For Sale: 106 Highland Avenue, Toronto, ON - REW
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$3,750,000
4 + 1 bd • 5 ba • 3500 - 5000 sf • House
106 Highland Avenue
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$3,750,000
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106 Highland AvenueToronto, ON, M4W 2A6

Rosedale-Moore Park
  • 4 + 1 Bed
  • 5 Bath
  • 3500 - 5000 Sqft
  • House

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 in one of Toronto's most coveted neighbourhoods. 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.
Listed by: Armin Yousefi, Salesperson, SOTHEBY`S INTERNATIONAL REALTY CANADA

Home facts and features

Price details
List Price
$3,750,000
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Gross Taxes for 2026
$16,458
Home facts
Bedrooms
4 + 1
Full Bathrooms
5
Parking Spaces
2
Parking Details
Private
Property Type
House
Lot Size
38 ft x 148 ft (5669 ft²)
Depth
148.49
Frontage
38.18
Exterior Finish
Brick
Heating Type
Forced Air, Gas
Cooling
Central Air
Basement Details
Finished
Features
Alarm System, Fenced Yard, Monitored, Park, Public Transit, Rec./Commun.Centre, School, School Bus Route
Community
Agent details
Primary Agent
Armin Yousefi
Primary Broker
SOTHEBY`S INTERNATIONAL REALTY CANADA
Listing details
Days on REW
1 Day
MLS® Number
C13818260
Source
Toronto Real Estate Board
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25 Years
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Property Insights

Gradale Academy
  • Private
  • JK - 6
Rosedale Junior Public School
  • Public
  • JK - 6
Outward Bound Canada
  • Private
  • 11 - 12
Whitney Junior Public School
  • Public
  • JK - 6
Branksome Hall
  • Private
  • JK - 12
Our Lady of Perpetual Help Catholic School
  • Catholic
  • JK - 8
Rosedale Heights School of the Arts
  • Public
  • 9 - 12
Rose Avenue Junior Public School
  • Public
  • JK - 6
ÉÉC du Sacré-Coeur-Toronto
  • Catholic
  • JK - 6
McDonald International Academy
  • Private
  • 9 - 12
School catchments and distances are intended to be used as reference only. To verify enrolment eligibility for a property, contact the school directly.Report Incorrect Info
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Salesperson
Armin Yousefi
Phone:
(416) 960-9995
Office:
416-960-9995
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