Listed for:Listed Jun 1, 2026
$4,200,000

16927 Winston Churchill Boulevard

Caledon (Rural Caledon), ON L7K 1H9

Detached House For Sale
Kim Karimi
Kim Karimi

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416-838-3031
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Sale & Price History for 16927 Winston Churchill Boulevard, Caledon, Rural Caledon

No listing history available

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About 16927 Winston Churchill Boulevard, Caledon, Rural Caledon

Summarized Description

  • Unique Victorian home with secret English garden.
  • Spa-like ensuite with marble finishes.
  • Expansive 40-foot pool for entertaining.
  • Detached garages for vehicles and hobbies.
  • Garden cottage gym convertible to suite.
  • Surrounded by nature with trails and pond.
  • Minutes from Belfountain and local amenities.

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.

Key Facts & Features

Property Costs

Annual Property Tax Amount
$4,145
Land Transfer Tax Fee
$91,475

Rental Items

Rental Equipment
Propane tank.

Basement Type
Partially Finished, Partial Basement

Interior Features

Interior Extras
In-Law Capability, Primary Bedroom - Main Floor, Guest Accommodations, Water Treatment, Generator - Partial
Fireplace/Stove
Yes
Fireplace Features
Propane, Wood
Elevator
No

Exterior Features

Pool
Inground
Property Features
Lake/Pond, Wooded/Treed
Other Structures
Workshop, Storage, Additional Garage(s), Out Buildings

Building

Building Type
Detached
Building Style
2-Storey
Approx Age
100+

Construction

Exterior Finish
Brick, Wood
Roof
Shingles
Foundation Details
Stone
Special Designation
Unknown

Lot

Lot Front
1006.41 ft
Lot Depth
597.00 ft
Lot Size
14.95 x 0.00 Acres
Lot Shape
Rectangular
Lot Size Code
14.95 x 0.00 Acres

Inclusions

Inclusions
All appliances, electrical light fixtures, and window coverings. UV system, water softener. Pool accessories, pool fridge and pool sound system. EV charger.

Exclusions

Exclusions
Upstairs washer/dryer. Basement Fridge. Sculptures, including garden sculptures.

Parking & Garages

Garage Type
Detached
Garage Spaces
5
Parking Spaces
20
Total Garage And Parking Spaces
25

Heating & Cooling

Heat Source
Propane
Heat Type
Forced Air
Air Conditioning
Wall Unit(s)
Water
Well
Sewers
Septic
Natural Gas
No
Hydro
Yes

Bedrooms
4 + 1
Washrooms
3
Kitchens
2
Family / bonus room
Yes

Washrooms

  • 2-piece, Main
  • 5-piece, Main
  • 5-piece, Second

Area
Caledon
Municipality
Caledon
Neighbourhood
Rural Caledon
Main cross streets
Grange/Winston Churchill
Directions
Grange/Winston Churchill

MLS® number
W13224014
Data source
Toronto Regional Real Estate Board
Listed on
2026-06-01
Updated on
2026-09-10
Days on market
138 days
Possession type
Flexible
Co-op commission
2.5%+HST
Seller
Listed by
Royal LePage RCR Realty

Home Market Value

Current home valuation for 16927 Winston Churchill Boulevard, Caledon, Rural Caledon, Caledon, ON. Listed for $4,200,000

HOMEH Estimate

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Estimated Sales Range

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HOMEH Estimate for 16927 Winston Churchill Boulevard, Caledon, Rural Caledon

Calculated with a real agent's CMA method — 45+ years of experience, codified. Not an AI guess.

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Caledon, ON
Minimum Down Payment Required:20.0%

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Minimum down payment

$840,000

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Land Transfer Tax

Provincial

$91,475

Total Land Transfer Tax

$91,475

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