Once owned by highly regarded Darlington Judge, E.C. Dennis, this Neoclassical Revival home was designed by an English architect. Mighty oak trees dating back to origin overhang the property.

Built with funds donated by the Carnegie Foundation, this library was one of 3 public libraries in the state. It was enlarged in the 1950s.

Moses Sanders was a merchant and a Representative of the Darlington District from 1808-1810. He was part of the group to petition the General Assembly for free schools in the state of South Carolina. The Moses Sanders House stands two stories, in a traditional form, with an L-shaped porch and defining entranceway for the day.

Edmund Deas served as Chairman of the Republican Party of Darlington County from 1884-1888. An African-American candidate for Congress in 1884 and 1890, Deas was deputy collector of Internal Revenue in SC 1889-1894 and 1897-1901. The eastlake motif of his Queen Anne style home lends vernacular expressions and was the most popular style of the period.

Built by Col. Samuel H. Wilds, the Italianate style was popular for the period in railroad towns and urbane clients. The house was purchased from the Wilds estate in 1870 by the Hon. Berryman Wheeler Edwards, a graduate of Harvard Law School (1853), Confederate veteran, and state senator (1886–89). It is most commonly referred to as the Wilds-Edwards House. Today, with restoration and care, it is offered as a guest house and venue to host events.

Built by African American master carpenter, Lawrence Reese, the railway serviced routes from McBee to Darlington. This became a major mode of transportation for the county and brought economic growth. Today, the railway station is now home to a privately owned business.

The Charles McCullough house is a noteworthy example of a Second Empire style, with Italianate design and eastlake details. Original owner, Charles McCullough, was a partner in the McCullough & Blackwell Livery Stable business and director of the Darlington Agricultural & Mechanical Fair Company. He also served as a sergeant in the Darlington Guards. The house remained in the McCullough family until the early 1940s when it was donated to the City of Darlington. This is one of the few remaining large residences on Pearl Street.

The Early House is one of several Victorian-era residences. African American master craftsman, Lawrence Reese, who was self-taught in his trade, built this incredible architectural home for Mrs. Early. Her husband was in the cotton seed oil business. This house, that sits on West Broad Street, is grand in scale and reflects the prosperity of The Early family.

The Macedonia Mission Baptist Church was established when a group of African American members withdrew from the Darlington Baptist Church with a great passion to start their own church. Rev. Isaac Brockenton, first pastor of the church, served until his death in 1908. Tradition says first meetings of this Baptist Church were held in the home of Laura Brown, under a ``bushy arbor`` and other member's homes. Rev. Brockenton was able to see Macedonia build and occupy 2 buildings before his death in 1908. Several powerfully inspirational pastors have led the Macedonia congregation - through raising funds and sacrifice, the group pulled together and was able to purchase land on the corner of S. Main and Lee Streets. In 1935, 13 years after the foundation was laid, the faithful congregation were able to worship in the brick building that exists today. Macedonia Missionary Baptist Church continues to be a vital part of the spiritual aspect of life in Darlington and the surrounding areas.

William Haynsworth, original owner of this Colonial Revival home, served as city Mayor and President of the People's Bank of Darlington. He was also a member of the board of trustees of St Johns School, and was instrumental in the water-works system of Darlington. Haynsworth died in 1932 and the Darlington County School District purchased the home in 1943 for use as a teacherage. The stately home, with its grand columns, was nicknamed ``White House.`` It was used for various district operations until 2008. The ``White House`` still stands today by St Johns School.

The First Baptist Church of Darlington was organized in 1831, with Rev. W.Q. Beattie serving as pastor. The congregation first called itself the Baptist Church of Christ and built its first building in 1830. The original church was replaced in 1859 and the church bells from this second church were melted and used to cast cannons during the Civil War. The present building, a Georgian Revival style, was built in 1912. It is said to have cost $33,000 to build. It was that year that they formally became known as the First Baptist Church of Darlington. The cemetery to the back of the property dates back to the 1820's. Over the years, there has been steeple repair, new buildings built to house Sunday School, recreation and a fellowship hall. The First Baptist Church of Darlington continues to move forward and serve the Lord through missions and community programs.

The Willis McCurdy House is an elaborate Queen Anne style home, which was most popular for the time period. Acorn motifs and eastlake-style embellishments can be seen to this day. Original owner, Willis McCurdy, owned an Armory Wholesale business located where the News & Press is today. The Willis McCurdy House was known as the ``Drummer's Home`` in the early 1900s where salesman would find a room while on their travels. The A.S. Dargan family acquired the home in 1930.

The M. Manne Building is one of the most successful mercantile establishments in Darlington. The metal facade building was established in 1892, after a disastrous fire destroyed most of the business sector of the city. In the early 1900s, it housed a succession of stores on the first floor and a hotel on the second floor. Today, it houses an eating establishment.

The B.F. Williamson House is a Queen Anne style home with an original servant's cottage on the property. It is one of the few remaining intact residences from the time period on Oak Street. It is said that Benjamin Franklin Williamson built the house for his mother, Mrs. B.F Williamson, and his sister. Dr. Wilson of Darlington purchased the house from the family and it is now also known as the Williamson-Wilson House.

The Coleman Building is a commercial building with Classical influences and a center panel that reads COLEMAN BLOCK. The longest occupant of the Coleman Building was Willcox Drugs, who rented the space 1933-1994. On the upper floors over the years, various lawyers and doctors set up their offices.

The ground floor currently houses the Greater Darlington Chamber of Commerce.