Winemiller Family Farm

Terra Rubra is a historic home and plantation located near Keysville, Carroll County, Maryland, United States. It was the birth site of Francis Scott Key in 1779. The present Federal-style house was built in the 1850s after the Key residence had become badly deteriorated. The original house was built in the 1770s by Francis Key for his son, John Ross Key, father of Francis Scott Key.It was listed on the National Register of Historic Places in 1978.

Keefer–Brubaker Farm, also known as the Oscar Fogle Farm, is a historic home and farm complex located at Taneytown, Carroll County, Maryland. It consists of a two-story six-by-two-bay log-and-frame house which is partially encased in brick and rests on a rubble stone foundation Also on the property is a frame summer kitchen, a combination smokehouse/dry house, a frame springhouse, a shop building, a bank barn, a dairy, a hog pen, a tool shed, poultry house, and several more recent buildings. It is a representative example of a family farm complex which spans the period from the late 18th century to the mid 20th century.It was listed on the National Register of Historic Places in 2006.

Keymar is an unincorporated community in Carroll County, Maryland, United States. The name of the community is a portmanteau of the family name Key (of which Francis Scott Key was a member) and Mar for Maryland. In 1822, Francis Scott Key sold his father's mansion and estate on Pipe Creek near this community. Keymar was likely the name of that estate.

Middleburg is an unincorporated community in Carroll County, Maryland, United States.

Keysville is an unincorporated community in Carroll County, Maryland, United States. Terra Rubra was listed on the National Register of Historic Places in 1978.

The Little Pipe Creek bridge and viaduct is a 705-foot (215 m) continuous truss bridge with main span and 19 viaduct sections as well as an active railroad trestle crossing Little Pipe Creek south of Keymar, Maryland. Originally constructed by the Frederick and Pennsylvania Line Railroad Company (F&PL). Construction on the trestle began in late 1871, and continued until April 1872. The Pennsylvania Railroad acquired control of the F&PL in 1896, and rebuilt the bridge that year as an open deck riveted iron plate under girder bridge and then again in 1902-1903 using steel in the bridge and trestle. In 1915, the bridge was surveyed as part of the Interstate Commerce Commission's effort to establish freight rates for the parent railroad. The United States Railroad Administration rebuilt the creek span circa 1917. Additional work rebuilding the bridge and trestle was performed from 1982 to 1989 by the Maryland State Railroad Administration. In 1991, the bridge was surveyed as part of the Maryland Historic Sites Inventory. As of 2021, the bridge is in rail service, operated by the Maryland Midland Railway.

The Ludwick Rudisel Tannery House, also known as Motter Place, is a historic home located at Taneytown, Carroll County, Maryland, United States. The main block is constructed of brick on a fieldstone foundation, five bays in length, two deep, with an original slate roof, built about 1807. Attached is a two-story, two-bay-long brick kitchen. The house features Georgian massing and fine Federal detailing.The Ludwick Rudisel Tannery House was listed on the National Register of Historic Places in 2006.

Antrim 1844 Country House Hotel is a historic inn located in the heart of Taneytown, Carroll County, Maryland, United States. The Mansion is a 2+1⁄2-story Greek Revival style brick masonry house constructed in 1844. The property retains many of its outbuildings and is operated as a hotel and restaurant. In 2022 the hotel itself is currently a member of Historic Hotels of America, an official program of the National Trust for Historic Preservation.The hotel was listed on the National Register of Historic Places in 1977 as Antrim.

The Jacob Koons Farm is a historic farmstead at 1151 Otterdale Mill Road in rural Carroll County, Maryland, near Taneytown. The main farmhouse, a two-story rubble stone construction, was built in 1869. The property also includes several 19th century outbuildings, including a wood frame summer kitchen, a stone smokehouse, and a wooden barn.The farm was listed on the National Register of Historic Places in 2011.

Detour is an unincorporated community in Carroll County, Maryland, United States.

Taneytown Historic District ( TAW-nee-town) is a national historic district at Taneytown, Carroll County, Maryland, United States. The district comprises a cohesive group of houses, churches, commercial buildings and industrial structures reflecting the development of this crossroads town from its initial platting in 1762 through the early 20th century.It was added to the National Register of Historic Places in 1986.

Taneytown ( TAW-nee-town, locally also ) is a city in Carroll County, Maryland, United States. The population was 7,234 at the 2020 census. Taneytown was founded in 1754. Of the city, George Washington once wrote, "Tan-nee town is but a small place with only the Street through wch.(sic) the road passes, built on. The buildings are principally of wood." Taneytown has a history museum that displays the history of the city for visitors and citizens to see. The Bullfrog Road Bridge was listed on the National Register of Historic Places in 1978.