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Cross Streets: Dundas St. W. / Islington Ave. ** Directions: Dundas St W to Chestnut Hills Parkway Turn Right and travel north of Nottingham Dr. Welcome to 11 Chestnut Hills Parkway, a beautifully appointed executive family home offering exceptional space, comfort, and lifestyle in every direction. Designed with modern family culture in mind, this 4 bedroom, 5 bathroom residence blends elegant principal rooms with standout amenities that make everyday living feel anything but ordinary.
At the heart of the home is a refreshed kitchen, updated in 2026, opening seamlessly to a separate breakfast room and thoughtfully designed living spaces finished with hardwood flooring throughout the main and upper levels. Convenient main floor office overlooking pool. Whether hosting on a grand scale or enjoying the rhythm of daily family life, this home delivers both warmth and function in equal measure. The lower level is a true extension of the home's living space, featuring engineered hardwood floors, a wet bar, full gym, and an extraordinary hockey rink with artificial ice. Fair warning: don't bring your children to this showing, because they'll never want to leave. Upstairs, there is also an underutilized second-floor space that offers flexibility for future customization, whether for an additional office, lounge, study area, or expanded family use. Outside the property transforms into a private resort. The backyard is built for entertaining and relaxation. complete with an outdoor kitchen and servery, an inground salt water pool with a hot tub, a separate structure with a bathroom, and an outdoor shower, all designed to make summer living effortless. A generator adds an extra layer of practicality and peace of mind. Stroll to Islington Village or the Kingsway Shops and Restaurants. Easy Access to the Islington Subway, Pearson International and the Financial District. Polished yet highly livable, a home where executive style meets real family function, with room to gather, play, entertain, and grow. (id:27476)
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Updated April 13th 2026 3:59 pm
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