Skip to main content
Map
1 / 33
$4,500,000
For SaleListed 82 days ago

42 Glenayr Road, Toronto, ONM5P 3B8

Forest Hill South
5
4
2,000–2,500 ft²
Detached7 Parking40 × 159.41 ft Lot
Listed by CHESTNUT PARK REAL ESTATE LIMITED

Monthly Cost

Property Information

Property TypeDetached
Bedrooms5
Bathrooms4
Size2,000–2,500 ft²
Lot Size40 × 159.41 ft
BasementUnfinished
Parking7 parking spaces · Private · Garage · Attached
Property taxes$18,316/yr (2026)
Days on Market82 Days
Listed DateMay 4, 2026
MLS® NumberC13081206

Listing History

Event
Date
Price
Listed
May 4, 2026
$4,500,000

Shows activity for this MLS® listing. Prior listings and sold records appear when available.

Description

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.

Location

View on Map

School Zones

School boundaries and eligibility may change. Confirm school eligibility directly with the school board.

Compare schools & catchments →

About Forest Hill South

View Forest Hill South on Market

Who lives here

A snapshot of this home’s immediate area — the census dissemination area it sits in.

55%
Homeowners
57%
Households with kids
$127,000
Median income
44
Median age
2.3
Avg. household size
66%
University degree
38%
Newcomers (immigrants)
Age profile648 residents
Under 2021%
20–3416%
35–6441%
65+21%

StatCan 2021 Census · this home’s dissemination area (DA 35204866). Values are randomly rounded by Statistics Canada for privacy.

Homes for sale nearby

Questions about this home?

Book a viewing or ask anything — we typically reply within 1 hour.

Buyer Cashback · Free home valuation

DistrictIQ Inc., BrokerageMLS® data provided by PropTxUpdated May 5, 2026
Show data source & legal disclosures

Listing data is provided by the Toronto Regional Real Estate Board (TRREB) and PropTx under the Internet Data Exchange (IDX) program. The information is deemed reliable but is not guaranteed accurate by TRREB, PropTx, CREA or DistrictIQ Inc., Brokerage, may not reflect the most current status, and is subject to errors, omissions, prior sale, change, or withdrawal without notice. Listings should be independently verified.

The trademarks REALTOR®, REALTORS® and the REALTOR® logo are controlled by The Canadian Real Estate Association (CREA) and identify real estate professionals who are members of CREA. The trademarks MLS®, Multiple Listing Service® and the associated logos identify professional services rendered by REALTOR® members of CREA to effect the purchase, sale and lease of real estate as part of a cooperative selling system. Used under licence.

Sold & closed data

Sold and closed listing data is provided by the Toronto Regional Real Estate Board (TRREB) and PropTx through the VOW (Virtual Office Website) data feed and is shown only to registered consumers with a bona fide real estate interest. The information is deemed reliable but is not guaranteed accurate by TRREB, PropTx, CREA or DistrictIQ Inc., Brokerage, and is subject to errors, omissions, change or withdrawal. It must be independently verified.

The information provided herein must only be used by consumers that have a bona fide interest in the purchase, sale, or lease of real estate and may not be used for any commercial purpose or any other purpose.

MLS®, Multiple Listing Service® and the associated listing data are owned by the Toronto Regional Real Estate Board (TRREB) and PropTx and are protected by copyright. Used under licence; all rights reserved.

DistrictIQ Inc., Brokerage · © 2026 DistrictIQ Inc.

This website is not intended to solicit persons currently under contract with a brokerage.

The information provided herein must only be used by consumers that have a bona fide interest in the purchase, sale, or lease of real estate and may not be used for any commercial purpose or any other purpose.