106 HIGHLAND AVENUE

Toronto (Rosedale-Moore Park), , M4W2A6, Canada

$3,750,000

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.

EXTRAS: Washer, Refrigerator, Whirlpool, Gas stove(s), Dishwasher, Wine Fridge, Range, Oven, Dryer, Microwave, Alarm System, Oven - Built-In, Window Coverings

Virtual Tour: https://www.dropbox.com/scl/fo/xvxe7jr50nwtgrv09r42l/ANnK1C2PSOhK6U_WT79XNrI?dl=0&e=1&preview=v2_Reel_106HighlandAve.mov&rlkey=01siuplxvoo1o4hp3dzvozd8r&st=kl1o2cxo

Last updated on : Wednesday 7th of October 2026 05:00:05 PM

ADDRESS

Street : 106 HIGHLAND AVENUE

City : Toronto (Rosedale-Moore Park)

Country : Canada

Postal Code : M4W2A6

Open in Google Map

PROPERTY SUMMARY

Property ID : C13818260

Building Type : House

Property Type : Single Family

Bedrooms : 5

Bathrooms : 5 + 1

Parking : 2

Parking Type: No Garage

Similar Properties

Single Family

93 FERN VALLEY CRESCENT

Richmond Hill (Oak Ridges), Ontario, L4E2J6

$1,999,900

Beds: 5Baths: 4

property Type: House

type: Sale

DAVID TUCCIARONE
1 week ago

DETAILS

Single Family

56 PRINCESS DIANA DRIVE

Markham (Cathedraltown), Ontario, L6C0G9

$999,000

Beds: 5Baths: 4

property Type: House

type: Sale

FREDDY HUNG
6 days ago

DETAILS

Single Family

183 ST. ANTHONY'S COURT

Richmond Hill (Mill Pond), Ontario, L4C4T4

$1,498,000

Beds: 5Baths: 5

property Type: House

type: Sale

Elahe Mohebati
2 days ago

DETAILS

Single Family

48 LINCOLN AVENUE

Brantford, Ontario, N3T4S7

$1,089,000

Beds: 5Baths: 4

property Type: House

type: Sale

ANDREW PETER EVANS
3 weeks ago

DETAILS

Single Family

105 TILMAN CIRCLE

Markham (Markham Village), Ontario, L3P5V4

$1,400,000

Beds: 5Baths: 3

property Type: House

type: Sale

SUSAN TAYLOR
2 hours ago

DETAILS

Inquire about this property