Charles Holbrook House

Ware's Tavern is a historic tavern (now a private residence) in Sherborn, Massachusetts. The two story wood-frame structure was built c. 1780 by Benjamin Ware as a house for his family. It has a centered entry that is now sheltered by a Colonial Revival (early 20th century) surround. Ware's son Eleazer converted the building into a tavern; it was greatly enlarged with an ell to the rear c. 1840. The building ceased to be used as a tavern by 1889; an ell was removed sometime in the 19th century, and now stands at 109 S. Main Street.The tavern was listed on the National Register of Historic Places in 1986.

The Sewall–Ware House was a historic house at 100 S. Main Street in Sherborn, Massachusetts. The house stood on land once belonging to Massachusetts judge Samuel Sewall (best known for his participation in the Salem witch trials). The house may have been constructed by Sewall's instructions for a tenant farmer. In the mid-18th century it was the boyhood home of Harvard College divinity professor Henry Ware, and remained in the Ware family well into the 19th century. It was added to the National Register of Historic Places in 1986. The house no longer stands at the location described in the listing papers, and has probably been demolished.

The Morse–Barber House is a historic house in Sherborn, Massachusetts. Architectural evidence suggests that this 2+1⁄2-story frame house has at its core a First Period structure that may date to the early 1670s, making it the oldest building in Sherborn. The property also has a barn dating to the late 18th or early 19th century. The property was listed on the National Register of Historic Places in 1986.

The Rev. Edmund Dowse House is a historic house in Sherborn, Massachusetts. The Greek Revival house was built in 1838 for the Rev. Edmund Dowse, the first pastor of the Evangelical Society (now the Pilgrim Church), whose sone, William Bradford Homer Dowse, was a major benefactor of the town. The house was listed on the National Register of Historic Places in 1986.

The Sherborn Library is a municipal public library in Sherborn, Massachusetts, United States. Many libraries have existed in the town, beginning with one book collection set up by the Social Circle in 1808. Theodore Dorr combined several book collections to form one central library in 1860. In 1914, a benefactor named William Bradford Homer Dowse built a brick building that would become the Sherborn Library in January 1971. Today, the library is used frequently by the residents of Sherborn, and is open every day except Sunday.

Sherborn is a town in Middlesex County, Massachusetts, United States. Located in Boston's MetroWest region, is in area code 508 and has the ZIP code 01770. As of the 2020 U.S. Census, the town population was 4,401.Sherborn shares its highly ranked public school system with the town of Dover. In addition to Dover, Sherborn is bordered by the towns of Natick, Framingham, Ashland, Millis, Holliston, and Medfield.

The Sherborn Center Historic District is a historic district encompassing the civic heart and traditional center of Sherborn, Massachusetts. Its borders consist of Farm, Sawin, Washington, and North Main streets, Zion's Lane, and the CSX railroad tracks. The district, while predominantly residential in character, also contains an important cluster of civic and religious buildings. Notable among these are the Dowse Memorial Building, a Tudor Revival structure built in 1914 to house the town library; it now houses town offices. It was donated by William Bradford Home Dowse, who also funded the construction of the 1924 Memory Statue, the town's memorial to its war dead. (The library now occupies a modern building on Sanger Street, also located in the district but not contributing to its historic significance.)Two churches stand in the district, both with original construction dates around 1930. The Pilgrim Church at 25 South Main Street was given an Italianate updating in the 1850s, while the First Parish Church at 11 Washington Street has Greek Revival styling. The Town Hall, located at 3 Sanger Street, is a rare unaltered example of the work of Worcester architects Boyden & Ball. It has classic Italianate styling, with deep, bracketed eaves, boldly quoined corners, and a cupola.Only two things in the district survive from the early days of Sherborn, which was incorporated in 1674. Its first cemetery was laid out in 1689, and the older portion of the Flagg House (c. 1740) at 22 Washington Street is the only building in the center that predates 1750.The district was listed on the National Register of Historic Places in 1986.

Memory (1924) is an 8-foot-tall bronze sculpture of a woman by Cyrus E. Dallin located in the Sherborn War Memorial in Sherborn, Massachusetts' Central Cemetery.

Passing of the Buffalo (1929) is a 9-foot (2.7 m) bronze sculpture of an indigenous man by Cyrus E. Dallin, which rests on a 5-foot-tall gray boulder located in Muncie, Indiana, United States. It is also known as The Last Arrow.

The Woodland Farm–Leland House is a historic house in Sherborn, Massachusetts. The oldest portion of this house, a three-bay section with chimney, was built c. 1705 by Hopestill Leland, and enlarged by the addition of a leanto to the rear c. 1715. About 1760 it was widened to a full five bay width, and ells were added to either side c. 1820 and 1950. The exterior has exhibits a variety of styles, with Federal and Italianate elements. The house's original clapboards have been shingled over.The house was listed on the National Register of Historic Places in 1986.

The H. G. Vaughn House is a historic summer estate house at 5 Sparhawk Road in Sherborn, Massachusetts.

The Thomas Fleming House is a historic house located in Sherborn, Massachusetts.