A rare ravine lot, nearly half an acre in size! Seize the opportunity to build your dream home on one of Toronto's most prestigious streets, in the coveted Bayview and York Mills enclave. 38 Fifeshire Road offers a canvas of serenity and prestige - framed by mature trees and lush natural surroundings - ideal for visionary architects and discerning homeowners. The existing residence offers nearly 5,000 square feet of living space, but the true allure lies in the land's potential: imagine a custom estate with sweeping terraces, an infinity pool, or private gardens, tailored to your vision. Just moments from Bayview Village, top schools, fine dining, and easy access to major highways. This is more than a home - it's a legacy in the making on one of Toronto's most iconic streets.
4 bedrooms, 3 bathrooms, about 3,000 sq ft, works out to roughly $1,517 per square foot. Chat with Zara if you'd like a deeper read on whether this detached fits your budget and timing.
Inside 38 Fifeshire Rd
Every detail from the listing, in one place.
Type
Detached
Style
2-Storey
Living space
3000-3500 sq ftas stated on the listing
Parking
12 spacesYes garage
Basement
Finished with Walk-Out
Features & systems
Parking & garage
Garage
Yes
Parking spaces
12
Interior
Basement
Finished with Walk-Out
Exterior & construction
Pool
Yes
Lot & land
Lot size (sqft)
20505.23
Listing & possession
Property style
2-Storey
Property class
Detached
38 Fifeshire Rd Price & Sale History
Earlier listings of this property, list-price changes, and the most recent annual property tax on the listing.
For saleListedThis listingMLS® C13784786$4,549,999
Sourced from MLS®. Includes earlier listings of this property on record.
What's it worth?
How 38 Fifeshire Rd Compares to the Toronto Market
Zara compares it with recent sales of similar homes nearby. It's a guide, not an appraisal.
Independent mortgage broker · OAC · rates subject to change and underwritingMortgage Squad →
Referral disclosure: Summitly may refer you to Mortgage Squad Advisors, an affiliated mortgage partner. You are free to choose any lender or mortgage professional.
Monthly cost
Enter a rate to see the monthly cost
An estimate, not a quote. Utilities and insurance are extra.
Affordability calculator
Estimated monthly payment
$22,353
/mo
based on the purchase price of $4,549,999
$910,000 cash
$3,639,999 financed
$3,065,835 total interest
Principal54%$3,639,999
Interest46%$3,065,835
20% down · 25-yr amortization · 5.50% rate. Principal & interest only — taxes, condo fees, and insurance not included.
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Figures are Summitly estimates for illustration only — not from TRREB or the MLS® feed, and not a mortgage approval, appraisal, or financial advice.
Rental income potential
Est. monthly rent
low–high
Gross yield
rent × 12 ÷ price
Cap rate (est.)
net of tax + fees
Summitly AI estimate for discussion only — not from TRREB or the MLS® feed, and not an appraisal or investment advice. Yield and cap rate are derived from the estimated rent versus the asking price.
For homeowners nearby
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Mortgage financing is arranged through Mortgage Squad Advisors. Summitly is the technology platform that powers this site. Estimated values, AI insights, calculator results, and rental projections shown on this page are generated by Summitly and are not provided by, reviewed by, or sourced from TRREB, the MLS®, or the listing brokerage; they are not appraisals or opinions of value. The trademarks REALTOR®, REALTORS®, and the REALTOR® logo are controlled by the Canadian Real Estate Association (CREA) and identify real estate professionals who are members of CREA. The Coldwell Banker® name and logo are trademarks of Coldwell Banker Real Estate LLC.
Similar homes for sale nearby in Toronto
Other 4–5 bed homes for sale in Toronto around $4.5M.
Average days on market32Homes sold in about 32 days on average.
Sale-to-list ratio5190.6%On average, homes sold at or above asking.
Active listings12,277Homes for sale here right now.
Median vs prior 90 days+0.4%Compared with May 10 – Aug 8, 2026: prices up.
Based on 9,132 sales from Aug 8 – Nov 6, 2026 (7,132 in the prior 90 days). Aggregate MLS® figures for closed sales; individual sold prices are shown only to signed-in members.
Questions About 38 Fifeshire Rd
How much is 38 Fifeshire Rd listed for?
38 Fifeshire Rd is listed at $4,549,999 (MLS® C13784786). Summitly updates the price as soon as the MLS® record changes.
Is $4,549,999 a good price for 38 Fifeshire Rd?
Summitly rates it Well Above Market: the asking price is 15% or more above Zara's estimate, an estimate built from recent sales in Toronto. The rating is an automated opinion, not an appraisal; "What's it worth?" on this page shows how it is worked out. See Zara's estimate
Has the price of 38 Fifeshire Rd changed?
No — 38 Fifeshire Rd is still listed at its original asking price of $4,549,999.
How many bedrooms and bathrooms does 38 Fifeshire Rd have?
38 Fifeshire Rd has 4 bedrooms and 3 bathrooms, with about 3,000–3,500 square feet of living space. It is a detached home in Toronto.
How much would the monthly mortgage be on 38 Fifeshire Rd?
About $22,353 a month — principal and interest on $4,549,999 with 20% down ($910,000), a 25-year amortization and an assumed 5.5% interest rate. The mortgage calculator on this page lets you change the down payment, amortization and rate.
Are there open houses at 38 Fifeshire Rd?
Yes — Saturday, November 7, 2:00 PM – 4:00 PM; Sunday, November 8, 2:00 PM – 4:00 PM. Open-house times come from the listing brokerage and can change, so check this page before you go, or book a private viewing.
How does 38 Fifeshire Rd compare with other homes in Toronto?
Its asking price of $4,549,999 is about 439% above the median sold price in Toronto over the last 90 days, $843,500, across 9,132 closed sales on the TRREB MLS®. A city median mixes every type and size of home, so the comparable sales on this page are the closer guide.
Has 38 Fifeshire Rd been sold before?
Summitly has no earlier MLS® sale or lease of 38 Fifeshire Rd on record from the last two years. Older records aren't shown under TRREB rules.
Where is 38 Fifeshire Rd?
38 Fifeshire Rd is in Toronto, ON. Schools, transit, parks and shops nearby are under Location & lifestyle on this page.
How long has 38 Fifeshire Rd been on the market?
52 days — 38 Fifeshire Rd was listed on September 15, 2026.
What is the price per square foot of 38 Fifeshire Rd?
About $1,300 to $1,517 per square foot: the asking price of $4,549,999 over the 3,000–3,500 sq ft the listing gives as its size range.
Does 38 Fifeshire Rd have parking or a garage?
Yes — the listing gives 12 parking spaces. Garage: Yes.
