensions: 4.11 x 3.58
Bedroom 4
- Level: Second
- Dimensions: 6.5 x 4.88
Bedroom 5
- Level: Lower
- Dimensions: 5.59 x 4.88
Breakfast
- Level: Main
- Dimensions: 6.45 x 3.76
Dining room
- Level: Main
- Dimensions: 5.31 x 4.88
Family room
- Level: Main
- Dimensions: 7.11 x 4.06
Foyer
- Level: Main
- Dimensions: 2.31 x 1.7
Kitchen
- Level: Main
- Dimensions: 5.79 x 3.48
Living room
- Level: Main
- Dimensions: 5.18 x 4.88
Recreation
- Level: Lower
- Dimensions: 5.18 x 4.88
Heating
- Water, Gas
Cooling
- Central Air
Features
- Central Vacuum
- Basement: Finished
- Has fireplace: Yes
Interior area
- Living area range: 5000 + null
Video & virtual tour
Property
Parking
- Total spaces: 4
- Parking features: Private
- Has garage: Yes
Features
- Stories: 3
- Has private pool: Yes
- Pool features: In Ground
Lot
- Size: 0.28 Acres
- Features: Public Transit, Park, Place Of Worship, School, Rec./Commun.Centre
Details
- Parcel number: 211190148
Construction
Type & style
- Home type: SingleFamily
- Property subtype: Single Family Residence
Materials
- Brick
- Foundation: Unknown
- Roof: Slate
Utilities & green energy
- Sewer: Sewer
Community & HOA
Location
- Region: Toronto
Financial & listing details
- Annual tax amount: C$52,793
- Date on market: 6/2/2026
CHESTNUT PARK REAL ESTATE LIMITED
CHESTNUT PARK REAL ESTATE LIMITED
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Price history
Price history is unavailable.
Public tax history
Tax history is unavailable.
Climate risks
Neighborhood: Rosedale
Nearby schools
GreatSchools rating
No schools nearby
We couldn't find any schools near this home.
- Ontario
- Toronto Division
- Toronto
- M4W 1W9
- Rosedale
- 82 Chestnut Park







