121 days on market
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$2,389,000
For Sale

14294 Winston Churchill Boulevard

Caledon

4 Bed|3 Bath|Yes|121 days on market

$2,389,000

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Home Details

Taxes
$551 / month
Total Parking Spots
8
Garage Spaces
6
Furnished
No
Move-in Date
TBA
Hydro Included
No
Heating
Forced Air
Water Included
No
Family Room
Yes
Basement
Finished, Full
Fireplace
Y
Air Conditioning
Central Air
Central Vaccum
No
Exterior
Stone, Vinyl Siding
Zoning
A1*
Sewer
Septic
Property Type
Residential Freehold
Status
New
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Listing Description

In the storybook hamlet of Terra Cotta, Caledon, just steps from the Cataract Trailway and Terra Cotta Conservation Area, this exceptional property offers elegance and a deep connection to nature. Nearly 2.5 acres back onto protected conservation land with no rear neighbours - only forest, fresh air, and birdsong. The lot blends cleared lawn and woodland, with sunny spaces for entertaining and shaded spots for quiet reflection. Your fenced backyard oasis is anchored by a heated saltwater pool with a waterfall, an expansive patio for barbecues and lounging, and the ultimate privacy of your own forest. Inside, vaulted ceilings and large windows flood the main living areas with natural light. The formal dining room sits off the foyer behind French doors, while the grand two-storey living room features a two-way wood-burning fireplace shared with the breakfast room. The chefs kitchen boasts top-of-the-line Miele appliances, including an oversized fridge, built-in oven, sleek cooktop, and flush-mount range hood. A spacious sunken family room off the breakfast and kitchen opens to the backyard. The main floor also offers a laundry room with a walkout and a spa-inspired 3-pc bath with heated floors and a glass shower, perfect after a swim. Upstairs, the open loft hallway provides space for an office, hangout space, or reading nook. Four bedrooms include a sprawling primary suite with his-and-hers walk-in closets. The finished basement offers a huge rec/games room plus a bonus room - ideal as a gym, extra bedroom, or office. An insulated double-car garage with epoxy flooring completes this property. From sunrise coffee on the patio to starlit swims beneath the trees, this Terra Cotta retreat is more than a home - its a lifestyle.

Mortgage Calculator

Your estimated monthly payment for 14294 Winston Churchill Boulevard is 12,328

Price

$

Rate

%

Ammortization

Down Payment

$

Total Mortgage


Purchase Price$2,389,000
Down Payment$477,800
Mortgage Insurance$0
Total Mortgage$1,911,200

Monthly Payment


Mortgage Payment$11,777
Property Taxes$551
Maintenance Fees$0
Monthly Payment$12,328
$12,328
monthly

About 14294 Winston Churchill Boulevard, Caledon

Located at 14294 Winston Churchill Boulevard , this Caledon house is available for sale. This property was listed for $2,389,000 on Mon Jan 12 2026. It has 4 bedrooms and 3 bathrooms. The property's amenities include Fenced Yard, Greenbelt/Conservation, Lake/Pond, Wooded/Treed. The property includes the following rooms: . This property comes with 8 parking spots.


MLS#: undefined · $2,389,000 · 4 bedroom house in Caledon