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.
About this home
Photos of 21 Fifeshire Road
Facts and features of 21 Fifeshire Road
| Type | Detached |
|---|---|
| Style | 2-Storey |
| Bedrooms | 5 + 1 |
| Bathrooms | 8 |
| Size | 5000 + sq ft |
| Lot | 121.89 x 178.36 Feet |
| Parking | 14 |
| Garage | Built-In |
| Heating | Forced Air |
| Cooling | Central Air |
| Basement | Walk-Up, Finished |
| Exterior | Stucco (Plaster) |
| Taxes | $23,377 (2025) |
| Days on market | 42 |
| Listing brokerage | RE/MAX REALTRON BARRY COHEN HOMES INC. |
Rooms
13 rooms, with sizes
| Room | Level | Size | Features |
|---|---|---|---|
| Foyer | Main | 31′ 6″ × 11′ 7″ 9.6 × 3.53 m | marble floor, double closet, crown moulding |
| Living Room | Main | 31′ 6″ × 12′ 11″ 9.6 × 3.94 m | hardwood floor, picture window, overlooks frontyard |
| Bedroom 5 | Second | 14′ 0″ × 10′ 10″ 4.27 × 3.3 m | double closet, hardwood floor, combined w/sitting |
| Kitchen | Main | 14′ 8″ × 13′ 3″ 4.47 × 4.04 m | breakfast area, centre island, marble floor |
| Dining Room | Main | 14′ 9″ × 12′ 11″ 4.5 × 3.94 m | bay window, crown moulding, overlooks living |
| Bedroom | Lower | 14′ 3″ × 12′ 9″ 4.34 × 3.89 m | 3 pc ensuite, pot lights, closet |
| Family Room | Main | 24′ 8″ × 14′ 8″ 7.52 × 4.47 m | w/o to terrace, skylight, fireplace |
| Bedroom 3 | Second | 16′ 1″ × 12′ 11″ 4.9 × 3.94 m | closet, overlooks backyard, hardwood floor |
| Bedroom 2 | Second | 21′ 5″ × 13′ 3″ 6.53 × 4.04 m | hardwood floor, double closet, overlooks frontyard |
| Recreation | Lower | 37′ 3″ × 12′ 6″ 11.35 × 3.81 m | wet bar, fireplace, above grade window |
| Bedroom 4 | Second | 10′ 10″ × 10′ 4″ 3.3 × 3.15 m | hardwood floor, overlooks garden, double closet |
| Office | Main | 21′ 4″ × 17′ 6″ 6.5 × 5.33 m | fireplace, overlooks frontyard, hardwood floor |
| Primary Bedroom | Second | 41′ 8″ × 17′ 4″ 12.7 × 5.28 m | 5 pc ensuite, walk-in closet(s), combined w/sitting |
Around this home
What’s near 21 Fifeshire Road
From 21 Fifeshire Road, the nearest station is York Mills station (Line 1 Yonge-University), about 1.7 km away; the nearest grocery store is Loblaws, about 2.4 km away; the nearest TDSB elementary school is Owen Public School, about 600 m away; and the nearest park is Brookfield Parkette, about 1.7 km away.
Transit
- York Mills station Line 1 Yonge-University about 1.7 km
Groceries and pharmacies
- Loblaws Grocery about 2.4 km
Parks
- Brookfield Parkette Park about 1.7 km
- Banbury Community Centre Park about 2.0 km
- York Mills Valley Park Park about 2.0 km
Schools
- Owen Public School TDSB elementary · JK-5 EQAO 2024-25: Gr 3 reading 56% about 600 m
- Harrison Public School TDSB elementary · JK-5 EQAO 2024-25: Gr 3 reading 82% about 1.0 km
- St Andrew's Middle School TDSB middle school · 6-8 EQAO 2024-25: Gr 6 reading 87% · Gr 6 math 69% about 250 m
- St Gabriel Catholic School Catholic elementary · JK-8 EQAO 2024-25: Gr 6 reading 76% · Gr 6 math 55% about 1.7 km
- York Mills Collegiate Institute TDSB secondary · 9-12 EQAO 2024-25: Gr 9 math 81% · Gr 10 literacy 96% about 1.3 km
- Cardinal Carter Academy for the Arts Catholic secondary · 9-12 EQAO 2024-25: Gr 9 math 87% · Gr 10 literacy 97% about 2.0 km
Nearest schools, not necessarily the ones that serve this address. Check with the TDSB and TCDSB school locators.
Community
- Banbury Community Centre Community centre about 2.0 km
Private schools
- Boys
- Crescent School Grades 1 to 12 about 2.5 km
- Co-ed
- Crestwood School JK to Grade 6 about 2.8 km
- Toronto French School (TFS, Canada's International School) Age 2 to Grade 12 about 2.9 km
Within a 40-minute walk, from our list of private schools in central Toronto (checked October 2026). Fees and admissions on each school’s site. See all private schools
Places: OpenStreetMap contributors, October 2026. Straight-line distances. Schools: EQAO 2024-25, Ontario Ministry of Education.
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21 Fifeshire Road
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21 Fifeshire Road
Listing information is deemed reliable but is not guaranteed accurate by PropTx or the Toronto Regional Real Estate Board. Data source: PropTx. Listings are refreshed from the MLS® at least daily.
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MLS® C13797004 Data source: PropTx Listed September 17, 2026
