An unexpected treasure in Toronto’s most prestigious enclave, 85 Chaplin Crescent is an extraordinary blend of architectural elegance and modern sophistication. This 5000+ sq.ft. custom-built residence is defined by exceptional craftsmanship, thoughtful functionality, and an atmosphere of quiet luxury designed for today’s discerning family.

From the moment you enter, the home impresses with soaring 11-foot ceilings, smoked oak chevron flooring, and a dramatic tiered skylight with integrated LED lighting that fills the home with soft, natural light. Floor-to-ceiling wainscoting, custom millwork, and crown mouldings showcase meticulous attention to every architectural detail.

The chef’s kitchen is the heart of the home — outfitted with professional-grade Thermador appliances, bespoke cabinetry, and a seamless flow into elegant living and dining areas. Large picture windows frame serene treetop views of Oriole Park, creating a beautiful connection between the indoor and outdoor living spaces — ideal for both refined entertaining and relaxed family gatherings.

This residence offers a truly elevated lifestyle, featuring:

• Built-in speaker system throughout principal rooms and extending into the garden terrace, perfect for ambient sound and entertaining.

• A thermostat-controlled wine cellar, designed to preserve your collection in ideal conditions.

• Heated floors in all upper-level bathroom suites, ensuring daily comfort and warmth.

• Custom built-ins and refined detailing throughout, enhancing flow and functionality.

The upper level hosts gracious bedroom retreats, including a primary suite reminiscent of a five-star hotel — with a spa-inspired ensuite, walk-in dressing room, and tranquil park vistas. The lower level continues the elevated tone with a media lounge, possible fitness area, and ample storage, all finished to the same high standard.

Backing directly onto Oriole Park’s lush greenery, this property offers a rare sense of privacy and calm — all within walking distance of top public and private schools, boutique shopping, fine dining, and the Beltline Trail.

85 Chaplin Crescent is a statement of timeless sophistication — a home that perfectly balances design, technology, and comfort in one of Toronto’s most coveted neighbourhoods.