42 Glenayr Road, Toronto

42 Glenayr Road
42 Glenayr Road
42 Glenayr Road
+30
4+1
 bed
4
 bath
7
 parking
2000 - 2500
 sqft
Detached
$4,500,000
For Sale
99 days
 on site
$4,500,000
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Size
-
Lot size
6376 sqft
Street frontage
-
Possession
Flexible
Price per sqft
$1,800 - $2,250
Taxes
$18,315.71 (2026)
Parking Type
-
Style
2-Storey
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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.
Broker: CHESTNUT PARK REAL ESTATE LIMITED
MLS®#: C13081206
Property details
Parking:
7
Parking type:
-
Property type:
Detached
Heating type:
Water
Style:
2-Storey
MLS Size:
2000-2500 sqft
Lot front:
40 Ft
Lot depth:
159 Ft
Listed on:
May 4, 2026
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Rooms
LevelNameSizeFeatures
Lower
Recreation
0.0 x 0.0 ft
Main
Kitchen
0.0 x 0.0 ft
Lower
Furnace Room
0.0 x 0.0 ft
Show all
Instant estimate:
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$360,891
lower than listed price
i
High
$4,312,419
Mid
$4,139,109
Low
$3,900,104
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About 42 Glenayr Road

Located at 42 Glenayr Road, this Toronto detached house is available for sale. It has been listed at $4500000 since May 2026. This 2000-2500 sqft detached house has 4+1 beds and 4 bathrooms. 42 Glenayr Road resides in the Toronto Forest Hill neighbourhood, and nearby areas include Humewood-Cedarvale, Casa Loma, Forest Hill North and Chaplin Estates.

42 Glenayr Rd, Toronto is a 5-minute walk from Starbucks for that morning caffeine fix and if you're not in the mood to cook, Comfort Zone, Edo Sushi and Village Restaurant are near this detached house. For grabbing your groceries, What A Bagel is a 5-minute walk.

If you are reliant on transit, don't fear, 42 Glenayr Rd, Toronto has a public transit Bus Stop (Bathurst St at Burton Rd) not far. It also has route Bathurst, and route Bathurst Night Bus close by. If you need to get on the highway often from 42 Glenayr Rd, Allen Rd and Lawrence Ave W has both on and off ramps and is within a few minutes drive.