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$4,500,000
For SaleListed 66 days agoVirtual Tour

16927 Winston Churchill Boulevard, Caledon, ONL7K 1H9

Rural Caledon
5
3
2,500–3,000 ft²
Detached25 Parking1006.41 × 597 ft Lot
Listed by ROYAL LEPAGE RCR REALTY

Property Information

Property TypeDetached
Lot Size1006.41 × 597 ft
BasementPartially Finished, Partial Basement
Parking25 parking spaces · Private · Triple Garage · Detached
Property taxes$4,145/yr (2026)
Days on Market66 Days
Listed DateJun 1, 2026
MLS® NumberW13224014

Monthly Cost

Description

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.

Listing History

Event
Date
Price
Listed
Jun 1, 2026
$4,500,000

Shows activity for this MLS® listing. Prior listings and sold records appear when available.

Location

View on Map

School Catchments

School boundaries and eligibility may change. Confirm school eligibility directly with the school board.

All Caledon school catchments

Licensed Childcare Nearby

Licensed childcare nearby
From Ontario’s Ministry of Education registry
6
Licensed centres nearby
1.7km
Closest centre
1
CWELCC
3
Before & after care
Licensed Child Care Centre
Belfountain Y
17247 Shaws Creek Road, Belfountain
1.7 km
Before & after school
Operator: The Ymca Of Greater Toronto
Licence #0006712·Child Care Centre
Licensed Child Care Centre
Little Leaf Daycare Erin
5072 Winston Churchill Boulevard, Terra Cotta
3.3 km
CWELCC
Full day
Operator: Eureka Kids Inc.
Licence #55746·Child Care Centre
Licensed Child Care Centre
Village Montessori School
15673 Mclaughlin Road, Inglewood
7.4 km
Full day · Half day
Operator: Margaret Stapley-Halliday
Licence #0005962·Child Care Centre
Licensed Child Care Centre
Buds And Blossoms (Caledon)
2976 Charleston Sideroad Road, Caledon Village
9.8 km
Full day
Operator: Village Child Care Centre Inc.
Licence #56714·Child Care Centre
Licensed Child Care Centre
Alton Ymca
19681 Main Street, Caledon
10.2 km
Before & after school
Operator: The Ymca Of Greater Toronto
Licence #57787·Child Care Centre
Licensed Child Care Centre
Caledon Central Ymca
18357 Kennedy Road, Caledon
11.2 km
Full day · Before & after school
Operator: The Ymca Of Greater Toronto
Licence #0006181·Child Care Centre

About Rural Caledon

View Rural Caledon on Market

Who lives here

A snapshot of this home’s immediate area — the census dissemination area it sits in.

88%
Homeowners
49%
Households with kids
$147,000
Median income
52
Median age
More about this area
2.9
Avg. household size
32%
University degree
25%
Newcomers (immigrants)
Age profile553 residents
Under 2018%
20–3414%
35–6445%
65+23%

StatCan 2021 Census · this home’s dissemination area (DA 35211632). Values are randomly rounded by Statistics Canada for privacy.

Homes for sale nearby

DistrictIQ Inc., BrokerageMLS® data provided by PropTxUpdated Jun 2, 2026
Data sources & legal disclosures

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