Southern Grandeur with Timeless Appeal on 3.85 Acres in the Heart of Greenwood. Welcome to 106 Pinecrest Drivean impressive Southern estate that blends classic architectural elegance with grand potential. Nestled on nearly four acres of park-like grounds, with a fenced back yard and 2 gates, this stately 6,092-square-foot all-brick ranch offers a rare opportunity to own one of Greenwood's most admired in-town properties. Even better, this home is on the Old Duke Rate! From the moment you arrive, the home's presence is unmistakable. A tree-lined circular drive sets a regal tone, winding through manicured landscaping and mature hardwoods that offer shade, privacy, and picturesque views in every direction. Traditional Southern detailslike brick quoining, columned entrances, dentil molding, and balanced symmetrycreate a timeless exterior that exudes refinement and grace. Inside, the home is filled with rich character and fine craftsmanship. A welcoming foyer opens to gleaming hardwood floors, dramatic archways, and intricate millwork that continues throughout the home. The expansive single-level layout includes four spacious bedrooms, four full bathrooms, a powder room, and both formal and informal living spacesideal for entertaining or multi-generational living. The heart of the home features an inviting great room with a fireplace and walls of built-ins, a richly paneled library with a second fireplace, and a formal living room that dazzles with crystal chandeliers, detailed moldings, and custom window treatments. The dining room is equally stunninganchored by a grand arched built-in and designed for hosting gatherings in elegant Southern style. The spacious kitchen is full of charm and function, with an oversized center island and a walk-in butler's pantry complete with prep sink and additional storage. A large laundry room, filled with cabinetry and counter space, adds to the home's practical layout. The primary suite is a private retreat with its own fireplace, spacious ensuite bath, and an oversized walk-in closet with center island and custom organization systems. Secondary bedrooms are equally generous, each with distinct wallpaper styles, hardwood or parquet floors, and large closets. Every bathroom offers its own flairone with vintage tilework, another with gold fixtures and built-inseach a canvas ready for personalization. Step outside and you'll discover an outdoor setting just as impressive as the interior. The main home features a shaded brick patio with overhead fans, offering a breezy spot to unwind and entertain on warm Carolina evenings. A pool house serves as a fully equipped guest quarters, complete with its own kitchen, full bathroom, living space, and private entranceperfect for hosting extended family, weekend guests, or creating a private home office or studio. The expansive yard is bordered by lush landscaping and mature trees, offering privacy, serenity, and room to roam. Whether you're dreaming of a garden estate, or simply a tranquil escape, the land offers endless possibilities. Additional features include a three-car attached garage with a finished interior and charming cupola, plus a two-car workshop/garageideal for hobbies, storage, or creative projectsAnd for even more potential, the home includes a 1,166-square-foot unfinished basement, ready to be transformed into a wine cellar, home gym, game room, or additional living space tailored to your lifestyle. Whether you envision preserving its original charm or blending in modern refinements, this property offers space, presence, and opportunity at a scale rarely foundright in the heart of Greenwood.

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