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64 Woodlawn Road – Listed at $5,375,000

A rare offering in an unbeatable location—welcome to 64 Woodlawn Avenue, a stately, heritage-designated detached residence set on a remarkable 50 x 179-foot pool-sized lot on one of Summerhill’s most sought-after streets. Originally crafted in 1906 by celebrated architect Eden Smith, this timeless home is gracefully elevated above the street, offering approximately 5,700 square feet of beautifully updated living space across four levels.

Designed for both refined entertaining and everyday family life, the chef-inspired kitchen features top-of-the-line Miele built-in appliances, sleek custom cabinetry, and a generous central island. Flowing effortlessly into a bright family room, a casual dining area, and two home office workstations, the space extends to a large, sun-filled deck—perfect for summer entertaining or peaceful outdoor lounging.

The home offers 5+1 bedrooms and six bathrooms, ideal for families looking for comfort, space, and thoughtful privacy. Sunlight pours through elegant bay windows on the second floor, while the primary suite boasts a private balcony overlooking lush gardens and mature trees. The third level, complete with a rooftop patio, is a versatile space ideal for a teen retreat, in-law suite, or live-in nanny. Throughout the home, multiple wood-burning and gas fireplaces create a cozy ambiance for winter evenings.

The fully renovated lower level has been extended and dug down to offer high ceilings, extensive custom storage, a full gym, spa-style bathroom with a steam shower, and a spacious recreation room designed for family gatherings or quiet relaxation.

Living in Summerhill means enjoying one of Toronto’s most refined and vibrant neighbourhoods. Known for its tree-lined streets, beautiful historic homes, and village-like charm, Summerhill offers an exceptional quality of life. You’re just a short stroll from upscale shops, intimate cafés, and gourmet grocers along Yonge Street, with the iconic Summerhill LCBO housed in a restored railway station. Excellent schools, green spaces like David A. Balfour Park, and quick access to public transit make this one of the city’s most desirable addresses for families and professionals alike.

64 Woodlawn Avenue offers the perfect harmony of classic architecture, modern convenience, and the best of Toronto living—all in a community that feels both prestigious and warmly welcoming.

*Provided guidance/support for seller and brokerage listing.

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