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Some homes feel like a breath of fresh air the moment you step inside. 390 Winston is one of them. On one of Westboro's most walkable streets, this is a house curated rather than simply updated, every layer entrusted to people very good at what they do. Award-winning designer Gordon Weima reimagined the exterior, finished in custom metal panels by artist Mustapha Chadid. Landscape architect Welwyn Wong laid out the gardens. Studio S Interiors designed the kitchen and bath. The result is modern and calm, never trying too hard, with a real respect for the home's century-old bones: original wide baseboards, windowsills and air grates, kept and replicated throughout. Inside, nine-foot ceilings and original painted softwood floors give the living and dining rooms a light, gallery-like ease. The kitchen is generous and unfussy, with granite counters, a custom walnut-topped island and a proper pantry. Upstairs are a restful primary bedroom, a second bedroom that makes a lovely office, and a third opened up as a second-floor family room, easily returned to a bedroom. The bathroom is crisp and current: heated floors, walk-in shower, wall-mounted toilet, pocket door and an oversized linen closet. Out back is the real indulgence: a private, fully fenced garden brought to life by Great Canadian Landscapes, with a patio made for long dinners, built-in seating walls and layered plantings that look after themselves. Then there is the neighbourhood. A butcher, bakeries, patisseries and fine food shops are steps away, along with the Westboro Farmers' Market, gyms, yoga and pilates studios, groceries and a pharmacy. Westboro Village is a short stroll along Richmond Road, with the river paths and Westboro Beach minutes beyond. Roof, A/C and plumbing lines have all been renewed, so the house asks very little of you. This is a home for people who notice the details, who want to walk to nearly everything and come home to calm.
Property details
- Property type
- Detached
- Style
- 2-Storey
- Total rooms
- 8
- Lot size
- 33 × 90 ft
- Property taxes
- $6,347.85 (2026)
- Occupancy
- Prefer 2027 close
- Days on market
- 26
- Status
- Active
- MLS®
Property history
Location
Open in Google MapsRecently sold nearby
Listing data last updated: Oct 19, 2026, 9:39 a.m. EDT via TRREB IDX.
First listed: Sep 24, 2026, 7:53 a.m. EDT.