$3,629,000
 $19,481 est/mo Sourced by Back At You

106 Highland Avenue,Toronto C09, ON M4W 2A6

Toronto C09, ON M4W 2A6

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Description

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.

Details

MLS #C14107036
Listing TypeFor Sale
StyleHouse
Sub-TypeResale
StatusNew
Year0
Days On Site8
Listing Provided BySOTHEBY'S INTERNATIONAL REALTY CANADA | C14107036 118900

Features

Bed(s)5
Bath(s)5
BasementY
Story(s)2
Acreage0.13
Water FrontNone

Interior

Interior FeaturesBar Fridge, Built-In Oven, Countertop Range, ERV/HRV, In-Law Suite, Storage, Sump Pump, Carpet Free, In-Law Capability
CoolingCentral Air
Heat SourceGas
Fireplace FeaturesNatural Gas
Fireplace Yes / NoYes

Exterior

Exterior FeaturesYear Round Living, Landscaped
RoofAsphalt Shingle
Foundation DetailsConcrete
Construction MaterialsBrick
Security FeaturesAlarm System, Monitored, Smoke Detector, Carbon Monoxide Detectors

Parking

Garage Yes / NoNo
Parking FeaturesPrivate

Utilities

SewerSewer

Taxes

Tax Annual Amount16458
Tax Legal DescriptionPT LT 61 PL 528 ROSEDALE AS IN EM65278; CITY OF TORONTO.
Tax Year2026

Area Information

ProvinceON
CountyToronto
CityToronto C09
Postal CodeM4W 2A6
AreaRosedale Moore Park
Listing VS Median (in M4W 2A6)
Price:
$3,629,000
low | high
Med:
$0
On site:
8
low | high
Med:
Sourced by Back At You

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Learn More About This Property

ProvinceON
CountyToronto
CityToronto C09
Postal CodeM4W 2A6
AreaRosedale Moore Park
Listing VS Median (in M4W 2A6)
Price:
$3,629,000
low | high
Med:
$0
On site:
8
low | high
Med:
Sourced by Back At You
Listing Updated: October 29, 2026 at 9:55:18 AM PDT