14294 Winston Churchill Boulevard, Caledon

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. The home presents a striking stone façade and arched double-front doors set among manicured seasonal plantings, including a specimen red maple that adds year-round curb appeal. 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, and is set well back from the road behind a winding tree‑lined driveway. Your fenced backyard oasis is anchored by a kidney-shaped heated saltwater pool with a rock waterfall, surrounded by an expansive stone/paver patio for barbecues and lounging, multiple seating areas and the ultimate privacy of your own forest and full-height wood privacy fence. Inside, vaulted ceilings and large windows — including a wall of arched, floor-to-ceiling windows and skylights in the grand living area — flood the main living areas with natural light and showcase hardwood floors. The formal dining room sits off the foyer behind French doors, while the grand two-storey living room features a floor-to-ceiling stone 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 through large glass doors. The main floor also offers a laundry room with a walkout and a spa-inspired 3-pc bath with heated floors, a contemporary wood vanity, neutral stone-look tile and a glass-enclosed shower — perfect after a swim. Upstairs, the open loft hallway with overlooking views 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 and ample driveway parking 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:1945)