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106 Highland Avenue in Toronto for sale

Asking price
$3,750,000
Estimate (Sep 23)
$3,750,814
MLS #:
C13818260
Type:
Semi-Detached, 2 1/2 Storey
Approx. SQFT:
2500-3000
Basement:
Finished, Full
4+1 4+1
38.18 x 148.49 ft lot
PROPERTY HISTORY
SIGN IN REQUIRED
List Date List Price Last Status Sold Date Sold Price Days On Market
0000-00-00 $00000 Exp N/A N/A N/A
0000-00-00 $00000 Ter N/A N/A N/A
0000-00-00 $00000 Ter N/A N/A N/A
0000-00-00 $00000 Ter N/A N/A N/A
0000-00-00 $00000 Ter N/A N/A N/A
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.

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  • Date Listed: Wednesday, September 23, 2026
  • Listing Brokerage: Sotheby'S International Realty Canada - Disclaimer: The information contained in this listing has not been verified by Sotheby'S International Realty Canada and should be verified by the buyer.
  • Virtual Tour: View Virtual Tour for 106 Highland Avenue
  • City: Toronto

    More 4 bedrooms homes for sale in Toronto

  • Neighbourhood: Rosedale-Moore Park
  • Major Intersection: Highland Ave and Glen Rd
  • Full Address: 106 Highland Avenue, Toronto, M4W 2A6, ON, Canada
  • Living Room: hardwood floor, Gas Fireplace, O/Looks Frontyard
  • Kitchen: hardwood floor, Centre Island, Breakfast Bar
  • Family Room: hardwood floor, French Doors, W/O To Garden
  • Amenities:
  • Taxes: $16,458.00 (2026)
Living17 x 14 ft238 sq ft
Dining16 x 12 ft192 sq ft
Kitchen52 x 29 ft1508 sq ft
Family11 x 11 ft121 sq ft
Primary13 x 12 ft156 sq ft
18 x 11 ft198 sq ft
3rd Br17 x 13 ft221 sq ft
4th Br16 x 11 ft176 sq ft
Rec17 x 16 ft272 sq ft
5th Br14 x 10 ft140 sq ft

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