Fall In Love All Over Again

There are very few homes in Toronto that feel as though they’ve been discovered rather than built. 36 Donwoods Drive is one of them.

Tucked into a remarkable forested setting in the heart of Hogg’s Hollow, the property rises above the winding road below, surrounded by towering mature trees and beautifully layered gardens. Whether you arrive by the private drive or climb the dramatic stone stairway through the landscape, the experience is one of leaving the city behind.

As a resident myself, I’ve covered this unique neighbourhood extensively on my blog. Learn more about the magic of Hoggs Hollow by reading these posts next:

• Why is it Called Hoggs Hollow?
• Is Hoggs Hollow a Good Place to Live?
• A Tour of Interesting Homes in Hoggs Hollow

Although 36 Donwoods Dr. enjoys one of Toronto’s most convenient locations, just minutes from Yonge Street and the subway, the atmosphere is wonderfully secluded. Birds, mature trees, filtered sunlight and lush gardens create an environment that feels more like Muskoka than midtown Toronto.

Originally rebuilt and substantially expanded in 2008, the home combines timeless architectural character with modern infrastructure, including updated plumbing, electrical, HVAC and roofing. Every renovation decision respected the spirit of the original house while creating spaces that feel open, welcoming and connected to nature.

At the heart of the home is an extraordinary two-storey solarium. Flooded with natural light, it serves as both the architectural and emotional centre of the house. Inspired by proportional principles often associated with the Fibonacci sequence and interpreted through finely crafted contemporary wood windows and doors, the space opens effortlessly onto expansive stone terraces and professionally landscaped gardens. The transition between indoors and out is almost seamless.

The floor plan is equally thoughtful. Formal living and dining rooms greet guests at the front of the house, while the rear unfolds into relaxed family spaces with a distinctly West Coast sensibility. Custom cabinetry, carefully selected materials, exceptional craftsmanship and countless bespoke details reward closer inspection throughout.

Upstairs, the home offers an ideal family layout. Three generous bedrooms and two bathrooms occupy one wing, while the private primary suite enjoys its own side of the home, complete with a spacious dressing area and a beautifully appointed spa-inspired ensuite.

The walk-out lower level adds another dimension, offering a large recreation room, a flexible den, a fifth bedroom with ensuite, and direct access to the gardens.

Perhaps the property’s most unexpected surprise lies beyond the main house. Hidden among the trees is a charming cabin-like retreat that feels wonderfully detached from city life—a peaceful place to read, work, entertain or simply enjoy the extraordinary setting.

Location remains one of the great strengths of this home. Residents enjoy easy access to Yonge Street, York Mills subway station, parks, golf courses, private clubs, excellent public and independent schools, and Highway 401, all while living in one of Toronto’s most picturesque and established neighbourhoods.

36 Donwoods Drive is much more than a beautifully renovated home. It offers a rare lifestyle where architecture, landscape and nature come together in a way that is increasingly difficult to find in the city.

To schedule your private showing, simply fill out the form on this page, give me a call, or send me an email directly.