Unique offering in the heart of Ancaster, nestled on a quiet court, this exceptional multi-generational residence delivers an increasingly rare combination of space, flexibility, and lifestyle. Offering approximately 2,000 sq. ft. of thoughtfully designed living space, the home features a substantial addition and attached 2-car garage completed in 2025 by 555 Construction Management Inc., seamlessly integrating existing and new construction through a well-designed transition that creates exceptional flow and connectivity throughout the home. Designed to accommodate a variety of living arrangements, the property offers 4+2 bedrooms, 4 full bathrooms, and 3 kitchens, creating outstanding potential for multi-generational living, extended family accommodations, guest quarters, or income-generating opportunities. Situated on an expansive lot, the outdoor setting is equally impressive, highlighted by a saltwater in-ground pool, extensive landscaping, and top-flight gardening featured in Canada's Local Gardener Magazine in 2020. The private backyard oasis is complemented by numerous recent upgrades including all-new concrete walkways (2025), pool pump (2023), pool heater (2015), central vacuum system (2025), and an electric skylight (2018). Extensively updated throughout, notable improvements include a new furnace and central air conditioning (2024), roof (2020), upgraded basement with new appliances (2023), renovated main bathroom shower (2022), and select new windows, patio door, and front entry door (2022). Located in one of Ancaster's most desirable family-oriented communities, close to parks, trails, shopping, dining, top-rated schools, and major commuter routes, this is a truly unique property offering unmatched versatility, quality craftsmanship, and long-term value in a premier location (id:60457) Location - Wilson St West to Fiddlers Green to Cumming Court