MLS® listing
42 Glenayr Road: detached house for sale
$4,500,000
From the listing brokerage
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.
Facts on the listing
| Square feet | 2000-2500 |
|---|---|
| Style | 2-Storey |
| Basement | Unfinished |
| Lot width | 40 |
| Lot depth | 159.41 |
| Lot measured in | Feet |
| Faces | West |
| Parking spaces | 7 |
| Garage | Attached |
| Heating | Water |
| Cooling | Central Air |
| Kitchens | 1 |
| Rooms | 10 |
| Property tax | $18,316 |
| Tax year | 2026 |
| Parking | Private |
| Interior features | Other |
| Features | Arts Centre, Cul de Sac/Dead End, Fenced Yard, Park, Ravine, School |
Listing courtesy of CHESTNUT PARK REAL ESTATE LIMITED. MLS® C13081206.
About this detached house
42 Glenayr Road is a 5 bedroom detached house in TRREB's Forest Hill South community in Toronto, listed for sale at $4,500,000. The listing shows 4 bathrooms and 2000-2500 square feet. The style is given as 2-storey. The lot is listed as 40 by 159.41 feet. The listing gives the basement as unfinished. It comes with 7 parking spaces and an attached garage according to the listing. The nearest main intersection given is Between Burton and Strathearn.
These details come from the listing brokerage through TRREB's MLS® System. Room sizes, the lot, the taxes and what is included in the sale should all be confirmed before an offer is firm.
What it costs to buy 42 Glenayr Road
At the asking price of $4,500,000, a buyer pays two land transfer taxes on closing: the Ontario tax and the City of Toronto's municipal tax. Both apply to every home inside the City.
| Asking price | $4,500,000 |
|---|---|
| Ontario land transfer tax | $98,975 |
| Toronto municipal land transfer tax | $132,725 |
| Both taxes | $231,700 |
| First-time buyer relief, if you qualify | up to $8,475 |
| Minimum down payment | $900,000 |
The down payment figure is the federal minimum: 20 percent, because a home at $1.5 million or more cannot carry mortgage default insurance. A lender can ask for more. These figures use the asking price, so they change if you pay more or less. The rates above $2,000,000 used here are the ones for a home with one or two single family residences. A property with more units is taxed differently. Legal fees, title insurance and adjustments are extra: ask your lawyer for a written quote. This is general information, not legal or tax advice. Confirm the figures with a lawyer or accountant. You can change the price in our land transfer tax calculator and our mortgage calculator.
What it costs to own each month
| Property tax (2026) | $18,316 a year, about $1,526 a month |
|---|
That is before a mortgage payment, home insurance and utilities. The listing shows no monthly maintenance fee, so upkeep of the building and the lot is the owner's own cost.
How the asking price compares
TRREB recorded 550 detached house sales in the City of Toronto in August 2026, at a median price of $1,170,000 and an average of $1,525,749. This home is listed at $4,500,000, which is $3,330,000 above that median.
The median covers every neighbourhood, size and condition in the City of Toronto, so it is a reference point and not a valuation of this home. Location, size, lot, parking and condition all move the price. Our Toronto house prices page has the figures for every home type.
What to check before you make an offer
- Book a home inspection. An inspector looks at the roof, foundation, wiring, plumbing and heating. The listing gives the heating as water.
- Have a lawyer search the title. A title search shows mortgages, liens and easements registered against the property. Ask whether a survey exists and whether it matches the lot on the listing, 40 by 159.41 feet.
- Ask about permits. Ask which renovations had building permits and whether those permits were closed.
- Confirm what is included. Appliances, light fixtures and window coverings are included only if the agreement says so. Ask whether the water heater or furnace is rented.
- Get your financing in writing. A lender looks at the property tax and heating costs as well as the price.
- See it in person. Photos do not show noise, light at different hours or the state of the street and the homes beside it.
Our first-time home buyer guide and our page for buyers walk through each step. This is general information, not legal advice. Confirm the details with a lawyer.
Toronto neighbourhoods and prices
Our neighbourhood guides set out TRREB prices by home type, transit and the housing in each area we cover.
Toronto neighbourhood guides · Toronto house prices · All Toronto homes for sale
Similar homes for sale in Toronto
$1,628,00022 Meadowglade Crescent, Toronto, ON M2J 1C75 bedrooms · 4 bathrooms · DetachedListed by ECKO JAY REALTY LTD.. MLS® C13875128
$2,299,00080 Elmer Avenue, Toronto, ON M4L 3R75 bedrooms · 4 bathrooms · DetachedListed by ROYAL LEPAGE ESTATE REALTY. MLS® E13765230
$4,950,0006 Vernham Avenue, Toronto, ON M2L 2B25 bedrooms · 7 bathrooms · DetachedListed by ROYAL LEPAGE SIGNATURE REALTY. MLS® C13874468
$4,999,000449 Elm Road, Toronto, ON M5M 3W85 bedrooms · 7 bathrooms · DetachedListed by HARVEY KALLES REAL ESTATE LTD.. MLS® C13814726
$1,298,000234 Rouge Hills Drive, Toronto, ON M1C 2Z15 bedrooms · 3 bathrooms · DetachedListed by ROYAL LEPAGE SIGNATURE REALTY. MLS® E13861830
$999,000186 Patricia Avenue, Toronto, ON M2M 1J55 bedrooms · 4 bathrooms · DetachedListed by YORK NATIONAL REALTY INC.. MLS® C13874800
Questions about 42 Glenayr Road
How much is land transfer tax on 42 Glenayr Road?
At the asking price of $4,500,000 the Ontario tax is $98,975 and the Toronto tax is $132,725, $231,700 in total. A first-time buyer who qualifies can get up to $8,475 back. Confirm the final figures with your lawyer.
What is the minimum down payment for 42 Glenayr Road?
$900,000 at the asking price of $4,500,000, under the federal minimum down payment rules. A lender may require more.
How much is the property tax on 42 Glenayr Road?
The listing shows $18,316 a year for 2026, about $1,526 a month.
Is 42 Glenayr Road priced above or below the median?
It is listed at $4,500,000. The August 2026 median for detached house sales in the City of Toronto was $1,170,000 across 550 sales, so the asking price is $3,330,000 higher. The median covers all sizes and neighbourhoods.
How do I book a showing for 42 Glenayr Road?
Use the form on this page or call us. Quote MLS® C13081206. We will confirm the listing is still available and arrange a time with the listing brokerage.
Is 42 Glenayr Road still for sale?
This page is refreshed from TRREB's MLS® System through the day. If the listing sells or is withdrawn the page says so. Contact us to confirm before you make plans.
The listing data is provided under copyright by the Toronto Regional Real Estate Board (TRREB). The information provided herein must only be used by consumers that have a bona fide interest in the purchase, sale or lease of real estate and may not be used for any commercial purpose or any other purpose. The data is deemed reliable but is not guaranteed accurate by TRREB or PropTx. Each listing shows the brokerage that listed it. Listings are updated every few minutes.
REALTOR®, REALTORS® and the REALTOR® logo are certification marks owned by REALTOR® Canada Inc. and licensed exclusively to The Canadian Real Estate Association (CREA). MLS®, Multiple Listing Service® and the associated logos are trademarks owned by CREA and identify the quality of services provided by real estate professionals who are members of CREA.