Eastern Correctional Institution

Beverly is a historic home located at Princess Anne, Somerset County, Maryland, United States. It is a 2+1⁄2-story, Federal-style, Flemish bond brick dwelling measuring 40 feet by 60 feet. It was built by Nehemiah King II between 1785 and 1796. The interior of the house was partially destroyed by fire in 1937 but was restored from plans.The house was listed on the National Register of Historic Places in 1973.

Cedar Hill, also known as Long Farm, is a historic home located at Westover, Somerset County, Maryland, United States. It is a 2+1⁄2-story T-shaped frame dwelling, on a brick foundation. The main section was erected in 1793, and followed a modified hall / parlor plan. Also on the property are an 1880 bi-level hay-and-horse barn with a long shed addition for dairy stalls, a 19th-century granary, a late-19th-century corn crib, a rusticated concrete block well house, and a rusticated concrete dairy.Cedar Hill was listed on the National Register of Historic Places in 1991.

The Glebe House, also known as Davis's Choice, Turner's Purchase, and incorrectly as the Samuel Chase House, is a historic house at 10950 Market Lane in Princess Anne, Maryland. The 1+1⁄2-story house was built in 1784 and is a rare instance of an 18th-century brick-ender, a building form that was once common on the Eastern Shore of Maryland. The house has three wood-frame walls, and the fourth is of brick laid in Flemish bond with a projecting water table. The house was substantially altered in the 1920s when its roof was raised and a second story was added, but this work was undone when the house underwent restoration around the turn of the 21st century. It was long thought to be of greater age, and the childhood home or birthplace of Samuel Chase, a signer of the United States Declaration of Independence, but documentary research has shown these connections to be incorrect.The house was listed on the National Register of Historic Places in 2009.

William T. Tull House, also known as E.D. Long House, is a historic home located at Westover, Somerset County, Maryland. It is a two-story, three-bay, center passage/double-pile plan frame dwelling, erected around 1860. Its exterior features are associated with the Greek Revival and Italianate styles.It was listed on the National Register of Historic Places in 1996.

Westover is an unincorporated community in Somerset County, Maryland, United States. It is located on Maryland Route 413 near its terminus at U.S. Route 13. Owing to its central location in Somerset County, Westover is home to many important services and businesses. Westover has a post office with the zip code of 21871, located at 8930 Crisfield Hwy. Its area code is 410.

St. Paul's Methodist Episcopal Church was a historic Methodist Episcopal church located at Westover, Somerset County, Maryland. It was a T-shaped frame Gothic church building erected around 1883. Its architecture reflects the influence of mail order plans promulgated in the late 19th century by the Methodist Church Board of Church Extension and corresponds to Church Plan No. 19A, Catalogue of Architectural Plans for Churches and Parsonages. It features a two-story tower with an open belfry. The church was torn down in March 2014. It was listed on the National Register of Historic Places in 1996.

The Catalpa Farm is a historic home and farm complex located at Princess Anne, Somerset County, Maryland, United States. It is a two-story, five-bay center passage structure built in two principal stages. The older section is a two-story, three-bay side-hall parlor house with service wing erected around 1825–1840. A two-story one-room plan frame addition was attached shortly thereafter. Also on the property are an early 19th-century dairy and smokehouse, a late 19th-century privy, a modern garage, a mid-19th-century corn crib, an early 20th-century gambrel-roofed barn, and an early 19th-century tobacco house.The Catalpa Farm was listed on the National Register of Historic Places in 1988.

Arlington is a historic home located at Westover, Somerset County, Maryland, and is located at the end of James Ring Road on Maryland Route 361. It is a prominent mid-18th-century Flemish bond brick dwelling. It was built around 1750 by Ephraim Wilson, the two-story, center hall, single-pile house is highlighted by glazed checkerboard brick patterns on each wall. It features a Federal period porch enriched with a cornice of paired modillion blocks and original engaged Tuscan columns against the back wall.It was listed on the National Register of Historic Places in 1992.

Beckford is a historic home located at Princess Anne, Somerset County, Maryland, United States. It is a late Georgian Flemish bond brick dwelling, five bays wide by three bays deep, two stories with a hipped roof and two large interior chimney stacks. It is situated on the crest of the slope rising from the eastern bank of the Manokin River.Beckford was listed on the National Register of Historic Places in 1974.

The Teackle Mansion is a historic estate at 11736 Mansion Street, Princess Anne, Maryland, United States. It was constructed between 1802 and 1819 for Littleton Dennis Teackle and his wife Elizabeth Upshur Teackle. It is notable for its Neoclassical architecture with many distinctive features, and its 19th century period rooms. It is the home of the Somerset County Historical Society, and was added to the National Register of Historic Places in 1971.It is mentioned in the novel The Entailed Hat by George Alfred Townsend.

The Princess Anne Historic District is located in Princess Anne the county seat of Somerset County, Maryland on Maryland's Eastern Shore. There has been little change due to industry or other development, and the town retains much of its historic character since its founding in the early 18th century. It has been the governmental center since the county was formed in 1742 and the present courthouse is one of the most architecturally distinguished in the state. Within the historic district are a few pre-Revolutionary structures, a high concentration of Federal and Victorian architecture, vernacular dwellings as well as 19th and early-20th century commercial and public buildings. The district contains approximately 270 structures of which nearly 90 percent are contributing to the character of the district.Among the contributing structures are: Beckford Avenue Tenant Houses (c.1870) Boxwood Gardens (c.1850) Charles Jones House (c.1780) Colonel George Handy House (1805–06) John W. Crisfield House ("Somerset House") (c.1852 and earlier) Linden Hill (c.1750, c.1835) Littleton Long House (c.1830) (See Somerset County Historical Trust) Nutter's Purchase (c.1800) St. Andrews Episcopal Church (1767–73, 1859, 1896) Teackle Gatehouse (c.1805) Washington Hotel (c.1797, 1838) William Geddes House ("Tunstall Cottage") (c.1755) William W. Johnston House (c.1834-35) Woolford-Elzey House (c.1788, c.1840)It was listed on the National Register of Historic Places in 1980.