38 Fifeshire Road
38 Fifeshire Road
38 Fifeshire Road
+37
4+1
 bed
5
 bath
12
 parking
3000 - 3500
 sqft
Detached
$4,995,000
For Sale
46 days
 on site
$4,995,000
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Size
-
Lot size
20505 sqft
Street frontage
-
Possession
Flexible
Price per sqft
$1,427 - $1,665
Taxes
$15,099.75 (2025)
Parking Type
-
Style
2-Storey
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Description
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.
Broker: HARVEY KALLES REAL ESTATE LTD.
MLS®#: C13109790
Open House Times
Saturday, Jun 27th
2:00pm - 4:00pm
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Property details
Parking:
12
Parking type:
-
Property type:
Detached
Heating type:
Forced Air
Style:
2-Storey
MLS Size:
3000-3500 sqft
Lot front:
117 Ft
Lot depth:
199 Ft
Listed on:
May 11, 2026
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Rooms
LevelNameSizeFeatures
Main
Office
9.9 x 11.0 ft
Second
Bedroom 2
12.3 x 15.0 ft
Main
Family Room
18.3 x 12.7 ft
Show all
Instant estimate:
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$702,984
lower than listed price
i
High
$4,471,727
Mid
$4,292,016
Low
$4,044,181
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About 38 Fifeshire Road

38 Fifeshire Road is a North York detached house for sale. It was listed at $4995000 in May 2026 and has 4+1 beds and 5 bathrooms. Situated in North York's St Andrew-York Mills neighbourhood, Hoggs Hollow, Teddington Park, Cricket Club and Lansing are nearby neighbourhoods.

For grabbing your groceries, Metro is a 9-minute walk.

Transit riders take note, 38 Fifeshire Rd, Toronto is not far to the closest public transit Bus Stop (Toba Dr at Fifeshire Rd) with route St. Andrews. Access to Hwy 401 from 38 Fifeshire Rd is within a 4-minute drive, making it easy for those driving to get into and out of the city using Bayview Ave ramps.