38 Fifeshire Road, Toronto, ON M2L 2G6
- Property tax
- $15,100 / year
A rare legacy estate awaits! Seize the opportunity to build your dream home on one of Toronto's most prestigious streets. Nestled in the heart of the coveted Bayview and York Mills enclave, 38 Fifeshire Road presents an exceptional offering to create a bespoke masterpiece in one of the city's most distinguished neighbourhoods. Spanning nearly 1/2 an acre, this expansive ravine lot is a canvas of serenity and prestige, framed by lush greenery, mature trees, and the tranquil beauty of its natural surroundings. With exceptional frontage, depth, and breathtaking ravine vistas, this property is a dream for visionary architects and discerning homeowners. The existing residence, boasting nearly 5,000 square feet of well-appointed living space, provides a foundation of grandeur, yet the true allure lies in the lands potential. Imagine a custom-designed estate with sweeping outdoor terraces, infinity pools, or private gardens all tailored to your unique vision of luxury. Located just moments from Toronto's finest offerings, including Bayview Villages upscale shopping, elite private and public schools, gourmet dining, exclusive clubs, and seamless access to Highway 401 & DVP, this address marries tranquility with connectivity. 38 Fifeshire Road is not merely a home its a legacy in the making, a rare chance to define timeless elegance on one of Toronto's most iconic streets.
- MLS number
- C13109790
- Type
- Detached
- Status
- Active
- Bedrooms
- 5
- Bathrooms
- 5
- Postal code
- M2L 2G6
- Photos
- 40
- Laundry
- Not in the unit
This listing’s own days on market are shown above. How long the property has been for sale across every earlier listing is drawn from records the board releases only to registered users — a free account opens it, along with the sale history below.
Rooms
11 rooms as the listing brokerage filed them, with measurements.
Main
| Room | Size | Features |
|---|---|---|
| Living Room | 6.73 × 4.54 m | Overlooks Backyard · Window Floor to Ceiling · Broadloom |
| Dining Room | 4.53 × 3.99 m | Overlooks Backyard · Large Window |
| Kitchen | 5.30 × 4.04 m | B/I Appliances · Breakfast Area · Tile Floor |
| Family Room | 5.57 × 3.86 m | Beamed Ceilings · Fireplace · Overlooks Backyard |
| Office | 3.03 × 3.35 m | Overlooks Garden · B/I Shelves · Broadloom |
Second
| Room | Size | Features |
|---|---|---|
| Primary Bedroom | 5.83 × 4.54 m | 6 Pc Ensuite · Walk-In Closet(s) · Double Closet |
| Bedroom 2 | 3.75 × 4.56 m | Large Closet · Broadloom · Picture Window |
| Bedroom 3 | 3.62 × 4.28 m | Double Closet · Broadloom · Picture Window |
| Bedroom 4 | 3.96 × 3.48 m | 2 Pc Ensuite · Walk-In Closet(s) · Picture Window |
Lower
| Room | Size | Features |
|---|---|---|
| Recreation | 7.55 × 4.40 m | W/O To Yard · Stone Fireplace |
| Bedroom | 3.00 × 3.60 m | Large Window · Large Closet · Broadloom |
Property details
As filed by the listing brokerage. Anything the board left blank is left out rather than shown as unknown — and none of it is guaranteed accurate by PropTx, so verify what you rely on.
Property
- Type
- Detached
- Style
- 2-Storey
- Class
- Residential Freehold
- Fronting on
- West
- Community
- St. Andrew-Windfields
- Municipality
- Toronto C12
- Cross street
- Bayview/York Mills
Inside
- Bedrooms
- 5
- Bedrooms above grade
- 4
- Bathrooms
- 5
- Washrooms
- 1 · 1 · 2
- Kitchens
- 1
- Rooms above grade
- 9
- Family room
- Yes
- Fireplace
- Yes
- Basement
- Finished with Walk-Out
- Size
- 3000-3500
Building
- Construction
- Brick
- Roof
- Asphalt Shingle
- Foundation
- Concrete
Parking
- Garage
- Built-In
- Covered spaces
- 2
- Driveway spaces
- 10
- Total parking
- 12
- Features
- Circular Drive
Land
- Lot
- 117.88 × 199.45 feet
- Shape
- Irregular
- Pool
- Inground
Heating, cooling and services
- Heating
- Forced Air
- Heat source
- Gas
- Cooling
- Central Air
- Water
- Municipal
- Sewer
- Sewer
Features
- Interior
- None
Listing
- MLS number
- C13109790
- Status
- New
- Previous status
- Draft
- Listed on
- 2026-05-11
- Expires
- 2026-11-11
- Taxes
- $15,100 (2025)
- Board
- Toronto Regional Real Estate Board
Listing history
This address has been listed 4 times.
Where this property is
Pick a school to see the boundary it is inside. Boards redraw these — confirm with the board.
Matched to a published address point for this address.
Schools
The school boundaries this address is inside, and the schools nearest it. Boards redraw boundaries and cap programs — confirm with the board before this affects a decision.
School boundaries this address is inside
Where these boundaries come from, and what they are worth
A school boundary is the area a board draws around a school. An address inside several of them is normal — boards publish a separate boundary per program, so regular track, French immersion and specialist programs each have their own.
Toronto. Read from the TDSB’s own School Search Map, one school at a time. The board states that the lines on that map are approximate and that the schools serving an individual address must be confirmed against its own address lookup — so the outline here shows you roughly where a boundary runs, and the board answers whether a particular house is in it. The map covers home schools only: French Immersion, gifted and the other optional programs have their own boundaries and their own admission rules, and are not shown.
Homula cannot tell you which school a child will attend. Boards move boundaries, hold students at capacity, cap programs and grant exceptions, and none of that is in any published file. The board is the only authority: TDSB Find Your School.
