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Detached for sale at 66 Old Mill Road, Toronto W08 - 3 bedroom, 2 bathroom - Photo 1 of 50
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$5,000,000

66 Old Mill Rd

Toronto W08, ON M8X 1G8

66 Old Mill Rd, Toronto W08 — Listed at $5,000,000. 3 bedroom, 2 bathroom 2-Storey Detached. MLS® W14154750.

New this week

Possession · seller's timeline

60-89 days (60-90 days/to be arranged)

3Beds
2Baths
1500-2000sqft
Detached
2-Storey
9Parking
$18,553.58Taxes/yr · 2026
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Description

Nestled within Robert Home Smith's master-planned "Bridge End" and "Old Mill" subdivisions of the Humber Valley Surveys, 66 Old Mill Road is a rare piece of architectural history. Built in 1946, this original 3-bedroom, 2-bathroom stone home exemplifies Home Smith's strict design principles, showcasing iconic elements including striking stone accents, prominent gables, and classic leaded glass windows. Set on an exceptional plot featuring 100 feet of frontage directly on Old Mill Road, the property boasts abundant tableland overlooking breathtaking views of the Humber River. Inside, the home retains its rich character and original craftsmanship. Highlights include a bright primary bedroom with a separate dressing room and a walkout to a private balcony overlooking the river, as well as a finished lower-level family room with a seamless walkout to the grounds. A blank canvas with incredible original and charming details, ready for your unique touch! Complete with two private driveways and detached garage, this prime address offers an unmatched setting just steps from the Old Mill Subway Station, the historic Old Mill, and the scenic trails of Humber River Parkland.

Property Details

Property TypeDetached
Style2-Storey
CommunityKingsway South
Approximate Age51-99
Rooms9+2
Kitchens1
Washrooms2
Square Feet1500-2000 sqft
Lot Dimensions100 × 125.95 ft
Fronting OnNorth
Dir/Cross StOld Mill/Bloor Street West/Humber River
ViewRiver, Trees/Woods
Garage TypeDetached
Garage Parking Spaces1
DrivePrivate, Private Double
Parking Drive Spaces8
Total Parking Spaces9
ExteriorStone
RoofAsphalt Shingle
FoundationBlock
BasementFinished, Walk-Out
Fireplace FeaturesWood, Other
Heating TypeWater
Heating SourceGas
A/CNone
SewersSewer
Taxes (2026)$18,553.58
HSTIncluded In
SecurityAlarm System
Other StructuresGazebo
Listed Date11/5/2026
Days on Market7 days
Possession60-90 days/to be arranged

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Listing Courtesy of: ROYAL LEPAGE REAL ESTATE SERVICES LTD.

MLS® #W14154750

TRREBMLS®

The listing data is provided under copyright by the Toronto Regional Real Estate Board (TRREB). The listing data is deemed reliable but is not guaranteed accurate by TRREB. The trademarks REALTOR®, REALTORS®, and the REALTOR® logo are controlled by The Canadian Real Estate Association (CREA) and identify real estate professionals who are members of CREA. The trademarks MLS®, Multiple Listing Service® and the associated logos are owned by CREA and identify the quality of services provided by real estate professionals who are members of CREA. Used under license.

© 2026 Toronto Regional Real Estate Board. All rights reserved.

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HouseIndex Take: 66 Old Mill Road

This detached (2-Storey) is located in the Kingsway South neighbourhood of Toronto.

The home offers 3 bedrooms, 2 bathrooms.

Features include a finished, walk-out basement, 9 parking spaces including a 1-car garage, a fireplace.

Additional details: lot dimensions of 100 × 125.95 feet.

Listed at $5,000,000 CAD with annual property taxes of $18,553.58 (2026).

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About Toronto Real Estate

This Detached is located in the Kingsway South community in Toronto. Toronto is Canada's largest city and the economic hub of the Greater Toronto Area. With world-class transit, diverse neighbourhoods from the Annex to Scarborough, and proximity to major employers in the Financial District, it remains the most sought-after real estate market in Ontario. Buyers benefit from extensive GO Transit and TTC subway connectivity. Detached homes in Toronto are in high demand among families seeking space, privacy, and long-term equity growth.

TTC subway & streetcar networkWorld-class dining & entertainmentUniversity of Toronto & major hospitals nearbyWaterfront trails & ravine parks
Walkability: Highly walkable — many neighbourhoods score 80+ on Walk Score
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