38 Fifeshire Road
38 Fifeshire Road
38 Fifeshire Road
+37
4+1
 bed
5
 bath
12
 parking
3000 - 3500
 sqft
Detached
$5,195,000
Instant Estimate Not Available
For Sale
1 day
 on site
$5,195,000
Instant Estimate Not Available
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Size
-
Lot size
20505 sqft
Street frontage
-
Possession
Flexible
Price per sqft
$1,484 - $1,732
Taxes
$15,099.75 (2025)
Parking Type
-
Style
2-Storey
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Description
Nestled on one of Toronto's most coveted streets, 38 Fifeshire Road offers an unparalleled opportunity to craft a bespoke masterpiece in the heart of the illustrious Bayview and York Mills enclave. 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. Seize this moment to build your dream. A rare legacy estate awaits!
Broker: HARVEY KALLES REAL ESTATE LTD.
MLS®#: C12818298
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:
Feb 25, 2026
Show all details
Rooms
LevelNameSizeFeatures
Second
Bedroom 3
11.9 x 14.0 ft
Second
Primary Bedroom
19.1 x 14.9 ft
Main
Dining Room
14.9 x 13.1 ft
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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 $5195000, and has been on the market since February 2026. This detached house has 4+1 beds, 5 bathrooms and is 3000-3500 sqft. Situated in North York's St Andrew-York Mills neighbourhood, Hoggs Hollow, Teddington Park, Cricket Club and Lansing are nearby neighbourhoods.

For groceries there is Metro which is only a 9 minute walk.

Living in this St Andrew-York Mills detached house is easy. There is also Toba Dr at Fifeshire Rd Bus Stop, not far, with route St. Andrews nearby. 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 on and off ramps on Bayview Ave.