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Detached for sale at 38 Fifeshire Road, Toronto C12 - 5 bedroom, 5 bathroom - Photo 1 of 40
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Active

$4,995,000

38 Fifeshire Rd

Toronto C12, ON M2L 2G6

38 Fifeshire Rd, Toronto C12Listed at $4,995,000. 5 bedroom, 5 bathroom 2-Storey. MLS® C13109790.

5Beds
5Baths
3000-3500sqft
2-Storey
12Parking
$15,099.75 (2025)

What's this home worth?

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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.

Property Details

Property TypeDetached
Style2-Storey
CommunitySt. Andrew-Windfields
Rooms9+3
Kitchens1
Washrooms5
Square Feet3000-3500 sqft
Lot Size20,505 sq ft
Lot Dimensions117.88 × 199.45 ft
Lot Size Area20,505.23 sqft (GeoWarehouse)
Fronting OnWest
Dir/Cross StBayview/York Mills
Garage TypeBuilt-In
Garage Parking Spaces2
DriveCircular Drive
Parking Drive Spaces10
Total Parking Spaces12
ExteriorBrick
RoofAsphalt Shingle
FoundationConcrete
BasementFinished with Walk-Out
Fireplace FeaturesYes
Heating TypeForced Air
Heating SourceGas
A/CCentral Air
SewersSewer
PoolInground
Taxes (2025)$15,099.75
HSTIncluded In
Listed Date5/11/2026
Days on Market67 days
Possession30-60 TBA

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Listing Courtesy of: HARVEY KALLES REAL ESTATE LTD.

MLS® #C13109790

TRREBMLS®

The listing data is provided under copyright by the Toronto Regional Real Estate Board (TRREB). The listing data is deemed reliable but is not guaranteed accurate by TRREB. 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 trademarks MLS®, Multiple Listing Service® and the associated logos are owned by CREA and identify the quality of services provided by real estate professionals who are members of CREA. Used under license.

© 2026 Toronto Regional Real Estate Board. All rights reserved.

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HouseIndex Take: 38 Fifeshire Road

This detached (2-Storey) is located in the St. Andrew-Windfields neighbourhood of Toronto.

The home offers 5+1 bedrooms, 5 bathrooms.

Features include a finished with walk-out basement, 12 parking spaces including a 2-car garage, a fireplace.

Additional details: lot dimensions of 117.88 × 199.45 feet.

Listed at $4,995,000 CAD with annual property taxes of $15,099.75 (2025).

About Toronto Real Estate

This Detached is located in the St. Andrew-Windfields community in Toronto. Toronto is Canada's largest city and the economic hub of the Greater Toronto Area. With world-class transit, diverse neighbourhoods from the Annex to Scarborough, and proximity to major employers in the Financial District, it remains the most sought-after real estate market in Ontario. Buyers benefit from extensive GO Transit and TTC subway connectivity. Detached homes in Toronto are in high demand among families seeking space, privacy, and long-term equity growth.

TTC subway & streetcar networkWorld-class dining & entertainmentUniversity of Toronto & major hospitals nearbyWaterfront trails & ravine parks
Walkability: Highly walkable — many neighbourhoods score 80+ on Walk Score
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