42 FIFESHIRE ROAD, Toronto (St. Andrew-Windfields), Ontario, M2L2G6
MLS: C12963998 | House (Freehold)
$19,500 / monthly

















































Property Description
Exceptional Executive Rental Offering Unmatched Privacy & Sophisticated Design In The Heart Of Prestigious St. Andrews. Fully Renovated & Refreshed 2026, This Turn-Key Residence Sits Majestically On A Spectacular Ravine Lot With 98 Ft Frontage Widening To 122 Ft, Providing Panoramic Ravine Views Through Expansive Windows & Glass Doors. Elegant Principal Rooms With Soaring Vaulted Ceilings & Natural Light Create Seamless Indoor-Outdoor Living. A Show-Stopping Heated Pool Framed By Multiple Terraces, Children's Playground & Manicured Gardens - An Entertainer's Dream. Grand Double-Door Entry To Spacious Formal & Informal Living Areas, Separate Office, A High-End Gourmet Kitchen With Miele Appliances, La Cornue Range & Custom Cabinetry, Plus Walkouts To Stunning Outdoor Spaces. The Primary Suite Offers A Private Retreat With Spa-Inspired Ensuite, Walk-In Dressing Room & Oversized Windows Overlooking The Ravine. Additional Bedrooms Are Generously Sized With Double Closets & Thoughtful Finishes. Wine Cellars On Main & Lower Levels. Lower Level Includes Pre-Wired Media Room With In-Ceiling Speakers, Exercise Area, Custom-Tiled Full Bathroom With Designer Fixtures. Full Security System With Cameras Throughout. Circular Driveway With Parking For 20+ Vehicles. Available Fully Furnished Or Unfurnished. Flexible Lease Terms - Short Or Long Term Welcome. Every Detail Reflects Impeccable Craftsmanship, From Wide-Plank Floors & Custom Faucets To Designer Lighting & Stone Accents. Steps To Top Schools, Parks, TTC, Highways & The Best Of Toronto's Dining & Shopping. Perfect For Executives, Diplomats, Corporations Or Families Seeking An Exclusive Residence Surrounded By Natural Beauty Yet Minutes From Downtown. Truly One Of St. Andrew's Finest Rentals. (id:64974)
Quick Facts
- Property Type: House (Freehold)
- Bedrooms: 5 (4 above, 1 below)
- Bathrooms: 4 (1 half)
- Ownership: Freehold
- Attached: No
- Fireplaces: Yes
- Parking: 22.0 spaces (Garage)
- Frontage: 99 ft (30.1 m)
Listing Provided by: HARVEY KALLES REAL ESTATE LTD.
Board: Toronto Regional Real Estate Board
Data provided via CREA DDF®.
Detailed Features
Interior & Systems
- Heating: Forced air, Natural gas
- Cooling: Central air conditioning
- Basement: Finished, Full
- Appliances: Central Vacuum, Wine Fridge, Stove, Oven
- Flooring: Hardwood
- Utilities: Sewer, Electricity
Exterior & Construction
- Exterior: Stucco
- Fencing: Fenced yard
- Sewer: Sanitary sewer
- Water: Municipal water
Lot & Land
- Frontage: 99 ft (30.1 m)
- View: View
- Pool: Inground pool
Community & Neighbourhood
- Neighbourhood: St. Andrew-Windfields
Room Details (12 rooms)
Listing Information
Listing History
MLS listing activity for 42 FIFESHIRE ROAD, Toronto (St. Andrew-Windfields), Ontario, M2L2G6 — dates reflect when changes were recorded in the DDF
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Mortgage & Cost Calculators
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42 FIFESHIRE ROAD, Toronto (St. Andrew-Windfields), Ontario, M2L2G6
