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42 Glenayr Road

Forest Hill South, Toronto, M5P 3B8

$4,500,000

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  • 4+1 bedrooms
  • 4 bathrooms
  • 7 parking
  • 2000-2500 sq ft

Listed 169 days ago · MLS® C13081206

About this home

An extraordinary opportunity to create a landmark residence in one of Toronto's most prestigious neighbourhoods. Set on a prime, highly coveted west-facing lot, this offering sits on the iconic curved red cobblestone section of Glenayr Road - one of Forest Hill's most distinguished and sought-after streets, just moments from Forest Hill Village. The property boasts a rare and generous land parcel, beginning at 40 ft of frontage and widening to approximately 71 ft, with a depth of 172.6 ft and a total area of approximately 8,600+ sq ft, offering exceptional scale and presence. This unique offering comes with Committee of Adjustment approvals for a striking custom-designed three-storey estate by renowned architect Richard Wengle, envisioned at approximately 6,000+ sq ft above grade and over 10,000 sq ft of total living space. The proposed design showcases expansive principal rooms, an integral garage, and a resort-inspired outdoor setting complete with pool, cabana, and curated entertaining spaces. Full architectural plans have been thoughtfully prepared, presenting a rare opportunity to bring a sophisticated vision to life with much of the groundwork already in place. The existing residence has been extensively prepared, offering flexibility for those who wish to proceed with the approved new build or explore a tailored transformation of the current structure. For the discerning builder, investor, or end-user, this is a rare chance to secure a premier property and step into an advanced-stage luxury project in an exceptional location. Property and improvements being sold in as-is, where-is condition. The current home has been demo'd back to the brick and is not liveable.

Details

Type
Detached
Style
2-Storey
Size
2000-2500 sq ft
Lot
40 × 159.41 ft
Basement
Unfinished
Garage
Attached
Kitchens
1
Property tax
$18,316 (2026)
Neighbourhood
Forest Hill South
Municipality
Toronto C03
Price per sq ft
$2,000 (18% above detached houses in Forest Hill South, $1,689)

Interior

Bedrooms
4 above ground + 1 below
Bathrooms
1 × 5-piece (second), 1 × 4-piece (second), 1 × 3-piece (lower), 1 × 2-piece (main)
Rooms
8 above ground + 2 below
Family room or den
No
Fireplace
Yes

Heating, cooling and services

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

Building and exterior

Style
2-Storey
Exterior
Brick
Faces
West

Parking

Garage spaces
2
Total parking
7
Driveway and parking
Private

Lot

Size
40 × 159.41 ft

More

Possession
TBA
Nearby
Arts Centre, Cul de Sac/Dead End, Fenced Yard, Park, Ravine, School
Cross street
Between Burton and Strathearn

Rooms

RoomLevelSizeFeatures
Living RoomMain6.32 x 5.36
Dining RoomMain2.84 x 4.60
KitchenMain4.93 x 2.40
LibraryMain4.90 x 3.80
Primary BedroomSecond3.59 x 6.12
Bedroom 2Second4.39 x 3.91
Bedroom 3Second4.34 x 3.02
RecreationLower4.20 x 5.82
LaundryLower3.47 x 3.00
OtherLower3.16 x 1.76
Furnace RoomLower3.35 x 3.68

History of this address

1 earlier listing 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 Very walkable

  • 🚇 St. Clair West Subway12 min walk
  • 🚇 Forest Hill LRT18 min walk
  • 🚆 Mount Dennis GO5.6 km

Within a 10-minute walk: 3 grocery stores, 10 cafés and restaurants, 11 parks, 7 pharmacies. Nearest grocery: Kitchen Table (650 m). Nearest park: Ridgewood Parkette (200 m).

Schools nearby

Elementary

  • Forest Hill Junior and Senior Public School
    EQAO: Gr 6 reading 94%, math 90%    9 min walk
  • Bishop Strachan School Private12 min walk
  • Holy Rosary Catholic School Catholic
    EQAO: Gr 6 reading 100%, math 55%    13 min walk
  • Humewood Community School
    EQAO: Gr 6 reading 87%, math 60%    15 min walk

Secondary

  • Forest Hill Collegiate Institute
    EQAO: Gr 9 math 60%, literacy test 93%    1.3 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 M5P

Owners / renters
39% / 61%
Median household income
$99,000
Average age
44
Children under 15
12%
Homes
25% detached, 41% high-rise
Commute by transit
26%
Population
19,791

Languages spoken most at home besides English: Spanish 1.5%, Mandarin 1.2%, Tagalog (Pilipino, Filipino) 1%, Iranian Persian 0.7%.

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 Forest Hill South (2025): 41% below the Toronto average, down 29% from the year before.

  • Assault74% below average
  • Break and enter73% above average
  • Auto theft53% below average
  • Robberyabout average
  • Theft from vehicles38% below 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 4 active

  • 1673 BATHURST ST · 500 m
    Plan of Condominium · Draft Plan Approved · applied 2025
    Draft Plan of Condominium to facilitate the conversion of eight existing rental apartments.
    Application details
  • 3 MARKDALE AVE · 450 m
    Plan of Condominium · Draft Plan Approved · applied 2020
    Draft Plan of Standard Condominium to permit 7 residential units in an existing three-storey building with 7 surface vehicle parking and 7 surface bicycle…
    Application details
  • 1637 BATHURST ST · 250 m
    Site Plan · NOAC Issued · applied 2019
    A Site Plan Control application to permit a 4 storey rental apartment building containing 75 units. The five existing 3-storey buildings on the site are…
    Application details
  • 1603 BATHURST ST · 300 m
    Site Plan · Appeal Received · applied 2019
    Site Plan Approval Application to facilitate the construction of an 8-storey rental apartment building containing 79 new residential units. 1601 Bathurst…
    Application details
  • 270 HEATH ST W · 450 m
    Site Plan · Closed · applied 2024
    Site Plan Approval for one storey building for the fan plant adjacent to the north exit of St. Clair West Station (8 Tichester Road) and within Cedarvale Park.…
    Application details
  • 1647 BATHURST ST · 350 m
    Site Plan · Closed · applied 2022
    Site Plan Approval application to facilitate the redevelopment of the site for a 4-storey back-to-back townhouse development containing a total of 10 dwelling…
    Application details

1 more within 500 m.

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): 6 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

Building permits

No building permits at this address since 2014.

4 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

144 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 CHESTNUT PARK REAL ESTATE LIMITED.

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

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