106 Highland Avenue, Toronto, ON M4W 2A6
Rosedale-Moore Park, Toronto · Near Highland Ave and Glen Rd · View map
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.
The home
- Type
- Semi-detached home
- Style
- 2 1/2 Storey
- Square footage
- 2500-3000 sq ft
- Bedrooms
- 4
- Basement bedrooms
- 1
- Bathrooms
- 5
- Kitchens
- 1
- Rooms
- 8
- Basement
- Finished, Full, Separate Entrance
- Lot size
- 38.2 x 148.5 ft
- Faces
- North
- Approximate age
- 100+ years
Ownership & fees
- Ownership
- Freehold
- Monthly condo fee
- None
- Security
- Alarm System, Monitored, Smoke Detector, Carbon Monoxide Detectors
- Exterior
- Brick
Heating & cooling
- Heating fuel
- Gas
- Heating type
- Forced Air
- Air conditioning
- Central Air
- Fireplace
- Yes
Garage & parking
- Driveway spaces
- 2
- Total parking
- 2
- Parking features
- Private
Taxes & other
- Property taxes
- $16,458/yr
- Tax year
- 2026
- Occupancy
- Owner
- Possession
- 30-60 days
- Cross street
- Highland Ave and Glen Rd
- Neighbourhood
- Rosedale-Moore Park
More
- Price per sq ft
- ~$1,320 (at 2,750 sq ft)
- MLS® number
- C14107036
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The home and its surroundings
- Bar Fridge
- Built-In Oven
- Countertop Range
- ERV/HRV
- In-Law Suite
- Storage
- Sump Pump
- Carpet Free
- In-Law Capability
- Park
- Public Transit
- Rec./Commun.Centre
- School
- School Bus Route
- Ravine
- Year Round Living
- Landscaped
- Mortgage
- Property tax
- Maintenance fee
Cash needed to close
Estimates only, using Canadian semi-annual compounding, Ontario land transfer tax and Toronto municipal land transfer tax. Mortgage default insurance is added when you put down less than 20%. Your lender and lawyer will confirm exact numbers.
106 Highland Avenue, Toronto, ON M4W 2A6
Rosedale-Moore Park, Toronto · Near Highland Ave and Glen Rd
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Listing history for 106 Highland Avenue
See what this home and others at the same address were listed for, what they sold for, and how long it took.
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Frequently asked questions about 106 Highland Avenue
Answers come straight from this home’s MLS® listing.
How much is 106 Highland Avenue listed for, and what would it cost each month?
106 Highland Avenue is listed for $3,629,000. With 20% down ($725,800), the mortgage payment would be roughly $14,638 a month at 4.5% over 30 years. Add property tax and the estimate comes to about $16,010 a month, all in. That figure is an illustration, not a quote.
Is 106 Highland Avenue freehold or a condo, and is there a monthly fee?
106 Highland Avenue is a semi-detached home in Rosedale-Moore Park, Toronto. Ownership is freehold: you own the home and the lot. There is no monthly condo fee, so the roof, windows, driveway, snow and lawn are yours to look after.
How many bedrooms and bathrooms does 106 Highland Avenue have?
106 Highland Avenue has 4 bedrooms, plus 1 more bedroom in the basement, and 5 bathrooms. The listing gives the style as 2 1/2 storey.
Does 106 Highland Avenue have a garage and parking?
The listing does not show a garage. The driveway adds 2 spaces. In total the listing counts 2 parking spaces.
Does 106 Highland Avenue have a finished basement?
The listing describes the basement as finished, full, separate entrance. It counts 1 bedroom on that level. Finished basement space is usually not counted in the square footage shown. A listing description is not proof of a legal second unit, so confirm zoning and permits with the municipality before counting on rental income.
What style of home is 106 Highland Avenue?
106 Highland Avenue is a semi-detached home. A semi-detached home shares one side wall with the home next door.
How big is 106 Highland Avenue, and what is the lot size?
The listing puts the home between 2,500 and 3,000 sq ft. The board reports a range rather than an exact figure, and it usually leaves out the basement. The lot is listed as 38.2 x 148.5 ft.
How is 106 Highland Avenue heated and cooled?
Heating is forced air (gas). Cooling is central air.
What are the property taxes for 106 Highland Avenue?
Property taxes are $16,458 a year (2026), or about $1,372 a month.
Where is 106 Highland Avenue?
106 Highland Avenue is in the Rosedale-Moore Park community of Toronto. The nearest main intersection is Highland Ave and Glen Rd. The postal code is M4W 2A6.
Is 106 Highland Avenue still for sale?
Yes. It is an active listing (MLS® C14107036). Listings here update from the board through the day and come down once a home sells.
What are similar properties near 106 Highland Avenue asking?
Similar properties for sale nearby right now include 40 Summerhill Gardens at $3,895,000 (3+2 bed), 116 Pricefield Road at $3,150,000 (5 bed) and 46 Shaftesbury Avenue at $2,995,000 (3+1 bed). These are asking prices, not sold prices. The Sold history tab shows what homes at this address went for.
What have homes at 106 Highland Avenue sold for?
Recent sales, leases and expired listings for this home and others at the same address are in the Sold history tab, with the price and date of each. It is free for members.
How do I book a showing at 106 Highland Avenue?
Pick a day and time with Book a Tour on this page. Tours are free, with no obligation, in person or by video. You can also call or text 647-931-3923.
Have a different question? Ask about this home and get an answer, usually within the hour.
Similar properties nearby
More properties for sale near Rosedale-Moore Park, picked by style, size and price.
Semi-detached home$3,895,00040 Summerhill Gardens, Toronto3+2 bed · 5 bath · Rosedale-Moore ParkCourtesy of: CHESTNUT PARK REAL ESTATE LIMITEDView home →
Semi-detached home$3,150,000116 Pricefield Road, Toronto5 bed · 4 bath · Rosedale-Moore ParkCourtesy of: SOTHEBY'S INTERNATIONAL REALTY CANADAView home →
Semi-detached home$2,995,00046 Shaftesbury Avenue, Toronto3+1 bed · 5 bath · Rosedale-Moore ParkCourtesy of: CHESTNUT PARK REAL ESTATE LIMITEDView home →Courtesy of: SOTHEBY'S INTERNATIONAL REALTY CANADA
Listing information comes from the Toronto Regional Real Estate Board through PropTx and is deemed reliable but is not guaranteed accurate. It is provided for consumers' personal, non-commercial use. The trademarks MLS®, Multiple Listing Service® and the associated logos are owned by The Canadian Real Estate Association (CREA) and identify the quality of services provided by real estate professionals who are members of CREA.
*Estimated monthly cost assumes 20% down, a 4.5% rate and a 30-year amortization, plus property tax. For illustration only.