Welcome to 15 Shepherd Road, Whitby Macedonian Village. This stunning custom-built bungalow is situated on a premium lot measuring 102.48 ft x 352.51 ft, backing onto the tranquil Heber Down Conservation Area, with exceptional craftsmanship and modern comfort. This luxury bungalow home features four spacious bedrooms on the main floor, each with an en-suite bathroom and a walk-in closet. The house also boasts 10-foot ceilings, a waffle ceiling in the kitchen and dining area, California shutters, and an elegant great room with a soaring 16-foot cathedral ceiling and a gas fireplace. New engineered hardwood flooring throughout the main floor, freshly painted throughout (2025), a brand-new kitchen with stainless steel appliances, a new water softener, an iron remover and crown moulding with large baseboards. It also features a main office, laundry room, central vacuum system, and garage with an attached workshop, offering versatile possibilities ideal for a golf simulator, movie room, or creative studio space. and 60 Amp electrical service. The primary bedroom features a custom ceiling adorned with pot lights, a spacious walk-in dressing room, a luxurious 5-piece en-suite, and breathtaking views of the in-ground pool and conservation area. The finished walk-out basement, complete with an additional three bedrooms, a gym, two large recreation rooms, a rough-in kitchen, a gas fireplace, and potlights, makes it ideal for multi-generational living or entertaining. The primary suite serves as a true retreat, offering flexibility for extended family or rental potential. Outdoors, the inground pool, complete with a new liner, heater, and UV ray system (Aug 2025), interlocking landing, and stairs, creates a backyard oasis. With its brick, stone, and stucco exterior, the home exudes timeless curb appeal. No rental items. This rare gem in Macedonian Village provides unmatched luxury, functionality, and lifestyle.