42 GLENAYR ROAD - Photo 1 of 25, Toronto (Forest Hill South), Ontario
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$4,500,000

42 GLENAYR ROAD — Toronto (Forest Hill South), Ontario

M5P3B8

5Beds
4Baths
7Parking

About This Property

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. (id:63357)

Property Location

Map

Property Details

Property Type
Detached
Bedrooms
5
Bathrooms
4
Half Baths
1
Stories
2.0
Status
Active

Location & Neighborhood

What's nearby 42 GLENAYR ROAD

Parks & Recreation

Transit Access

Local Amenities

Banking

Coffee & Cafes

Fitness

Dining

POI data updated 5/5/2026

Toronto (Forest Hill South) Market Snapshot

50

Active Listings

$5393K

Median Price

0

Avg Days on Market

Last updated: May 5, 2026

Listed by

CHESTNUT PARK REAL ESTATE LIMITED

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$4,500,000
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Oakwyn Realty Ltd.

Search Listings Online Inc.

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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 quality of services provided by real estate professionals who are members of CREA. The information contained on this site 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 accuracy.

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