Welcome to a truly unique, bright and inviting Whitby property offering space, lifestyle, flexibility and extensive upgrades on an impressive premium size lot located on a quiet court. The main residence offers approx. 4,000 sq.ft. of living space, including 4 bedrooms, 3 bathrooms, a lg family rm, xlg living & dining rooms, main floor office & beautiful kitchen & breakfast area. Major improvements include an owned 2023 furnace and tankless water heater, several replaced windows, upgraded 200-amp electrical service, upgraded gas and water services, Ring security system, custom closets, wall to wall bed rm storage & reno'd primary ensuite with high end finishes.The finished lower level, completed in 2025, features 2 separate 550 sq. ft. one-bedroom living areas each, with a full kitchen, bathroom, private laundry, egress windows, dedicated electrical subpanel and owned hot water tank, with access from a wide double door separate entrance walk-up.A legal detached approx. 505 sq. ft. 1-bedroom ADU adds exceptional versatility with full kitchen with gas stove and oven, bathroom, private laundry, dedicated furnace and A/C, owned tankless water heater, separate gas and water meters, electrical subpanel, 16' x 12' deck and one dedicated parking space. This property gives you the option for rental income or to accommodate extended family members. Enjoy a private backyard retreat with in-ground pool, 2023 liner and Raypak heater, sand filter, pool safety fence, outdoor shower with dedicated owned tankless water heater, multiple decks, two gazebos, playground, decorative pond with waterfall & extensive fencing. Also included: insulated heated garage with a 300 sq ft loft storage, heated & insulated workshop and designated separate parking. A rare opportunity combining luxury, income potential, recreation and multi-generational flexibility on a substantial Whitby property.