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38 Fifeshire Road

Toronto, ON M2L 2G6
  • $5,495,000
  • STATUS: Active
  • ON SITE: 181 Days
  • ID#: C12340461
UPDATED: 3 min ago
$5,495,000
  • 5
    BEDS
  • N/A
    ACRES
  • 5
    BATHS
  • 0
    1/2 BATHS
  • 3000-3500
    SQFT
Neighbourhood:
Type:
Single-Family Home
County:
On
Area:

School Ratings & Info

Description

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!

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Listing information © 2026 Toronto Real Estate Board. Information is deemed reliable but is not guaranteed accurate by TREB or The Neil McIntyre Real Estate Team | Re/Max Realty Services Inc.. The information provided herein must only be used by consumers that have a bona fide interest in the purchase, sale, or lease of real estate and may not be used for any commercial purpose or any other purpose. Date last updated: 2026-02-10T19:41:52.82.
www.searchgreatertoronto.com/homes/166836031
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38 Fifeshire Road Toronto, ON M2L 2G6

  • Price: $5,495,000
  • Status: Active
  • On Site: 181 Days
  • Updated: 3 min ago
  • ID#: C12340461
5
Beds
5
Baths
0
½ Baths
N/A
Acres
3000-3500
SQFT
$1,691
$/SQFT
Neighbourhood:
St. Andrew-Windfields
County:
On
Area:
Toronto C12
Property Description
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!
Exterior Features

Architectural Style 2-Storey Construction Materials Brick Foundation Details Concrete Garage Type Built-In Garage YN Yes Pool Features Inground Roof Asphalt Shingle

Interior Features

Basement Finished with Walk-Out Bedrooms Above Grade 4 Bedrooms Below Grade 1 Central Vacuum YN No Cooling Central Air Den Familyroom YN Yes Ensuite Laundry YN No Fireplace YN Yes Heat Type Forced Air Interior Features None Kitchens Above Grade 1 Kitchens Total 1 Rooms Living Room (Main Level Overlooks Backyard Window Floor to Ceiling Broadloom) Dining Room (Main Level Overlooks Backyard Large Window) Kitchen (Main Level B/I Appliances Breakfast Area Tile Floor) Family Room (Main Level Beamed Ceilings Fireplace Overlooks Backyard) Office (Main Level Overlooks Garden B/I Shelves Broadloom) Primary Bedroom (Second Level 6 Pc Ensuite Walk-In Closet(s) Double Closet) Bedroom 2 (Second Level Large Closet Broadloom Picture Window) Bedroom Rooms Above Grade 9 Rooms Below Grade 3 Washrooms Type1 1 Washrooms Type1 Pcs 6 Washrooms Type2 1 Washrooms Type2 Pcs 3 Washrooms Type3 2 Washrooms Type3 Pcs 2 Washrooms Type4 1 Washrooms Type4 Pcs 5

Property Features

Covered Spaces 2 Direction Faces West Heat Source Gas Lot Depth 199.45 Lot Shape Irregular Lot Size Units Feet Occupant Type Owner Parking Features Circular Drive Parking Spaces 10 Parking Total 12 Property Sub Type Detached Property Type Residential Freehold Sewer Sewer Special Designation Unknown Tax Annual Amount 15099.75 Tax Legal Description PARCEL 487 - 1 SECTION M866 LOT 487PLAN 66M866S/T EASE OVER PT 666R1602 AS IN A196238 SUBJECT TO A77396TORONTO Tax Year 2025 Transaction Type For Sale Waterfront YN No

Listing courtesy of Harvey Kalles Real Estate Ltd..
Listing information © 2026 Toronto Real Estate Board. Information is deemed reliable but is not guaranteed accurate by TREB or The Neil McIntyre Real Estate Team | Re/Max Realty Services Inc.. The information provided herein must only be used by consumers that have a bona fide interest in the purchase, sale, or lease of real estate and may not be used for any commercial purpose or any other purpose. Date last updated: 2026-02-10T19:41:52.82.
 
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