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106 Highland Avenue

Rosedale-Moore Park, Toronto, M4W 2A6

$3,750,000

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  • 4+1 bedrooms
  • 5 bathrooms
  • 2 parking
  • 2500-3000 sq ft

Listed 27 days ago · 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.

Details

Type
Semi-Detached
Style
2 1/2 Storey
Age
100+ years
Size
2500-3000 sq ft
Lot
38.18 × 148.49 ft
Basement
Finished, Full, Separate Entrance
Garage
None
Kitchens
1
Property tax
$16,458 (2026)
Neighbourhood
Rosedale-Moore Park
Municipality
Toronto C09

Interior

Bedrooms
4 above ground + 1 below
Bathrooms
1 × 2-piece (main), 1 × 4-piece (second), 1 × 5-piece (second), 1 × 3-piece (third), 1 × 3-piece (basement)
Rooms
8 above ground + 2 below
Family room or den
Yes
Fireplace
Natural Gas
Features
Bar Fridge, Built-In Oven, Countertop Range, ERV/HRV, In-Law Suite, Storage, Sump Pump, Carpet Free, In-Law Capability

Heating, cooling and services

Heating
Forced Air, Gas
Air conditioning
Central Air
Water and sewer
Sewer

Building and exterior

Style
2 1/2 Storey
Exterior
Brick
Roof
Asphalt Shingle
Foundation
Concrete
Age
100+
Faces
North
Outdoor
Year Round Living, Landscaped

Parking

Total parking
2
Driveway and parking
Private

Lot

Size
38.18 × 148.49 ft (irregular)

More

Possession
30-90 Days
Nearby
Park, Public Transit, Rec./Commun.Centre, School, School Bus Route, Ravine
Cross street
Highland Ave and Glen Rd

Rooms

RoomLevelSizeFeatures
Living RoomMain5.08 × 4.14 m (16'8" × 13'7")Hardwood Floor, Gas Fireplace, Overlooks Frontyard
Dining RoomMain4.78 × 3.78 m (15'8" × 12'5")Hardwood Floor, Open Concept, Overlooks Family
KitchenMain15.75 × 8.99 m (51'8" × 29'6")Hardwood Floor, Centre Island, Breakfast Bar
Family RoomMain3.45 × 3.25 m (11'4" × 10'8")Hardwood Floor, French Doors, W/O To Garden
Primary BedroomSecond4.04 × 3.66 m (13'3" × 12')Gas Fireplace, Walk-In Closet(s), 5 Pc Ensuite
Bedroom 3Third5.23 × 3.86 m (17'2" × 12'8")Hardwood Floor, B/I Closet, Skylight
Bedroom 4Third4.98 × 3.35 m (16'4" × 11')Hardwood Floor, Large Closet, Closet Organizers
RecreationLower5.11 × 4.78 m (16'9" × 15'8")Hardwood Floor, Above Grade Window, Pot Lights
Bedroom 5Lower4.27 × 2.95 m (14' × 9'8")Hardwood Floor, Above Grade Window, Closet

History of this address

4 earlier listings at this address, with sold and leased prices. Create a free account or sign in to see them.

Location

Location is approximate. See nearby homes on the map

Recent sales nearby

See what similar homes within 1 km sold for in the last year. Create a free account or sign in to see them.

The neighbourhood

Getting around Somewhat walkable

  • 🚇 Castle Frank Subway15 min walk
  • 🚇 Sherbourne Subway16 min walk
  • 🚆 Toronto Union Station GO4.1 km

Within a 10-minute walk: 1 grocery store, 1 cafés and restaurants, 11 parks, 1 pharmacy. Nearest grocery: Summerhill Market (600 m). Nearest park: Beaumont Park (200 m).

Schools nearby

Elementary

  • Whitney Junior Public School
    EQAO: Gr 6 reading 100%, math 88%    11 min walk
  • Rosedale Junior Public School
    EQAO: Gr 6 reading 100%, math 100%    11 min walk
  • Our Lady of Perpetual Help Catholic School Catholic
    EQAO: Gr 6 reading 100%, math 80%    15 min walk
  • Rose Avenue Junior Public School
    EQAO: Gr 6 reading 67%, math 14%    1.3 km

Secondary

  • Rosedale Heights School of the Arts
    EQAO: Gr 9 math 66%, literacy test 95%    16 min walk
  • Msgr Fraser College - Isabella Campus Catholic1.3 km
  • CALC Secondary School1.4 km

EQAO: share of students meeting the provincial standard (2024–25). Ontario average: Gr 6 reading 86%, math 51%; Gr 9 math 55%; literacy test 83%.

