© 2026 HomeSix Realty Inc. All rights reserved.

MLS® C14107036
Rosedale-Moore Park, Toronto, ON
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.
Inclusions
Wolf 6 Burner Gas Stove; Fisher & Paykel Fridge; Miele: paneled dishwasher, built-in coffee machine, wall oven/microwave; Whirlpool front load washer & dryer; stackable Miele Washer & Dryer; Perlick wine fridge; All electrical light fixtures; All window coverings; Alarm system with 4 outdoor cameras (monitoring extra); wired ceiling speakers with Sonos System; Backyard irrigation system + wired Bose speakers.
Exclusions
All televisions (main level, primary bedroom, third floor bedroom, lower level rec room, lower level bedroom), freezer in lower level
Broker
SOTHEBY'S INTERNATIONAL REALTY CANADA
Neighbourhood
Rosedale-Moore Park
Own a home here? See what it could sell for.
Use this listing address as a starting point for a Home6 seller valuation.

Semi-Detached
106 Highland Avenue Toronto
Rosedale-Moore Park
Built
100+
Type
Semi-Detached
Basement
Finished, Full, Separate Entrance
Parking
None (2)
Property Tax
~$16,458/yr
Heating
Forced Air
Buying Essentials
Square Feet
2750 sqft
Facing Direction
North
Parking
None (2)
Finances
List Price
$3,629,000
Price per SQFT
$1,320/sqft
Property Tax
~$16,458/yr
Property Specs
Property Type
Semi-Detached
MLS Size
2750 sqft
Age of Building
100+
Basement
Finished, Full, Separate Entrance
Living & Amenities
Heating Type
Forced Air
Features
Bar Fridge · Built-In Oven · Countertop Range · ERV/HRV · In-Law Suite · Storage · Sump Pump · Carpet Free · In-Law Capability
Policies & Utilities
Neighbourhood
Rosedale-Moore Park
Listed On
Oct 22, 2026
Park
Public Transit
Rec./Commun.Centre
School
School Bus Route
Ravine
Days on Market
Current: 16 days
Hardwood Floor, Gas Fireplace, Overlooks Frontyard
16.7 x 13.6
226 sqft
Hardwood Floor, Open Concept, Overlooks Family
15.7 x 12.4
194 sqft
Hardwood Floor, Centre Island, Breakfast Bar
51.7 x 29.5
1,524 sqft
Hardwood Floor, French Doors, W/O To Garden
11.3 x 10.7
121 sqft
Gas Fireplace, Walk-In Closet(s), 5 Pc Ensuite
13.3 x 12.0
159 sqft
Hardwood Floor, Walk-In Closet(s), 4 Pc Ensuite
18.4 x 10.8
198 sqft
Hardwood Floor, B/I Closet, Skylight
17.2 x 12.7
217 sqft
Hardwood Floor, Large Closet, Closet Organizers
16.3 x 11.0
180 sqft
Hardwood Floor, Above Grade Window, Pot Lights
16.8 x 15.7
263 sqft
Hardwood Floor, Above Grade Window, Closet
14.0 x 9.7
136 sqft
Rooms
10
Listed Room Area
3,218 sqft
Source
Estimated from MLS room dimensions
Learn about the area and demographics around this address.
Schools closest to 106 Highland Avenue Toronto.
Source: No verified source available.Catchment boundaries and ratings are shown only when available.
Active alternatives ranked by location, property type, price, bedrooms, size, bathrooms, and recency.
Recent sold or leased properties are shown separately from active alternatives.
Close to 106 Highland Avenue Toronto.