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.