Skip the navigation and jump to this page's content.

14294 Winston Churchill Boulevard Caledon, Ontario

$1,988,000
4 Beds
  3 Full / 1 Half

PROPERTY INFO

Backing onto protected conservation land with no rear neighbours, this 2.43-acre Terra Cotta estate sits steps from the Caledon Trailway and Terra Cotta Conservation Area. Mature forest frames the property, while open lawn and established perennial beds create spaces to play, entertain and unwind. Garden paths wind past the perennials and beneath a charming arbour to quiet seating areas, with fresh blooms from spring through fall and blazing autumn colour in the forest beyond. The fully fenced pool and patio area make your backyard a private resort. The heated saltwater pool is soft and gentle on skin and eyes, with no harsh chlorine smell, and the waterfall adds a soothing soundtrack to long summer afternoons. Heating extends the swim season from late spring into fall. The large patio offers room for dining, lounging and barbecues, all with the forest as your backdrop. Inside are 3,716 sq ft above grade plus a finished lower level, over 4,700 sq ft in all. The two-storey living room has a vaulted ceiling and a two-way wood-burning fireplace shared with the breakfast room. The kitchen features Miele appliances, including an oversized fridge, built-in oven, cooktop and flush-mount hood, and opens to a sunken family room that walks out to the yard. The main floor also has a formal dining room behind French doors, laundry with a walkout, and a 3-pc bath with heated floor and glass shower, steps from the pool. Upstairs, an open loft works as an office or reading nook, and four bedrooms include a primary suite with his-and-hers walk-in closets. The finished basement adds a large rec room plus a bonus room for a gym, guest room or office. Insulated double garage with epoxy floor. Morning coffee under the arbour, an evening swim beneath the trees: this is country living, minutes from town. Offers welcome Sunday, November 8 at 6 PM. Ontario's Conservation Land Tax incentive program reduces taxable property amount by 1.39 acres from the total area of 2.42 acres. (id:4555)

PROPERTY SPECS

Price $1,988,000
City Caledon, Ontario
Bed / Bath 4 / 3 Full, 1 Half
Address 14294 Winston Churchill Boulevard
Listing ID W14114964
Style House
Flooring Tile, Hardwood, Carpeted
Fireplace 2.00
Parking 8.00
Type Residential
Status For Sale
Listing Brokerage: RE/MAX HALLMARK REALTY LTD.

EXTENDED FEATURES

Subtype Single Family Features Wooded area, Backs on greenbelt, Conservation/green belt, Sump Pump Ownership Freehold Basement Finished, Full Heating / Cooling Forced air, Propane Sewer Septic System Parking 8.00

Open House(s):

WHEN TYPE  
Sunday, November 01, 2026 11:00 AM - 1:00 PM



team photo
Windsor: 519-903-9355
Toronto: 905-220-7333
Office: 519-735-7222

REQUEST MORE INFORMATION

Grocery Stores
Schools
Restaurants
Gas Stations
Banks
Parks
Transit
Police
Fire Station
Place of Worship
Please select an amenity above to view a list.





team photo

Connect with Us

Loading...