Save
Ask
Tour
Hide
Share
$2,389,000
123 Days On Site

14294 Winston Churchill Boulevard
Caledon, ON L7C 3E8

For Sale|Single Family Residence|Active
4
Beds
3
Total Baths
County:
Peel
Call Now: (647) 360-6433
Is this the listing for you? We can help make it yours.
(647) 360-6433
14294 Winston Churchill Boulevard14294 Winston Churchill Boulevard14294 Winston Churchill Boulevard14294 Winston Churchill Boulevard
Save
Ask
Tour
Hide
Share

Mortgage Calculator

Monthly Payment (Est.)

$10,900
Calculator powered by Showcase IDX, a Constellation1 Company. Copyright ©2026 Information is deemed reliable but not guaranteed.

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.

Save
Ask
Tour
Hide
Share
Listing Snapshot
Price 
$2,389,000
Days On Site 
123 Days
Bedrooms 
4
Inside Area (SqFt) 
N/A
Total Baths 
3
Full Baths 
N/A
Partial Baths 
N/A
Lot Size 
2.43 Acres
Year Built 
N/A
MLS® Number 
W12591338
Status 
Active
Property Tax 
$6,607.3
Maintenance Fees 
N/A
Sq Ft Source 
N/A
Friends & Family
Recent Activity
4 months agoListing first seen on site
4 months agoListing updated with changes from the MLS®
General Features
Attached Garage 
Yes
Cross Street 
Winston Churchill Boulevard / King Street
Direction Faces 
West
Garage 
Yes
Number Of Stories 
2
Parking 
Garage Door OpenerAttached
Parking Spaces 
8
Property Sub Type 
Single Family Residence
Security 
Security System
Sewer 
Septic Tank
Style 
2-Storey
Water Source 
WellPrivate
Zoning 
A1*
Interior Features
Appliances 
Water SoftenerWater Purifier
Basement 
Sump PumpFinishedFull
Cooling 
Central Air
Fireplace 
Yes
Fireplace Features 
GasWood BurningPropane
Fireplaces 
2
Heating 
PropaneForced Air
Interior 
Central VacuumStorage
Bedroom 
Dimensions - 4.67 x 2.87Level - Second
Breakfast 
Dimensions - 3.84 x 3.73Level - Main
Dining Room 
Dimensions - 3.89 x 4.04Level - Main
Exercise Room 
Dimensions - 7.71 x 4.09Level - BasementFeatures - Recessed Lighting
Family Room 
Dimensions - 5.82 x 5.82Level - Main
Foyer 
Dimensions - 5.67 x 3.41Level - MainFeatures - Vaulted Ceiling(s)
Kitchen 
Dimensions - 3.67 x 4.6Level - MainFeatures - Kitchen Island
Laundry 
Dimensions - 2.53 x 1.68Level - Main
Living Room 
Dimensions - 3.89 x 4.78Level - MainFeatures - Vaulted Ceiling(s)
Master Bedroom 
Dimensions - 6.41 x 5.83Level - SecondFeatures - His and Hers Closets
Recreation 
Dimensions - 9.46 x 8.49Level - Basement
Save
Ask
Tour
Hide
Share
Exterior Features
Construction Details 
StoneVinyl Siding
Fencing 
Fenced
Lot Features 
GreenbeltWoodedLandscaped
Other Structures 
Other
Patio And Porch 
Patio
Pool Features 
In Ground
Roof 
Shingle
Listing courtesy of Coldwell Banker Elevate Realty

Listing information is provided by Participants of the Toronto Real Estate Board. VOW information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. Copyright 2026, Toronto Real Estate Board
Last checked 2026-04-04 06:29 AM UTC

Neighborhood & Commute
Source: Walkscore
Disclosure: Community information and market data powered by Constellation Data Labs. Information is deemed reliable but not guaranteed.
Save
Ask
Tour
Hide
Share