Skip to content
Caledon, King, Toronto, New Tecumseth & Orangeville(437) 228-3434
1 / 33
MLS® C13081206For SaleDetached

42 Glenayr Rd

Forest Hill South, Toronto, Ontario M5P 3B8

Map
1 / 33
42 Glenayr Rd, Toronto, photo 1
Asking$4,500,000
Bedrooms
4+1
Bathrooms
4
Size
2,000–2,500sq ft
Per sq ft
$2,000at the range’s middle
Lot
40 x 159.41 ft
Tax a year
$18,3162026 tax year
Parking
72 attached
Days on market
Members

The brief

About 42 Glenayr Rd

42 Glenayr Rd is a 4+1-bedroom, 4-bathroom detached house in Forest Hill South, Toronto, listed for sale at an asking price of $4,500,000 (MLS® C13081206).

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.

Insights

  • Condition Score

    Good

    6 condition-related facts documented

    Source: Listing age, structured features and disclosed update language; not an inspection.

  • Cashflow Quality

    Shortfall

    −$17,056/mo against the cost of owning (20% down, 4.8%, 25 yrs)

    Source: Median of 127 detached homes with 5 bedrooms for lease in Toronto right now. Cost of owning counts the mortgage and property tax.

Condition uses listing-record signals, not an inspection.

The home

Key facts

Tax
$18,316 / 2026
MLS® number
C13081206
Board
TRREB MLS®
Property Type
Detached
Days on market
Size
2000-2500 sqft
Lot Size
40 x 159.41 ft
Listed on
Parking
2 Attached, 7 Parking
Listing brokerage: CHESTNUT PARK REAL ESTATE LIMITEDData source: TRREB MLS®Information deemed reliable but not guaranteed. Contained information is subject to errors, omissions, and changes without notice. Information should be independently verified.

Property details

Property

Property Type
Detached
Style
2-Storey
Community
Forest Hill South
Municipality
Toronto

Building

Size
2000-2500 sqft
Construction
Brick

Inside

Bedrooms
4+1
Bathrooms
4
Bathroom Details
1 × 5pc 2nd, 1 × 4pc 2nd, 1 × 3pc Lower, 1 × 2pc Main
Basement Type
Unfinished
Kitchens
1

Parking

Driveway
Private
Garage Type
Attached
Garage
2
Additional Parking
5
Total Parking
7

Utilities

Water
Municipal
Cooling
Central Air
Heating Type
Water

Land

Sewer
Sewers
Frontage
40 ft
Depth
159.41 ft
Lot Size
40 x 159.41 ft

Additional

Fireplace
Yes
Pool
None
Den
No
Family room
No

Rooms

RoomSizeFeaturesLevel
Living0.0 × 0.0 m—Main
Dining0.0 × 0.0 m—Main
Kitchen0.0 × 0.0 m—Main
Library0.0 × 0.0 m—Main
Primary0.0 × 0.0 m—2nd
2nd Br0.0 × 0.0 m—2nd
3rd Br0.0 × 0.0 m—2nd
Rec0.0 × 0.0 m—Lower
Laundry0.0 × 0.0 m—Lower
Other0.0 × 0.0 m—Lower
Furnace0.0 × 0.0 m—Lower

Listing history

Buy/sell history for 42 Glenayr Rd, Toronto, Ontario

Sale history on this site covers the last 2 years, the window permitted under the TRREB MLS® VOW agreement.

Date StartDate EndList PricePriceEventListing ID
Date StartN/AN/A$4,500,000N/AFor SaleC13081206

Members see the full history. Prices are hidden from signed-out visitors.

The numbers

Mortgage Calculator

Plan with the current asking price

20% · $900,000

CMHC insurance: not required at 20% down. Payments use Canadian semi-annual compounding.

Mortgage Details

4.8% · 5-year term · 25-year amortization · 20% down

Total down payment
$900,000
Total mortgage amount
$3,600,000
Total interest payment
$2,559,000
Total purchase cost
$7,059,000
Mortgage payment
$20,530/mo

Cash Flow Analysis

If you rented this home out at 20% down

Break-even down payment

86%

Monthly carrying cost

$22,056
−$17,056per month
  • Rent $5,000
  • Shortfall $17,056

Rental income opens at $5,000, the median asking rent of 127 comparable homes for lease in Toronto. Type over it with the rent you expect. This is a planning tool, not advice.

Land transfer tax on this home

Ontario land transfer tax
$98,975
Toronto municipal land transfer tax
$118,975
Total land transfer tax
$217,950
First-time buyer rebates (Ontario up to $4,000 + Toronto up to $4,475)
−$8,475
Total for first-time buyers
$209,475
See how this is worked out
0.5% on the first $55,000
$275
1.0% from $55,000 to $250,000
$1,950
1.5% from $250,000 to $400,000
$2,250
2.0% from $400,000 to $2,000,000
$32,000
2.5% from $2,000,000 to $4,500,000
$62,500
Ontario total
$98,975

Toronto’s municipal tax has its own higher brackets at this price, so it adds $118,975.

