21 Fifeshire Road, Toronto, ON

Toronto, North York, St. Andrew-Windfields Hood
Bayview Ave and York Mills Rd
5+1 Br | 8 Bath | 5000 + Sqft
$7,500,000 For Sale

Property Overview

  • Detached — 2-Storey
  • SqFt: | 5000 + Sqft
  • Lot Size: 121.89 x 178.36 Feet
  • Age: n/a
  • Basement: Walk-Up, Finished
  • Exterior: Stucco (Plaster)
  • Taxes: 23,377 / 2025
  • Zoning: n/a
  • MLS #: C13250474
  • Sewer: Sewer
  • Heat Source: Gas , Forced Air

Property Description

Bespoke Residence Set On A Stunning 121' Wide Manicured Lot Which Stands Among The Finest In Prestigious Estates On The Much Sought After St. Andrew-Windfields Neighborhood. Encompassing Approximately 8,300 Square Feet Of Curated Living Space With Ideal Entertainment Flow, The Residence Is Defined By Imported Marble, Rich Hardwood, Tailored Lighting, And Refined Designer Detailing Throughout.

Beyond A Tree-Lined Circular Drive, The Stately 6+1 Bedroom, 9 Bathroom Home Reveals A Grand Foyer Of Striking Elegance, Where A Soaring Cathedral Ceiling With Skylight Bathes The Interiors In Natural Light, Accentuating A Sweeping Natural Stone Staircase With Custom Brass And Wrought Iron Railings. Gracious Formal Living And Dining Rooms, Alongside A Distinguished Library Adorned In Brazilian Redwood, And A Custom Chef's Kitchen, Anchor The Main Level With Timeless Sophistication.

A Charming Breakfast Area And Expansive Family Room Seamlessly Extend To The Rear Garden Oasis, Creating An Effortless Setting For Both Intimate Gatherings And Entertaining. The Primary Retreat Is A Sanctuary Unto Itself, Featuring A Tranquil Sitting Area With A Custom Fireplace, His And Hers Walk-In Closets, And Accompanying His-And-Hers Ensuites. Five Additional Bedrooms Complete The Second Level.

The Lower Level Offers An Exceptional Extension Of Living Space, Including A Nanny Suite, Oversized Recreation Room, Full Bar, Exercise Room With Ensuite Sauna, Cedar Closet, And A Walk-Up To The Gardens, With Ample Opportunity For Further Customization. Outdoors, The Estate Impresses With A 20' X 40' Pool, Multiple Lounging And Entertaining Areas, An Expansive Stone Terrace, And A Serene Koi Pond, All Enveloped By Lush Landscaping To Ensure Ultimate Privacy.

A Rare And Distinguished Offering In One Of The City's Most Coveted Enclaves.

Paul Bocuse 4-Burner Gas Range Plus Griddle And Double Oven, Hood Fan, Sub-Zero Fridge, Sub-Zero Freezer, KitchenAid Dishwasher, Panasonic Speed Oven, LG Washer/Dryer, All Elfs, and Window Covs

Property Details

  • For: For Sale
  • Type: Detached
  • Style: 2-Storey
  • Lot: 121.89 x 178.36 Feet
  • Region: Toronto
  • Hood: St. Andrew-Windfields
  • Zoning: n/a
  • Lot Irreg: East Depth 165.21'
  • Fronting On: North

Building Details

  • Age: n/a
  • Exterior: Stucco (Plaster)
  • Heat: Gas , Forced Air
  • A/C: Central Air
  • Interior Features: Auto Garage Door Remote, Central Vacuum, ERV/HRV, Sauna, Steam Room, Water Heater
  • Pool: Inground
  • Sewer: Sewer
  • Garage: Built-In
  • Total Parking: 14.00
  • Driveway: Circular Drive

Property Interior

  • Sqft: 5000 + Sqft
  • Bed: 5 +1
  • Bath: 8
  • Kitchen: 1
  • Family Room: No
  • Basement: Walk-Up, Finished
Rooms Details

