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$4,500,000Asking Price

42 Glenayr Road, Toronto C03, ON M5P 3B8

Forest Hill, Toronto

Detached
4 + 1
Bedrooms
4
Baths
7
Parking
Days on Market

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.

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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.

Key Info

  • 2-Storey Detached
  • 5-Car Driveway
  • 2-Car Attached Garage
  • Between Burton and Strathearn
  • 2000-2500 Approximate Sq Feet
  • Unfinished Basement
  • 1 Kitchen
  • Water Gas Heating
  • Central Air

Property

  • Lot Size 40 x 159.41 Feet
  • Brick Exterior
  • Taxes were $18,315 in 2026
  • Possession: TBA

Details

  • Fireplace
  • No Family Room
  • Sewers
  • Municipal Water
  •  
  • MLS #C13081206
  • CHESTNUT PARK REAL ESTATE LIMITED

Extras

Room Floor Dimensions Details
1 Kitchen Main
2 Library Main
3 Laundry Lower
4 Other Lower
Washroom1 5-Piece Bathroom
Washroom1 4-Piece Bathroom
Washroom1 3-Piece Bathroom on Lower
Washroom1 2-Piece Bathroom on Main Floor

Who lives here?

Forest Hill, Toronto is a central Toronto neighbourhood notable for its renters, university grads, executives and business, health and education, law & public sector professionals. Residents tend to be older with a significant number of adults aged 60 to 64 and seniors aged 65 to 74.

Families

Kids Per Family

0.9

kids per family
in the neighbourhood.

Toronto  (1.2)
Gta  ({{ '1.29999995231628' | number: 1 }})

Singles

47% of residents are
single and loving it.

47% singles

Toronto (50%)
Gta ({{ '44.8800010681152' | number: 0 }}%)

Renters

56% of residents
are renters.

56% renters

Toronto (47%)
Gta ({{ '33.0200004577637' | number: 0 }}%)

Education

72% of residents are
university grads.

72% university grads

Toronto (48%)
Gta ({{ '43.6699981689453' | number: 0 }}%)

Income

Average Household Income

$406K

is the average household
income in the neighbourhood.

Toronto  ($132K)
Gta  ({{ '135056.828125' | minifiedCurrency }})

Professions

Professions

Government 13%
Business 13%
Management 11%
Sales 11%
Health 6%

Immigrants

29% of residents were
born outside of Canada.

29% immigrants

Toronto (48%)
Gta ({{ '45.4300003051758' | number: 0 }}%)

Birthplace - All

USA was once home to 2.6% of immigrants.
UK 2.2%
Philippines 2.0%
China 1.6%
Iran 1.2%

2.6% from USA
All-time

Birthplace - Recent

Philippines was once home to 0.7% of immigrants.
China 0.6%
India 0.4%
Iran 0.4%
Brazil 0.2%

0.7% from Philippines
Recent

Foreign Languages

Foreign Languages

Spanish 2%
French 2%
Tagalog 2%
Russian 1%
Mandarin 1%

Religions

Religions

Christian 44%
Jewish 30%
Muslim 2%
Buddhist 1%
Hindu 1%

Social Housing

Social Housing Buildings

0

Social housing buildings
in the neighbourhood.

Gta Avg (5.19)

Shelters

Shelters

0

Homeless shelters in
the neighbourhood.

Gta Avg (0.54)