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38 Fifeshire Road

Toronto (St. Andrew-Windfields), Ontario M2L2G6

MLS # C13109790

$4,995,000

Property Details

Type

Detached

Beds

5

Baths

5

Status

For Sale

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.

Mortgage Estimate

Estimated monthly payment

Calculating…

Estimate only. Taxes, insurance, condo fees, and lender terms are not included.

Monthly costs to verify

Property taxes: about $1,258/month based on listed annual taxes.

Estimate only. Confirm taxes, condo/maintenance fees, insurance, utilities, and lender terms before making decisions.

Rooms

Room Level Dimensions
Living room Main level 6.73 x 4.54
Bedroom Lower level 3 x 3.6
Dining room Main level 4.53 x 3.99
Kitchen Main level 5.3 x 4.04
Family room Main level 5.57 x 3.86
Office Main level 3.03 x 3.35
Primary Bedroom Second level 5.83 x 4.54
Bedroom 2 Second level 3.75 x 4.56
Bedroom 3 Second level 3.62 x 4.28
Bedroom 4 Second level 3.96 x 3.48
Recreational, Games room Lower level 7.55 x 4.4

Facts & Location

Interior Size

5,000 sq ft

Parking

12 spaces

Lot Size

117.9 x 199.5 FT ; 106.23 ft rear & 164.02 ft on other side

Annual Taxes

$15,100

Listing data

Listing information is provided for personal, non-commercial use and should be independently verified before making real estate decisions.

Last refreshed: Jul 21, 2026 3:49 AM

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