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Detached

82 Chestnut Park Road

Rosedale-Moore Park · Toronto, M4W 2R3

$12,500,000

Beds
4+1
Baths
6
Size
5,000 + ft²
Type
Detached
Listed
147 days
MLS®
C13227720

About this home

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!
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Property details

MLS® number
C13227720
Property type
Detached
Style
3-Storey
Bedrooms
4+1
Bathrooms
6
Kitchens
1
Interior size
5,000 + ft²
Approximate age
100+ years
Lot
85.55 × 142.88 ft
Basement
Finished
Heating
Water, Gas
Cooling
Central Air
Parking
4 total, garage: attached
Fireplace
Yes
Pool
Inground
Exterior
Brick
Property taxes
$52,794 (2025)
Possession
60 days / TBD
Cross street
Roxborough/Mount Pleasant
Community
Rosedale-Moore Park
City
Toronto

Rooms

  • Foyer

    7' 7" × 5' 7"

    Main

    Hardwood Floor, Double Closet, Elevator

  • Living Room

    17' × 16'

    Main

    Fireplace, Bay Window, Hardwood Floor

  • Dining Room

    17' 5" × 16'

    Main

    Hardwood Floor, Fireplace, Bay Window

  • Family Room

    23' 4" × 13' 4"

    Main

    Fireplace, Stone Floor, Walk-Out

  • Kitchen

    19' × 11' 5"

    Main

    Eat-in Kitchen, Centre Island, B/I Appliances

  • Breakfast

    21' 2" × 12' 4"

    Main

    Fireplace, French Doors, W/O To Terrace

  • Primary Bedroom

    36' 2" × 20' 6"

    Third

    Skylight, His and Hers Closets, 5 Pc Ensuite

  • Bedroom 2

    25' × 14'

    Second

    Fireplace, Walk-In Closet(s), 5 Pc Ensuite

  • Bedroom 3

    13' 6" × 11' 9"

    Second

    Hardwood Floor, Double Closet, 3 Pc Ensuite

  • Bedroom 4

    21' 4" × 16'

    Second

    Bay Window, Hardwood Floor, 4 Pc Bath

  • Bedroom 5

    18' 4" × 16'

    Lower

    Window, 3 Pc Bath

  • Recreation

    17' × 16'

    Lower

    Window

Room measurements are provided by the listing brokerage, converted from metres. They are deemed reliable but not guaranteed; verify before relying on them.

Location

Rosedale-Moore Park · Toronto, near Roxborough/Mount Pleasant

82 Chestnut Park Road, Toronto

Approximate location, placed by postal code. Map data © OpenStreetMap contributors, tiles by OpenFreeMap.

Mortgage estimate

$55,347per month

$2,500,000 down · 4.5% · 25 years

Down payment

%
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An estimate, not a quote. Less than 20% down adds mortgage default insurance to the loan.

Toronto

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82 Chestnut Park Road, Toronto | Detached for sale