38 Fifeshire Road, North York

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
106 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
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
Show all details
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:
orto view instant estimate
$809,152
lower than listed price
i
High
$4,361,114
Mid
$4,185,848
Low
$3,944,144
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About 38 Fifeshire Road

38 Fifeshire Road is a North York detached house for sale. 38 Fifeshire Road has an asking price of $4995000, and has been on the market since May 2026. This detached house has 4+1 beds, 5 bathrooms and is 3000-3500 sqft. 38 Fifeshire Road resides in the North York St Andrew-York Mills neighbourhood, and nearby areas include Hoggs Hollow, Teddington Park, Cricket Club and Lansing.

Nearby grocery options: 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. For drivers at 38 Fifeshire Rd, it might be easier to get around the city getting on or off Hwy 401 and Bayview Ave, which is within a 4-minute drive.