42 Glenayr Road, Toronto, ON

Toronto, Central Toronto, Forest Hill South Hood
Between Burton and Strathearn
4+1 Br | 4 Bath | 2000-2500 Sqft
$4,500,000 For Sale

Property Overview

  • Detached — 2-Storey
  • SqFt: | 2000-2500 Sqft
  • Lot Size: 40.00 x 159.41 Feet
  • Age: n/a
  • Basement: Unfinished
  • Exterior: Brick
  • Taxes: 18,316 / 2026
  • Zoning: n/a
  • MLS #: C13081206
  • Sewer: Sewer
  • Heat Source: Gas , Water

Property 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

  • For: For Sale
  • Type: Detached
  • Style: 2-Storey
  • Lot: 40.00 x 159.41 Feet
  • Region: Toronto
  • Hood: Forest Hill South
  • Zoning: n/a
  • Lot Features: Irregular Lot
  • Lot Irreg: Lot Widens To 71X172.6 Ft As Per Geow
  • Fronting On: West

Building Details

  • Age: n/a
  • Exterior: Brick
  • Heat: Gas , Water
  • A/C: Central Air
  • Interior Features: Other
  • Pool: None
  • Sewer: Sewer
  • Garage: Attached
  • Total Parking: 7.00
  • Driveway: Private

Property Interior

  • Sqft: 2000-2500 Sqft
  • Bed: 4 +1
  • Bath: 4
  • Kitchen: 1
  • Family Room: No
  • Basement: Unfinished
Rooms Details

Living Room

Main Level

0 x 0

Dining Room

Main Level

0 x 0

Kitchen

Main Level

0 x 0

Library

Main Level

0 x 0

Primary Bedroom

Second Level

0 x 0

Bedroom 2

Second Level

0 x 0

Bedroom 3

Second Level

0 x 0

Recreation

Lower Level

0 x 0

Laundry

Lower Level

0 x 0

Other

Lower Level

0 x 0

Furnace Room

Lower Level

0 x 0

Property Listed by: CHESTNUT PARK REAL ESTATE LIMITED
Virtual Tour: n/a

Home Valuation Estimate

What is 42 Glenayr Road, Toronto, ON worth in today’s Forest Hill South, Central Toronto market?

This HomeZira valuation preview helps buyers and sellers think through the asking price for this 4-bedroom Detached with 2000-2500 sq. ft. in Forest Hill South, Central Toronto. The full estimate reviews the property’s location, home type, bedroom count, size range, age, and nearby comparable market activity after sign-in.

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Location

  • Address: 42 Glenayr Road
  • Neighborhood: Forest Hill South
  • Zip/Postal Code: M5P 3B8
  • Nearby Amenities: Arts Centre, Cul de Sac/Dead End, Fenced Yard, Park, Ravine, School
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About 42 Glenayr Road, Toronto C03, ON M5P 3B8, Central Toronto

Located at 42 Glenayr Road, Toronto, ON in Central Toronto (Forest Hill South neighbourhood), near Between Burton and Strathearn. This freehold home offers Detached, ["2-Storey"], 4 bedrooms, 4 bathrooms, 10 total rooms and 2000-2500 sq.ft. (approx.) in a layout suited to everyday family living. Basement: Unfinished • 7 parking spots • Garage: Attached • Heating: Gas Water • Cooling: Central Air. Property taxes are approximately $18,316 for 2026. 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.

FAQs for 42 Glenayr Road, Toronto, ON , Forest Hill South , Central Toronto

What are the listing details for 42 Glenayr Road, Toronto, ON?
42 Glenayr Road, Toronto, ON is a Detached for sale in Central Toronto, in the Forest Hill South neighbourhood, Toronto. The current list price is $4,500,000. MLS number: C13081206.
How many bedrooms and bathrooms does this home have?
42 Glenayr Road, Toronto, ON is listed as a Detached with a ["2-Storey"] style, featuring 4+1 bedroom(s) and 4 bathroom(s). The listed interior size range is 2000-2500 sq. ft..
What lot, basement, garage, or parking details are listed?
The lot size is listed as approximately 40.00 x 159.41 Feet. The basement is listed as: Unfinished. Garage type: Attached. Total parking: 7 space(s).
What heating, cooling, and exterior details are shown?
Heating is listed as: Gas, Water. Cooling is listed as: Central Air. Exterior/construction materials are listed as: Brick.
Where is this property located?
42 Glenayr Road, Toronto, ON is located in the Forest Hill South neighbourhood of Central Toronto. The listed cross street is Between Burton and Strathearn.
What information is available on this public listing page?
The public listing page shows current active listing information, property photos, room details when available, map location, listed price, property features, and contact options. Annual taxes are listed as $18,316 / 2026. Valuation tools and similar sold-property previews are available after sign-in where applicable, without displaying sold data in this public FAQ.

FAQ content is based on current active listing fields shown on this page. Sold prices, sold comparables, and VOW-only details are not included in this public FAQ.