St. Andrew-Windfields · C12 · M2L 2G6
$4,995,000
$1,665 / sq ft4 months on market
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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.
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What this home costs beyond the asking price, and how that price compares to what else is on the market.
This home is priced in line with comparable listings — about 59% of comparable detached listings in St. Andrew-Windfields are asking less.
Based on 64 comparable active detached listings in St. Andrew-Windfields. These are asking prices, not sale prices.
Estimate only. Excludes CMHC insurance premiums, which apply below 20% down, and does not constitute a mortgage approval or an offer of credit.
Payable on closing, on top of the purchase price.
An estimate on the asking price of $4,995,000. Rates current as of September 2026; confirm the final figure with your real estate lawyer.
Listing courtesy of HARVEY KALLES REAL ESTATE LTD.. Listing data is provided in part by the Toronto Regional Real Estate Board (TRREB) and is deemed reliable but is not guaranteed accurate. Information is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties. Data is updated every 15 minutes.
Listing courtesy of HOMELIFE NEW WORLD REALTY INC.
$4,180,000
St. Andrew-Windfields · C12
Listing courtesy of RE/MAX PREMIER INC.
$4,298,000
St. Andrew-Windfields · C12
Listing courtesy of HAMMOND INTERNATIONAL PROPERTIES LIMITED
$4,990,000
St. Andrew-Windfields · C12
Listing courtesy of KELLER WILLIAMS REFERRED URBAN REALTY
$4,490,000
St. Andrew-Windfields · C12
Listing courtesy of BAY STREET GROUP INC.
$4,888,000
St. Andrew-Windfields · C12
Listing courtesy of KELLER WILLIAMS REFERRED URBAN REALTY