Sources: TDSB School Search Map — the board states these lines are approximate and that individual addresses must be confirmed against its own lookup.
Other schools nearby
By distance from this address, not school boundary — a school 400 m away can be in another school’s attendance area.
| School | Level | Distance | Rating |
|---|---|---|---|
| Highland Academy of Canada | Secondary | 726 m | Not reported |
| Pascal High Academy | Elementary and secondary | 897 m | Not reported |
| Avondale Public School Toronto DSB | Elementary | 886 m | / 10 70% met the standard |
| Avondale Alternative Elementary School Toronto DSB | Elementary | 886 m | / 10 94% met the standard |
How the rating is calculated
EQAO — Ontario’s testing agency — publishes, for each school, the percentage of students meeting the provincial standard in Grade 3 and Grade 6 reading, writing and mathematics. The rating is the average of those percentages divided by ten. A school where 72% of students met the standard rates 7.2 out of 10.
Nothing is weighted or adjusted, and schools are not ranked against each other. Where EQAO withholds a result to protect the privacy of a small group of students, that measure is left out rather than counted as zero — so a rating built on fewer than six measures says so.
What it does not measure. It is one year of standardised testing in three subjects. It says nothing about teaching, programs, or whether a school suits a particular child, and it tracks neighbourhood household income closely enough that it partly measures the neighbourhood rather than the school. Treat it as one figure among many.
Source: Ontario Ministry of Education, School Information and Student Demographics (2024–25), Open Government Licence – Ontario.
H-Value
What an H-Value is and how it is calculated — the method and our measured error, no account needed.
The market around this home
Detached houses in Toronto C12 — 226 sales over the last five years. Too few sold in this community to chart it on its own, so this is the whole city.
How these are built, and what they cannot tell you
Each point is the median of the sales that closed in that quarter among detached houses in toronto c12. A quarter with fewer than eight is left out rather than drawn, and the line breaks where that happens — a median over three sales is really one home’s price, and joining across a gap would draw a number nobody measured.
This is not an estimate of what this home is worth. The segment is a property type in an area; it takes no account of this home’s size, condition, renovations, lot, exposure or how it compares to its neighbours, and half the homes in any quarter sold for more than the median and half for less. It is context for a conversation with an agent, not a valuation.
Toronto Regional Real Estate Board closed transactions. Deemed reliable but not guaranteed accurate by PropTx.
This neighbourhood
Statistics Canada 2021 Census, for the surrounding few blocks — about 424 people.
The neighbourhood, by the census
Statistics Canada 2021 Census for dissemination area 35202622 — the few blocks around this address, home to 424 people. It describes the area, not this property.
Percentages are of the 235 responses in this category. Statistics Canada rounds counts and withholds small ones to keep individuals unidentifiable, so categories with too few people to publish are absent rather than shown as zero.
Source: Statistics Canada, 2021 Census of Population. Contains information licensed under the Open Government Licence – Canada.
Work out the numbers
Everything below is calculated in your browser from figures you can change. Nothing is sent anywhere.
If you rented it out
How this is calculated, and what it leaves out
Canadian fixed-rate mortgages compound semi-annually, not monthly, so the monthly rate here is (1 + rate/2)1/6 − 1. Most calculators use rate ÷ 12, which is the American convention and overstates the payment by tens of dollars a month.
Below 20% down, default insurance is mandatory and is added to the loan rather than paid at closing: 2.80% at 85% loan-to-value, 3.10% at 90%, 4.00% at 95%. It is unavailable at or above $1.5M, which is why 20% is a hard floor there.
Not included: vacancy, property management, capital repairs, income tax, and the fact that a lender qualifies you at a stress-test rate rather than the one you are quoted. This is arithmetic on the numbers above, not a mortgage approval or an opinion of what you can afford.
What’s being built nearby
Planning applications within 500 m — 4 still in progress.
OPA and Zoning By-law Amendment Application proposes the development of a 7-storey residential building. The building will provide a total of 168 residential units, being a mix of 1-bedroom, 2-bedroom and 3-bedrooms.…
City planning file →INACTIVE Plan of Subdivision application to permit twelve townhouses fronting onto Bayview Avenue and 5 single detached dwellings fronting onto a new public street (Ref: 18 140522 NNY 25 OZ).
City planning file →Proposal for 4 Townhouse units facing Bayview Avenue with parking at rear.
City planning file →Proposal for 4 Townhouse units facing Bayview Avenue with parking at rear.
City planning file →The Proposed Development includes the establishment of eight townhouse dwelling units fronting Bayview Avenue and two single-detached welling units fronting the interior lane, which was approved by City Council pursuant to By-laws 213-2020 and 212-2020.
City planning file →Proposal for 11 residential dwelling units, comprised of 9 rear-lane access three-storeys townhouse units fronting Bayview Avenue and 2 single-detached two-storeys dwellings located in the rear (western) portion of the Subject Site.…
City planning file →Proposal for 11 residential dwelling units, comprised of 9 rear-lane access three-storeys townhouse units fronting Bayview Avenue and 2 single-detached two-storeys dwellings located in the rear (western) portion of the Subject Site.…
City planning file →Revised application for twelve townhouses fronting onto Bayview Avenue and 5 single detached dwellings fronting onto a new public street.…
City planning file →What these are
These are applications made to the City — a proposal to build something, not a decision that it will be built. Many are refused, withdrawn, reduced, or approved and then left for years. The status shown is the one the City last recorded, and each entry links to the City’s own file, which is the authoritative record.
Whether a nearby development is welcome depends on what you want from a street, so this panel reports what has been applied for and leaves the judgement to you.
Contains information licensed under the Open Government Licence – Toronto. Toronto only for now; other municipalities publish this differently or not at all.