42 GLENAYR ROAD Toronto

42 GLENAYR ROAD, Toronto, Ontario

$4,500,000

  • 5 Beds
  • 4 Baths

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:50212)

  • Listing ID: C13081206
  • Property Type: Single Family

Schedule a Tour

Schedule Private Tour

The TanTeam would happily provide a private viewing if you would like to schedule a tour.

Match your Lifestyle with your Home

Contact The TanTeam, who specializes in Toronto real estate, on how to match your lifestyle with your ideal home.
Get Started Now

Lifestyle Matchmaker

Let The TanTeam find a property to match your lifestyle.

Rooms

LevelTypeDimensions
Primary Bedroom Second level Measurements not available
Bedroom 2 Second level Measurements not available
Bedroom 3 Second level Measurements not available
Laundry room Lower level Measurements not available
Other Lower level Measurements not available
Recreational, Games room Lower level Measurements not available
Living room Main level Measurements not available
Dining room Main level Measurements not available
Kitchen Main level Measurements not available
Library Main level Measurements not available

Details

  • Amenities Nearby: Park, Schools
  • Features: Cul-de-sac, Ravine
  • Ownership: Freehold
  • Parking Spaces: 7
  • Transaction: For sale
  • Zoning Description: Res

Building

  • BasementType: N/A (Unfinished)
  • Basement Development: Unfinished
  • Bedrooms Main Level: 4
  • Bedrooms Lower Level: 1
  • Construction Style Attachment: Detached
  • Cooling: Central air conditioning
  • Exterior Finish: Brick
  • Fireplace Present: True
  • Foundation: Unknown
  • Bathrooms (Half): 1
  • Bathrooms (Total): 4
  • Size Interior: 2000 - 2500 sqft
  • Stories Total: 2
  • Type: House
  • Utility Water: Municipal water

Land

  • Amenities: Park, Schools
  • Fence: Fenced yard
  • Sewer: Sanitary sewer
  • Size Frontage: 40 ft
  • Size Irregular: 40 x 159.4 FT ; Lot Widens To 71X172.6 Ft As Per Geow
MLS®

Listing provided by CHESTNUT PARK REAL ESTATE LIMITED
MLS®, REALTOR®, and the associated logos are trademarks of the Canadian Real Estate Association.

REALTOR®

This REALTOR.ca listing content is owned and licensed by REALTOR® members of the Canadian Real Estate Association. This property for sale is located at 42 GLENAYR ROAD in Toronto Ontario. It was last modified on May 4th, 2026. Contact The TanTeam to schedule a viewing or to discover other Toronto real estate for sale.

Request More Information

Want more information or schedule a showing? Request more information with The TanTeam, who specializes in Toronto properties.

Terms of Use Agreement

Terms of Use
This website is operated by The TanTeam, REALTORS® who are members of The Canadian Real Estate Association (CREA). The content on this property is owned or controlled by CREA. By accessing this website, the user agrees to be bound by these terms of use as amended from time to time, and agrees that these terms of use constitute a binding contract between the user, The TanTeam, and CREA.

Copyright
The content on this website is protected by copyright and other laws, and is intended solely for the private, non-commercial use by individuals. Any other reproduction, distribution or use of the content, in whole or in part, is specifically prohibited. Prohibited uses include commercial use, "screen scraping", "database scraping", and any other activity intended to collect, store, reorganize or manipulate the content of this website.

Trademarks
REALTOR®, REALTORS®, and the REALTOR® logo are certification marks that are owned by REALTOR® Canada Inc. and licensed exclusively to The Canadian Real Estate Association (CREA). These certification marks identify real estate professionals who are members of CREA and who must abide by CREA’s By-Laws, Rules, and the REALTOR® Code. The MLS® trademark and the MLS® logo are owned by CREA and identify the professional real estate services provided by members of CREA.

Liability and Warranty Disclaimer
The information contained on this website is based in whole or in part on information that is provided by members of CREA, who are responsible for its accuracy. CREA reproduces and distributes this information as a service for its members, and assumes no responsibility for its completeness or accuracy.

Amendments
The TanTeam may at any time amend these Terms of Use by updating this posting. All users of this site are bound by these amendments should they wish to continue accessing the website, and should therefore periodically visit this page to review any and all such amendments.

Agree Decline