Seller offering a paint allowance for upstairs bedrooms with acceptable offer. Welcome to 5 Penwick Place in the desirable Hardscrabble neighborhood of Hillsborough! This 4-bedroom home sits on just over an acre in a cul de sac, offering both curb appeal and plenty of room to enjoy outdoor living in the spacious front and backyard. Inside, you're greeted by a dramatic two-story living room that flows seamlessly into the dining area and kitchen, creating an open and inviting space for everyday living and entertaining. The kitchen is designed for function and gatherings alike, no need to worry about too many cooks here! The main-level primary suite is a true retreat with a walk-in closet, beautifully updated en suite bathroom, and private access to the screened porch, perfect for morning coffee or unwinding in the evening. Upstairs, you'll find three additional bedrooms, including one with its own updated en suite bathroom, making it ideal as a second primary or guest suite. A large bonus room offers endless possibilities, whether you need a home office, game room, fitness space, or media area. With its thoughtful layout, multiple en suite options, and expansive lot, this home blends comfort, function, and flexibility - all in one of Hillsborough's most sought-after neighborhoods.