Back to results
Active Semi-Detached For Sale 7 days on market
$3,629,000
MLS® C14107036

106 Highland Avenue, Toronto, ON M4W 2A6

Toronto C09 · Rosedale-Moore Park · M4W 2A6
Monthly cost · estimate
$18,343/mo
P&I $16,972 · Tax $1,372
🤖
Hunter's read
4-bed, 5-bath semi-detached in Toronto C09 — fully renovated
4+1
Beds
5
Baths
2500-3000
Sqft
2
Parking

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 summary 8 details ▼
Property Type
Semi-Detached
Style
['2 1/2 Storey']
Square Footage
2500-3000
Days on Market
7 days
Annual Taxes
$16,458
Lot Size
38.18' × 148.49'
Community
Rosedale-Moore Park
Parking
2.0 spaces
🏠 Interior 9 features ▼
Basement
Finished, Full, Separate Entrance
Fireplaces
2 (Natural Gas)
Interior features
Bar FridgeBuilt-In OvenCountertop RangeERV/HRVIn-Law SuiteStorageSump PumpCarpet FreeIn-Law Capability
🧱 Building & exterior ▼
Foundation
Concrete
Exterior
Brick
⚡ Utilities ▼
Heating
Forced Air
Cooling
['Central Air']
Sewer
['Sewer']
📐 Rooms & dimensions 10 rooms · 4 levels ▼
Lower
Recreation 16'9" × 15'8"
Bedroom 5 14' × 9'8"
Main
Dining Room 15'8" × 12'5"
Kitchen 51'8" × 29'6"
Family Room 11'4" × 10'8"
Living Room 16'8" × 13'7"
Second
Primary Bedroom 13'3" × 12'
Room 18'5" × 10'9"
Third
Bedroom 3 17'2" × 12'8"
Bedroom 4 16'4" × 11'
🌳 Lot & land ▼
Frontage
38.18 ft
Depth
148.49
Shape
Irregular
⚠️ Irregular lot: See Attached Survey-Irreg,27.55N,122.5W
📦 Inclusions & exclusions ▼
Included with sale

Wolf 6 Burner Gas Stove; Fisher & Paykel Fridge; Miele: paneled 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 from sale

All televisions (main level, primary bedroom, third floor bedroom, lower level rec room, lower level bedroom), freezer in lower level

📃 Listing details ▼
MLS® Number
C14107036
Days on Market
7 days
Possession
30-59 days
Listing Brokerage
SOTHEBY'S INTERNATIONAL REALTY CANADA

Listing information sourced from TRREB MLS® via PropTx. This property is being represented by the listing brokerage shown above. Ishaan Verma of Royal LePage Certified Inc. is happy to represent buyers viewing this property.

Recent comparable sales

See what nearby homes actually sold for in the last 6 months — not asking prices, real closes.

🔒 VOW · sold prices

Register free to see sold prices

Sold-price access is required by TRREB to be password-gated. It's free — takes 20 seconds — and you also get saved searches + shortlist + listing alerts.

Unlock sold prices →
Already have an account? Sign in

Location

💰
Want the full AI value report?
The table above shows raw sold comps. The full report is an AI-generated read on whether this home is overpriced, fair, or opportunity — plus the strategy I'd use to bid on it.

About Toronto

Browse more Toronto listings · See the Toronto city page with market trends and neighbourhood breakdowns.

$3,629,000
106 Highland Avenue, Toronto, ON M4W 2A6
📞 Call
💰 Sold-comp analysis · Free

What is this home really worth?

Hunter pulls the last 6 months of actual closed sales on this street, computes the average sold price, days on market, and sold-to-list ratio — then tells you if 106 Highland Avenue, Toront... is priced fairly, over, or under.

🔒 We email you a copy. No spam. Required for cost-control (we run real MLS queries per request).