Foyer

Main Level

9.6 x 3.53

Marble Floor, Double Closet, Crown Moulding

Living Room

Main Level

9.6 x 3.94

Hardwood Floor, Picture Window, Overlooks Frontyard

Dining Room

Main Level

4.5 x 3.94

Bay Window, Crown Moulding, Overlooks Living

Kitchen

Main Level

4.47 x 4.04

Breakfast Area, Centre Island, Marble Floor

Office

Main Level

6.5 x 5.33

Fireplace, Overlooks Frontyard, Hardwood Floor

Family Room

Main Level

7.52 x 4.47

W/O To Terrace, Skylight, Fireplace

Primary Bedroom

Second Level

12.7 x 5.28

5 Pc Ensuite, Walk-In Closet(s), Combined w/Sitting

Bedroom 2

Second Level

6.53 x 4.04

Hardwood Floor, Double Closet, Overlooks Frontyard

Bedroom 3

Second Level

4.9 x 3.94

Closet, Overlooks Backyard, Hardwood Floor

Bedroom 4

Second Level

3.3 x 3.15

Hardwood Floor, Overlooks Garden, Double Closet

Bedroom 5

Second Level

4.27 x 3.3

Double Closet, Hardwood Floor, Combined w/Sitting

Bedroom

Lower Level

4.34 x 3.89

3 Pc Ensuite, Pot Lights, Closet

Recreation

Lower Level

11.35 x 3.81

Wet Bar, Fireplace, Above Grade Window

Property Listed by: RE/MAX REALTRON BARRY COHEN HOMES INC.
Virtual Tour: n/a

Home Valuation Estimate

What is 21 Fifeshire Road, Toronto, ON worth in today’s St. Andrew-Windfields, North York market?

This HomeZira valuation preview helps buyers and sellers think through the asking price for this 5-bedroom Detached with 5000 + sq. ft. in St. Andrew-Windfields, North York. The full estimate reviews the property’s location, home type, bedroom count, size range, age, and nearby comparable market activity after sign-in.

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Location

  • Address: 21 Fifeshire Road
  • Neighborhood: St. Andrew-Windfields
  • Zip/Postal Code: M2L 2G4
  • Nearby Amenities: Golf, Hospital, Library, Park, School
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About 21 Fifeshire Road, Toronto C12, ON M2L 2G4, North York

Located at 21 Fifeshire Road, Toronto, ON in North York (St. Andrew-Windfields neighbourhood), near Bayview Ave and York Mills Rd. This freehold home offers Detached, ["2-Storey"], 5 bedrooms, 8 bathrooms and 5000 + sq.ft. (approx.) in a layout suited to everyday family living. Basement: Walk-Up, Finished • 14 parking spots • Garage: Built-In • Heating: Gas Forced Air • Cooling: Central Air. Property taxes are approximately $23,377 for 2025. Bespoke Residence Set On A Stunning 121' Wide Manicured Lot Which Stands Among The Finest In Prestigious Estates On The Much Sought After St. Andrew-Windfields Neighborhood. Encompassing Approximately 8,300 Square Feet Of Curated Living Space With Ideal Entertainment Flow, The Residence Is Defined By Imported Marble, Rich Hardwood, Tailored Lighting, And Refined Designer Detailing Throughout. Beyond A Tree-Lined Circular Drive, The Stately 6+1 Bedroom, 9 Bathroom Home Reveals A Grand Foyer Of Striking Elegance, Where A Soaring Cathedral Ceiling With Skylight Bathes The Interiors In Natural Light, Accentuating A Sweeping Natural Stone Staircase With Custom Brass And Wrought Iron Railings. Gracious Formal Living And Dining Roo.

FAQs for 21 Fifeshire Road, Toronto, ON , St. Andrew-Windfields , North York

What are the listing details for 21 Fifeshire Road, Toronto, ON?
21 Fifeshire Road, Toronto, ON is a Detached for sale in North York, in the St. Andrew-Windfields neighbourhood, Toronto. The current list price is $7,500,000. MLS number: C13250474.
How many bedrooms and bathrooms does this home have?
21 Fifeshire Road, Toronto, ON is listed as a Detached with a ["2-Storey"] style, featuring 5+1 bedroom(s) and 8 bathroom(s). The listed interior size range is 5000 + sq. ft..
What lot, basement, garage, or parking details are listed?
The lot size is listed as approximately 121.89 x 178.36 Feet. The basement is listed as: Walk-Up, Finished. Garage type: Built-In. Total parking: 14 space(s).
What heating, cooling, and exterior details are shown?
Heating is listed as: Gas, Forced Air. Cooling is listed as: Central Air. Exterior/construction materials are listed as: Stucco (Plaster).
Where is this property located?
21 Fifeshire Road, Toronto, ON is located in the St. Andrew-Windfields neighbourhood of North York. The listed cross street is Bayview Ave and York Mills Rd.
What information is available on this public listing page?
The public listing page shows current active listing information, property photos, room details when available, map location, listed price, property features, and contact options. Annual taxes are listed as $23,377 / 2025. Valuation tools and similar sold-property previews are available after sign-in where applicable, without displaying sold data in this public FAQ.

FAQ content is based on current active listing fields shown on this page. Sold prices, sold comparables, and VOW-only details are not included in this public FAQ.