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Detached for sale at 42 Glenayr Road, Toronto C03 - 5 bedroom, 4 bathroom - Photo 1 of 60
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$4,500,000

42 Glenayr Rd

Toronto C03, ON M5P 3B8

42 Glenayr Rd, Toronto C03Listed at $4,500,000. 5 bedroom, 4 bathroom 2-Storey Detached. MLS® C13081206.

Possession · seller's timeline

Flexible

5Beds
4Baths
2000-2500sqft
Detached
2-Storey
7Parking
$18,315.71Taxes/yr · 2026

What's this home worth?

Get a free estimate for 42 Glenayr Rd

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.

Property Details

Property TypeDetached
Style2-Storey
CommunityForest Hill South
Rooms8+2
Kitchens1
Washrooms4
Square Feet2000-2500 sqft
Lot Dimensions40 × 159.41 ft
Fronting OnWest
Dir/Cross StBetween Burton and Strathearn
Garage TypeAttached
Garage Parking Spaces2
DrivePrivate
Parking Drive Spaces5
Total Parking Spaces7
ExteriorBrick
RoofUnknown
FoundationUnknown
BasementUnfinished
Fireplace FeaturesYes
Heating TypeWater
Heating SourceGas
A/CCentral Air
SewersSewer
Taxes (2026)$18,315.71
HSTIncluded In
Listed Date5/4/2026
Days on Market139 days
PossessionTBA
Same-day showings available
5.0Rated 5 stars on Google ReviewsWhatsApp Us About This Listing

Property Insights

Home Value
Estimate

Listing Courtesy of: CHESTNUT PARK REAL ESTATE LIMITED

MLS® #C13081206

TRREBMLS®

The listing data is provided under copyright by the Toronto Regional Real Estate Board (TRREB). The listing data is deemed reliable but is not guaranteed accurate by TRREB. 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 are owned by CREA and identify the quality of services provided by real estate professionals who are members of CREA. Used under license.

© 2026 Toronto Regional Real Estate Board. All rights reserved.

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HouseIndex Take: 42 Glenayr Road

This detached (2-Storey) is located in the Forest Hill South neighbourhood of Toronto.

The home offers 5+1 bedrooms, 4 bathrooms.

Features include a unfinished basement, 7 parking spaces including a 2-car garage, a fireplace.

Additional details: lot dimensions of 40 × 159.41 feet.

Listed at $4,500,000 CAD with annual property taxes of $18,315.71 (2026).

About Toronto Real Estate

This Detached is located in the Forest Hill South community in Toronto. Toronto is Canada's largest city and the economic hub of the Greater Toronto Area. With world-class transit, diverse neighbourhoods from the Annex to Scarborough, and proximity to major employers in the Financial District, it remains the most sought-after real estate market in Ontario. Buyers benefit from extensive GO Transit and TTC subway connectivity. Detached homes in Toronto are in high demand among families seeking space, privacy, and long-term equity growth.

TTC subway & streetcar networkWorld-class dining & entertainmentUniversity of Toronto & major hospitals nearbyWaterfront trails & ravine parks
Walkability: Highly walkable — many neighbourhoods score 80+ on Walk Score
View full Toronto neighbourhood guide →