16927 Winston Churchill Blvd Caledon, ON L7K 1H9
16927 Winston Churchill Blvd Caledon, ON L7K 1H9 | MLS W13224014 Photo 1
16927 Winston Churchill Blvd Caledon, ON L7K 1H9 | MLS W13224014 Photo 2
16927 Winston Churchill Blvd Caledon, ON L7K 1H9 | MLS W13224014 Photo 3
16927 Winston Churchill Blvd Caledon, ON L7K 1H9 | MLS W13224014 Photo 4
16927 Winston Churchill Blvd Caledon, ON L7K 1H9 | MLS W13224014 Photo 5
For more information on this listing, contact us at: (647) 360-2908
Active
$4,200,000
-6.7%

16927 Winston Churchill Blvd Caledon, ON L7K 1H9

Detached Property Type
5 Beds
3 Baths
View All Property Details
A Victorian reimagined, complete with a secret English garden. Just outside Belfountain, on nearly 15 acres of Caledon countryside, it is steeped in character and completely its own. The main house holds four bedrooms and three bathrooms, anchored by a bright central kitchen with the family room close at hand, cozy with its own fireplace. A breakfast nook looks out over perennial gardens and the pool beyond, with a screened Muskoka room just around the corner. The living room, with a dramatic architectural staircase as its focal point, overlooks the gardens and pond. A home you fall deeper into with every room. Waking up to gardens and pond, the main floor primary wing is a true sanctuary. A spa-like five piece ensuite, marble throughout, with soaker tub and steam shower. Upstairs, three additional bedrooms and a lovely five piece bath. Outside, the property opens into something rare. A 40 foot rectangular pool at the heart of the grounds, with a pool house and al fresco dining zone built for summer entertaining. A spring-fed pond with fountain and trails winding throughout. Heritage barn ruins that carry their own romance. (A family wedding was once held there, and the potential remains.) Once featured on the Caledon Garden Tour, the gardens include a spectacular Rhododendron forest. The outbuildings are exceptional. A detached two-car garage for the everyday and a heated three-bay garage for hobbies, toys, and your car collection, with one bay currently fitted as a sculpture studio. The garden cottage, a gym today complete with bathroom plus kitchen and laundry hookups, converts easily into a private one-bedroom suite for in-laws, older kids, or guests wanting their own world. A garden tea house overlooking the spring-fed pond, perfect for yoga or meditation. Minutes from Belfountain, close to great schools, skiing, hiking trails, golf, equestrian, local shops and restaurants. This is a home that holds everything.
MLS # W13224014
Monthly Assoc. Fee N/A
On Site 125 Days
Last Updated 9/10/2026

Contact Agent

Ariez Reyes Tamboowalla

Ariez Reyes Tamboowalla

(647) 360-2908

Property Details

Community Information

Address 16927 Winston Churchill Blvd, Caledon, ON L7K 1H9
Area Peel
City Caledon
Community Rural Caledon
Postal Code L7K 1H9

Architecture

Bedrooms 5
Bathrooms 3
Stories 2
Style 2-Storey
Construction Materials Brick, Wood
Approx Age 100+
Roof Shingles
Foundation Details Stone
Basement Partially Finished, Partial Basement

Features / Amenities

Interior Features In-Law Capability, Primary Bedroom - Main Floor, Guest Accommodations, Water Treatment, Generator - Partial
Fireplace Features Propane, Wood
Kitchens Total 2
Kitchen Plus 1 + 1
+ Bedrooms 1
Other Structures Workshop, Storage, Additional Garage(s), Out Buildings
Pool Features Inground
Direction Faces East
Garage Type Detached
Parking Features Private
Covered Spaces 5.0
Parking Spaces 20
Cooling Wall Unit(s)
Heat Type Forced Air
Heat Source Propane
Total Rooms 8

Property Features

Property Features Lake/Pond, Wooded/Treed
Acreage 10-24.99
Sq. Ft. 2500-3000
Sewer Septic
Water Source Drilled Well
Directions Grange/Winston Churchill

Tax and Financial Info

Tax Annual Amount $4,145.22
Tax Year 2026

Listing Office

Listing provided courtesy of Royal Lepage Rcr Realty.

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Price Change History

Date Old Price New Price Percent Change
9/8/2026 $4,500,000 $4,200,000
-6.7%

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16927 Winston Churchill Blvd Caledon, ON L7K 1H9 | MLS W13224014
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Listing Information Last Updated 9/10/2026
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16927 Winston Churchill Blvd Caledon, ON L7K 1H9
  • $4,200,000
  • 5 beds
  • 3 baths