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Listing data is provided under license from the Toronto Regional Real Estate Board (TRREB). TRREB assumes no responsibility for the accuracy of the information contained herein. Data is updated periodically and may not reflect the most current market activity. Not intended to solicit buyers or sellers currently under contract. MLS®, REALTOR®, and the associated logos are certification marks owned by the Canadian Real Estate Association (CREA) and identify real estate professionals who are members of CREA.

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MLS# C12818298St. Andrew-Windfields, Toronto · M2L 2G6
For SaleDetached

38 Fifeshire Road

$5,195,000
4 Bed5 Bath43d on market
MLS# C12818298St. Andrew-Windfields, Toronto · M2L 2G6
For SaleDetached

38 Fifeshire Road

$5,195,000

43 days on market

Bedrooms
4 Bed
Bathrooms
5 Bath
Size (MLS Range)
3000-3500 sq ft
Parking
12 Built-In
Virtual Tour

Listing History — This Unit

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Feb 25, 2026(1mo ago)
For Sale

$5,195,000

3000-3500 sqft·43 DOM
HARVEY KALLES REAL ESTATE LTD.·MLS# C12818298
Current
Jan 01, 2024Expired
$000,000

(Sign-in required)

Jan 01, 2024Terminated
$000,000

(Sign-in required)

Jan 01, 2024Expired
$000,000

(Sign-in required)

About This Listing

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!

Property Details

MLS NumberC12818298
Property TypeDetached
Style2-Storey
Listing TypeFor Sale
StatusActive
Bedrooms4 Bed
Bathrooms5
Size3000-3500 sq ft
Parking Spaces12
Parking TypeBuilt-In
Property Tax$15,099.75/yr
Days on Market43
Listed2026-02-25
CommunitySt. Andrew-Windfields
MunicipalityToronto
Cross StreetBayview/York Mills

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Listing provided by HARVEY KALLES REAL ESTATE LTD.

Based on information from the Toronto Regional Real Estate Board (TRREB). All information deemed reliable but not guaranteed and should be independently verified. The accuracy of information is not guaranteed, has not been verified, and does not constitute professional advice.

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MLS®, REALTOR®, and the associated logos are certification marks owned by the Canadian Real Estate Association (CREA) and identify real estate professionals who are members of CREA.

This listing content is not intended to solicit properties already listed for sale or individuals who are currently under contract with a brokerage.

Data last updated: April 8, 2026 at 09:42 a.m.