Listed for:Listed May 4, 2026
$4,500,000

42 Glenayr Road

Toronto (Forest Hill South), ON M5P 3B8

Detached House For Sale
Down Payment AssistanceGet Best Mortgage Rates

Sale & Price History for 42 Glenayr Road, Toronto, Forest Hill South

No listing history available

Real estate boards require you to or to see the full details of this property.

*Sold prices and complete sale & price history are regulated data. Under the Trust in Real Estate Services Act, 2002 (TRESA) and the rules of the Real Estate Council of Ontario (RECO), and pursuant to the Multiple Listing Service® rules of the Canadian Real Estate Association (CREA) and the Toronto Regional Real Estate Board (TRREB), this information may be shown only to registered users who have agreed to the applicable terms of use (a Virtual Office Website, or "VOW," arrangement). HOMEH Inc., Brokerage therefore provides it to signed-in members only. Creating an account is free and takes under a minute.

About 42 Glenayr Road, Toronto, Forest Hill South

Summarized Description

  • Custom-designed estate approved by renowned architect.
  • Exceptional land parcel in prestigious neighbourhood.
  • Three-storey design with expansive principal rooms.
  • Resort-inspired outdoor setting with pool and cabana.
  • Flexibility for tailored transformation of existing residence.
  • Advanced-stage luxury project ready for discerning buyers.
  • Proximity to Forest Hill Village enhances location appeal.

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.

Key Facts & Features

Property Costs

Annual Property Tax Amount
$18,316
Land Transfer Tax Fee
$212,950

Basement Type
Unfinished

Interior Features

Interior Extras
Other
Fireplace/Stove
Yes
Elevator
No

Exterior Features

Pool
None
Property Features
Arts Centre, Cul de Sac/Dead End, Fenced Yard, Park, Ravine, School

Building

Building Type
Detached
Building Style
2-Storey

Construction

Exterior Finish
Brick
Roof
Unknown
Foundation Details
Unknown
Special Designation
Unknown

Lot

Lot Front
40.00 ft
Lot Depth
159.41 ft
Lot Size
40.00 x 159.41 Feet (Lot Widens To 71X172.6 Ft As Per Geow)
Lot Size Code
40.00 x 159.41 Feet (Lot Widens To 71X172.6 Ft As Per Geow)

Parking & Garages

Garage Type
Attached
Garage Spaces
2
Parking Spaces
5
Total Garage And Parking Spaces
7

Heating & Cooling

Heat Source
Gas
Heat Type
Water
Air Conditioning
Central Air
Water
Municipal
Sewers
Sewer

Bedrooms
4 + 1
Washrooms
4
Kitchens
1

Room sizes

  • Living Room6.32 x 5.36
    Main level
  • Dining Room2.84 x 4.60
    Main level
  • Kitchen4.93 x 2.40
    Main level
  • Library4.90 x 3.80
    Main level
  • Primary Bedroom3.59 x 6.12
    Second level
  • Bedroom 24.39 x 3.91
    Second level
  • Bedroom 34.34 x 3.02
    Second level
  • Recreation4.20 x 5.82
    Lower level
  • Laundry3.47 x 3.00
    Lower level
  • Other3.16 x 1.76
    Lower level
  • Furnace Room3.35 x 3.68
    Lower level

Washrooms

  • 5-piece, Second
  • 4-piece, Second
  • 3-piece, Lower
  • 2-piece, Main

Area
Toronto C03
Municipality
Toronto
Neighbourhood
Forest Hill South
Main cross streets
Between Burton and Strathearn
Zoning
Res
Directions
South of Burton

MLS® number
C13081206
Data source
Toronto Regional Real Estate Board
Listed on
2026-05-04
Updated on
2026-05-05
Days on market
167 days
Possession type
Flexible
Co-op commission
2.5% + HST
Seller
Listed by
CHESTNUT PARK REAL ESTATE LIMITED

Home Market Value

Current home valuation for 42 Glenayr Road, Toronto, Forest Hill South, Toronto, ON. Listed for $4,500,000

HOMEH Estimate

?

—

Estimated Sales Range

?

—

HOMEH Estimate for 42 Glenayr Road, Toronto, Forest Hill South

Calculated with a real agent's CMA method — 45+ years of experience, codified. Not an AI guess.

Insufficient Data
See the full analysisFree Every recent nearby sale behind this number

For the owner

Is this your home? Track its value.

Get this home's HOMEH Estimate by email once a month, with how many homes are for sale around you.

Mortgage Payment Calculator

Compare up to 4 down payment scenarios

$
Toronto, ON
Minimum Down Payment Required:20.0%

20% required for homes $1.5M or more

Minimum down payment

$900,000

Scenario 1 Scenario 2 Scenario 3 Scenario 4
−Down payment
%
$
%
$
%
$
%
$
+CMHC insurance
$0$0$0$0
=Total mortgage
$3,600,000$3,375,000$3,150,000$2,925,000
Amortization
Mortgage rate
%
%
%
%
Payment frequency
=Mortgage payment
$17,577monthly$16,478monthly$15,380monthly$14,281monthly
Are you a first time home buyer?

Land Transfer Tax

Provincial

$98,975

Municipal (Toronto)

$113,975

Total Land Transfer Tax

$212,950

Around this home

9/100Almost All Errands Require a Car
0/100Minimal Transit
0/100Not rated
Loading map...
7.3 /10

Forest Hill

Public·elementary·540m

8.7 /10

Holy Rosary

Private·elementary·900m

6.8 /10

Humewood

Public·elementary·940m

8.5 /10

Cedarvale

Public·elementary·990m

7.5 /10

Forest Hill

Public·secondary·1.2km

7.3 /10

J R Wilcox

Public·elementary·1.4km

4.9 /10

St Alphonsus

Private·elementary·1.5km

6.5 /10

North Preparatory

Public·elementary·1.5km

8.8 /10

Hillcrest

Public·elementary·1.5km

7.9 /10

West Preparatory

Public·elementary·1.6km

8.0 /10

Brown

Public·elementary·1.6km

7.3 /10

McMurrich

Public·elementary·1.8km

7.2 /10

Marshall McLuhan

Private·secondary·1.9km

3.2 /10

D'Arcy McGee

Private·elementary·1.9km

5.1 /10

Rawlinson

Public·elementary·1.9km

Ask HOMEH

New!
H

Hi there!

👋

Text or call (416) 301-9001

Recommended for you

Based on homes you've looked at.

No recommended properties found.

Nearby similar homes

No nearby properties found.