Aldo Udovicic, BrokerRe/Max Crossroads Realty Inc., Brokerage533 Danforth Rd, Scarborough(416) 438-2536getaldonow@gmail.com
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Listings133, 135 & 139 Hudson Drive

133, 135 & 139 Hudson Drive, Rosedale / Moore Park, ON M4T 2K4

$9,750,000

activeNEW
MLS® #C12428621Single Family Home
5Beds
4Baths
3,000Sq Ft
133, 135 & 139 Hudson Drive, Rosedale / Moore Park, ON M4T 2K4 - Photo 1
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About This Property

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 Details

Property Type

Single Family Home

Status

Active

MLS® Number

C12428621

Bedrooms

5

Bathrooms

4

Interior Sq Ft

3,000

Listed

January 28, 2026

Features & Amenities

View
Fireplace
Air Conditioning
Basement

Location

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133, 135 & 139 Hudson Drive, Rosedale / Moore Park, ON M4T 2K4

133, 135 & 139 Hudson Drive, Rosedale / Moore Park, ON M4T 2K4

Listing Information

MLS®# C12428621
ROYAL LEPAGE REAL ESTATE SERVICES HEAPS ESTRIN TEAM
Listed January 28, 2026

$9,750,000

Single Family Home · For Sale

5

Beds

4

Baths

3,000

Sq Ft

The trademarks MLS®, Multiple Listing Service® and the associated logos are owned by The Canadian Real Estate Association (CREA) and identify the quality of services provided by real estate professionals who are members of CREA.

The information contained in this website is from sources believed to be reliable, but is not guaranteed. It is the responsibility of each real estate agent/salesperson to verify all information. This communication is not intended to cause or induce a breach of any existing agency relationship.

Re/Max Crossroads Realty Inc., Brokerage — 533 Danforth Rd, Scarborough ON M1K 1C9