104 Park Road, Toronto, ON M4W 2N7

Originally a stately classic residence, this exceptional Rosedale home was thoughtfully reimagined in 2021 under the direction of acclaimed interior designers Michelle R. Smith and Hayley Bridget Cavagnolo. The result is a rare and seamless blend of timeless character and contemporary luxury-refined, welcoming, and rich in detail. Set behind lush landscaping, the home offers striking street presence with a quiet confidence that immediately captures attention. Inside, five bedrooms and five beautifully designed bathrooms are complemented by craftsmanship rarely found. Hand-painted flooring throughout the main level adds subtle artistry, while three wood-burning fireplaces-one anchoring the kitchen-bring warmth and charm to everyday living. The chef's kitchen is both functional and elegant, featuring a Wolf range, Sub-Zero Pro Series refrigeration, an oversized eat-in area, and a walk-out to an expansive deck that seamlessly extends the living space outdoors. A butler's pantry adds thoughtful storage and effortless entertaining appeal. Designed for hosting and relaxing alike, the home features a built-in Sonos sound system throughout the interior and backyard. Outdoors, a private resort-style setting awaits with a saltwater pool equipped with smart heating and lighting-perfect for year-round enjoyment. The third-floor retreat offers exceptional flexibility, complete with a family lounge, workspace, guest bedroom, full bath, and private rooftop deck. On the lower level, a sauna provides a spa-like escape, completing this truly one-of-a-kind Rosedale residence.

• Inside a conservation-regulated area

  A conservation-authority permit may be required for building, grading or landscaping — confirm scope with the authority.

  Source: TRCA Regulation Limit (2025) · as of Sep 2026

• Inside a Toronto Heritage Conservation District — Rosedale South

  HCD rules restrict exterior alterations and demolition — review the district plan before planning changes.

  Source: City of Toronto — Heritage Conservation Districts · as of Sep 2026

Also checked, nothing flagged at this location: flood hazard mapping, provincially significant wetlands, the Greenbelt, the Oak Ridges Moraine, the Niagara Escarpment plan, areas of natural and scientific interest, rail corridors, hydro transmission corridors.

Screened against public government mapping at this home’s location — simplified boundaries, not a survey, an appraisal or a legal determination. Confirm anything that matters with the authority named.