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14294 Winston Churchill Boulevard
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For Sale
14294 Winston Churchill Boulevard
Rural Caledon, Caledon L7C3E8
$2,389,000
MLS® W12591338
Bedrooms
4
Bathrooms
3
Parking
8
Interior
3500 - 5000 sqft
Lot size
232 ft ,4 in×416 ft ,2 in ft
Type
Single Family
Detached
About this property
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.
Features & highlights
Wooded area
Backs on greenbelt
Conservation/green belt
Sump Pump
Property details
Age 31 to 50 years
Basement Finished, Full (Finished)
Heating Forced air, Propane
Cooling Central air conditioning
Exterior Stone, Vinyl siding
Lot dimensions 232 ft ,4 in × 416 ft ,2 in ft
Parking 8
Sewer Septic System
Ownership Freehold
Listed Dec 1, 2025
Days on market 133 days
Listing brokerage Coldwell Banker Elevate Realty
MLS® W12591338
$2,389,000
14294 Winston Churchill Boulevard
Rural Caledon, Caledon
MLS® W12591338 · For Sale
LH
Lisa Hartsink
Coldwell Banker Elevate Realty
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$2,389,000
14294 Winston Churchill Boulevard
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14294 Winston Churchill Boulevard
$2,389,000 · Rural Caledon, Caledon
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