Welcome to a charming Greenwood residence that seamlessly blends timeless elegance with modern comfort. This spacious five bedroom, three and a half bath Southern style home showcases an array of beautiful upgrades, all meticulously maintained by the owners who built this home. Step inside, and you will be greeted by a tastefully designed interior that features a foyer, dining room, with three bedrooms on the main level including the owner's suite and one room which has perfectly served as a bedroom and study. The spacious upstairs which boasts all new carpet incudes two bedrooms with Jack and Jill bath, a flex space, and study nook. As you approach the property, a sense of sophistication and curb appeal immediately captures your attention. The exterior boasts classic lines with a brick facade and charming stucco accents that sets the tone for the refined living spaces within. The exterior spaces include large north facing front porch and the rear porch connecting the owner's suite, living room, and kitchen with the private patio and backyard, along with backyard fire pit. The entrance to the oversized two car garage is located on the west side at the rear of the home. The meticulous care and attention to detail are evident in every corner, highlighting the pride of ownership. This property has been lovingly maintained, ensuring that its timeless appeal is matched by its durability and functionality. With a single owner, the home has been a cherished space, embodying a sense of history and continuity. This home boasts a new 2022 HVAC system as well as numerous other updates including a new architectural roof, 2025 stucco repair, insulated vinyl windows, granite countertops & appliances in the kitchen in recent years. You will also discover ample closets throughout as well as a pantry and laundry room off the kitchen. 304 Gentry Run is not just a house; it's a part of the vibrant Greenwood community. Residents can enjoy the convenience of nearby amenities such as the neighborhood clubhouse undergoing modern renovations, parks and recreational facilities to shopping and dining options. The home's location enhances its desirability, providing a perfect balance between tranquility and accessibility. This home offers more than just a place to live; it provides a lifestyle. Whether you are drawn to the classic architecture, captivated by the beautiful upgrades, or enticed by the impeccable maintenance, 304 Gentry Run is a true gem in Greenwood. Don't miss the opportunity to call this property your home and experience the epitome of Southern living with a touch of modern luxury. Schedule your private showing today!