Office Listings
38 Fifeshire Road
St. Andrew-Windfields
Toronto
M2L 2G6
$5,495,000
Residential Freehold
beds: 4+1
baths: 5.0
- Status:
- Active
- Prop. Type:
- Residential Freehold
- MLS® Num:
- C12340461
- Bedrooms:
- 4+1
- Bathrooms:
- 5
- Photos (50)
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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 Type:
- Residential Freehold
- Property Sub Type:
- Detached
- Home Style:
- 2-Storey
- Total Approx Floor Area:
- 3000-3500
- Lot Depth:
- 199'5"60.8 m
- Lot Frontage:
- 117'10½"35.9 m
- Lot Shape:
- Irregular
- Direction Faces:
- West
- Bedrooms:
- 4+1
- Bathrooms:
- 5.0
- Water supply:
- Municipal
- Kitchens:
- 1
- Bedrooms Above Grade:
- 4
- Bedrooms Below Grade:
- 1
- Kitchens Above Grade:
- 1
- Rooms Above Grade:
- 9
- Rooms Below Grade:
- 3
- Heating type:
- Forced Air
- Heating Fuel:
- Gas
- Foundation:
- Concrete
- Roof:
- Asphalt Shingle
- Basement:
- Finished with Walk-Out
- Fireplace/Stove:
- Yes
- Garage:
- Built-In
- Garage Spaces:
- 2.0
- Parking Features:
- Circular Drive
- Parking Spaces:
- 10
- Total Parking Spaces:
- 12.0
- Family Room:
- Yes
- Possession Details:
- 30/60/TBA
- Lot Irregularities:
- 106.23 ft rear & 164.02 ft on other side
- Pool:
- Inground
- Link:
- No
- HST Applicable To Sale Price:
- Included In
- Taxes:
- $15,099.75 / 2025
- Assessment:
- $- / -
- Toronto
- Toronto C12
- St. Andrew-Windfields
- None
- Hot Water Tank (If Rental)
- All existing appliances & window coverings. All existing light fixtures except chandeliers listed In exclusions.
- Dining room & all bedrooms chandeliers, Main floor foyer & 2nd floor foyer chandeliers.
- Brick
- Floor
- Type
- Size
- Other
- Main
- Living Room
- 22'1"6.73 m × 14'10¾"4.54 m
- Overlooks Backyard, Window Floor to Ceiling, Broadloom
- Main
- Dining Room
- 14'10"4.52 m × 13'1"3.99 m
- Overlooks Backyard, Large Window
- Main
- Kitchen
- 17'5"5.31 m × 13'3"4.04 m
- B/I Appliances, Breakfast Area, Tile Floor
- Main
- Family Room
- 18'3"5.56 m × 12'8"3.86 m
- Beamed Ceilings, Fireplace, Overlooks Backyard
- Main
- Office
- 11'3.35 m × 9'11"3.02 m
- Overlooks Garden, B/I Shelves, Broadloom
- Second
- Primary Bedroom
- 19'1½"5.83 m × 14'10¾"4.54 m
- 6 Pc Ensuite, Walk-In Closet(s), Double Closet
- Second
- Bedroom 2
- 14'11½"4.56 m × 12'4"3.76 m
- Large Closet, Broadloom, Picture Window
- Second
- Bedroom 3
- 14'½"4.28 m × 11'10½"3.62 m
- Double Closet, Broadloom, Picture Window
- Second
- Bedroom 4
- 13'3.96 m × 11'5"3.48 m
- 2 Pc Ensuite, Walk-In Closet(s), Picture Window
- Lower
- Recreation
- 24'9¼"7.55 m × 14'5¼"4.40 m
- W/O To Yard, Stone Fireplace
- Lower
- Bedroom
- 11'9¾"3.60 m × 9'10"3.00 m
- Large Window, Large Closet, Broadloom
- Special Designation:
- Unknown
- Sewers:
- Sewer
- Air Conditioning:
- Central Air
- Central Vacuum:
- No
- Seller Property Info Statement:
- No
- Date Listed:
- Aug 12, 2025
- Original Price:
- $5,495,000
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Larger map options:
Listed by HARVEY KALLES REAL ESTATE LTD.
Data was last updated January 15, 2026 at 06:15 AM (UTC)
Area Statistics
- Listings on market:
- 66
- Avg list price:
- $4,735,000
- Min list price:
- $1,888,000
- Max list price:
- $17,500,000
- Avg days on market:
- 79
- Min days on market:
- 1
- Max days on market:
- 365
These statistics are generated based on the current listing's property type
and located in
St. Andrew-Windfields. Average values are
derived using median calculations. This data is not produced by the MLS® system.
- DAVID HARLAND
- HARVEY KALLES REAL ESTATE LTD.
- 1 (416) 5284149
- Contact by Email
The enclosed information while deemed to be correct, is not guaranteed.


