252 Chesterfield Street

Welcome to Pineapple Cottage -- an award-winning historic treasure in the heart of Downtown Aiken.
Lovingly restored and recognized with the Historic Aiken Foundation's Wilds-Lipe Treasured Home Award, this exceptional residence celebrates the timeless beauty of Aiken's architectural heritage while seamlessly incorporating the comforts of modern living.
A freshly installed picket fence enhances the home's welcoming streetscape, while the fully fenced yard is designed for enjoying the outdoors as much as the interior. Relax on the inviting front porch, entertain on the gracious screened porch, or unwind on the expansive wraparound deck overlooking the private side and rear yard.
Inside, approximately 1,726 square feet of thoughtfully restored living space showcases rich heart pine floors, period millwork, abundant natural light, and historic charm throughout. The inviting front parlor features a cozy fireplace and a distinctive clapboard accent wall, creating a warm and welcoming gathering space. A wide central hallway serves beautifully as an art gallery while offering flexibility for a reading nook, home office, or sitting area.
The thoughtfully updated kitchen, spacious laundry room, and private primary suite with a beautifully appointed en suite bathroom provide today's conveniences while remaining true to the home's historic character. The charming second bedroom features its own fireplace, adding warmth, character, and timeless appeal. Pineapple Cottage is the perfect blend of preservation, comfort, and Southern charm.
Located just moments from Downtown Aiken's boutiques, restaurants, parks, and the renowned Historic Horse District, this one-of-a-kind cottage is a rare opportunity to own an award-winning piece of Aiken history.