16927 WINSTON CHURCHILL BOULEVARD
Rural Caledon Caledon L7K 1H9

$4,500,000
Single Family beds: 5 baths: 3.0

Main Photo: 16927 WINSTON CHURCHILL BOULEVARD in Caledon: Single Family for sale : MLS®# W13224014
Photo 1: 16927 WINSTON CHURCHILL BOULEVARD in Caledon: Single Family for sale : MLS®# W13224014
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Status:
Active
Prop. Type:
Single Family
MLS® Num:
W13224014
Bedrooms:
5
Bathrooms:
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. (id:2493)
Property Type:
Single Family
Common Interest:
Freehold
Property Attached:
No
Living Area (Min):
2,500 sq. ft.
Living Area (Max):
3,000 sq. ft.
Taxes:
$4,145.22 / -
Community:
Rural Caledon
Features:
Fireplace(s)
Exterior Features:
Wood, Brick
Pool Features:
Inground pool
Structure Type:
House
Power Type:
Generator
Utilities:
Electricity
Appliances Included:
All, Refrigerator, Water softener, Water Treatment, Window Coverings
Bedrooms:
5
Bedrooms Above Grade:
4
Bedrooms Below Grade:
1
Bathrooms:
3.0
Half Bathrooms:
1
Cooling:
Wall unit
Fireplace:
Yes
Fireplaces:
2
Foundation:
Stone
Heating:
Forced air, Propane
# Storeys:
2.0
Water:
Drilled Well
Sewer:
Septic System
Basement:
Partially finished, Partial
Lot Frontage:
1006'4¾"
Lot Details:
1006.4 x 597 FT
Lot Features:
Wooded area, Guest Suite
Parking:
Detached Garage, Garage
Total Parking Spaces:
25
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Listed by ROYAL LEPAGE RCR REALTY
Data was last updated August 1, 2026 at 05:45 PM (UTC)
Area Statistics
Listings on market:
205
Avg list price:
$2,999,000
Min list price:
$175,500
Max list price:
$16,800,000
Avg days on market:
37
Min days on market:
1
Max days on market:
358
These statistics are generated based on the current listing's property type and located in Rural Caledon. Average values are derived using median calculations. This data is not produced by the MLS® system.
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