Nestled ''On The Hill'' in one of Great Barrington's most sought-after neighborhoods, this well-built expanded Cape sits on 1.69 acres, offering the perfect blend of privacy, charm, and space. From the moment you arrive, the home's warmth and character welcome you in, promising both comfort and versatility for its next steward. Inside, gleaming hardwood floors lead through a thoughtfully designed layout, where natural light pours in through large windows. The formal living room, dining room, and additional inviting living areas create a seamless flow, ideal for both intimate gatherings and lively celebrations. At the heart of the home, the updated kitchen, featuring stainless steel appliances, Corian countertops, and ample storage, provides versatility, including an eat-in dining area, with fireplace, depending on how you choose to use the space. Designed with both durability and flexibility in mind, this home offers three-plus bedrooms, including two potential primary suites, one on each level, each being spacious with an en-suite bath and walk-in closet. The adaptable floor plan allows for a fourth bedroom if needed, while the option for single-level living adds to the home's appeal, with laundry conveniently located on the first floor as well as in the basement. Beyond the interior, the outdoor spaces are just as inviting. A large deck overlooks the serene backyard, where mature landscaping enhances the picturesque setting. From the front, seasonal views highlight the natural beauty surrounding this solidly constructed, well-maintained home. With a newer roof, gutters and boiler, two wood-burning fireplaces, an attached two-car garage, and the convenience of town water and sewer, every detail has been thoughtfully considered. Lovingly cared for and built to stand the test of time, this home is more than just a place to live, it's a place to create lasting memories. Your chance to enjoy the natural beauty, culture, cuisine, and adventure of the Berkshires starts right here! Discover the charm, comfort, and tranquility of Pleasant View Drive. Schedule your visit today!