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38 Fifeshire Road
St. Andrew-Windfields Toronto M2L 2G6

$5,995,000
Residential Freehold beds: 4+1 baths: 5.0

Main Photo: 38 Fifeshire Road in Toronto: St. Andrew-Windfields House for sale (Toronto C12)  : MLS®# C12123657
Photo 1: 38 Fifeshire Road in Toronto: St. Andrew-Windfields House for sale (Toronto C12)  : MLS®# C12123657
Photo 2: 38 Fifeshire Road in Toronto: St. Andrew-Windfields House for sale (Toronto C12)  : MLS®# C12123657
Photo 3: 38 Fifeshire Road in Toronto: St. Andrew-Windfields House for sale (Toronto C12)  : MLS®# C12123657
Photo 4: 38 Fifeshire Road in Toronto: St. Andrew-Windfields House for sale (Toronto C12)  : MLS®# C12123657
Photo 5: 38 Fifeshire Road in Toronto: St. Andrew-Windfields House for sale (Toronto C12)  : MLS®# C12123657
Photo 6: 38 Fifeshire Road in Toronto: St. Andrew-Windfields House for sale (Toronto C12)  : MLS®# C12123657
Photo 7: 38 Fifeshire Road in Toronto: St. Andrew-Windfields House for sale (Toronto C12)  : MLS®# C12123657
Photo 8: 38 Fifeshire Road in Toronto: St. Andrew-Windfields House for sale (Toronto C12)  : MLS®# C12123657
Photo 9: 38 Fifeshire Road in Toronto: St. Andrew-Windfields House for sale (Toronto C12)  : MLS®# C12123657
Photo 10: 38 Fifeshire Road in Toronto: St. Andrew-Windfields House for sale (Toronto C12)  : MLS®# C12123657
Photo 11: 38 Fifeshire Road in Toronto: St. Andrew-Windfields House for sale (Toronto C12)  : MLS®# C12123657
Photo 12: 38 Fifeshire Road in Toronto: St. Andrew-Windfields House for sale (Toronto C12)  : MLS®# C12123657
Photo 13: 38 Fifeshire Road in Toronto: St. Andrew-Windfields House for sale (Toronto C12)  : MLS®# C12123657
Photo 14: 38 Fifeshire Road in Toronto: St. Andrew-Windfields House for sale (Toronto C12)  : MLS®# C12123657
Photo 15: 38 Fifeshire Road in Toronto: St. Andrew-Windfields House for sale (Toronto C12)  : MLS®# C12123657
Photo 16: 38 Fifeshire Road in Toronto: St. Andrew-Windfields House for sale (Toronto C12)  : MLS®# C12123657
Photo 17: 38 Fifeshire Road in Toronto: St. Andrew-Windfields House for sale (Toronto C12)  : MLS®# C12123657
Photo 18: 38 Fifeshire Road in Toronto: St. Andrew-Windfields House for sale (Toronto C12)  : MLS®# C12123657
Photo 19: 38 Fifeshire Road in Toronto: St. Andrew-Windfields House for sale (Toronto C12)  : MLS®# C12123657
Photo 20: 38 Fifeshire Road in Toronto: St. Andrew-Windfields House for sale (Toronto C12)  : MLS®# C12123657
Photo 21: 38 Fifeshire Road in Toronto: St. Andrew-Windfields House for sale (Toronto C12)  : MLS®# C12123657
Photo 22: 38 Fifeshire Road in Toronto: St. Andrew-Windfields House for sale (Toronto C12)  : MLS®# C12123657
Photo 23: 38 Fifeshire Road in Toronto: St. Andrew-Windfields House for sale (Toronto C12)  : MLS®# C12123657
Photo 24: 38 Fifeshire Road in Toronto: St. Andrew-Windfields House for sale (Toronto C12)  : MLS®# C12123657
Photo 25: 38 Fifeshire Road in Toronto: St. Andrew-Windfields House for sale (Toronto C12)  : MLS®# C12123657
Photo 26: 38 Fifeshire Road in Toronto: St. Andrew-Windfields House for sale (Toronto C12)  : MLS®# C12123657
Photo 27: 38 Fifeshire Road in Toronto: St. Andrew-Windfields House for sale (Toronto C12)  : MLS®# C12123657
Photo 28: 38 Fifeshire Road in Toronto: St. Andrew-Windfields House for sale (Toronto C12)  : MLS®# C12123657
