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 Type:
Residential Freehold
Property Sub Type:
Detached
Home Style:
2-Storey
Approx. Age:
51-99
Total Approx Floor Area:
1500-2000
Lot Depth:
125'11"38.4 m
Lot Frontage:
100'30.5 m
Lot Shape:
Irregular
Direction Faces:
North
Bedrooms:
3
Bathrooms:
2.0
Water supply:
Municipal
Kitchens:
1
Bedrooms Above Grade:
3
Kitchens Above Grade:
1
Rooms Above Grade:
9
Rooms Below Grade:
2
Heating type:
Water
Heating Fuel:
Gas
Fireplaces:
3
Foundation:
Block
Roof:
Asphalt Shingle
Basement:
Finished, Walk-Out
Fireplace Features:
Wood, Other
Fireplace/Stove:
Yes
Garage:
Detached
Garage Spaces:
1.0
Other Structures:
Gazebo
Parking Features:
Private, Private Double
Parking Spaces:
8
Total Parking Spaces:
9.0
Family Room:
Yes
Possession Details:
60-90 days/to be arranged
Lot Irregularities:
East: 102.69', Rear: 109.12'
Pool:
None
Link:
No
HST Applicable To Sale Price:
Included In
Taxes:
$18,553.58 /
2026
Assessment:
$- /
-
Toronto
Toronto W08
Kingsway South
Park, Public Transit, River/Stream
Water Heater
Landscaped, Lawn Sprinkler System, Patio
Alarm System
Hot water tank - $26.49 incl HST per month
Existing stainless steel appliances: LG fridge, Frigidaire stove, Samsung dishwasher; Samsung washer and Samsung dryer; existing electric light fixtures, existing window coverings, broadloom where laid, gas boiler and equipment (2026), inground sprinkler system, exterior mounted camera.
Security system (Telus security system - can be renewed, as per Seller)
Water Heater
Stone
River, Trees/Woods
Floor
Type
Size
Other
Main
Foyer
10'10"3.30 m × 7'8"2.34 m
Tile Floor, Closet
Main
Living Room
22'2"6.76 m × 14'4.27 m
Fireplace, Picture Window, Broadloom
Main
Dining Room
15'4.57 m × 11'9"3.58 m
Hardwood Floor, Bay Window, Formal Rm
Flat
Den
11'9"3.58 m × 10'10"3.30 m
Hardwood Floor, Closed Fireplace, Leaded Glass
Main
Kitchen
11'9"3.58 m × 8'3"2.51 m
Tile Floor, Window, Pantry
Second
Primary Bedroom
15'6"4.72 m × 12'11⅛"3.94 m
W/O To Balcony, Closet, Overlooks Backyard
Second
Other
8'6"2.59 m × 6'2"1.88 m
Walk-In Closet(s), Double Closet, Broadloom
Second
Bedroom
11'10"3.61 m × 9'3"2.82 m
B/I Bookcase, Large Closet, Broadloom
Second
Bedroom
11'10"3.61 m × 9'9"2.97 m
Overlooks Backyard, Closet, Broadloom
Lower
Family Room
21'6"6.55 m × 13'10"4.22 m
Stone Fireplace, Above Grade Window, Ceramic Floor
Data was last updated November 9, 2026 at 03:15 PM (UTC)
Area Statistics
Listings on market:
16
Avg list price:
$2,670,000
Min list price:
$1,450,000
Max list price:
$5,000,000
Avg days on market:
27
Min days on market:
4
Max days on market:
76
These statistics are generated based on the current listing's property type
and located in
Kingsway South. Average values are
derived using median calculations. This data is not produced by
the MLS® system.
This website may only be used by consumers that have a bona fide interest in the purchase, sale, or lease of real estate of the type being offered via the website.
The data relating to real estate on this website comes in part from the MLS® Reciprocity program of the PropTx MLS®. The data is deemed reliable but is not guaranteed to be accurate.