The waterfront
Inside the home
This four-season property in Tobermory sits directly on the Bruce Trail, with the trail accessible from the lot itself. The main structure is a 1980s A-frame with a full glass gable wall that fills the open-concept living area with natural light. Bedrooms and living spaces have been freshened up with new laminate flooring and paint, though the kitchen and both bathrooms remain in their original 1990s state. The primary bedroom occupies a separate wing with its own covered porch and exterior door — a layout that works well for rental guests or extended family. The backyard has a fire pit circle, a cedar-lined sauna, a covered arbour with hammock, and a large shed. The property comes fully furnished and has an established vacation rental history. The deck is the main item that needs attention — boards are weathered and will want replacing soon. No water frontage or water views; this is a woodland property valued for its trail access and Tobermory location.
- Dramatic floor-to-ceiling glass wall and vaulted ceilings in main living area
- New laminate flooring and fresh paint throughout bedrooms and living areas
- Primary bedroom with separate entrance and covered porch
- Large private lot surrounded by mature trees with fire pit, sauna, and arbour
- Multiple structures add recreational flexibility
- Direct access to Bruce Trail from the property
- Fully furnished and currently operating as vacation rental
Welcome to 66 Harpur Drive - a beautifully refreshed four-season retreat in the heart of Tobermory, uniquely positioned DIRECTLY ON THE BRUCE TRAIL and just moments from the village, marina, restaurants, shops, and world-renowned natural attractions of the Northern Bruce Peninsula. Thoughtfully updated with fresh paint throughout and offered FULLY FURNISHED, this turnkey 4 bedroom, 2 bathroom property blends relaxed cottage living with exceptional flexibility for personal use or investment potential. The spacious OPEN CONCEPT living, kitchen, and dining area was designed for gathering and entertaining, featuring soaring vaulted ceilings, a dramatic wall of windows, and abundant natural light throughout. Sliding glass doors extend the living space outdoors onto the expansive deck, creating seamless indoor-outdoor flow for summer evenings and family gatherings. The mature landscaped property offers privacy and tranquility with a sprawling backyard complete with fire pit area, arbour, enclosed cedar-lined sauna, hammock space, and large garden shed. The spacious primary bedroom features its own private covered porch and separate entrance, creating an ideal retreat-like atmosphere. Whether you are searching for a full-time residence, recreational escape, or turnkey vacation rental opportunity, this property delivers exceptional versatility in one of Ontario's most iconic recreational destinations. Currently professionally managed as a proven vacation rental property with assumable management agreement available for buyers seeking a seamless turnkey recreational or investment opportunity. Experience the best of Tobermory living - where hiking trails, turquoise waters, and unforgettable sunsets become part of everyday life.
Facts & features
Layout & dimensions
Northern Bruce Peninsula
What homes near this one actually sold for
See what waterfront actually sold for.
Register free for Insider access — sold prices along the coast, new waterfront listings the moment they hit, and honest local numbers from Wiarton to Tobermory. No spam, unsubscribe anytime.