For Sale: 133, 135 & 139 Hudson Drive

• Address: 133, 135 & 139 Hudson Drive • Price: $9,750,000 • Square Footage: 4,775 • Bedrooms: 5 • Bathrooms: 4 • Real Estate Agent: Cailey Heaps & Christina Pinelli, Heaps Estrin Real Estate Team • View Full Listing

What defines a truly rare Toronto property? At 139 Hudson Drive, rarity is measured in scale, serenity, and imagination. Set across an extraordinary 156 x 263-foot combined parcel in Moore Park, this estate comprises three adjoining lots – 139, 135 and 133 Hudson Drive – across one expansive holding that backs onto uninterrupted ravine views.

Anchored by a stately centre-hall home, the property offers more than 4,500 square feet of refined living space across five bedrooms and elegantly proportioned principal rooms. Inside, original craftsmanship meets thoughtful care, with sunlit spaces designed for both family life and elevated entertaining. Large south-facing windows frame treetop vistas, while walkouts invite an effortless connection to the landscaped gardens and ravine edge.

Beyond the home itself, the true distinction lies in the land – a rare stretch of Moore Park ravine landscape, where sweeping views and natural serenity define one of Toronto’s most coveted addresses.

Opportunities of this scale are virtually unheard of in Toronto, offering future owners the ability to imagine a long-term family estate, explore architectural expansion, or simply enjoy one of the largest privately held lots in the neighbourhood.

Located moments from the city’s finest schools – including Brown, UCC, Branksome Hall, and BSS – and within easy reach of Summerhill, Yonge & St. Clair, and nearby trails, the setting blends urban convenience with country-like calm.

In a city where land is finite, the estate holding of 139 Hudson Drive offers infinite possibilities.

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