Set along one of Rosedale’s most admired streets, 111 Roxborough Drive is a rare find: a home that honours its heritage while embracing thoughtful, design-forward updates. The detached home captures the timeless appeal of Rosedale living with a distinctly modern sensibility, blending early-neighbourhood character with a fresh, turn-key finish.
From the street, the house presents with stately confidence, its restored red-brick exterior and newly installed custom south-facing windows hinting at the care that’s been poured into every detail. Recent upgrades include a brand-new roof, complete exterior waterproofing, and newly laid sod in both the front and back gardens, reinforcing not only curb appeal but longevity. It’s the kind of careful restoration that respects the home’s heritage while setting the stage for the next chapter.
Inside, the main floor sets the tone with light-filled, open-flow living spaces that balance daily comfort with polished entertaining. Sophisticated herringbone hardwood floors ground the rooms in warmth and texture, while the chef’s kitchen anchors the heart of the home with both function and presence. Thanks to those south-facing exposures, natural light spills across the living and dining areas from morning to late afternoon — perfect for family life and effortless gatherings.
Specs
- Address: 111 Roxborough Drive, Toronto
- Bedrooms: 4+1
- Bathrooms: 4
- Listed At: $4,288,000
- Listed By: Catherine Mortimer, Broker, Chestnut Park Real Estate Ltd. Brokerage
Upstairs, the third-floor primary suite provides a private retreat. Complete with a spa-like ensuite and dedicated climate control, it’s a serene escape that feels worlds away from the bustle of city life. The second level hosts three additional bedrooms, offering flexibility for family, guests, or work-from-home needs. A fourth bedroom is tucked in seamlessly, adding to the home’s adaptable layout for evolving lifestyles.
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Our Favourite Thing
The third-floor primary suite feels like a sanctuary. Its blend of spa-inspired finishes and private climate control transforms the space into a true retreat, the quiet counterpart to the home’s lively main floor and family-friendly second storey.
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Out back, a sunny, south-facing garden provides low-maintenance greenery, while a detached garage accessed via a mutual drive adds everyday convenience. Beyond the property line, the address offers the best of North Rosedale: easy access to top public and private schools (Whitney Jr. PS, Branksome Hall, and Rosedale Heights School of the Arts), beloved neighbourhood institutions like Summerhill Market, and the trails of Chorley Park and the Don Valley. Quick connections via the DVP and TTC keep downtown within easy reach.
With its blend of restored brick beauty, heritage character, and high-calibre upgrades, this residence tells the story of classic Rosedale living, reimagined for today. It’s a thoughtful, design-driven home on a coveted street, ready for its next steward.
WELCOME TO 111 ROXBOROUGH DRIVE
KITCHEN + DINING + LIVING
BED + BATH
BACKYARD
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This article was produced in partnership with STOREYS Custom Studio.