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For sale
  • C$3,750,000

    106 Highland Ave, Toronto, ON M4W 2A6

    5beds
    5baths
    Single Family Residence
    Built in ----
    5,669 Square Feet Lot
    $-- Zestimate®
    C$--/sqft
    C$-- HOA

    What's special

    Handsome red-brick semiHeated floorsFluted wood feature wallGenerous island seatingLarge dining areaAdditional laundry roomLong private driveway
    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.
    8 days
    81
    4

    Zillow last checked:

    Listing updated:

    Listed by:

    SOTHEBY'S INTERNATIONAL REALTY CANADA

    Source: TRREB,MLS®#: C13818260MLS LogoOriginating MLS®#: Toronto Regional Real Estate Board

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 5
      • Bathrooms: 5
      Bedroom 3
      • Level: Third
      • Dimensions: 5.23 x 3.86
      Other
      • Level: Second
      • Dimensions: 5.61 x 3.28
      Dining room
      • Level: Main
      • Dimensions: 4.78 x 3.78
      Heating
      • Forced Air, Gas
      Cooling
      • Central Air
      Appliances
      • Included: Bar Fridge, Built-In Oven, Countertop Range
      Features
      • ERV/HRV, In-Law Suite, Storage, In-Law Capability
      • Flooring: Carpet Free
      • Basement: Finished,Full,Separate Entrance
      • Has fireplace: Yes
      • Fireplace features: Natural Gas
      Interior area
      • Living area range: 2500-3000 null
      Video & virtual tour

      Property

      Parking
      • Total spaces: 2
      • Parking features: Private
      Features
      • Stories: 2.5
      • Exterior features: Year Round Living, Landscaped
      • Pool features: None
      • Waterfront features: None
      Lot
      • Size: 5,669 Square Feet
      • Features: Park, Public Transit, Rec./Commun.Centre, School, School Bus Route, Ravine, Irregular Lot
      Details
      • Parcel number: 211160140
      • Other equipment: Sump Pump

      Construction

      Type & style
      • Home type: SingleFamily
      • Property subtype: Single Family Residence
      Materials
      • Brick
      • Foundation: Concrete
      • Roof: Asphalt Shingle

      Utilities & green energy

      • Sewer: Sewer

      Community & HOA

      Community
      • Security: Alarm System, Monitored, Smoke Detector(s), Carbon Monoxide Detector(s)
      Location
      • Region: Toronto

      Financial & listing details

      • Annual tax amount: C$16,458
      • Date on market: 9/23/2026

        Price history

        Price history is unavailable.

        Public tax history

        Tax history is unavailable.

        Climate risks

        Neighborhood: Rosedale

        Getting around

        61 / 100
        Somewhat Walkable
        54 / 100
        Bikeable

        Nearby schools

        GreatSchools rating

        No schools nearby

        We couldn't find any schools near this home.