For Sale: 38 Fifeshire Road, Toronto, ON - REW
Boost your listing
Listing featured. Your listing will be featured on REW.
View featured placement
$4,995,000
4 + 1 bd 5 ba 3000 - 3500 sf House

38 Fifeshire RoadToronto, ON, M2L 2G6

St. Andrew-Windfields
  • 4 + 1 Bed
  • 5 Bath
  • 3000 - 3500 Sqft
  • House

About this home

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!
Listed by: Mark Aliassa, Salesperson, HARVEY KALLES REAL ESTATE LTD.

Home facts and features

Price details
List Price
Gross Taxes for 2025
$15,100
Home facts
Bedrooms
4 + 1
Full Bathrooms
5
Parking Spaces
12
Parking Details
Circular Drive
Property Type
House
Lot Size
117 ft x 199 ft (23511 ft²)
Depth
199.45
Frontage
117.88
Exterior Finish
Brick
Heating Type
Forced Air, Gas
Cooling
Central Air
Pool
Inground
Basement Details
Finished with Walk-Out
Community
Agent details
Primary Agent
Mark Aliassa
Primary Broker
HARVEY KALLES REAL ESTATE LTD.
Secondary Agent
Secondary Broker
HARVEY KALLES REAL ESTATE LTD.
Listing details
Days on REW
25 Days
Property Views
56
MLS® Number
C13109790
Source
Toronto Real Estate Board
Is this your listing? Help it to stand out.

Mortgage Calculator

Estimated Payments
Purchase Price
Mortgage Total
Down Payment
Amortization
25 Years
Interest Rate
3.99%

Connect with our mortgage partner

REW Money

REW Money

REW Money

Connect with a mortgage expert

The displayed rates are provided as guidance only, are not guaranteed, or are to be considered an approval of credit. Approval will be based solely on your personal situation. You are encouraged to speak with a Mortgage Professional for the most accurate information and to determine your eligibility.

Property Insights

St Andrew's School
  • Public
  • 6 - 9
Owen Public School
  • Public
  • JK - 6
Avondale School
  • Public
  • JK - 8
Harrison Public School
  • Public
  • JK - 6
Cornell International Academy
  • Private
  • 9 - 12
ETON Academy
  • Private
  • 10 - 12
Toronto Central Academy
  • Private
  • 9 - 12
York Mills Collegiate Institute
  • Public
  • 9 - 12
Duke Academy
  • Private
  • 9 - 12
Don Valley Academy
  • Private
  • 9 - 12
School catchments and distances are intended to be used as reference only. To verify enrolment eligibility for a property, contact the school directly.Report Incorrect Info
Listing data is subject to copyright, disclaimer, and additional requirements from the data provider. See our Terms of Use for terms applicable to this listing. Listing data was last updated on 2026-06-03.