An estimate at the asking price, for a home with one or two single-family residences. Your lawyer confirms the exact amount.

Estimate

Estimated value requires sign in

Market estimates use sold comparables and are available after you sign in and accept MLS® VOW terms.

The estimate is an automated value built from public and MLS® data. It is not an appraisal; ask Kassaundra Dobson, Broker of Record for a full comparative market analysis.

Comparable sales

Comparable sales require sign in

Closing prices and sold comps are available to registered visitors who accept MLS® VOW terms on this site.

The land

Lot

Street frontage
40 ft12.2 m
Depth
159.41 ft48.6 m

The record marks this lot irregular, so its area is not the frontage multiplied by the depth. It is not given here. Confirm with a survey before you buy.

Source: the MLS® listing record.

Land and environment

Public records about this location. Not part of the MLS® listing and not provided by the listing brokerage.

15 records · 7 on fileRead 2026-11-04
250 m500 m1 km2 kmBeyond · area-wideNot in Toronto and Region Conservation Authority’s mapped regulated areaNo mapped wetland within 120 mNo water-supply well recorded within 250 mOutside the Greenbelt, Oak Ridges Moraine and Niagara Escarpment plan areasMapped parcel: about 8,320 sq ft17 building permits issued within 250 m in the last 2 yearsNearest airport: 5.4 kmA trail on the Ontario trail network within 1 kmNo licensed pit or quarry within 2 kmNo recorded oil, gas or salt well within 250 mNo facility within 1 km reports pollutant releases to Environment CanadaNo federal contaminated site within 1 kmElectricity is distributed here by Toronto Hydro-Electric System LimitedWired internet 50/10 Mbps or faster is listed at this locationAcross the surrounding area: fibre to the home, cable, DSL internet listed
On record Checked, none on record

Water and conservation3

  • Not in Toronto and Region Conservation Authority’s mapped regulated areaAt the address
  • No mapped wetland within 120 m120 m
  • No water-supply well recorded within 250 m1 test or monitoring hole also recorded.250 m

Toronto and Region Conservation Authority · Province of Ontario open data

Planning and building activity4

  • Outside the Greenbelt, Oak Ridges Moraine and Niagara Escarpment plan areasAt the address
  • 17 building permits issued within 250 m in the last 2 years250 m
  • Nearest airport: 5.4 km5.4 km
  • Mapped parcel: about 8,320 sq ftMeasured from the municipal parcel map, which can differ from the survey and from the lot size in the listing.At the address

Province of Ontario open data · Municipal building permits · toronto.parcels

Around the home1

  • A trail on the Ontario trail network within 1 km1 km

Province of Ontario open data

Environmental records4

  • No licensed pit or quarry within 2 km2 km
  • No recorded oil, gas or salt well within 250 m250 m
  • No facility within 1 km reports pollutant releases to Environment CanadaOnly facilities above the inventory’s reporting thresholds are listed.1 km
  • No federal contaminated site within 1 kmThe federal inventory covers federal land only; it says nothing about provincial or private sites.1 km

Province of Ontario open data · Government of Canada open data

Power and internet3

  • Electricity is distributed here by Toronto Hydro-Electric System LimitedAt the address
  • Wired internet 50/10 Mbps or faster is listed at this locationFixed wireless 50/10 Mbps or faster. LTE mobile coverage listed. ISED’s National Broadband Data at the nearest household point (10 m from the listing); 50/10 Mbps is its top category and includes faster plans. Confirm with a provider for this address.At the address
  • Across the surrounding area: fibre to the home, cable, DSL internet listedFibre to the home: Beanfield Metroconnect, Bell, Dotto One, FibreStream, Rogers. Cable: Rogers. DSL: Bell. Fixed wireless: Bell, Rogers, Routcom, SkyChoice Communications. Mobile: Bell, Freedom Mobile, Rogers, Telus. Satellite: Xplore. ISED’s list for the surrounding ~25 km² area; check with a provider for this address.Area-wide

Ontario Energy Board · Innovation, Science and Economic Development Canada

Each record is placed at the distance its own line states. None of it is an inspection of the property. Confirm anything that matters to you with the municipality, Toronto and Region Conservation Authorityor the record’s publisher.

Contains information licensed under the Open Government Licence – Canada. Contains information licensed under the Open Government Licence – Ontario. Contains information licensed under the Open Government Licence – Toronto. Contains information made available under the Toronto and Region Conservation Authority Open Data Licence v1.0.

Heritage and ravine protection

Loading the City’s records…

Zoning

Loading the City’s records…

Permit history

No building permits on file at this address.

