96 Montgomery Road
Description
Stunning modern-contemporary custom residence in the heart of The Kingsway, offering an exceptional combination of design, scale, and location. Situated on a rare 54 x 199 ft ravine lot backing onto Tom Riley Park, this home provides a private and tranquil setting surrounded by mature greenery, while remaining just steps from transit, top-rated schools, and the vibrant shops and restaurants along Bloor Street. Spanning approximately 5,200 sqft of total living space, this 4+2 bedroom, 5 bathroom home showcases innovative architecture, premium finishes, and a highly functional layout across all levels. The main floor is anchored by a contemporary chefs kitchen with Caesarstone countertops and backsplash, Jenn-Air, Bosch, and Wolf appliances, a built-in coffee station, and custom wine display, seamlessly flowing into open concept living and dining spaces. Expansive glass doors connect to a covered 340 sqft patio with fireplace, perfect for year round entertaining. Upstairs, a skylit hallway leads to generously sized bedrooms, spa-like baths, and a 326 sqft upper terrace with ravine views, while the lower level offers a dedicated wine cellar, recreation room with fireplace, and state-of-the-art home theatre with 98″ 4K screen and custom sound system. Additional highlights include multiple gas fireplaces (indoor and outdoor), heated basement floors, engineered hardwood throughout, illuminated stair features, dual laundry rooms, smart-home automation, and a private backyard oasis designed for relaxation. Rarely does a property of this calibre become available in such a prestigious and family-friendly neighbourhood.
Property Details
Rooms
Dining Room
Family Room
Kitchen
Office
Primary Bedroom
Bedroom 2
Bedroom 3
Bedroom 4
Recreation
Bedroom 5
Exercise Room
Characteristics
Property
Inside
Building
Parking
Fees
Land
Sale History
| Date | Event | Price | MLS Number |
|---|---|---|---|
| Jan 21, 2026 | Listed | $3,698,000 | W12716792 |
| Dec 21, 2025 | Removed | W12393803 | |
| Sep 10, 2025 | Listed | $3,798,000 | W12393803 |
| Jun 10, 2020 | Sold | $3,250,000 | W4760616 |
| May 13, 2020 | Listed | $3,499,000 | W4760616 |
| Jul 31, 2018 | Sold | $3,200,000 | W4152511 |
| Jun 6, 2018 | Listed | $3,399,000 | W4152511 |
| May 12, 2017 | Removed | W3772918 | |
| Apr 22, 2017 | Listed | $1,599,000 | W3772918 |
| May 24, 2016 | Sold | $1,120,000 | W3485616 |
| May 5, 2016 | Listed | $1,189,000 | W3485616 |
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