Listed by Re/Max Hallmark Estate Group Realty Ltd..

49 Highcroft Road is a Detached, 2-Storey and is currently for Sale @ $1,389,000. Taxes in 2025 were $7,457.88.

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A Classic Arts and Crafts beauty brimming with warmth, character, and an unmistakable sense of home. The 2-Storey on 49 Highcroft Road has 5 bedrooms, 2 bathrooms, and is located on a 155 x 30 ft lot in the community of Woodbine Corridor . This spacious detached 5-bedroom residence offers rare 2-car parking and a wonderfully versatile main-floor layout, including a bedroom or den paired with a full 4-piece bathroom-ideal for guests, work, or multi-generational living. Step into the sun-filled, oversized living room where a wood-burning fireplace, leaded and stained-glass windows, and timeless architectural details create an inviting, storybook atmosphere. The kitchen offers exciting potential: open it up to capture even more natural light and transform the main floor into the bright, airy layout of your dreams. An insulated, heated main-floor sunroom provides the perfect work-from-home retreat, overlooking a terraced ravine and the home's magical 155-foot deep lot; feels like a cottage in the city. With a two-level deck under the canopy of mature oak trees, the back yard offers a peaceful oasis in the city with all amenities just steps away. Upstairs, four welcoming bedrooms and a classic, charm-filled bathroom-complete with a cast-iron tub-offer space, comfort, and room to reimagine. The lower level impresses with a large recreation room featuring high ceilings (floors were lowered), laminate flooring, and a gas fireplace. A generous laundry room offers potential for an additional bedroom, while the expansive mechanical room offers the space for a workshop, exercise room - even a future laundry/bathroom combination. With updated wiring, plumbing, backwater valve, water service and many updated windows, this is a wonderful family home with endless potential in a coveted, family-friendly and safe community. Located in the Bowmore P.S. and Georges-Étienne-Cartier French Catholic school district, walk to parks, splashpad, community center with pool and just moments to TTC, the Lakeshore, Queen Street shops, and The Beach. A home that truly feels special.

Fridge, stove, washer & dryer. All electric light fixtures, Furnace & AC, upgraded water service to house from street, redone drains and a backwater valve and house completely rewired.

The address 49 Highcroft Road was listed for sale (MLS# E12800882) on Thursday, February 19, 2026.