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For sale
  • C$4,500,000

    42 Glenayr Rd, Toronto, ON M5P 3B8

    5beds
    4baths
    Single Family Residence
    Built in ----
    6,376 Square Feet Lot
    $-- Zestimate®
    C$--/sqft
    C$-- HOA

    What's special

    Expansive principal roomsIntegral garageResort-inspired outdoor settingCurated entertaining spaces
    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.
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    Zillow last checked:

    Listing updated:

    Listed by:

    CHESTNUT PARK REAL ESTATE LIMITED

    Source: TRREB,MLS®#: C13081206MLS LogoOriginating MLS®#: Toronto Regional Real Estate Board

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 5
      • Bathrooms: 4
      Primary bedroom
      • Description: Primary Bedroom
      • Level: Second
      • Area: 21.97 Square Meters
      • Area source: Other
      • Dimensions: 3.59 x 6.12
      Dining room
      • Description: Dining Room
      • Level: Main
      • Area: 13.06 Square Meters
      • Area source: Other
      • Dimensions: 2.84 x 4.60
      Kitchen
      • Description: Kitchen
      • Level: Main
      • Area: 11.83 Square Meters
      • Area source: Other
      • Dimensions: 4.93 x 2.40
      Library
      • Description: Breakfast
      • Level: Main
      • Area: 18.62 Square Meters
      • Area source: Other
      • Dimensions: 4.90 x 3.80
      Living room
      • Description: Living Room
      • Level: Main
      • Area: 33.88 Square Meters
      • Area source: Other
      • Dimensions: 6.32 x 5.36
      Heating
      • Water, Gas
      Cooling
      • Central Air
      Features
      • Other
      • Basement: Unfinished
      • Has fireplace: Yes
      Interior area
      • Living area range: 2000-2500 null

      Property

      Parking
      • Total spaces: 7
      • Parking features: Private
      • Has attached garage: Yes
      Features
      • Stories: 2
      • Pool features: None
      Lot
      • Size: 6,376 Square Feet
      • Features: Irregular Lot, Arts Centre, Cul de Sac/Dead End, Fenced Yard, Park, Ravine, School
      Details
      • Parcel number: 104660095

      Construction

      Type & style
      • Home type: SingleFamily
      • Property subtype: Single Family Residence
      Materials
      • Brick
      • Foundation: Unknown
      • Roof: Unknown

      Utilities & green energy

      • Sewer: Sewer

      Community & HOA

      Location
      • Region: Toronto

      Financial & listing details

      • Annual tax amount: C$18,315
      • Date on market: 5/4/2026
      CHESTNUT PARK REAL ESTATE LIMITED

      CHESTNUT PARK REAL ESTATE LIMITED

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        Price history

        Price history is unavailable.

        Public tax history

        Tax history is unavailable.

        Climate risks

        Neighborhood: Forest Hill South

        Getting around

        63 / 100
        Somewhat Walkable
        59 / 100
        Bikeable

        Nearby schools

        GreatSchools rating

        No schools nearby

        We couldn't find any schools near this home.

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