For Sale
1 / 14
$3,996,000
62 days ago
105-107 Spadina Road
Toronto
11 bd 6 ba 6 parking
1 / 40
40 photos
38 Fifeshire Road
St. Andrew-Windfields, Toronto, ON
Listed 30 days ago
$4,995,000For Sale
$2,731,638Estimated value
38 Fifeshire Road
Toronto, ON · St. Andrew-Windfields
Listed 30 days ago
Bedrooms4+1
Bathrooms5
Size3000-3500 sqft
Parking12 (2 garage)
Lot Size118 ft × 199 ft
Property TypeDetached
$4,995,000
For SaleMLS# C13109790
$2,731,638Estimated value
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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 a…
Features & Details
- Property Type
- Detached
- Tax
- $15,100 / 2025
- Size
- 3000-3500 sqft
- Lot Size
- 117.88 x 199.45 Feet
- Basement Info
- Finished with Walk-Out
- Total Parking Spaces
- 12 (2 Garage)
- Title
- Residential Freehold
- Property Style
- 2-Storey
- Community
- St. Andrew-Windfields
- Municipality
- Toronto
- Construction
- Brick
- Cross Street
- Bayview/York Mills
- Front Door Facing
- West
- Lot Legal Description
- PARCEL 487 - 1 SECTION M866 LOT 487 , PLAN 66M866, S/T EASE OVER PT 6,66R1602 AS IN A196238 SUBJECT TO A77396, TORONTO
- Data Source
- Toronto Regional Real Estate Board
- Brokerage
- HARVEY KALLES REAL ESTATE LTD.
- Listed On
- May 11, 2026
- Listing Expires On
- Nov 11, 2026
- Listing Updated On
- May 11, 2026
- Bedrooms
- 4+1
- Bathrooms
- 5
- Kitchens
- 1
- Rooms
- 9
- Driveway
- Circular Drive
- Garage Type
- Built-In
- Garage
- 2
- Parking
- 12
- Heating
- Forced Air
- Heat Source
- Gas
- Cooling
- Central Air
- Sewer
- Sewer
- Den / Family Room
- Yes
- Fireplace
- Yes
- Swimming Pool
- Inground
- Roof Material
- Asphalt Shingle
- Foundation Type
- Concrete
- Interior Features
- None
Listing History
Active30 days on marketCurrently viewingMLS #C13109790
May 11, 20261 month ago
Listed for Sale
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Terminated74 days on marketMLS #C12818298
May 11, 20261 month ago
Terminated
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Feb 25, 20263 months ago
Listed for Sale
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Estimate History
Estimated value, last 24 months
Jul 2024 – Jun 2026
$2.9M
$2.76M
$2.63M
$2.49M
Jul
Dec
May
Oct
Mar
Jun
Automated estimate from Polsinello Predictive AI. Not an appraisal. Actual market value may differ.
Mortgage calculator
Estimated monthly payment
$24,368
Estimated payment. Does not include property tax, insurance, or condo fees.
Location & nearby
St. Andrew-Windfields Real Estate Market
Toronto · last 90 days
$2,355,000
Median sold price
74 days
Avg days on market
18
Homes sold (90 days)
17%
Sold above asking
84%
Sold below asking
$815–$1,006/ft²
Price per sq ft
Median price trend
Jun 2025 – May 2026
$3.95M
$3.12M
$2.29M
$1.46M
Jun
Sep
Dec
Mar
May
