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$2,389,000

14294 WINSTON CHURCHILL BOULEVARD

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Beds

4

Baths

3 full + 1 half

Sqft

Year

Type

Single Family

Suite

Location nearby

Nearby school, halal, mosque, grocery, park, and transit layers are still being built for Caledon. The listing facts above are live; the neighborhood-intelligence layer needs POI coverage before it can score this address properly.

About this home

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. (id:65958)

Subtype
Single Family
Structure
House
Community
Rural Caledon
Common interest
Freehold
Lot dimensions
232.4 x 416.2 FT
Bedrooms
4 above grade
Parking
8 total
Stories
2
Fireplace
2
On market
Dec 1, 2025
Status changed
Apr 27, 2026
Annual tax
$6,607.3
Zoning
A1*
Photos
45
MLS#
W12591338
Area
CALEDON

Features and systems

Parking

Attached GarageGarage

Basement

FinishedFull

Appliances

WasherRefrigeratorWater softenerSatellite DishCentral VacuumDishwasherOvenDryerMicrowaveCooktopWater TreatmentHood FanWindow CoveringsGarage door openerGarage door opener remote(s)Water Heater

Heating

Forced airPropane

Cooling

Central air conditioning

Exterior

StoneVinyl siding

Flooring

TileHardwoodCarpeted

Foundation

Block

Lot

Wooded areaBacks on greenbeltConservation/green beltSump Pump

Pool

Inground poolSalt Water Pool

Security

Security systemMonitored Alarm

Mortgage estimate

Estimated $9,684/mo at 4.5% with 20% down, 30-yr amortization.Estimate only — actual payment varies by qualification + insurance.

Listing brokerage

Listing brokerage on file

Listing data via CREA DDF®. Information is deemed reliable but not guaranteed accurate by CREA. Last updated Apr 27, 2026.

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