Peter Kugel House

The Anthony and Allison Sirna Studio is a historic artist's studio at 60 Way #4 in Wellfleet, Massachusetts. It is one of a modest number of surviving buildings in Wellfleet that combine elements of Modern architecture with traditional Cape Cod architecture. The studio was built in 1960 to a design by Victor Civkin; it has a trapezoidal plan with nine large vertical window bays. The building is within the bounds of the Cape Cod National Seashore, and is owned by the National Park Service.The house was listed on the National Register of Historic Places in 2014.

Cahoon Hollow Beach is a beach in the Cape Cod National Seashore in Wellfleet, Massachusetts. It was named for the Cahoon family who had lived on the Outer Cape for many years.

The Vera and Laszlo Tisza House is a historic house at 2 Deer Trail (a cul-de-sac off Gross Hill Road) in the remote northeastern part of Wellfleet, Massachusetts, within the Cape Cod National Seashore. It is one of a number of surviving houses in Wellfleet that combine elements of Modern architecture with traditional Cape Cod architecture. The house was designed by Olav Hammarstrom, a protégé of Eero Saarinen, for Vera and László Tisza. The house is a T-shaped one-story structure with a central breezeway that provides views of the surrounding woodlands to much of the house. The main block, which is divided by the breezeway, measures 41 by 25 feet, with a 31 by 14 foot section added perpendicular to its north end. A flat roof, covered with rolled asphalt, extends for two feet beyond the edges of the house, and has exposed rafters that are visible both inside and outside the house. There is a recessed porch on the south side of the main block.The house remained in the couple's hands, passing to Vera when they divorced in 1963. In 1974 she sold the property to the National Park Service, retaining a 15-year right of use. The Park Service is now responsible for its maintenance.The house was listed on the National Register of Historic Places in 2014.

The Rowell House is a historic house in Wellfleet, Massachusetts. A small 1.5-story Cape-style house, it was probably built c. 1713, and is one of the oldest houses in Wellfleet. It has three bays, with a large chimney behind the leftmost bay. The house was owned early in the 19th century by the Rowell sisters. And then passed onto the next generation.The house was listed on the National Register of Historic Places in 1988.

The John Newcomb House is a historic house in Wellfleet, Massachusetts. It is best known as the house described by Henry David Thoreau in the chapter on the "House of the Wellfleet Oysterman" in his 1865 book, Cape Cod. The house is located in Cape Cod National Seashore, on a sandy lane off Gull Pond Road to the east of Williams Pond in northern Wellfleet. The Cape style house is presumed to have been built by John Y. Newcomb (born 1762).The house was listed on the National Register of Historic Places in 1988.

The Pond Hill School is a historic school building at 65 Old Paine Hollow Road (old Route 6) in Wellfleet, Massachusetts. The plain Greek Revival two story schoolhouse was built in 1857, and is the only period schoolhouse in Wellfleet to survive relatively intact. The building served as a schoolhouse until 1880, and was purchased six years later by the South Wellfleet Ladies Social Union. In 1945, with that organization in decline, the property was given to a neighborhood association, which maintains the building.The building was listed on the National Register of Historic Places in 1989.

The Hinckley's Corner Historic District, also known as Paine Hollow, is a historic district including three properties located at 0, 25, and 40 Way #112 in Wellfleet, Massachusetts. This small cluster of properties are a representative of the outer Cape's life in the 19th century. All three houses are fairly utilitarian 1-1/2 story Cape style houses, with only modest traces of late Georgian or Federal styling. The oldest house, the Jonathan Young House at 40 Way #112, was built c. 1790-91, and was owned for a significant portion of the 19th century by members of the Hinckley family. This property includes a 19th-century barn, a c. 1920 structure whose uses have included a retail store and an art studio, and a c. 1950 garage. The John Lewis House at 25 Way #112 was built c. 1820, and has a Federal style fanlight over the main entrance. Its property includes a garage/guesthouse built c. 1924, originally to house a Model T firetruck, and an oysterhouse built 1827-28.The third house is the Robert Paine House at 0 Way #112; it was also built c. 1820, and is the most-altered of the three, with additions on either end. It stands on a larger property (neary 5 acres, compared to the 1-2 acre lots on which the others stand), and includes a small shed built c. 1820 and a boatbuilding shop built c. 1915. This house is further notable for housing a worker who helped build the Wellfleet Marconi Station in the early 1900s.The district was listed on the National Register of Historic Places in 1998.

The Wellfleet Center Historic District is a historic district in Wellfleet, Massachusetts. It encompasses resources that exemplify the development of the community, beginning in the late 18th century, as a thriving commercial maritime center, and then its rise as a summer resort community in the late 19th century. Buildings in the district include Cape-style houses from the mid-18th century, 19th century commercial and institutional buildings in the town center, and the 1880s summer estate of Lorenzo Dow Baker. The district is roughly bounded by Cross St., Holbrook Ave., Main, E. Main and School Streets, and Duck Creek, and was listed on the National Register of Historic Places in 1989.

The Paine Hollow Road South Historic District is a residential historic district roughly along Paine Hollow Road, and Raywid Way in Wellfleet, Massachusetts. It consists of a cluster of seven 19th-century residences centered just north of Paine Hollow Road's junction with Pleasant Point Road and Baker Road, including one house on Baker Road and one on Rayvid Way. All seven houses were built by members of the locally prominent Paine family in the mid-19th century, and are predominantly Greek Revival in their styling.The district was listed on the National Register of Historic Places in 1999.

Wellfleet station was a train station located just to the east of the intersection of Commercial Street and Railroad Avenue in Wellfleet, Massachusetts. It was constructed in 1870 when the Cape Cod Railroad reached Wellfleet.

The Saunders–Paine House is a historic house at 260 Paine Hollow Road in Wellfleet, Massachusetts. This 1+1⁄2-story Federal style Cape was built c. 1830, and is a well-preserved local example of the style. The first known owner was Charles Saunders who married Mary Cole Paine, whose family gave the area its name. The house was listed on the National Register of Historic Places in 1998.

The Townsend House is a historic house at 290 Paine Hollow Road in Wellfleet, Massachusetts. The 1+1⁄2-story full Cape style wood-frame house was built in 1804, probably by Doctor James Townsend, whose descendants owned the house well into the 20th century. The most notable resident was Samuel Campbell, an English engineer who worked with Guglielmo Marconi on the transatlantic wireless facilities in Wellfleet. The house is notable as a particularly little-altered example of the style, with details typically only found in houses of wealthier owners. The house was listed on the National Register of Historic Places in 1998.