Welcome to 102 Winston Ridge Drive, a charming 4-bedroom, 2.5-bath Charleston-style home perfectly situated in the highly desirable Southern Village community. Known for its exceptional walkability, Southern Village offers easy access to grocery shopping, top-rated schools, a movie theatre, restaurants, an outdoor pavilion with live concerts, and scenic wooded jogging trails. A neighborhood playground is close by, and this particular street is especially quiet, friendly, and welcoming, with neighbors who stop to say hello. A brick facade and inviting covered front porch greet you upon arrival, overlooking a beautifully landscaped side yard featuring mature camellias and holly. Both the side and back yards are fully fenced with classic white picket fencing. The foyer opens into an elegant combined dining and living room filled with natural light and enhanced by crown molding, chair rail, and grand windows. The spacious kitchen flows seamlessly into the dramatic family room, where vaulted ceilings, expansive windows, and a marble wood-burning fireplace create an exceptional gathering space. The kitchen features granite countertops, a center island, stainless steel appliances, and a pantry. The bright breakfast room offers access to a separate brick porch, a built-in desk with additional storage, and plantation shuttersâ€'' overlooking the charming side yard. A powder bath and laundry room with sink and cabinetry complete the main level. Hardwood floors run throughout most of the home, with carpet in the secondary bedrooms, and tile in the primary bath. Upstairs, two bedrooms feature double-door closets and ceiling fans. The fourth bedroom with its own closet can function as either a traditional bedroom or a bonus room, offering abundant built-in cabinetry, a storage bench, and access to additional storage. A shared hall bath includes a double vanity, tub/shower combination, and a convenient linen closet located in the hallway. The primary suite is a true retreat, featuring its own private balcony overlooking the front and side yard, a walk-in closet, and a spacious tile bathroom with crown molding, a double vanity, walk-in shower, and a whirlpool jacuzzi tub. Outdoor living shines with a fenced backyard and large concrete patio perfect for grilling, dining, and entertaining. A two-car garage and driveway add convenience to this beautifully maintained home in one of Chapel Hill's most sought-after communities.