16927 Winston Churchill Boulevard

Caledon, Ontario L7K 1H9

Overview

At a glance

Days on market147 days
ListedJun 1, 2026
UpdatedSep 10, 2026
Building age100+ years
Size2500-3000 sq ft
Lot1006.41 x 597 Feet
Property taxes$4,145 (2026)
Parking25 spaces
BasementPartially Finished, Partial Basement
MLS® numberW13224014
Data sourcePropTx MLS® System
Listing brokerageROYAL LEPAGE RCR REALTY

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.

Details

Property

Style
2-Storey
Building age
100+
Fronting on
East
Cross street
Grange/Winston Churchill
Community
Rural Caledon
Municipality
Caledon

Inside

Bedrooms above grade
4
Bedrooms below grade
1
Bathrooms
3
Kitchens
2
Basement
Partially Finished, Partial Basement
Family room
Yes
Fireplace
Propane, Wood
Interior features
In-Law Capability, Primary Bedroom - Main Floor, Guest Accommodations, Water Treatment, Generator - Partial

Utilities

Heating
Forced Air
Heating fuel
Propane
Cooling
Wall Unit(s)
Water
Drilled Well
Sewer
Septic
Electricity
Yes

Building

Construction
Brick, Wood
Foundation
Stone
Roof
Shingles
Pool
Inground

Parking

Garage
Detached
Parking spaces
20
Total parking
25
Driveway
Private

Land

Frontage
1006.41
Depth
597
Lot size units
Feet
Lot size (acres)
10-24.99
Waterfront
No
Property features
Lake/Pond, Wooded/Treed
Value

What it’s worth

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History

Listing history

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Neighbourhood

Around Caledon

What’s nearby

On a busier streetBackyard faces east

  • Elementary schoolBelfountain Public Schoolabout 19 min walk
  • High schoolErin District High Schoolabout 2.9 km
  • ParkForesters Parkabout 19 min walk
  • Playground about 19 min walk
  • River or lakeCredit River (Erin Branch)about 4 min walk
  • Grocery storeYour Independent Grocerabout 3 km
  • DowntownErinabout 3.2 km
  • LibraryWellington County Library - Erin Village Branchabout 2.7 km
  • Rec centre or arenaBelfountain Community Hallabout 28 min walk
  • Golf courseCalerin Golf Clubabout 4.1 km
  • HospitalHeadwaters Health Care Centre - Dufferinabout 15.7 km
  • Highway on-ramp about 16.1 km
  • GO or train stationActonabout 16.4 km

Approximate: straight-line distances, and the backyard and street worked out from the map pin and map data © OpenStreetMap contributors. Check school boundaries with the school board.

On the map

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Community

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Caledon sale prices

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Costs

What it would cost

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An example rate. Use the one your lender quotes.
Every monthEstimate
Mortgage payment$0
Property tax$0
Monthly total$0
At closing
Ontario land transfer tax$0

Estimates only, not financial advice. Uses Canadian semi-annual compounding, the minimum down payment and mortgage insurance rules, and Ontario’s land transfer tax brackets. Your lender and lawyer confirm the real numbers. Legal fees, title insurance and moving costs aren’t included.

Listing courtesy of ROYAL LEPAGE RCR REALTY. Listing information from the PropTx MLS® System. Each listing shows the brokerage that represents it. The information provided herein must only be used by consumers that have a bona fide interest in the purchase, sale, or lease of real estate and may not be used for any commercial purpose or any other purpose. Information is deemed reliable but is not guaranteed accurate by PropTx. Last updated October 26, 2026 at 4:41 p.m.

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