Closest schools, not school zones. Check which school serves this address with the school board before relying on it.

Who lives here postal area M4W

Owners / renters
56% / 44%
Median household income
$104,000
Average age
45
Children under 15
9%
Homes
18% detached, 63% high-rise
Commute by transit
25%
Population
15,296

Languages spoken most at home besides English: Mandarin 2.8%, Iranian Persian 1%, Spanish 0.9%, Korean 0.8%.

Flood and conservation No mapped hazard

Not inside a mapped flood plain or regulated area.

Screening maps only. Ask the conservation authority for a property inquiry before relying on this.

Safety

Major crime per resident in Rosedale-Moore Park (2025): 43% above the Toronto average, down 10% from the year before.

  • Assault41% above average
  • Break and enter140% above average
  • Auto theftabout average
  • Robberyabout average
  • Theft from vehiclesabout average
  • Shootingsnone reported

Crime Severity Index for Toronto police: 60 vs 57 for Ontario (2025).

Police-reported figures for the whole neighbourhood, not this street. Rates use the area’s resident population.

Development nearby 1 active

  • 99 GLEN RD · 400 m
    Plan of Condominium · Draft Plan Approved · applied 2026
    Create 4 residential units within an existing four storey building
    Application details

Rezoning, site plan, subdivision and condominium applications filed with the city.

Distances are approximate. Places © OpenStreetMap contributors. Neighbourhood figures: Statistics Canada, 2021 Census. School results: EQAO via Ontario Data Catalogue (Open Government Licence – Ontario). Neighbourhood crime: Toronto Police Service Public Safety Data Portal (Open Government Licence – Toronto Police Service). Crime Severity Index: Statistics Canada. Planning applications: City of Toronto open data.

Living here

Commute

To Union Station (downtown Toronto): 4 km. Transit times · Driving times

Noise Nothing major nearby

No highway within 500 m, rail line within 300 m, or airport flight path nearby.

Distances from the map, not noise measurements. Visit at rush hour to judge for yourself.

What can be built RD

Residential Detached (with a site-specific exception).

  • ✅ Up to 6 homes on the lot (multiplex): a sixplex ward
  • ✅ Garden suite in the backyard
  • ✅ Laneway suite, if the lot backs onto a lane

From Toronto’s Zoning By-law 569-2013 map. Lot size, setbacks and trees decide what actually fits; check with a planner before you buy.

Full lot check · Run the numbers

Heritage Protected

This address is on Toronto’s Heritage Register: Heritage Conservation District (Part V) (2004). Changes to the outside (and sometimes inside) usually need a heritage permit, and demolition is restricted.

Heritage Register entry

Building permits

  • Porch · 2025 · Closed
    Proposal to reconstruct the porch at the front of an existing SFD-semi dwelling.
  • Addition · 2015 · Closed
    construct addition at 2nd & 3rd floor
  • Interior Alterations · 2015 · Closed
    Proposal for interior alterations on the first, second and third floor
  • Underpinning · 2015 · Closed
    Proposal to underpin basement, basement finishings, basement walkout of single family dwelling. (See BP 15-125197 for admin permit - party…

5 permits on this block of the street in the last 2 years.

Permits filed with the City of Toronto. A permit doesn’t mean the work passed final inspection.

Trees

97 City street trees within 100 m, mostly maples. That’s more than the Toronto average of 42.

Trees on City boulevards only, not private yards or parks.

Internet High-speed

50/10 Mbps or faster available here by cable, fibre or DSL (the federal high-speed target).

From the federal broadband map. Check exact speeds and providers for the address.

Short-term rentals

Only in your principal residence (where you live). The entire home can be rented up to 180 nights a year; renting up to 3 bedrooms while you live there has no limit. Hosts register with the City and collect the 6% accommodation tax.

City rules

Zoning, heritage, building permits and street trees: City of Toronto open data (Open Government Licence – Toronto). Roads, rail, airports and planned stations © OpenStreetMap contributors. Internet: Innovation, Science and Economic Development Canada, National Broadband Data.

Listed by SOTHEBY'S INTERNATIONAL REALTY CANADA.

Listing information provided by PropTx Innovations Inc. and TRREB; deemed reliable but not guaranteed accurate by PropTx.

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