Gurvinder Nokwal REALTOR®
For Sale Semi-Detached 25 days on market

$3,750,000

Est. payment $16,604/moCalculate yours

106 Highland Avenue, Toronto, ON M4W 2A6

Rosedale-Moore Park, Toronto, ON M4W 2A6

  • 4 + 1 Beds
  • 5 Baths
  • 2,500 Sq Ft

Listing courtesy of SOTHEBY'S INTERNATIONAL REALTY CANADA MLS® C13818260

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

Overview

Property Type
Semi-Detached
Style
2 1/2 Storey
For
For Sale
Status
New
Approximate Age
100+
Size
2,500 sqft

Interior

Bedrooms
4 + 1
Bathrooms
5
Kitchens
1
Basement
Finished, Full, Separate Entrance

Building & Systems

Heating
Forced Air (Gas)
Cooling
Central Air
Exterior
Brick
Foundation
Concrete
Roof
Asphalt Shingle
Water
Municipal
Sewer
Sewer

Lot & Parking

Lot Size
38.18 x 148.49 Feet
Parking
None garage · 2 total

Financial

Property Taxes
$16,458 (2026)

Location

Neighbourhood
Rosedale-Moore Park
Cross Street
Highland Ave and Glen Rd
Direction Faces
North

Listing

MLS® Number
C13818260
Days on Market
25
Listed On
2026-09-23
Possession
30-90 Days
Listed By
SOTHEBY'S INTERNATIONAL REALTY CANADA

Rooms

Room Level Dimensions
Dining Room Main 15′ 8″ × 12′ 5″
- Second 18′ 5″ × 10′ 9″
Bedroom 3 Third 17′ 2″ × 12′ 8″
Primary Bedroom Second 13′ 3″ × 12′ 0″
Bedroom 5 Lower 14′ 0″ × 9′ 8″
Family Room Main 11′ 4″ × 10′ 8″
Kitchen Main 51′ 8″ × 29′ 6″
Recreation Lower 16′ 9″ × 15′ 8″
Bedroom 4 Third 16′ 4″ × 11′ 0″
Living Room Main 16′ 8″ × 13′ 7″

Features

Interior

  • Bar Fridge
  • Built-In Oven
  • Countertop Range
  • ERV/HRV
  • In-Law Suite
  • Storage
  • Sump Pump
  • Carpet Free
  • In-Law Capability

Property

  • Park
  • Public Transit
  • Rec./Commun.Centre
  • School
  • School Bus Route
  • Ravine

Pool

  • None
Included
Wolf 6 Burner Gas Stove; Fisher & Paykel Fridge; Miele: panelled dishwasher, built-in coffee machine, wall oven/microwave; Whirlpool front load washer & dryer; stackable Miele Washer & Dryer; Perlick wine fridge; All electrical light fixtures; All window coverings; Alarm system with 4 outdoor cameras (monitoring extra); wired ceiling speakers with Sonos System; Backyard irrigation system + wired Bose speakers.
Excluded
All televisions (main level, primary bedroom, third floor bedroom, lower level rec room, lower level bedroom), freezer in lower level
Rental items
Reliance Hot Water Tank: $118.13 + HST /month

Mortgage calculator

Minimum for this price: $750,000 (20%)

Amortization, years

Estimated mortgage payment

$16,604 per month

Principal and interest
$16,604
Property tax
$1,372
Estimated monthly cost
$17,976

Your mortgage

Mortgage amount
$3,000,000
Mortgage insurance
Not needed
Interest over 25 years
$1,981,257

Cash to close

Down payment
$750,000
Land transfer tax (Ontario + Toronto)
$167,950
Total, before legal fees
$917,950
Talk to me about financing

Estimates only, not a mortgage offer or financial advice. Uses the Canadian fixed-rate convention (interest compounded twice a year), 2026 mortgage insurance premiums and Ontario land transfer tax. Your lender will confirm your actual rate and payment.

Location

106 Highland Avenue, Toronto, ON M4W 2A6 Rosedale-Moore Park, Toronto, ON M4W 2A6
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Listing data is provided under license and deemed reliable but not guaranteed. MLS®, Multiple Listing Service® and associated logos are trademarks of The Canadian Real Estate Association (CREA).

$3,750,000 106 Highland Avenue, Toronto, ON M4W 2A6
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