1 / 49
NewSemi-detached

106 Highland Avenue

Rosedale-Moore Park · Toronto, M4W 2A6

$3,629,000

Beds
4+1
Baths
5
Size
2,500-3,000 ft²
Type
Semi-detached
Listed
4 days
MLS®
C14107036

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.

Property details

MLS® number
C14107036
Property type
Semi-Detached
Style
2 1/2 Storey
Bedrooms
4+1
Bathrooms
5
Kitchens
1
Interior size
2,500-3,000 ft²
Approximate age
100+ years
Lot
38.18 × 148.49 ft
Basement
Finished, Full, Separate Entrance
Heating
Forced Air, Gas
Cooling
Central Air
Parking
2 total
Fireplace
Natural Gas
Exterior
Brick
Property taxes
$16,458 (2026)
Possession
30-60 days
Cross street
Highland Ave and Glen Rd
Community
Rosedale-Moore Park
City
Toronto

Rooms

  • Living Room

    16' 8" × 13' 7"

    Main

    Hardwood Floor, Gas Fireplace, Overlooks Frontyard

  • Dining Room

    15' 8" × 12' 5"

    Main

    Hardwood Floor, Open Concept, Overlooks Family

  • Kitchen

    51' 8" × 29' 6"

    Main

    Hardwood Floor, Centre Island, Breakfast Bar

  • Family Room

    11' 4" × 10' 8"

    Main

    Hardwood Floor, French Doors, W/O To Garden

  • Primary Bedroom

    13' 3" × 12'

    Second

    Gas Fireplace, Walk-In Closet(s), 5 Pc Ensuite

  • Room

    18' 5" × 10' 9"

    Second

    Hardwood Floor, Walk-In Closet(s), 4 Pc Ensuite

  • Bedroom 3

    17' 2" × 12' 8"

    Third

    Hardwood Floor, B/I Closet, Skylight

  • Bedroom 4

    16' 4" × 11'

    Third

    Hardwood Floor, Large Closet, Closet Organizers

  • Recreation

    16' 9" × 15' 8"

    Lower

    Hardwood Floor, Above Grade Window, Pot Lights

  • Bedroom 5

    14' × 9' 8"

    Lower

    Hardwood Floor, Above Grade Window, Closet

Room measurements are provided by the listing brokerage, converted from metres. They are deemed reliable but not guaranteed; verify before relying on them.

Location

Rosedale-Moore Park · Toronto, near Highland Ave and Glen Rd

106 Highland Avenue, Toronto

Approximate location, placed by postal code. Map data © OpenStreetMap contributors, tiles by OpenFreeMap.

Mortgage estimate

$16,068per month

$725,800 down · 4.5% · 25 years

Down payment

%
Open the full calculator

An estimate, not a quote. Less than 20% down adds mortgage default insurance to the loan.

Toronto

Similar homes nearby

See more homes
  • Detached

    $2,879,000

    29 Standish Avenue

    Rosedale-Moore Park · Toronto

    3+1bedrooms4bathrooms2,000-2,500 ft²interior
    MLS® C14081856
  • Detached

    $2,995,000

    9 Cornish Road

    Rosedale-Moore Park · Toronto

    4+1bedrooms3bathrooms2,000-2,500 ft²interior
    MLS® C14032570
  • Detached

    $4,395,000

    92 Inglewood Drive

    Rosedale-Moore Park · Toronto

    5+1bedrooms6bathrooms5,000 + ft²interior
    MLS® C13864696

7646 Yonge Street

Want to see it in person? We will book it.

Private showings usually happen within a day or two. We confirm the time with the listing brokerage and meet you at the door, with our honest read on the home and its price.