82 Chestnut Park Road

FOR SALE
$13,950,000
82 Chestnut Park Road, Toronto
82 Chestnut Park Road
82 Chestnut Park Road
82 Chestnut Park Road
82 Chestnut Park Road
82 Chestnut Park Road
82 Chestnut Park Road
82 Chestnut Park Road
82 Chestnut Park Road
82 Chestnut Park Road
82 Chestnut Park Road
82 Chestnut Park Road
82 Chestnut Park Road
82 Chestnut Park Road
82 Chestnut Park Road
82 Chestnut Park Road
82 Chestnut Park Road
82 Chestnut Park Road
82 Chestnut Park Road
82 Chestnut Park Road
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4 + 1
BEDROOMS
6
BATHROOMS
1
KITCHENS
10 + 2
ROOMS
C12178239
MLSID
Contact Us
Property Description
Endless Summer in a Poolside Paradise with 7-Star Resort-Style Luxury! Experience the ultimate retreat in the highly sought-after Rosedale neighborhood, west of Mt. Pleasant. This expansive 85-foot-wide tableland property sits atop the exclusive Chestnut Park ravine, overlooking serene parkland below. A true garden oasis, the stunning oversized pool is virtually irreplaceable in this area, creating an idyllic opportunity for a captivating & private escape. 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 primary suite with his & her separate dressing rooms. This trophy property blends timeless grace, alluring charm, & unparalleled privacy with the convenience of everyday luxury in a prized neighborhood. Additional highlights include an ELEVATOR, generator, garage with lift, & ensuite bathrooms in all bedrooms. Set beneath a lush, treed canopy, you are just steps from the subway, top private & public schools, premier shopping, area parks, tennis, skating & hiking & biking trails extending to the lake. Plus, Yorkville & the city center are only a 10-minute drive away.
Nearby Intersections
Property Features
Public Transit, Park, Place Of Worship, School, Rec./Commun.Centre, Central Vacuum, Private
Property Details
Address
82 Chestnut Park Road
Postal Code
M4W 2R3
Property Type
Detached, Detached
Lot Size
56' x 143'
Taxes
$52,794 (2025
Basement
Finished
Heat Type
Water
Heat Source
Gas
Water
Municipal
Pool
Inground
Parking Spaces
3
Garage Type
Attached
Listing contracted with Chestnut Park Real Estate Limited
25 North Drive, Toronto
5
BEDS
7
BATHS
$12,995,000
FOR SALE
Leave the city in the city. This serene estate invites you to do just that. Nestled behind the gates on one of Toronto's most exclusive streets, 25 North Drive is a rare architectural offering: a quiet, confident statement where design, art, and nature coexist in harmony. Thoughtfully reimagined through an internationally acclaimed renovation by Reflect Architecture and featured in leading architectural and design publications. Executed with masterful precision, the transformation celebrates both innovation and restraint, elevating everyday living to an art form. At the heart of the home lies a truly exceptional Obumex kitchen, handcrafted in Belgium. This kitchen thoughtfully integrates artful sensibilities, natural inspirations and family-oriented functionality. With minimalist lines and bespoke finishes, this space is more than a kitchen, it is a sculpture in daily use. Expansive windows frame ravine views and infuse the interiors with natural light. The main floor is tailored for elegant living, featuring sun-filled rooms, with an inviting family room, and that stunning kitchen which opens seamlessly to the lush backyard. The upper levels include an expansive primary wing with dual dressing rooms, a spa-inspired ensuite, and treetop views. Four additional bedrooms offer ensuite baths, providing privacy and independence for family or guests. The lower level features a gym, recreation room, kitchenette, and full bath, making it ideal for wellness and entertaining. Manicured gardens, mature trees, a ravine backdrop, a sparkling pool, and a private tennis court elevate the everyday. With architectural pedigree, natural beauty, and a legacy of care, 25 North Drive is more than a home. It is a lifestyle defined by privacy, presence, and permanence. Some homes are built for living, this one was crafted for a life well lived.
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