MLS® Listings · Toronto

106 Highland Avenue

Rosedale-Moore Park, Toronto, M4W 2A6

$3,629,000

For sale · MLS® C14107036

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4+1Bedrooms
5Bathrooms
2Parking
2500-3000Sq ft

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.

Details

Property type
Semi-Detached
Style
2 1/2 Storey
Approximate age
100+
Size (sq ft)
2500-3000
Bedrooms
4
Bedrooms below grade
1
Bathrooms
5
Kitchens
1
Basement
Finished, Full, Separate Entrance
Heating
Forced Air
Air conditioning
Central Air
Garage
None
Parking spaces
2
Lot frontage
38.18
Lot depth
148.49
Lot units
Feet
Faces
North
Cross streets
Highland Ave and Glen Rd
Property taxes
$16,458
Tax year
2026
Possession
30-60 days
MLS® number
C14107036

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Listing courtesy of SOTHEBY'S INTERNATIONAL REALTY CANADA.

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MLS® listing content displayed under TRREB license. CREA trademarks used under license where listing data is shown. Saigal Realty Inc., Brokerage — brokerage registered with the Real Estate Council of Ontario (RECO). Data last updated Nov 5, 2026, 6:08 p.m..

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