What makes a property truly rare? At 139 Hudson Drive, it is not just the classic architecture or the breathtaking ravine setting, it is the scale and flexibility of what is possible. Whether you are dreaming of a legacy estate, envisioning a transformative new build, or simply seeking extraordinary land value in a premier neighbourhood, this is a once-in-a-generation opportunity. On this expansive, combined parcel, the only limit is imagination. Set across a sprawling 156 x 263 foot ravine lot, this property unites 139, 135, and 133 Hudson Drive into a single, grand holding. The home itself is set on the northernmost edge, with 75 feet of frontage at 139 Hudson Drive, overlooking the attached lots at 135 Hudson and 133 Hudson, offering an additional 80 feet of frontage for the total of 156 ft. The home offers a classic centre-hall design, refined architectural details, and an elegant indoor-outdoor connection to nature, with five bedrooms, four bathrooms, and beautifully maintained interiors rich with charm and craftsmanship. Surrounded by landscaped gardens, the home is thoughtfully designed for both everyday living and special gatherings, offering privacy and warmth in one of Toronto's most coveted neighbourhoods. Beyond the classic home currently perched on this incredible lot, the true potential of this property lies in the vastness of its land, three severed prime ravine lots offering endless possibilities. Whether maintained as an exquisite estate, renovated to expand the current home, or developed as one sees fit, the opportunity is as rare as it is flexible. With direct ravine access, multiple building options, and proximity to top schools, shopping, and transit, this land presents a rare offering for families, developers, or investors seeking scale, serenity, and prestige in a premier Toronto community.
Address
133, 135 & 139 Hudson Drive
List Price
$9,750,000
MLS® Status
New
Expiration Date
2026-02-28
Property Type
Residential Freehold
Type of Dwelling
Detached
Style of Home
2-Storey
Transaction Type
Sale
Area
Toronto C09
Sub-Area
Rosedale-Moore Park
Region
Toronto
Bedrooms
5
Bedrooms (Total)
5
Rooms Above Grade
10
Rooms Below Grade
4
Bathrooms
4
Floor Area
3000-3500 Sq. Ft.
Lot Depth
263
Lot Irregularities
three legal separate lots - see survey
Lot Size Units
Feet
Lot Width
156
Parcel Number
103930279
Occupant Type
Owner
Cross Street
Mount Pleasant & Moore Ave
MLS® Number
C12428621
Listing Brokerage
ROYAL LEPAGE REAL ESTATE SERVICES HEAPS ESTRIN TEAM
Basement Area
Finished
Postal Code
M4T 2K4
Posession Details
Flexible
Parking
Private
Parking Places (Total)
6
Parking Spaces
4
Tax Amount
$56,662.10
Tax Year
2025
Site Influences
Greenbelt/Conservation, Park, Public Transit, Ravine, School, Wooded/Treed
Interior Features
Storage
Property Features
Greenbelt/Conservation, Park, Public Transit, Ravine, School, Wooded/Treed
Central Vacuum
No
Family Room
Yes
Ensuite Laundry
No
Special Designation
Unknown
Standard Status
Active
Board Or Association
Toronto Regional Real Estate Board
Heat Source
Gas
Heat Type
Water
Cooling Features
Central Air
Construction Materials
Brick
Direction Faces
East
Fireplace
Yes
Foundation Details
Other
Garage
Yes
Garage Type
Built-In
Covered Spaces
2
Kitchens Total
1
Kitchens Above Grade
1
Pool Features
None
Roof
Tile
Tax Legal Description
See Schedule B.
Security Features
Alarm System
Waterfront
No
Sewer
Sewer
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