42 Glenayr Road

Forest Hill South, Toronto, Ontario M5P 3B8

Overview

At a glance

Days on market175 days
ListedMay 4, 2026
UpdatedMay 5, 2026
Size2000-2500 sq ft
Lot40 x 159.41 Feet
Property taxes$18,316 (2026)
Parking7 spaces
BasementUnfinished
MLS® numberC13081206
Data sourcePropTx MLS® System
Listing brokerageCHESTNUT PARK REAL ESTATE LIMITED

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.

Details

Property

Style
2-Storey
Fronting on
West
Cross street
Between Burton and Strathearn
Community
Forest Hill South
Municipality
Toronto C03

Inside

Bedrooms above grade
4
Bedrooms below grade
1
Bathrooms
4
Kitchens
1
Basement
Unfinished
Family room
No
Fireplace
Yes
Interior features
Other

Utilities

Heating
Water
Heating fuel
Gas
Cooling
Central Air
Sewer
Sewer

Building

Construction
Brick
Foundation
Unknown
Roof
Unknown
Pool
None

Parking

Garage
Attached
Parking spaces
5
Total parking
7
Driveway
Private

Land

Frontage
40
Depth
159.41
Lot size units
Feet
Lot irregularities
Lot Widens To 71X172.6 Ft As Per Geow
Waterfront
No
Property features
Arts Centre, Cul de Sac/Dead End, Fenced Yard, Park, Ravine, School
Rooms (11)
RoomLevelSizeFeatures
Living RoomMain6.32 x 5.36
Dining RoomMain2.84 x 4.60
KitchenMain4.93 x 2.40
LibraryMain4.90 x 3.80
Primary BedroomSecond3.59 x 6.12
Bedroom 2Second4.39 x 3.91
Bedroom 3Second4.34 x 3.02
RecreationLower4.20 x 5.82
LaundryLower3.47 x 3.00
OtherLower3.16 x 1.76
Furnace RoomLower3.35 x 3.68
Value

What it’s worth

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Market read

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History

Listing history

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How it compares

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Neighbourhood

Around Forest Hill South

What’s nearby

Quiet streetBackyard faces north

  • Elementary schoolForest Hill Junior and Senior Public Schoolabout 8 min walk
  • High schoolForest Hill Collegiate Instituteabout 18 min walk
  • ParkCedarvale Parkabout 1 min walk
  • Playground about 6 min walk
  • TrailCedarvale Park Trailabout 3 min walk
  • River or lakeCastle Frank Brookabout 7 min walk
  • Grocery storeKitchen Tableabout 9 min walk
  • DowntownTorontoabout 5.1 km
  • LibraryToronto Public Library - Wychwoodabout 15 min walk
  • Rec centre or arenaChabad of Midtown Community Centreabout 14 min walk
  • Golf courseDogleg Leftabout 26 min walk
  • HospitalHillcrest Groundsabout 23 min walk
  • Highway on-ramp about 3 km
  • GO or train stationBloorabout 4.6 km

Approximate: straight-line distances, and the backyard and street worked out from the map pin and map data © OpenStreetMap contributors. Check school boundaries with the school board.

On the map

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Community

The Forest Hill South market

Forest Hill South sale prices

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Costs

What it would cost

%
%
An example rate. Use the one your lender quotes.
Every monthEstimate
Mortgage payment$0
Property tax$0
Monthly total$0
At closing
Ontario land transfer tax$0

Estimates only, not financial advice. Uses Canadian semi-annual compounding, the minimum down payment and mortgage insurance rules, and Ontario’s land transfer tax brackets. Your lender and lawyer confirm the real numbers. Legal fees, title insurance and moving costs aren’t included.

Listing courtesy of CHESTNUT PARK REAL ESTATE LIMITED. Listing information from the PropTx MLS® System. Each listing shows the brokerage that represents it. 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. Information is deemed reliable but is not guaranteed accurate by PropTx. Last updated October 26, 2026 at 10:38 p.m.

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