Welcome to 55 Pine Ridge Drive, a custom residence in Cliffcrest set on an exceptionally private, tree-lined ravine lot near the Scarborough Bluffs. Rebuilt approximately 15 years ago on the original 1954 foundation, the home spans three finished levels and was thoughtfully conceived by an owner with a deep understanding of architecture, construction, and long-term livability. Every decision reflects careful planning, from the emphasis on light and flow to the way the rooms feel both grand and intimate. The design draws from French Château and Colonial influences, while each level carries its own distinct character, creating a home of remarkable depth, warmth, and individuality.

Inside, the scale is impressive, yet never overwhelming. Brazilian cherry hardwood, porcelain tile, crown moulding, wainscotting, custom iron railings, and hand-finished detailing bring continuity throughout the home, while approximately 9-foot ceilings on all three levels and an approximately 18-foot principal living area add volume and presence. A dramatic two-storey great room anchors the main floor, framed by a large Palladian window that draws the garden into the home and reinforces the strong connection between the interior and the landscape beyond. Decorative columns define the principal spaces with elegance while preserving openness, allowing the layout to function beautifully for both entertaining and daily family life.

The kitchen was custom designed to exacting standards, with a strong focus on workflow, discretion, and hospitality. Finished with dark-stained maple cabinetry, Nero Assoluto granite, porcelain tile flooring, and a substantial centre island with raised bar, it includes two Miele dishwashers, multiple sinks and work areas, side-by-side KitchenAid refrigeration, Electrolux built-in ovens and microwave, a Miele steam oven, induction cooking, a dedicated gas wok burner, and a Venmar hood with exterior motor. Thoughtful details elevate the space further, including a hidden buffet table built into the island and a dedicated coffee cupboard designed to keep smaller appliances neatly concealed. The adjoining breakfast area opens directly to the deck, extending the kitchen into the outdoor living experience with ease.

The bedroom layout offers exceptional flexibility for family living, guests, or multigenerational use. Upstairs, the primary suite is a private retreat with its own fireplace, balcony access, walk-in closets, dressing area, and a five-piece ensuite. Additional suite-like bedrooms and a bright upper family room continue the home’s sense of comfort and generosity. The lower level, fully renovated with raised ceiling height, adds another layer of livability with a recreation room, gym, steam room, hot tub, wet bar, additional bedroom, and full bath. A hydraulic elevator connects all three levels, reinforcing the home’s long-term practicality without compromising its architectural integrity.

Outdoors, the property unfolds like a private retreat. Extensive decking and terraces, a hand-built pond and waterfall, a pool house, and a gas-heated saltwater pool are all carefully integrated into the ravine setting, creating a landscape that feels both secluded and beautifully considered. The rear deck was designed to strengthen the home’s visual relationship with the garden, while the pool was positioned on axis with the principal rear window for symmetry and impact. Surrounded by mature trees and natural beauty, the setting offers rare privacy within the city.

Set on one of Cliffcrest’s most desirable residential streets, 55 Pine Ridge Drive is moments from the Scarborough Bluffs, waterfront parks, trails, schools, Kingston Road amenities, and convenient transit connections including Eglinton GO, Scarborough GO, Kennedy Station, and Highway 401. Rare in its setting, scale, and level of thoughtful execution, this is a home with true character, designed to be lived in beautifully for years to come.