Listed by Royal Lepage Rcr Realty.

16927 Winston Churchill Boulevard is a Detached, 2-Storey and is currently for Sale @ $4,500,000. Taxes in 2026 were $4,145.22.

More homes for sale under 4.5M in Caledon

A Victorian reimagined, complete with a secret English garden. The 2-Storey on 16927 Winston Churchill Boulevard has 4 bedrooms, 3 bathrooms, and is located on a 597 x 1006.41 ft loton 10-24.99 acres in the community of Rural Caledon . 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.

All appliances, electrical light fixtures, and window coverings. UV system, water softener. Pool accessories, pool fridge and pool sound system. EV charger.

The address 16927 Winston Churchill Boulevard was listed for sale (MLS# W13224014) on Monday, June 01, 2026.