$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
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
Estimated mortgage payment
$16,604 per month
- Principal and interest
- $16,604
- Property tax
- $1,372
- Condo fees
- $0
- 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
- First-time buyer refund
- $0
- Sales tax on insurance (8%)
- $0
- Total, before legal fees
- $917,950
With less than 20% down, a 30-year amortization is available to first-time buyers and buyers of newly built homes.
Talk to me about financingEstimates 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
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