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.
For sale
C$4,995,000
38 Fifeshire Rd, Toronto, ON M2L 2G6
5beds
5baths
Single Family Residence
Built in ----
0.47 Acres Lot
$-- Zestimate®
C$--/sqft
C$-- HOA
What's special
Prestigious streetExpansive ravine lotFramed by lush greeneryMature treesBreathtaking ravine vistas
- 125 days
- 17
- 0
Zillow last checked:
Listing updated:
Listed by:
HARVEY KALLES REAL ESTATE LTD.
Source: TRREB,MLS®#: C13109790
Originating MLS®#: Toronto Regional Real Estate Board
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 5
- Bathrooms: 5
Primary bedroom
- Level: Second
- Dimensions: 5.83 x 4.54
Bedroom
- Level: Lower
- Dimensions: 3 x 3.6
Bedroom 2
- Level: Second
- Dimensions: 3.75 x 4.56
Bedroom 3
- Level: Second
- Dimensions: 3.62 x 4.28
Bedroom 4
- Level: Second
- Dimensions: 3.96 x 3.48
Dining room
- Level: Main
- Dimensions: 4.53 x 3.99
Family room
- Level: Main
- Dimensions: 5.57 x 3.86
Kitchen
- Level: Main
- Dimensions: 5.3 x 4.04
Living room
- Level: Main
- Dimensions: 6.73 x 4.54
Office
- Level: Main
- Dimensions: 3.03 x 3.35
Recreation
- Level: Lower
- Dimensions: 7.55 x 4.4
Heating
- Forced Air, Gas
Cooling
- Central Air
Features
- None
- Basement: Finished with Walk-Out
- Has fireplace: Yes
Interior area
- Living area range: 3000-3500 null
Video & virtual tour
Property
Parking
- Total spaces: 12
- Parking features: Circular Driveway
- Has garage: Yes
Features
- Stories: 2
- Has private pool: Yes
- Pool features: In Ground
Lot
- Size: 0.47 Acres
- Features: Irregular Lot
Details
- Parcel number: 100980639
Construction
Type & style
- Home type: SingleFamily
- Property subtype: Single Family Residence
Materials
- Brick
- Foundation: Concrete
- Roof: Asphalt Shingle
Utilities & green energy
- Sewer: Sewer
Community & HOA
Location
- Region: Toronto
Financial & listing details
- Annual tax amount: C$15,099
- Date on market: 5/11/2026
Price history
Price history is unavailable.
Public tax history
Tax history is unavailable.
Climate risks
Neighborhood: St. Andrew
Nearby schools
GreatSchools rating
No schools nearby
We couldn't find any schools near this home.






