4950 Penetanguishene Road

A Rare Estate in the Heart of Hillsdale! Welcome to one of the most prestigious century homes, a true hidden gem that seamlessly blends timeless elegance with modern comfort. Nestled on over 5 acres of complete privacy, this exceptional property offers the tranquil rural lifestyle so many long for, with every thoughtful upgrade already in place.From the moment you arrive, the historic charm is unmistakable original wood trim, rich hardwood floors, a gracious wraparound porch, and soaring ceilings all tell the story of a home with deep roots. Inside, a beautifully updated kitchen with a center island anchors the main floor, while custom built-ins add warmth and functionality throughout. On The second floor, the luxurious primary suite is a private retreat, complete with a spa-inspired ensuite and generous walk-in closets. Upstairs, the fully converted attic (an expansive 958 sq ft ) offers endless possibilities: an inspiring studio, entertainment lounge, or additional bedrooms, all bathed in natural light. In the basement, the surprises continue: a large workshop (15x23), a cozy den/man cave (13x15) with a secret door that leads to hidden wine storage, and ample space for hobbies or storage.Outdoors, nature surrounds you. Mature trees, a secret garden, and even a peaceful Zen garden create a sanctuary just steps from your door. Massive barn/shop ideal for storing all your outdoor toys, yard equipment, or even housing animals! Simcoe County forest trails back directly onto the property, making it a dream for hikers, snowshoers, and outdoor lovers.With quick access to major highways, you're less than 30 minutes from Midland or Barrie, and just 5 minutes to Craighurst for essentials like groceries, LCBO, and local dining.This home is not just a property its an experience. A rare opportunity to live a slower, richer life in one of Simcoe Countys most charming and connected communities.