12 days on market
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$5,495,000
For Sale

38 Fifeshire Rd

St. Andrew-Windfields, Toronto

4+1 Bed|5+1 Bath|Yes|12 days on market

$5,495,000

Buy with Dwelly and Save $54,950

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Home Details

Taxes
$1259 / month
Total Parking Spots
12
Driveway
Circular
Garage Spaces
2
Furnished
No
Lot Size
117.88 x 199.45 Feet
Move-in Date
30/60/TBA
Hydro Included
No
Heating
Forced Air
Water Included
No
Kitchens
1
Family Room
Yes
Basement
Fin W/O
Fireplace
Y
Air Conditioning
Central Air
Central Vaccum
No
Exterior
Brick
Sewer
Sewers
Property Type
Detached
Style
2-Storey
Status
New
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Listing 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!
All existing appliances & window coverings. All existing light fixtures except chandeliers listed In exclusions.

Property History

or to view this property's history
Listing DateDOMList PriceSold PriceEventMLS ID
May 5, 202599$5,995,000N/ATerminatedC12123657
Mar 21, 2024132$6,149,000N/AExpiredC8164710
Oct 6, 2023117$6,149,000N/AExpiredC7062210
Apr 11, 202380$6,499,000N/AExpiredC5906696
Jun 20, 20229$6,999,000N/ATerminatedC5666151

Rooms

Room dimensions for 38 Fifeshire Rd, Toronto
Living
22 x 15330 sqft
Dining
15 x 13195 sqft
Kitchen
17 x 13221 sqft
Family
18 x 13234 sqft
Office
10 x 11110 sqft
Primary
19 x 15285 sqft
2nd Br
12 x 15180 sqft
3rd Br
12 x 14168 sqft
4th Br
13 x 11143 sqft
Rec
25 x 14350 sqft
Br
10 x 12120 sqft

Market Trends and Insights

Mortgage Calculator

Your estimated monthly payment for 38 Fifeshire Rd is 28348

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Total Mortgage


Purchase Price$5495000
Down Payment$1099000
Mortgage Insurance$0
Total Mortgage$4396000

Monthly Payment


Mortgage Payment$27089
Property Taxes$1258
Maintenance Fees$0
Monthly Payment$28348
$28348
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About 38 Fifeshire Rd, Toronto

Located at 38 Fifeshire Rd , this Toronto house is available for sale. This property was listed for $5,495,000 on Tue Aug 12 2025. This house's size is 3000-3500 Sqft. It has 4 bedrooms and 5 bathrooms. The property includes the following rooms: Living, Dining, Kitchen, Family, Office, Primary, 2nd Br, 3rd Br, 4th Br, Rec, Br. This property comes with 12 parking spots. 38 Fifeshire Rd, Toronto is situated in the St. Andrew-Windfields neighbourhood.


MLS#: C12340461 · $5,495,000 · 4 bedroom house in St. Andrew-Windfields, Toronto