500 Howard Street 502 Howard Street | Historic Downtown Greenwood A rare opportunity to own a Mississippi Landmark in the heart of historic downtown Greenwood. Originally constructed as Greenwood Fire Department No. 1, this distinctive two-story brick building retains the architectural character of its early civic use, including its prominent arched former firehouse entrance, original-style window configuration, and decorative metal cornice. The property was designated a Mississippi Landmark on December 6, 1996, and is also a contributing element \#142a of the Downtown Greenwood Historic District, listed on the National Register of Historic Places in 2020. This historic building includes a second-floor apartment that originally served as living quarters for the firemen and fire chief. The space offers flexible use as owner's residence, long-term rental, or short-term rental opportunity, adding valuable income potential or on-site living convenience in the heart of downtown. The present owners originally renovated the property for use as a winery and hospitality venue, and it was most recently home to Bread and Butter restaurant. The winery and production equipment were housed in the adjacent one-story building also available for sale separately or together, which supported the full winery operation and hospitality concept. That equipment is available for purchase, offering a turnkey opportunity for a new owner to continue or reimagine a winery, tasting room, restaurant, or related hospitality use. Alternatively, the owners will remove the equipment, providing a clean slate for a new vision. Located just one block from The Alluvian Hotel and Viking Cooking School, 502 Howard enjoys an exceptional position within Greenwood's downtown dining, hospitality, retail, and cultural district. An adjacent building is also offered for sale and may be purchased separately or together with 502 Howard, creating additional possibilities for expansion or a complementary business. Historic architecture. Mississippi Landmark designation. Income-producing potential. A proven hospitality location. Bring your vision to one of downtown Greenwood's most distinctive buildings.