Signals around this home

Changing nearby

Changing nearby. 6 open development applications within 800 m of this home.

  • 1603 BATHURST STSite planAppeal Received

    Site Plan Approval Application to facilitate the construction of an 8-storey rental apartment building containing 79 new residential units. 1601 Bathurst consists of an existing 4-storey apartment building to be demolished.


    310 m away

  • 1601 BATHURST STSite planAppeal Received

    Site Plan Approval Application to facilitate the construction of an 8-storey rental apartment building containing 79 new residential units. 1601 Bathurst consists of an existing 4-storey apartment building to be demolished.


    320 m away

  • 1 THELMA AVESite planUnder Review

    Site Plan Approval for a 7-storey residential building, with 16 dwelling units, 49 vehicle parking spaces, and 10 bicylce parking spaces.


    580 m away

  • 3 THELMA AVESite planUnder Review

    Site Plan Approval for a 7-storey residential building, with 16 dwelling units, 49 vehicle parking spaces, and 10 bicylce parking spaces.


    590 m away

  • 5 THELMA AVESite planUnder Review

    Site Plan Approval for a 7-storey residential building, with 16 dwelling units, 49 vehicle parking spaces, and 10 bicylce parking spaces.


    590 m away

  • 7 THELMA AVESite planUnder Review

    Site Plan Approval for a 7-storey residential building, with 16 dwelling units, 49 vehicle parking spaces, and 10 bicylce parking spaces.


    590 m away

City of Toronto Open Data — Development Applications and Building Permits (cleared permits since 2017). An application is a proposal: it may change, be refused or never be built. Contains information licensed under the Open Government Licence – Toronto.

The market

Detached homes for sale in Forest Hill South right now

For sale now
47
Median asking price
$5.66M

Middle half: $4M to $10.1M

New in 7 days
4

20 in 28 days

Price cuts
9%

4 listings

This home is asking 20% below the median.

See all homes in Forest Hill South

Asking prices and counts of the MLS® listings on this site as of today. Asking figures only, never sold or leased prices.

Market area · filters apply to the charts below

The street

Map and tour

Transit nearby

StationLinesDistance
St Clair West StationTTC subway: Line 1 Yonge-University900 m
Forest Hill StationTTC light rail: Line 5 Eglinton1.2 km
Chaplin StationTTC light rail: Line 5 Eglinton1.2 km
Cedarvale StationTTC subway: Line 1 Yonge-UniversityTTC light rail: Line 5 Eglinton1.6 km
Bloor GOGO Transit train: KitchenerUP Express train4.6 km

The nearest subway, light rail, train, bus rapid transit stations 5 km, as the crow flies. Source: TTC schedule data (GTFS) from the Toronto Transit Commission under the Open Government Licence – Toronto; GO Transit and UP Express schedule data (GTFS) from Metrolinx under the Open Government Licence – Ontario – Metrolinx, downloaded October 18, 2026. Contains information licensed under the Open Government Licence – Toronto. Data used in this product or service is provided with the permission of Metrolinx. Metrolinx makes no representations or warranties of any kind, express or implied, with respect to the Data and assumes no responsibility for the accuracy or currency of the data used in this product or service. Contains information licensed under the Open Government Licence – Ontario – Metrolinx.

Schools nearby

ElementaryTypeDistanceEQAO average 2024–25
Forest Hill Junior and Senior Public SchoolToronto DSBPublic · grades JK–8 · French Immersion550 m93%Grade 6 average
Holy Rosary Catholic SchoolToronto CDSBCatholic · grades JK–8 · French Immersion850 m82%Grade 6 average
Humewood Community SchoolToronto DSBPublic · grades JK–8 · French Immersion950 m79%Grade 6 average
ÉÉC du Sacré-Coeur-TorontoConseil scolaire catholique MonAvenirFrench-language Catholic · grades JK–62.8 km60%Grade 6 average
SecondaryTypeDistanceGrade 9 math 2024–25
Forest Hill Collegiate InstituteToronto DSBPublic · grades 9–121.3 km60%Grade 9 math
Marshall McLuhan Catholic Secondary SchoolToronto CDSBCatholic · grades 9–121.9 km59%Grade 9 math
Oakwood Collegiate InstituteToronto DSBPublic · grades 9–12 · French Immersion2 km44%Grade 9 math
École secondaire Toronto OuestConseil scolaire ViamondeFrench-language public · grades 9–124.6 km82%Grade 9 math

EQAO: share of students at or above the provincial standard, 2024–25 (Ontario open data). These are the schools nearest this home, not the schools it is assigned to: boundaries change, and some schools take students by application. Confirm with the board before you buy. Contains information licensed under the Open Government Licence – Ontario.

The verdict

Similar Active Listings

Recently sold nearby

Sold prices in Forest Hill South are shown to signed-in members.

Email Kassaundra Dobson, Broker of Record