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38 Fifeshire Rd
Toronto C12, ON M2L 2G6
38 Fifeshire Rd, Toronto C12 — Listed at $4,995,000. 5 bedroom, 5 bathroom 2-Storey. MLS® C13109790.
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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
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Listing Courtesy of: HARVEY KALLES REAL ESTATE LTD.
MLS® #C13109790


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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).
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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.