38 Fifeshire Road

ActiveBridle Path / York Mills / Hoggs Hollow · St. Andrew-Windfields87 days on marketMLS® C13109790

$4,995,000

$1,665 / sq ft

Bedrooms5

Bathrooms5

Interior3,000 sq ft

Lot Size20,505 sq ft

TypeSingle Family Home

ListingFor Sale

Days on Market87

About this property

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.

Features & finishes

View

Fireplace

Air Conditioning

Basement

Property details

MLS® Number	C13109790
Status	Active
Listing Type	For Sale
Property Type	Single Family Home
Interior Size	3,000 sq ft
Lot Size	20,505 sq ft
Beds / Baths	5 bed · 5 bath
Neighbourhood	St. Andrew-Windfields
City	Bridle Path / York Mills / Hoggs Hollow
Postal Code	M2L 2G6
Province	ON
Listed Date	May 11, 2026
Days on Market	87
Price per Sq Ft	$1,665
Brokerage	HARVEY KALLES REAL ESTATE LTD.