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For saleMLS® C14107036

106 Highland Avenue, Toronto, ON M4W 2A6

Rosedale-Moore Park · C09 · M4W 2A6

$3,629,000

$1,452 / sq ft

2 weeks on market

Bedrooms
4+1
Bathrooms
5
Interior
2,500 sf
Parking
2
Lot
38.18 × 148.49 ft
Age
100+ years

What's special

  • 2 parking spaces
  • Central air
  • Separate entrance
  • 2 fireplaces
  • Bar fridge
  • Built-in oven
  • Countertop range
  • Erv/hrv

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About this property

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.

Rooms

10 rooms. Dimensions as published by the listing brokerage.

Room dimensions and features
RoomLevelDimensionsFeatures
Living RoomMain5.08 × 4.14 m16.7 × 13.6 ftHardwood Floor · Gas Fireplace · Overlooks Frontyard
Dining RoomMain4.78 × 3.78 m15.7 × 12.4 ftHardwood Floor · Open Concept · Overlooks Family
KitchenMain15.75 × 8.99 m51.7 × 29.5 ftHardwood Floor · Centre Island · Breakfast Bar
Family RoomMain3.45 × 3.25 m11.3 × 10.7 ftHardwood Floor · French Doors · W/O To Garden
Primary BedroomSecond4.04 × 3.66 m13.3 × 12.0 ftGas Fireplace · Walk-In Closet(s) · 5 Pc Ensuite
RoomSecond5.61 × 3.28 m18.4 × 10.8 ftHardwood Floor · Walk-In Closet(s) · 4 Pc Ensuite
Bedroom 3Third5.23 × 3.86 m17.2 × 12.7 ftHardwood Floor · B/I Closet · Skylight
Bedroom 4Third4.98 × 3.35 m16.3 × 11.0 ftHardwood Floor · Large Closet · Closet Organizers
RecreationLower5.11 × 4.78 m16.8 × 15.7 ftHardwood Floor · Above Grade Window · Pot Lights
Bedroom 5Lower4.27 × 2.95 m14.0 × 9.7 ftHardwood Floor · Above Grade Window · Closet

Features

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

Property details

Property

Property type
semi detached
Bedrooms
4 + 1
Bathrooms
5
Interior size
2,500 sq ft
Year built
100+
Lot size
38.18 × 148.49 ft
Possession
30-60 days

Interior

Basement
Finished, Full, Separate Entrance
Heating
Forced Air · Gas
Cooling
Central Air
Fireplaces
2
Exposure
North

Exterior & services

Construction
Brick
Parking spaces
2
Sewer
Sewer

Costs

List price
$3,629,000
Property taxes
$16,458 / year (2026)
Price per sq ft
$1,452
Rental items
Reliance Hot Water Tank: $118.13 + HST /month

Listing

MLS® number
C14107036
Status
For sale
Listed
October 22, 2026
Days on market
14
Last updated
October 29, 2026
Listing brokerage
SOTHEBY'S INTERNATIONAL REALTY CANADA

Price & sale history

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Before you make an offer

What this home costs beyond the asking price, and how that price compares to what else is on the market.

How this price compares

This home is priced above most comparable listings — about 98% of comparable semi-detached listings in Toronto are asking less.

$725KMedian $1.28M$2.00M
This home
$1,452 / sq ft
Comparable median
$999 / sq ft

Based on 96 comparable active semi-detached listings in Toronto. These are asking prices, not sale prices.

Mortgage estimate

Down payment20.0% · minimum $725,800
$725,800
Interest rate5-year fixed, illustrative only
4.49%
Amortization
Principal & interest
$16,052.29
Property tax (est.)
$1,371.50
Estimated monthly
$17,424

Estimate only. Excludes CMHC insurance premiums, which apply below 20% down, and does not constitute a mortgage approval or an offer of credit.

Land transfer tax

Payable on closing, on top of the purchase price.

Ontario
$77,200
Toronto municipal
$83,490
Total due on closing
$160,690

An estimate on the asking price of $3,629,000. Rates current as of September 2026; confirm the final figure with your real estate lawyer.

Listing courtesy of SOTHEBY'S INTERNATIONAL REALTY CANADA. Listing data is provided in part by the Toronto Regional Real Estate Board (TRREB) and is deemed reliable but is not guaranteed accurate. Information is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties. Data is updated every 15 minutes.

$3,629,000

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