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$3,750,000

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106 Highland Avenue

Rosedale-Moore Park, Toronto, Ontario M4W2A6

For sale· Added

4+1 bed5 bath2,500–3,000 sqft

About this home

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.

Location

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Property details

Listing

MLS® number
C13818260
Added
Sep 23, 2026 ()
Updated
Oct 7, 2026 ()
Info refreshed

Overview

Property type
Single Family
Building type
Attached house
Storeys
2.5
Ownership
Freehold

Inside

Bedrooms
4+1
Bathrooms
5
Half baths
1
Heating
Forced air, Natural gas
Cooling
Central air conditioning
Fireplace
Yes (2)
Flooring
Hardwood
Appliances
Washer, Refrigerator, Whirlpool, Gas stove(s), Dishwasher, Wine Fridge, Range, Oven, Dryer, Microwave, Alarm System, Oven - Built-In, Window Coverings
Features
Irregular lot size, Ravine, Carpet Free, Sump Pump, In-Law Suite

Building

Basement
Finished, Full, Separate entrance
Exterior
Brick
Foundation
Concrete
Parking
No Garage · 2 spaces
Amenities
Fireplace(s)
Security
Alarm system, Smoke Detectors, Monitored Alarm

Land

Lot size
38.2 x 148.5 ft
Lot notes
See Attached Survey-Irreg,27.55N,122.5W

Services

Water
Municipal water
Sewer
Sanitary sewer
Utilities
Sewer, Electricity, Cable

Location

Cross streets
Highland Ave and Glen Rd
Directions
North of Highland and West of Glen.
Nearby
School Bus, Community Centre

Running costs

Annual property tax
$16,458

Rooms

Living roomMain level5.08 x 4.14 m
Dining roomMain level4.78 x 3.78 m
KitchenMain level15.75 x 8.99 m
Family roomMain level3.45 x 3.25 m
Primary BedroomSecond level4.04 x 3.66 m
Bedroom 3Third level5.23 x 3.86 m
Bedroom 4Third level4.98 x 3.35 m
Recreational, Games roomLower level5.11 x 4.78 m
Bedroom 5Lower level4.27 x 2.95 m

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$3,750,000
106 Highland Avenue
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