Built in the 1830's by John A. Syfrett, the Erwin House is likely the oldest residence in Jackson County. It faces Fort Road, believed to have been routed by Andrew Jackson. In 1861, it became the home of Colonel John M.F. Erwin and his wife, Georgia C. Bryan, daughter of Elijah Bryan. Colonel Erwin served with distinction in the Confederate Army, Florida Senate, and the United States Militia. The kitchen and carriage house were connected to the house by a latticed breezeway, and travelers needing overnight rest were often welcomed there, with the guest register still surviving. Prior to 1900, the well supplied many Greenwood residents with water. The house was built of yellow heart pine, with hand-hewn timbers and handmade doors and trim. Its original full-length second-floor veranda was destroyed by a 1953 storm, and the house is now owned by Lucy Whitall Erwin, Colonel Erwin's granddaughter.