$4,500,000
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42 Glenayr Road, Toronto (forest Hill South), ON M5P3B8

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5 Beds
4 Baths
- Sq Ft

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. (id:58753)

Listing By: DEANA FELDMAN - CHESTNUT PARK REAL ESTATE LIMITED cncrea2 Realty.com
  • MLS® C13081206
  • Date Listed05/04/2026
  • Days on Realty 35 Days
  • Bedrooms 5
  • Bathrooms 4 baths
  • Lot Size -
  • Sewer Other
  • Property Type Single Family Residence
  • Water Public

Interior Features

  • Cooling Central air conditioning
  • Heating Natural gas

Exterior / Lot Features

  • Roof -
  • Lot Size Acres -
  • Lot Size SQFT -
  • Lot Features Cul-de-sac, Ravine

Directions

Cross Streets: Between Burton and Strathearn. ** Directions: South of Burton.

Sales & Tax History

Source: Public Records

Local Neighborhood Highlights for M5P3B8

Discover key demographics, population statistics, and environmental insights for the Toronto (forest Hill South), ON area.

Walkability in ON / M5P3B8

Source: Walk Score

74/100

Very Walkable

Walk Score ®

81/100

Excellent Transit

Transit Score ®

58/100

Bikable

Bike Score ®

Overview

Most errands can be accomplished on foot. Transit is convenient for most trips. Some bike infrastructure.

Transit Summary

15 nearby routes: 13 bus, 2 rail, 0 other

Walkability averages in the surrounding area

The average walkability score in the surrounding area is Walk Score: 80/100, Transit Score: 80/100, Bike Score: 70/100.

Points of Interest near 42 GLENAYR ROAD, Toronto (Forest Hill South), ON M5P3B8

Frequently Asked Questions for 42 GLENAYR ROAD

Source: Realty.com

42 GLENAYR ROAD, Toronto (Forest Hill South), ON M5P3B8 in Toronto (Forest Hill South), ON M5P3B8 is a single family residence listed at $4,500,000. Highlights include 5 bedrooms, 4 bathrooms. Realty.ca has 33 photos, sales history, school insights, and mortgage tools for this listing.

Realty.com has 33 photos of 42 GLENAYR ROAD.

The full address for this home is 42 GLENAYR ROAD, Toronto (Forest Hill South), ON M5P3B8.

42 GLENAYR ROAD has been listed on Realty.com since Mon May 04, 2026

Most errands can be accomplished on foot. Transit is convenient for most trips. Some bike infrastructure.

The average walkability score in the surrounding area is Walk Score: 80/100, Transit Score: 80/100, Bike Score: 70/100.

Listing provided courtesy of: CHESTNUT PARK REAL ESTATE LIMITED
Listing agent: DEANA FELDMAN

This content last refreshed on 2026-06-08 01:13:58. Some properties which appear for sale on this web site may subsequently have sold or may no longer be available.