Four Wheel Farm is a rare and extraordinary 242-acre estate offering unmatched privacy, panoramic views, and timeless character in the heart of Southern Georgian Bay. Set across two parcels (approx. 102 and 140 acres), this legacy property overlooks the Niagara Escarpment with views of Georgian Bay and its own gently sloping vineyard. Surrounded entirely by farmland, the setting is peaceful and secluded yet just minutes from Creemore, Collingwood, Mad River Golf Club, and private ski clubs including Devils Glen and Osler Bluff, under 2 hours from Toronto. At its centre is a beautifully preserved red brick Victorian farmhouse, thoughtfully expanded with modern additions that honour its heritage while elevating its functionality. With over 6000 square feet living space, the home exudes warmth and charm throughout. The open-concept main floor flows seamlessly between a remodeled kitchen, formal and informal living areas, a dining space perfect for entertaining, and a sun-drenched 3-season room with in-floor heating and views across the ponds and vineyard. Four wood-burning fireplaces and rich architectural details add to the inviting atmosphere. The home features five bedrooms and six bathrooms, including a generous primary suite, a 5-piece ensuite, and a private balcony offering breathtaking views of the property and Georgian Bay. Multiple decks and a hot tub enhance the connection to the surrounding landscape, creating ideal spaces for both relaxing and hosting.The land includes approx. 140 acres of productive farmland, a 5.5-acre vineyard, 30 acres of sugar bush and mixed hardwood, four ponds, and trails through forests and natural habitat. Outbuildings include a classic renovated 60x 60 bank barn and a large drive shed for equipment. This is a once-in-a-generation opportunity to own a truly private, character-filled estate with enduring appeal for generations to come.