104 Park Road – Where Heritage Meets High Design in the Heart of Rosedale

There are homes that whisper elegance, and then there are homes that make a statement the moment you cross the threshold. 104 Park Road is firmly in the latter category—a showpiece of sophisticated city living, tucked away in the coveted, tree-lined enclave of Rosedale.

Originally a stately, classic residence, this home underwent a transformative renovation in 2021 under the vision of celebrated interior designers Michelle R. Smith and Hayley Bridget Cavagnolo. The result? A rare fusion of timeless charm and contemporary luxury that’s as warm and inviting as it is breathtakingly refined.

From the outside, the home sits with quiet confidence—anchored by lush landscaping and the type of street presence that makes you slow down to take a second look. Inside, you’ll find four bedrooms and five beautifully designed bathrooms, but the details are what truly set this home apart.

The main level features hand-painted flooring, the kind you don’t see every day—subtle artistry underfoot that speaks volumes about the level of craftsmanship throughout. A wood-burning fireplace anchors the kitchen, one of three throughout the home, giving everyday living a certain cinematic charm. The kitchen itself is a chef’s dream: outfitted with a Wolf range, Sub-Zero refrigeration, an oversized eat-in area, and a walk-out to an expansive deck that feels like an outdoor extension of the living space.

Whether you’re hosting a dinner party in the formal dining room or enjoying a casual Sunday brunch on the deck, everything flows effortlessly. The butler’s pantry adds both functionality and flair—another touch that elevates this home beyond the expected.

E​ntertainers will appreciate the built-in Sonos sound system, wired throughout the entire home and backyard. And yes, that backyard: a private resort-style hideaway anchored by a saltwater pool with smart technology for heating and lighting. It’s a space designed not just for summer, but for memory-making.

Upstairs, the third-floor retreat is a sanctuary of its own—complete with a family lounge, workspace, guest bedroom, and full bath, plus a private rooftop deck. It’s flexible, quiet, and designed with modern living in mind. And when the day winds down, the lower-level sauna offers a spa-level reset, steps from your own bedroom.

Beyond the walls of the home, the location is one of Toronto’s finest. Rosedale is known for its calm elegance and architectural integrity, and Park Road is right in the heart of it all. But it’s also supremely practical: some of the city’s most sought-after schools are moments away. Branksome Hall, The York School, Rosedale Junior Public School, and Upper Canada College are all easily accessible, making this an ideal address for families who prioritize education without compromising on style.

104 Park Road isn’t just a lease opportunity. It’s a lifestyle—tailored, curated, and effortlessly elegant. For those seeking a one-of-a-kind home in a world-class neighbourhood, it’s not just rare. It’s remarkable.