Listed by Re/Max Hallmark First Group Realty Ltd..

15 Shepherd Road is a Detached, Bungalow and is currently for Sale @ $2,647,000. Taxes in 2026 were $14,007.08.

More homes for sale under 2.6M in Whitby

Macedonian Village Opportunity - Bungalow Living on a Premium Conservation Lot, this custom-built bungalow offers exceptional space, privacy, and long-term versatility on a premium 102. The Bungalow on 15 Shepherd Road has 4 bedrooms, 5 bathrooms, and is located on a 352.33 x 102.48 ft loton .50-1.99 acres in the community of Rural Whitby .48 ft x 352.51 ft lot backing onto the natural beauty of Heber Down Conservation Area.Designed for both everyday comfort and multi-generational living, the main level features four spacious bedrooms, each with its own en-suite and walk-in closet, along with 10-ft ceilings, new engineered hardwood flooring, and fresh paint throughout (2025). The great room impresses with a 16-ft cathedral ceiling and gas fireplace, while the updated kitchen showcases stainless steel appliances, waffle ceilings, crown moulding, and California shutters.The primary suite is a true retreat, complete with a custom ceiling, walk-in dressing room, and a 5-piece en-suite overlooking the private backyard and conservation setting.The finished walk-out basement adds outstanding flexibility with three additional bedrooms, a gym, two large recreation areas, a gas fireplace, and a rough-in kitchen ideal for extended family, in-law potential, or future customization.Additional highlights include a main-floor office, laundry room, central vacuum system, and an attached garage with workshop and 60 Amp service perfect for a hobby space, studio, or future golf simulator.Outdoors, enjoy a private backyard oasis with an in-ground pool featuring an updated liner, heater, and UV system (Aug 2025), along with interlocking landscaping and direct access to nature.With its timeless brick, stone, and stucco exterior, no rental items, and a highly sought-after location, this is a standout opportunity for buyers seeking space, privacy, and long-term value in one of Whitby's most exclusive communities.

The address 15 Shepherd Road was listed for sale (MLS# E13020368) on Monday, April 20, 2026.