$4,500,000
Est. payment $19,925/moCalculate yours
42 Glenayr Road, Toronto, ON M5P 3B8
Forest Hill South, Toronto, ON M5P 3B8
- 4 + 1 Beds
- 4 Baths
- 2 Garage
- 2,000 Sq Ft
Listing courtesy of CHESTNUT PARK REAL ESTATE LIMITED 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.
Property details
Overview
- Property Type
- Detached
- Style
- 2-Storey
- For
- For Sale
- Status
- New
- Size
- 2,000 sqft
Interior
- Bedrooms
- 4 + 1
- Bathrooms
- 4
- Kitchens
- 1
- Total Rooms
- 10
- Basement
- Unfinished
Building & Systems
- Heating
- Water (Gas)
- Cooling
- Central Air
- Exterior
- Brick
- Foundation
- Unknown
- Roof
- Unknown
- Water
- Municipal
- Sewer
- Sewer
Lot & Parking
- Lot Size
- 40 x 159.41 Feet
- Parking
- Attached garage · 7 total
- Zoning
- Res
Financial
- Property Taxes
- $18,316 (2026)
Location
- Neighbourhood
- Forest Hill South
- Cross Street
- Between Burton and Strathearn
- Direction Faces
- West
Listing
- MLS® Number
- C13081206
- Days on Market
- 167
- Listed On
- 2026-05-04
- Possession
- TBA
- Listed By
- CHESTNUT PARK REAL ESTATE LIMITED
Rooms
Features
Interior
- Other
Property
- Arts Centre
- Cul de Sac/Dead End
- Fenced Yard
- Park
- Ravine
- School
Pool
- None
Mortgage calculator
Estimated mortgage payment
$19,925 per month
- Principal and interest
- $19,925
- Property tax
- $1,526
- Condo fees
- $0
- Estimated monthly cost
- $21,451
Your mortgage
- Mortgage amount
- $3,600,000
- Mortgage insurance
- Not needed
- Interest over 25 years
- $2,377,508
Cash to close
- Down payment
- $900,000
- Land transfer tax (Ontario + Toronto)
- $217,950
- First-time buyer refund
- $0
- Sales tax on insurance (8%)
- $0
- Total, before legal fees
- $1,117,950
With less than 20% down, a 30-year amortization is available to first-time buyers and buyers of newly built homes.
Talk to me about financingEstimates only, not a mortgage offer or financial advice. Uses the Canadian fixed-rate convention (interest compounded twice a year), 2026 mortgage insurance premiums and Ontario land transfer tax. Your lender will confirm your actual rate and payment.
Location
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