There's a certain kind of house that feels made for family life, and 106 Highland Avenue is exactly that. Set well back from the street on an exceptional 39' x 150' lot in prime North Rosedale, this handsome red-brick semi offers privacy, space and permanence. Approximately 4,000 sf (total). Completely renovated in 2015 by architect Peter Higgins, it pairs remarkable craftsmanship with thoughtful, enduring design. Step into the foyer, where heated floors & a fluted wood feature wall offer the first glimpse of the detail found throughout. The main floor features a chef's kitchen with Wolf & Miele appliances and generous island seating, opening to a large dining area. Beyond, the family room overlooks the expansive rear garden, while the elegant living room features a gas fireplace & stone mantel. Upstairs, the private primary suite offers 2 walk-in closets, its own gas fireplace, & a beautifully appointed ensuite with deep soaker tub. A 2nd spacious bedroom includes a 4-piece ensuite & walk-in closet. The 3rd floor features 2 oversized, light-filled bedrooms with custom built-ins, a shared 3-piece bath and an additional laundry room. The L/L is exceptionally functional, with high ceilings & a walkout. A heated-floor mudroom provides plenty of storage, while the expansive rec room offers space to play & work, including a dedicated office area. An additional bedroom or gym, 3-piece bath & laundry room complete the level. Outside, the rear garden is beautifully centred around an elegant fountain, creating a tranquil setting for entertaining. A long private driveway & the home's generous setback create an added sense of privacy, while a covered side storage area keeps bikes, & all the equipment of family life neatly out of the way. Walk to Summerhill Market for Saturday-morning groceries, wander the nearby ravine trails, & enjoy close proximity to Branksome Hall & Whitney Junior P.S.- all while coming home to a quiet, established North Rosedale street.
Address
106 Highland Avenue
List Price
$3,629,000
MLS® Status
New
Property Type
Residential Freehold
Type of Dwelling
Semi-Detached
Style of Home
2 1/2 Storey
Transaction Type
Sale
Area
Toronto C09
Sub-Area
Rosedale-Moore Park
Region
Toronto
Bedrooms
4 + 1
Bedrooms (Total)
5
Rooms Above Grade
8
Rooms Below Grade
2
Bathrooms
5
Floor Area
2500-3000 Sq. Ft.
Lot Depth
148.49
Lot Shape
Irregular
Lot Irregularities
See Attached Survey-Irreg,27.55N,122.5W
Lot Size Units
Feet
Lot Width
38.18
Parcel Number
211160140
Occupant Type
Owner
Cross Street
Highland Ave and Glen Rd
Approx. Age
100+ Years
MLS® Number
C14107036
Listing Brokerage
SOTHEBY'S INTERNATIONAL REALTY CANADA
Basement Area
Finished, Full, Separate Entrance
Postal Code
M4W 2A6
Posession Details
30-60 days
Parking
Private
Parking Places (Total)
2
Parking Spaces
2
Tax Amount
$16,458.00
Tax Year
2026
Site Influences
Landscaped, Park, Public Transit, Ravine, Rec./Commun.Centre, School, School Bus Route, Year Round Living
Exterior Features
Year Round Living, Landscaped
Interior Features
Bar Fridge, Built-In Oven, Countertop Range, ERV/HRV, In-Law Suite, Storage, Sump Pump, Carpet Free, In-Law Capability
Property Features
Park, Public Transit, Rec./Commun.Centre, School, School Bus Route, Ravine
Cable
Yes
Central Vacuum
No
Family Room
Yes
Hydro
Yes
Ensuite Laundry
No
Special Designation
Heritage
Standard Status
Active
Board Or Association
Toronto Regional Real Estate Board
Heat Source
Gas
Heat Type
Forced Air
Cooling Features
Central Air
Construction Materials
Brick
Direction Faces
North
Fireplace
Yes
Fireplace Features
Natural Gas
Foundation Details
Concrete
Garage
No
Garage Type
None
Kitchens Total
1
Kitchens Above Grade
1
Pool Features
None
Roof
Asphalt Shingle
Tax Legal Description
PT LT 61 PL 528 ROSEDALE AS IN EM65278; CITY OF TORONTO.
Security Features
Alarm System, Monitored, Smoke Detector, Carbon Monoxide Detectors
Waterfront
No
Waterfront
None
Sewer
Sewer
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Rooms
| Floor | Type | Dimensions | Features |
|---|---|---|---|
| Main | Living Room | 5.08 x 4.14 Meters | Gas Fireplace, Hardwood Floor, Overlooks Frontyard |
| Main | Dining Room | 4.78 x 3.78 Meters | Hardwood Floor, Open Concept, Overlooks Family |
| Main | Kitchen | 15.75 x 8.99 Meters | Breakfast Bar, Centre Island, Hardwood Floor |
| Main | Family Room | 3.45 x 3.25 Meters | French Doors, Hardwood Floor, W/O To Garden |
| Second | Primary Bedroom | 4.04 x 3.66 Meters | 5 Pc Ensuite, Gas Fireplace, Walk-In Closet(s) |
| Third | Bedroom 3 | 5.23 x 3.86 Meters | B/I Closet, Hardwood Floor, Skylight |
| Third | Bedroom 4 | 4.98 x 3.35 Meters | Closet Organizers, Hardwood Floor, Large Closet |
| Lower | Recreation | 5.11 x 4.78 Meters | Above Grade Window, Hardwood Floor, Pot Lights |
| Lower | Bedroom 5 | 4.27 x 2.95 Meters | Above Grade Window, Closet, Hardwood Floor |
Open Houses
- October 25, 2:00 PM - 4:00 PM



