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14294 Winston Churchill Boulevard, Caledon

4 bed3 bath8 parking3,500–5,000 sqftResidentialProperty
For Sale
$1,988,000

Listing Provided By: RE/MAX HALLMARK REALTY LTD.

Key Facts

Bedrooms
4
Bathrooms
3
Living area
3,500–5,000 sqft
Property type
ResidentialProperty

Property details

MLS#W14114964
StatusFor Sale
Property typeResidentialProperty
Listing typeSale
Parking8
List date2026-10-25
Postal codeL7C 3E8
NeighbourhoodRural Caledon
CityCaledon

About this home

Backing onto protected conservation land with no rear neighbours, this 2.43-acre Terra Cotta estate sits steps from the Cataract 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 backyard is 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.

Location

MRMark Risi
Broker
(416)457-9929
RE/MAX Your Community Realty, Brokerage
CallText
RE/MAX Your Community Realty, Brokerage
The data relating to real estate on this website comes in part from the Toronto Regional Real Estate Board (TRREB) and the Canadian Real Estate Association (CREA). Information is deemed reliable but not guaranteed. All properties are subject to prior sale, change, or withdrawal.

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