133, 135 & 139 Hudson Drive, Toronto C09, ON M4T 2K4
$9,750,000
133, 135 & 139 Hudson Drive, Toronto C09, ON M4T 2K4, Toronto C09, ON
Bed 5
Bath 4
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.
Property Highlights
For Sale
MLS NO.
C12428621
Type
Residential Freehold
Sub Type
Detached
Bedrooms
5
Bathrooms
4
Parking
6.0
Garage
Yes
Complete Property Details
Property Type
Residential Freehold
Sub Type
Detached
Transaction Type
For Sale
Status
Active
Contract Status
Available
MLS® Number
C12428621
Living Area Range
3000-3500
Total Bedrooms
5
Bedrooms Above Grade
5
Total Bathrooms
4
Total Kitchens
1
Kitchens Above Grade
1
Rooms Above Grade
10
Rooms Below Grade
4
Interior Features
Storage
Fireplace
Yes
Central Vacuum Yn
No
Security Features
Alarm System
Construction
Brick
Roof
Tile
Lot Width
156.0
Parking Features
Private
Parking Total
6.0
Covered Spaces
2.0
Garage Type
Built-In
Garage
Yes
Pool
None
Direction Facing
East
Cooling
Central Air
Heat Source
Gas
Heat Type
Water
Internet Address Display Yn
Yes
Internet Entire Listing Display Yn
Yes
Full Address
133, 135 & 139 Hudson Drive, Toronto C09, ON M4T 2K4
City
Toronto C09
Neighbourhood
Rosedale-Moore Park
County / Region
Toronto
Province / State
ON
Postal Code
M4T 2K4
Cross Street
Mount Pleasant & Moore Ave
Directions
Mount Pleasant & Moore Ave
List Price
$9,750,000
Annual Taxes
$56,662
Tax Year
2025
Legal Description
See Schedule B.
Possession Type
Flexible
Possession Details
Flexible
Listing Office
ROYAL LEPAGE REAL ESTATE SERVICES HEAPS ESTRIN TEAM
Board
Toronto Regional Real Estate Board
Original Entry
2025-09-26T15:11:40Z
Media Updated
2025-10-30T17:04:38Z
Photos Updated
2025-10-30T17:04:38Z
Last Modified
2025-10-30T18:04:02Z
System Modified
2025-10-30T18:04:05.665942Z
MLS Status
New
Architectural Style
2-Storey
Basement
Finished
Co List Office Name
ROYAL LEPAGE REAL ESTATE SERVICES HEAPS ESTRIN TEAM
Ddfyn
Yes
Expiration Date
2026-02-28
Foundation Details
Other
Heat Source Multi
Gas
Heat Type Multi
Water
Hstapplication
Included In
Link Yn
No
Occupant Type
Owner
Originating System Id
A00001796
Parcel Number
103930279
Parking Spaces
4
Property Features
Greenbelt/Conservation, Park, Public Transit, Ravine, School, Wooded/Treed
Public Remarks
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.
