Shubael Baxter House

The Nehemiah Lovell House was a historic house located in the Osterville section of Barnstable, Massachusetts.

The Capt. George Lovell House is a historic house located in the Osterville section of Barnstable, Massachusetts.

The Osterville Baptist Church is an historic Baptist church building at 824 Main Street in the Osterville village of Barnstable, Massachusetts. The white clapboarded wood-frame structure was built in 1837 for a congregation formed two years earlier. It is one of the older buildings in Osterville, and is a fine example of the Greek Revival with Gothic Revival elements. The church was listed on the National Register of Historic Places in 1987.

Osterville is one of seven villages within the town of Barnstable, Massachusetts, United States. The village of Osterville is located on the south side of Barnstable on Nantucket Sound. Osterville is a residential community that includes marshes, bays, ponds, a small lake, beaches, and a small business district. Notably, the village is home to the Crosby Yacht Yard; the Crosbys are America's oldest active wooden boat-building family.

The Daniel Crosby House is a historic house located in the Osterville village of Barnstable, Massachusetts.

The Nymphus Hinckley House is a historic house located in the Osterville village of Barnstable, Massachusetts.

The Joseph Robbins House is a historic house located in the Osterville village of Barnstable, Massachusetts, USA.

The Wianno Historic District is a historic district in the Osterville section of Barnstable, Massachusetts. It encompasses a well-preserved summer resort area for the wealthy that was first developed in the late 19th century, focused around the Wianno Club, built in 1881 on the site of an earlier resort hotel. The 40-acre (16 ha) district has a significant number of well-preserved Shingle style and Colonial Revival houses. Architect Horace Frazer designed the Wianno Club, as well as a number of the private residences in the district. The district is roughly bounded by East Bay Road, Wianno and Sea View Avenues between Nantucket Sound and Crystal Lake. It was added to the National Register of Historic Places in 1987.

The Wianno Club is a historic club at 107 Sea View Avenue in Osterville, Massachusetts. The club began as the Cotocheset House, a Shingle-style structure built in 1882 on the site of a grander hotel that burned down in 1881. This hotel was the centerpiece of a major resort development for the wealthy that was mostly developed prior to World War I. In 1916 the newly founded club purchased the hotel property. The club built a nine-hole golf course on the original land purchase now occupied by holes numbered 13-18. The 16th was the first hole, and the Swan residence behind the hole was built as the original clubhouse. Additional land was assembled on the west side of Parker Road and north of West Bay Road and in 1919, Donald Ross was hired to redesign the original nine and to create a new nine.The main clubhouse was listed on the National Register of Historic Places in 1979, as one of a very few surviving 19th-century hotel buildings, and is the centerpiece of the Wianno Historic District. It is a large three-story Shingle style building, with a variety of cross gables, projecting sections and porches typical of the style. A single-story wing was added to the northeast after the club took the building over, and a Colonial Revival porch was added in the 1920s. Its interiors contain much original detail. The club has also taken over the neighboring Tiffany Cottage as a guest house. Former Chief Justice of the United States Charles Evans Hughes died there in 1948.

Centerville River is a river in Barnstable County, Massachusetts. It drains out of Wequaquet Lake northwest of Hyannis, flows through Craigville, and empties into the Centerville Harbor which drains into the Atlantic Ocean east of Osterville. According to the Bicentennial history book commissioned by the Town of Barnstable ("Seven Villages of Barnstable"), the drainage path was natural below Pine Street, but was excavated by unemployed Civil War veterans in 1867. This work was paid for by the Town. Coincidentally, a "Nine Mile Pond Fishing Company" was chartered for extracting herring from Lake Wequaquet at the same time.

The Josiah A. Ames House is an historic house in Barnstable, Massachusetts. Built in 1887 by a military veteran, it is notable for its association 1902–1922 with the Lincoln House of Boston, a charity providing "fresh air" opportunities to inner city youth. The house was listed on the National Register of Historic Places in 1987.

Cape Cod Academy (CCA) is an independent coed college preparatory school for grades Kindergarten through 12 located in Osterville, Massachusetts.