Photo 29: 38 Fifeshire Road in Toronto: St. Andrew-Windfields House for sale (Toronto C12)  : MLS®# C12123657
Photo 30: 38 Fifeshire Road in Toronto: St. Andrew-Windfields House for sale (Toronto C12)  : MLS®# C12123657
Photo 31: 38 Fifeshire Road in Toronto: St. Andrew-Windfields House for sale (Toronto C12)  : MLS®# C12123657
Photo 32: 38 Fifeshire Road in Toronto: St. Andrew-Windfields House for sale (Toronto C12)  : MLS®# C12123657
Photo 33: 38 Fifeshire Road in Toronto: St. Andrew-Windfields House for sale (Toronto C12)  : MLS®# C12123657
Photo 34: 38 Fifeshire Road in Toronto: St. Andrew-Windfields House for sale (Toronto C12)  : MLS®# C12123657
Photo 35: 38 Fifeshire Road in Toronto: St. Andrew-Windfields House for sale (Toronto C12)  : MLS®# C12123657
Photo 36: 38 Fifeshire Road in Toronto: St. Andrew-Windfields House for sale (Toronto C12)  : MLS®# C12123657
Photo 37: 38 Fifeshire Road in Toronto: St. Andrew-Windfields House for sale (Toronto C12)  : MLS®# C12123657
Photo 38: 38 Fifeshire Road in Toronto: St. Andrew-Windfields House for sale (Toronto C12)  : MLS®# C12123657
Photo 39: 38 Fifeshire Road in Toronto: St. Andrew-Windfields House for sale (Toronto C12)  : MLS®# C12123657
Photo 40: 38 Fifeshire Road in Toronto: St. Andrew-Windfields House for sale (Toronto C12)  : MLS®# C12123657
Status:
Active
Prop. Type:
Residential Freehold
MLS® Num:
C12123657
Bedrooms:
4+1
Bathrooms:
5
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
Depth:
199'5"
Frontage:
117'10½"
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
Ensuite Laundry:
No
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 C12
St. Andrew-Windfields
Toronto
None
Hot water tank if a 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" × 14'10¾"
Overlooks Backyard, Window Floor to Ceiling, Broadloom
Main
Dining Room
14'10" × 13'1"
Overlooks Backyard, Large Window
Main
Kitchen
17'5" × 13'3"
B/I Appliances, Breakfast Area, Tile Floor
Main
Family Room
18'3" × 12'8"
Beamed Ceilings, Fireplace, Overlooks Backyard
Main
Office
11' × 9'11"
Overlooks Garden, B/I Shelves, Broadloom
Second
Primary Bedroom
19'1½" × 14'10¾"
6 Pc Ensuite, Walk-In Closet(s), Double Closet
Second
Bedroom 2
14'11½" × 12'4"
Large Closet, Broadloom, Picture Window
Second
Bedroom 3
14'½" × 11'10½"
Double Closet, Broadloom, Picture Window
Second
Bedroom 4
13' × 11'5"
2 Pc Ensuite, Walk-In Closet(s), Picture Window
Lower
Recreation
24'9¼" × 14'5¼"
W/O To Yard, Stone Fireplace
Lower
Bedroom
11'9¾" × 9'10"
Large Window, Large Closet, Broadloom
Special Designation:
Unknown
Sewers:
Sewer
Air Conditioning:
Central Air
Central Vacuum:
No
Seller Property Info Statement:
No
Date Listed:
May 05, 2025
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Listed by HARVEY KALLES REAL ESTATE LTD.
Data was last updated May 6, 2025 at 02:15 AM (UTC)
Area Statistics
Listings on market:
75
Avg list price:
$4,099,000
Min list price:
$1,499,000
Max list price:
$19,995,000
Avg days on market:
42
Min days on market:
2
Max days on market:
341
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.
Dawson Pereita - Broker
This website may only be used by consumers that have a bona fide interest in the purchase, sale, or lease of real estate of the type being offered via the website. The data relating to real estate on this website comes in part from the MLS® Reciprocity program of the PropTx MLS®. The data is deemed reliable but is not guaranteed to be accurate.