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.
Address
42 Glenayr Road
List Price
$4,500,000
MLS® Status
New
Expiration Date
2026-11-30
Property Type
Residential Freehold
Type of Dwelling
Detached
Style of Home
2-Storey
Transaction Type
Sale
Area
Toronto C03
Sub-Area
Forest Hill South
Region
Toronto
Bedrooms
4 + 1
Bedrooms (Total)
5
Rooms Above Grade
8
Rooms Below Grade
2
Rooms (Total)
10
Bathrooms
4
Floor Area
2000-2500 Sq. Ft.
Lot Depth
159.41
Lot Features
Irregular Lot
Lot Irregularities
Lot Widens To 71X172.6 Ft As Per Geow
Lot Size Units
Feet
Lot Width
40
Parcel Number
104660095
Occupant Type
Vacant
Cross Street
Between Burton and Strathearn
MLS® Number
C13081206
Listing Brokerage
CHESTNUT PARK REAL ESTATE LIMITED
Basement Area
Unfinished
Postal Code
M5P 3B8
Posession Details
TBA
Parking
Private
Parking Places (Total)
7
Parking Spaces
5
Tax Amount
$18,315.71
Tax Year
2026
Site Influences
Arts Centre, Cul de Sac/Dead End, Fenced Yard, Park, Ravine, School
Interior Features
Other
Property Features
Arts Centre, Cul de Sac/Dead End, Fenced Yard, Park, Ravine, School
Central Vacuum
No
Family Room
No
Ensuite Laundry
No
Special Designation
Unknown
Standard Status
Active
Board Or Association
Toronto Regional Real Estate Board
Heating
Yes
Heat Source
Gas
Heat Type
Water
Cooling
Yes
Cooling Features
Central Air
Construction Materials
Brick
Direction Faces
West
Fireplace
Yes
Foundation Details
Unknown
Garage
Yes
Garage Type
Attached
Attached Garage
Yes
Covered Spaces
2
Kitchens Total
1
Kitchens Above Grade
1
Pool Features
None
Roof
Unknown
Tax Legal Description
Lot 51,Plan 1932
Waterfront
No
Sewer
Sewer
Rooms
| Floor | Type | Dimensions | Features |
|---|---|---|---|
| Main | Living Room | 6.32 x 5.36 Meters | |
| Main | Dining Room | 2.84 x 4.60 Meters | |
| Main | Kitchen | 4.93 x 2.40 Meters | |
| Main | Library | 4.90 x 3.80 Meters | |
| Second | Primary Bedroom | 3.59 x 6.12 Meters | |
| Second | Bedroom 2 | 4.39 x 3.91 Meters | |
| Second | Bedroom 3 | 4.34 x 3.02 Meters | |
| Lower | Recreation | 4.20 x 5.82 Meters | |
| Lower | Laundry | 3.47 x 3.00 Meters | |
| Lower | Other | 3.16 x 1.76 Meters | |
| Lower | Furnace Room | 3.35 x 3.68 Meters |