101 days on market
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$4,998,888
For Sale

14020 Winston Churchill Blvd

Rural Caledon, Caledon

6+1 Bed|10+1 Bath|Yes|101 days on market

$4,998,888

Buy with Dwelly and Save $49,989

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Home Details

Taxes
$750 / month
Total Parking Spots
28
Driveway
Available, Circular, Private
Garage Spaces
3
Furnished
No
Lot Size
317.28 x 1018.25 Feet
Move-in Date
Aug 11, 2025
Building Age
0-5 Years
Hydro Included
No
Heating
Forced Air
Water Included
No
Kitchens
1
Family Room
Yes
Basement
Fin W/O, Sep Entrance
Fireplace
Y
Air Conditioning
Central Air
Central Vaccum
Yes
Exterior
Stone
Sewer
Septic
Property Type
Detached
Style
2-Storey
Status
New
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Listing Description

Architectural Masterpiece on 10 Private Acres! A true one-of-a-kind in Canada, this custom-designed modern estate is an architectural icon, privately nestled on 10 acres of pristine forest. Gated and set far back from the road, the home offers complete seclusion and a striking design that's unlike anything else featuring a dramatic rounded tower and sweeping arched lines, clad in high-end limestone. Step through the grand circular entrance into a show-stopping foyer with soaring cathedral ceilings, natural stone accents, and a custom-designed chandelier imported from England. A floating bridge on the second floor adds architectural drama, while floor-to-ceiling windows fill the home with natural light including a breathtaking 15x10 ft circular window in the family room. The chefs kitchen is outfitted with top-tier appliances, an oversized island with natural stone countertops, and an open flow perfect for entertaining. The main level also features formal living and dining rooms with a double-sided fireplace, a private office, and a large laundry room with custom cabinetry. Upstairs, six bedrooms offer stunning treetop views, complete privacy, and custom closets. The primary suite features a spa-like ensuite and spacious walk-in. The full walk-out basement offers a home theatre, bar, gym, steam shower, an additional bedroom and bath, and floor-to-ceiling windows for seamless indoor-outdoor living. Every inch of this home was built with comfort and technology in mind: radiant heated floors, built-in speakers throughout, individual thermostats for precise climate control. Outside, an in-ground pool surrounded by untouched natural beauty offers a tranquil escape and endless potential.
All electrical light fixtures, window coverings, S/S kitchen appliances: Wolfe stove and ovens, Sub Zero fridge, Miele coffee maker. Samsung Washer & Dryer, auto garage door remote (s), B/I speakers, pool (sold as is), 3 furnaces, 3 AC's & HWT.

Property History

or to view this property's history
Listing DateDOMList PriceSold PriceEventMLS ID
Apr 21, 202545$4,999,000N/ATerminatedW12093968
Nov 7, 202417$1N/ATerminatedW10413702
Sep 19, 202437$8,000,000N/ATerminatedW9358622
Jan 24, 200588$795,000$745,000SoldW599542
Nov 29, 200455$895,000N/ATerminatedW577915

Rooms

Room dimensions for 14020 Winston Churchill Blvd, Caledon
Kitchen
23 x 15345 sqft
Dining
34 x 21714 sqft
Living
24 x 511224 sqft
Foyer
17 x 22374 sqft
Laundry
19 x 16304 sqft
Bathroom
8 x 540 sqft
Primary
18 x 25450 sqft
Br
19 x 16304 sqft
2nd Br
13 x 21273 sqft
3rd Br
14 x 21294 sqft
4th Br
16 x 21336 sqft
5th Br
21 x 14294 sqft
Br
12 x 15180 sqft
Bathroom
10 x 880 sqft
Rec
33 x 14462 sqft
Rec
21 x 40840 sqft

Market Trends and Insights

Mortgage Calculator

Your estimated monthly payment for 14020 Winston Churchill Blvd is 25394

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Total Mortgage


Purchase Price$4998888
Down Payment$999778
Mortgage Insurance$0
Total Mortgage$3999110

Monthly Payment


Mortgage Payment$24644
Property Taxes$750
Maintenance Fees$0
Monthly Payment$25394
$25394
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Sold Comparables

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About 14020 Winston Churchill Blvd, Caledon

Located at 14020 Winston Churchill Blvd , this Caledon house is available for sale. This property was listed for $4,998,888 on Thu Jul 03 2025. This house's size is 5000 + Sqft. It has 6 bedrooms and 10 bathrooms. The property includes the following rooms: Kitchen, Dining, Living, Foyer, Laundry, Bathroom, Primary, Br, 2nd Br, 3rd Br, 4th Br, 5th Br, Br, Bathroom, Rec, Rec. This property comes with 28 parking spots. 14020 Winston Churchill Blvd, Caledon is situated in the Rural Caledon neighbourhood.


MLS#: W12257849 · $4,998,888 · 6 bedroom house in Rural Caledon, Caledon