14294 Winston Churchill Boulevard

14294 Winston Churchill Boulevard
14294 Winston Churchill Boulevard
14294 Winston Churchill Boulevard
+47
4
 bed
3
 bath
8
 parking
3500 - 5000
 sqft
Detached
$2,489,000
For Sale
2 days
 on site
$2,489,000
Click to open the pre-gallery to get the direction
Size
-
Lot size
2 sqft
Street frontage
-
Possession
Other
Price per sqft
$498 - $711
Taxes
$6,607.3 (2024)
Parking Type
-
Style
2-Storey
See what's nearby
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.
Broker: Coldwell Banker Elevate Realty
MLS®#: W12352229
Property details
Parking:
8
Parking type:
-
Property type:
Detached
Heating type:
Forced Air
Style:
2-Storey
MLS Size:
3500-5000 sqft
Lot front:
232 Ft
Lot depth:
416 Ft
Listed on:
Aug 19, 2025
Show all details
Rooms
LevelNameSizeFeatures
Second
Bedroom
15.8 x 9.6 ft
Main
Family Room
19.1 x 19.1 ft
Basement
Recreation
31.0 x 27.9 ft
Show all
Instant estimate:
orto view instant estimate
$44,037
lower than listed price
i
High
$2,532,485
Mid
$2,444,963
Low
$2,316,712
Have a home? See what it's worth with an instant estimate

Use our AI-assisted tool to get an instant estimate of your home's value, up-to-date neighbourhood sales data, and tips on how to sell for more.

57 Kennedy Road
1/47
$2,679,000
124 days
57 Kennedy Road
4BD
6BA
12 Parking
3,500-5,000 sqft
MLS#: W12092509
KELLER WILLIAMS EDGE REALTY
124 days

About 14294 Winston Churchill Boulevard

Located at 14294 Winston Churchill Boulevard, this Caledon detached house is available for sale. It was listed at $2489000 in August 2025 and has 4 beds and 3 bathrooms. Situated in Caledon's Rural Halton Hills neighbourhood, Glen Williams, Limehouse, Georgetown and Northwest Brampton are nearby neighbourhoods.

For grabbing your groceries, Glen Oven Cafe is a 7-minute drive.

Getting around the area will require a vehicle, as the nearest transit stop is a Bus Stop (Hwy. 7 / Bethel Rd.) and is a 9-minute drive