Scout N Secure

$4,200,000

Map

16927 Winston Churchill Boulevard

Rural Caledon, Caledon, Ontario L7K1H9

For sale· Added

4+1 bed3 bath2,500–3,000 sqft

About this home

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.

Location

Map data © OpenStreetMap contributors

Upcoming open housesSee all Caledon open houses

No open houses are scheduled for this home.

Can't make it? Request a private viewing.

Property details

Listing

MLS® number
W13224014
Added
Jun 1, 2026 ()
Updated
Sep 8, 2026 ()
Info refreshed

Overview

Property type
Single Family
Building type
Detached
Storeys
2
Ownership
Freehold

Inside

Bedrooms
4+1
Bathrooms
3
Half baths
1
Heating
Forced air, Propane
Cooling
Wall unit
Fireplace
Yes (2)
Appliances
All, Refrigerator, Water softener, Water Treatment, Window Coverings
Features
Wooded area, Guest Suite

Building

Basement
Partially finished, Partial
Exterior
Wood, Brick
Foundation
Stone
Parking
Detached Garage, Garage · 25 spaces
Amenities
Fireplace(s)

Land

Lot size
1006.4 x 597 ft
Pool
Inground pool

Services

Water
Drilled Well
Sewer
Septic System
Utilities
Electricity

Location

Cross streets
Grange/Winston Churchill

Running costs

Annual property tax
$4,145

Ask about this home

$4,200,000
16927 Winston Churchill Boulevard
Request a viewing

Similar homes in Caledon