Welcome to 'Four Winds', one of Orillia's most exceptional waterfront properties located on Lake Simcoe. Situated on a rare 206 feet of private shoreline, this 2005-built round log home by Moonstone Timberframe with almost 5000 square feet of finished living space, offers timeless craftsmanship, remarkable design, and panoramic lake views from nearly every room. West-facing exposure delivers unforgettable sunsets, while the setting near the narrows connecting Lake Simcoe and Lake Couchiching offers incredible access to the Trent Severn Waterway and year-round enjoyment. Inside, a 30-ft vaulted great room showcases true log construction and stunning stonework around the gas fireplace. The chefs kitchen is a showpiece with an oversized island, high-end Elmira Heritage appliances, and wraparound views of the lake. The main floor primary suite features a 5-piece ensuite, walk-in closet, in-suite laundry, and private access to the expansive glass-railed deck overlooking the lake. Upstairs, a spacious open loft currently functions as a lounge and home office, originally designed to accommodate 2 additional bedrooms and a full bathroom. The fully finished walkout basement includes in-floor heating throughout, an entertainers bar, media room, two large guest bedrooms, full bathroom with laundry hookup, and access to a screened-in porch and covered patio. At the waters edge, a 458 sq ft finished boathouse bunkie with waterfront deck offers additional guest space. The 1,289 sq ft heated garage/workshop easily stores up to a 38-ft boat plus 2 vehicles. On the water, enjoy a 60ft cantilever dock, large observation deck, boat rail system and additional floating dock. Just 10 minutes to Orillia, under an hour to Muskoka, and only an hour from the GTA, this is lakeside living at its absolute finest. See agent website for info, additional photos and floor plans.