16927 WINSTON CHURCHILL BOULEVARD Caledon
  • 16927 WINSTON CHURCHILL BOULEVARD Caledon
  • 16927 WINSTON CHURCHILL BOULEVARD Caledon
  • 16927 WINSTON CHURCHILL BOULEVARD Caledon
  • 16927 WINSTON CHURCHILL BOULEVARD Caledon
  • 16927 WINSTON CHURCHILL BOULEVARD Caledon
  • 16927 WINSTON CHURCHILL BOULEVARD Caledon
  • 16927 WINSTON CHURCHILL BOULEVARD Caledon
  • 16927 WINSTON CHURCHILL BOULEVARD Caledon
  • 16927 WINSTON CHURCHILL BOULEVARD Caledon
  • 16927 WINSTON CHURCHILL BOULEVARD Caledon
  • 16927 WINSTON CHURCHILL BOULEVARD Caledon
  • 16927 WINSTON CHURCHILL BOULEVARD Caledon
  • 16927 WINSTON CHURCHILL BOULEVARD Caledon
  • 16927 WINSTON CHURCHILL BOULEVARD Caledon
  • 16927 WINSTON CHURCHILL BOULEVARD Caledon
  • 16927 WINSTON CHURCHILL BOULEVARD Caledon
  • 16927 WINSTON CHURCHILL BOULEVARD Caledon
  • 16927 WINSTON CHURCHILL BOULEVARD Caledon
  • 16927 WINSTON CHURCHILL BOULEVARD Caledon
  • 16927 WINSTON CHURCHILL BOULEVARD Caledon
  • 16927 WINSTON CHURCHILL BOULEVARD Caledon
  • 16927 WINSTON CHURCHILL BOULEVARD Caledon
  • 16927 WINSTON CHURCHILL BOULEVARD Caledon
  • 16927 WINSTON CHURCHILL BOULEVARD Caledon
  • 16927 WINSTON CHURCHILL BOULEVARD Caledon
  • 16927 WINSTON CHURCHILL BOULEVARD Caledon
  • 16927 WINSTON CHURCHILL BOULEVARD Caledon
  • 16927 WINSTON CHURCHILL BOULEVARD Caledon
  • 16927 WINSTON CHURCHILL BOULEVARD Caledon
  • 16927 WINSTON CHURCHILL BOULEVARD Caledon
  • 16927 WINSTON CHURCHILL BOULEVARD Caledon
  • 16927 WINSTON CHURCHILL BOULEVARD Caledon
  • 16927 WINSTON CHURCHILL BOULEVARD Caledon
  • 16927 WINSTON CHURCHILL BOULEVARD Caledon
  • 16927 WINSTON CHURCHILL BOULEVARD Caledon
  • 16927 WINSTON CHURCHILL BOULEVARD Caledon
  • 16927 WINSTON CHURCHILL BOULEVARD Caledon
  • 16927 WINSTON CHURCHILL BOULEVARD Caledon
  • 16927 WINSTON CHURCHILL BOULEVARD Caledon
  • 16927 WINSTON CHURCHILL BOULEVARD Caledon
  • 16927 WINSTON CHURCHILL BOULEVARD Caledon
  • 16927 WINSTON CHURCHILL BOULEVARD Caledon
  • 16927 WINSTON CHURCHILL BOULEVARD Caledon
  • 16927 WINSTON CHURCHILL BOULEVARD Caledon
  • 16927 WINSTON CHURCHILL BOULEVARD Caledon
  • 16927 WINSTON CHURCHILL BOULEVARD Caledon
  • 16927 WINSTON CHURCHILL BOULEVARD Caledon
  • 16927 WINSTON CHURCHILL BOULEVARD Caledon
  • 16927 WINSTON CHURCHILL BOULEVARD Caledon
  • 16927 WINSTON CHURCHILL BOULEVARD Caledon

16927 WINSTON CHURCHILL BOULEVARD, Caledon, Ontario

$4,500,000

  • 5 Beds
  • 3 Baths
  • 2,750 Square Feet

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. (id:23309)

  • Listing ID: W13224014
  • Property Type: Single Family

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Details

  • Equipment: Propane Tank
  • Features: Wooded area, Guest Suite
  • Ownership: Freehold
  • Parking Spaces: 25
  • Pool: Inground pool
  • Rental Equipment: Propane Tank
  • Structure: Workshop, Outbuilding
  • Transaction: For sale

Building

  • Amenities: Fireplace(s)
  • Appliances: Water Treatment, All, Water softener, Window Coverings, Refrigerator
  • BasementType: Partial (Partially finished)
  • Basement Development: Partially finished
  • Bedrooms Main Level: 4
  • Bedrooms Lower Level: 1
  • Construction Style Attachment: Detached
  • Cooling: Wall unit
  • Exterior Finish: Brick, Wood
  • Fireplace Present: True
  • Fireplace Total: 2
  • Foundation: Stone
  • Bathrooms (Half): 1
  • Bathrooms (Total): 3
  • Heating: Forced air
  • Heating Fuel: Propane
  • Size Interior: 2500 - 3000 sqft
  • Stories Total: 2
  • Type: House
  • Utility Power: Generator
  • Utility Water: Drilled Well

Land

  • Acreage: true
  • Sewer: Septic System
  • Size Frontage: 1006 ft ,4 in
  • Size Irregular: 1006.4 x 597 FT
  • Surface Water: Lake/Pond

This property for sale is located at 16927 WINSTON CHURCHILL BOULEVARD in Caledon. It was last modified on June 2nd 2026. Let us connect you with one of our real estate agents to schedule a viewing or to discover other Caledon real estate for sale.

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