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RE/MAX Premier Inc., Brokerage logo

Suzan McKenzie

RE/MAX Premier Inc., Brokerage

1885 Wilson Avenue Ste 200A, Toronto, Ontario, M9M1A2

Phone: 416-743-2000

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.

© 2026 Condos Homes. All rights reserved.

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

38 Fifeshire Road

$5,195,000
4 Bed + Den5 Bath54d on market
MLS# C12818298St. Andrew-Windfields, Toronto · M2L 2G6
For SaleDetached

38 Fifeshire Road

$5,195,000

54 days on market

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

Listing History — This Unit

Sign in to see the full listing history.
Feb 25, 2026(1mo ago)·54 DOM
$5,195,000
Active
3000-3500 sqft·HARVEY KALLES REAL ESTATE LTD.
C12818298Current
Jan 01, 2024
$000,000Expired

(Sign-in required)

Jan 01, 2024
$000,000Terminated

(Sign-in required)

Jan 01, 2024
$000,000Expired

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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 + Den
Bathrooms5
Size3000-3500 sq ft
Parking Spaces12
Parking TypeBuilt-In
Property Tax$15,099.75/yr
Days on Market54
Listed2026-02-25
CommunitySt. Andrew-Windfields
MunicipalityToronto
Cross StreetBayview/York Mills

Location & Scores

Nearby schools

Closest publicly funded schools within 5 km

Elementary

3 schools
  • St Andrew's Middle School
    Public·Grades 6-8
    351 m
  • Owen Public School
    Public·Grades JK-5
    615 m
  • Avondale Alternative Elementary School
    Public·Grades JK-8
    884 m

Secondary

3 schools
  • York Mills Collegiate Institute
    Public·Grades 9-12
    1.5 km
  • École secondaire Étienne-Brûlé
    French·Grades 9-12·FR
    1.7 km
  • Cardinal Carter Academy for the Arts
    Catholic·Grades 9-12
    1.8 km

Source: Ontario Ministry of Education · straight-line distances

Public Catholic French

Transit access

Nearest rapid transit and bus stops

M
Nearest subway
Bayview Station - Eastbound Platform
1.4 km · every 5 min at peak
4

Bus stops within 800 m

5 stops
  • Toba Dr at Fifeshire Rd
    78
    234 m
  • Toba Dr at Fifeshire Rd West Side
    78
    247 m
  • Toba Dr at Montressor Dr East Side
    78
    308 m
  • Toba Dr at Montressor Dr
    78
    332 m
  • Montressor Dr at Troon Crt North Side
    78
    448 m

Source: TTC GTFS · straight-line distances · routes shown are short names

Nearby amenities

0 within a 10-min walk · 86 within 20 min · click a card to see the closest ones

Daily essentials

🏦
Bank / ATM
10within 1.6 km
  • TD Canada Trust860 m
  • RBC1.0 km
  • RBC1.0 km
🏪
Convenience
7within 1.6 km
  • Daisy Mart1.2 km
  • Circle K1.3 km
  • Shell1.4 km
🛒
Grocery
4within 1.6 km
  • Metro944 m
  • Nortown969 m
  • Ava Esfahan Food Market1.2 km
💊
Pharmacy
4within 1.6 km
  • Shoppers Drug Mart1.0 km
  • Rexall1.2 km
  • Metro Pharmacy1.4 km
📮
Post
1within 1.6 km
  • Canada Post1.0 km

Food & drink

🍽️
Restaurants
33within 1.6 km
  • Richtree Market Restaurants970 m
  • Hero Certified Burger984 m
  • Kernels Popcorn1.0 km
☕
Coffee
6within 1.6 km
  • Dineen's Coffee Co.

Recreation

🏋️
Fitness
2within 1.6 km
  • Superfit1.4 km
  • Moksha Yoga North York1.5 km
🌳
Parks
1within 1.6 km

Services & shops

🏥
Healthcare
12within 1.6 km
  • Dr. R. C. Thomas Dental Surgeon893 m
  • York Mills Orthodontics899 m
  • Dr. Joseph Yu1.3 km
🧸
Daycare
3within 1.6 km
  • Central Montessori Schools

© OpenStreetMap contributors · counts are amenities tagged in OSM within walking distance

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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.

IDX information is provided exclusively for consumers' personal, non-commercial use. It may not be used for any purpose other than identifying prospective properties consumers may be interested in purchasing or renting.

Sold and leased listing data is provided under the Virtual Office Website (VOW) data feed and is available only to registered users who have agreed to the Terms of Use. This data is for personal, non-commercial use only and may not be copied, redistributed, or retransmitted.

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 19, 2026 at 09:42 p.m.

978 m
  • Country Style1.0 km
  • Tim Hortons1.2 km
  • 1.3 km
  • Willowbrae Academy1.3 km
  • Central Montessori Schools1.5 km
  • ⛽
    Gas / EV
    2within 1.6 km
    • Esso1.3 km
    • Esso1.6 km
    🛍️
    Shops
    1within 1.6 km
    • Young Teolia1.4 km