16927 Winston Churchill Boulevard, Caledon, ON L7K 1H9
$4,500,000
16927 Winston Churchill Boulevard, Caledon, ON L7K 1H9, Caledon, ON
Bed 5
Bath 3
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.
Property Highlights
For Sale
MLS NO.
W13224014
Type
Residential Freehold
Sub Type
Detached
Bedrooms
5
Bathrooms
3
Parking
25.0
Garage
Yes
Complete Property Details
Property Type
Residential Freehold
Sub Type
Detached
Transaction Type
For Sale
Status
Active
Contract Status
Available
MLS® Number
W13224014
Living Area Range
2500-3000
Total Bedrooms
5
Bedrooms Above Grade
4
Bedrooms Below Grade
1
Total Bathrooms
3
Total Kitchens
2
Kitchens Above Grade
1
Kitchens Below Grade
1
Rooms Above Grade
11
Interior Features
In-Law Capability, Primary Bedroom - Main Floor, Guest Accommodations, Water Treatment, Generator - Partial
Fireplace
Yes
Fireplace Features
Propane, Wood
Central Vacuum Yn
No
Construction
Brick, Wood
Roof
Shingles
Lot Width
1006.41
Parking Features
Private
Parking Total
25.0
Covered Spaces
5.0
Garage Type
Detached
Garage
Yes
Pool
Inground
Direction Facing
East
Cooling
Wall Unit(s)
Heat Source
Propane
Heat Type
Forced Air
Internet Address Display Yn
Yes
Internet Entire Listing Display Yn
Yes
Full Address
16927 Winston Churchill Boulevard, Caledon, ON L7K 1H9
City
Caledon
Neighbourhood
Rural Caledon
County / Region
Peel
Province / State
ON
Postal Code
L7K 1H9
Cross Street
Grange/Winston Churchill
Directions
Grange/Winston Churchill
Country
CA
List Price
$4,500,000
Annual Taxes
$4,145
Tax Year
2026
Legal Description
PT LT 8, CON 6WHS DES AS PT 1, 43R30816 SAVE AND EXCEPT PART 2 ON EXPROPRIATION PLAN PR4554666 SUBJECT TO AN EASEMENT OVER PARTS 6, 7, 8, 9, 10 & 12 ON EXPROPRIATION PLAN PR4554666 AS IN PR4554666 SUBJECT TO AN EASEMENT OVER PARTS 1, 3, 4, 5, 7, 9, 10 & 11 ON EXPROPRIATION PLAN PR4554666 AS IN PR4554666 TOWN OF CALEDON (CONT)
Possession Type
Flexible
Possession Details
TBD
Listing Office
ROYAL LEPAGE RCR REALTY
Board
Toronto Regional Real Estate Board
Original Entry
2026-06-01T19:00:30Z
Media Updated
2026-06-01T19:57:26Z
Photos Updated
2026-06-01T19:57:26Z
Last Modified
2026-06-02T00:59:59Z
System Modified
2026-07-06T21:31:24.461622Z
MLS Status
New
Architectural Style
2-Storey
Basement
Partially Finished, Partial Basement
Board Property Type
Free
Ddfyn
Yes
Expiration Date
2027-06-01
Foundation Details
Stone
Heat Source Multi
Propane
Heat Type Multi
Forced Air
Heating Yn
Yes
Hstapplication
Included In
Link Yn
No
Occupant Type
Owner
Originating System Id
A00001796
Parcel Number
142670254
Parking Spaces
20
Property Features
Lake/Pond, Wooded/Treed
Public Remarks
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.
