The Crown Jewel of Lake Waramaug, AKA 263 West Shore Rd. Set on 69 acres with direct lakefront, this stylish and sophisticated modern home is one of the largest estates on Lake Waramaug, offering a rare combination of waterfront access, privacy, and uninterrupted views. Unlike most lakefront properties, this estate provides both a move-in-ready modern retreat and exceptional expansion opportunities, featuring a separate West Shore Road address with over 250 feet of shoreline on the lake's quietest stretch. The waterfront includes a beach with large teak dock, dedicated picnic area, and ample guest parking. The 4,125 sqft modern home built in 2002 features concrete, stucco, and expansive glass construction. The interior showcases vaulted ceilings reaching 23 feet, bamboo flooring, and open-plan living spaces with continuous lake vistas through wall-to-wall windows. The gourmet kitchen boasts honed soapstone counters, Sub-Zero refrigeration, Thermador, and Miele appliances, and butler's pantry with pool/patio access. Living room features a wood-burning fireplace and access to screened porch. The private primary suite wing offers lake views, a walk-in closet with built-ins, en-suite bath with dual vanities, glass-enclosed shower, air-jet tub, and 2 private water closets. Adjacent is a separate office/nursery. Additional spaces include a den with built-ins and dry bar, upper-level guest suite with full bath and walk-in closet, and a lower-level media room, recreation room, bunkbeds, powder room, and full laundry with slop sink, built-in ironing board, and washer/dryer. A 2,200 sqft unfinished basement includes a cedar closet with potential for a wine room or sauna. The 724 sqft guest house includes a kitchen, full bath, screened porch, gym/changing room, and second laundry. Each building has it's own 3 bedroom septic for possible expansion. The Grounds feature 2 brooks, open and enclosed gardens, meadows, a detached garage, and advanced mechanicals including Viessmann boiler, central AC, generator, and private well/septic. Most significantly, coveted approvals are already secured for a substantial 1,200-square-foot waterfront accessory structure complete with wraparound terrace, boat garage, wet bar, and bathroom-representing a unique opportunity given Lake Waramaug's restrictive permitting process.