For Sale: 42 Glenayr Road, Toronto, ON - REW
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$4,500,000
5 bd • 4 ba • 2000 - 2499 sf • House
42 Glenayr Road
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$4,500,000
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42 Glenayr RoadToronto, ON, M5P 3B8

Forest Hill South
  • 5 Bed
  • 4 Bath
  • 2000 - 2499 Sqft
  • House

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. (id:63626)
Listed by: DEANA FELDMAN, Salesperson, Chestnut Park Real Estate Ltd.

Home facts and features

Price details
List Price
$4,500,000
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Gross Taxes for 2026
$18,316
Home facts
Bedrooms
5
Full Bathrooms
3
Partial Bathrooms
1
Parking Spaces
7
Parking Details
Garage, Attached Garage
Property Type
House
Depth
159.4 feet
Frontage
40.0 feet
Title
Freehold
Exterior Finish
Brick
Heating Type
Natural gas
Cooling
Central air conditioning
Basement Details
Unfinished,
Features
Cul-de-sac, Ravine
Community
Agent details
Primary Agent
DEANA FELDMAN
Primary Broker
Chestnut Park Real Estate Ltd.
Listing details
Days on REW
34 Days
MLS® Number
C13081206
Source
Canadian Real Estate Association
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25 Years
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3.99%

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Property Insights

Forest Hill Academy
  • Private
  • 9 - 12
Forest Hill Junior & Senior Public School
  • Public
  • JK - 8
Robbins Hebrew Academy
  • Private
  • NS - 8
Bishop Strachan School
  • Private
  • JK - 12
St Michael's College School
  • Private
  • 7 - 12
Holy Rosary Catholic School
  • Catholic
  • JK - 8
Humewood Community School
  • Public
  • JK - 8
Cedarvale Community School
  • Public
  • JK - 8
Cornerstone Montessori Prep School - Don Mills
  • Private
  • PS - 12
Shoore Centre for Learning
  • Private
  • 6 - 12
School catchments and distances are intended to be used as reference only. To verify enrolment eligibility for a property, contact the school directly.Report Incorrect Info
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Call Agent
Salesperson
DEANA FELDMAN
Phone:
(416) 925-9191
Office:
416-925-9191
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