Parson Smith House

Maplewood Farm, also known as the Anderson-Lord House, is an historic farm property on River Road in South Windham, Maine, United States. The 135-acre (55 ha) farm has been held in the same family since 1738, and features an architecturally distinctive Gothic Revival main house. It is also notable as a summer estate of John Anderson, a prominent mid-19th century Maine politician, and of his son John Farwell Anderson, a noted civil engineer and agriculturalist. It was added to the National Register of Historic Places in 1991.

The Little River is an 18.8-mile-long (30.3 km) tributary of the Presumpscot River in the U.S. state of Maine. It rises in the northern part of the town of Buxton in York County and flows southeast, then northeast into Gorham in Cumberland County. It flows northeast and east across Gorham, reaching the Presumpscot at the eastern boundary of the town, across from Windham.

The Maine Correctional Center is a medium/minimum security prison in South Windham, Maine. It is operated by the Maine Department of Corrections and has an inmate capacity of 662, making it the second largest prison in the state. All residents sentenced to less than five years are directly admitted to this facility. The facility was established via a legislative act in April 1919 and was originally known as the Reformatory for Men. In 1976, a woman's prison closed and the inmates were moved to the facility. In September 2022, construction was completed on a new MCC facility.

Little Falls-South Windham was a census-designated place (CDP) in Cumberland County, Maine, United States defined for the 2000 census. The population of the CDP was 1,792 at the time. Because of new CDP guidelines for 2010, the CDP has been split into two CDPs: Little Falls and South Windham. It is part of the Portland–South Portland–Biddeford, Maine Metropolitan Statistical Area.

South Windham is a census-designated place (CDP) in the town of Windham in Cumberland County, Maine, United States. The population of the CDP was 1,374 at the 2010 census. Prior to 2010, South Windham was part of the Little Falls-South Windham census-designated place. It is part of the Portland–South Portland–Biddeford, Maine Metropolitan Statistical Area.

Little Falls is a census-designated place (CDP) in the town of Gorham in Cumberland County, Maine, United States. The population of the CDP was 708 at the 2010 census. Prior to 2010, Little Falls was part of the Little Falls-South Windham census-designated place. It is part of the Portland–South Portland–Biddeford, Maine Metropolitan Statistical Area.

The Cumberland and Oxford Canal was opened in 1832 to connect the largest lakes of southern Maine with the seaport of Portland, Maine. The canal followed the Presumpscot River from Sebago Lake through the towns of Standish, Windham, Gorham, and Westbrook. The Canal diverged from the river at Westbrook to reach the navigable Fore River estuary and Portland Harbor. The canal required 27 locks to reach Sebago Lake at an elevation of 267 feet (81 m) above sea level. One additional lock was constructed in the Songo River to provide 5 feet (1.5 m) of additional elevation to reach Long Lake from Sebago Lake. Total navigable distance was approximately 38 miles (61 km) from Portland to Harrison at the north end of Long Lake. A proposed extension from Harrison to Bear Pond and Tom Pond in Waterford would have required three more locks on the Bear River, but they were never built.A state lottery was authorized to help raise $50,000 for the project, and the Canal Bank of Portland was chartered in 1825. The canal was completed in 1830 at a cost of $206,000. The excavated portions of the canal had a surface width of 30 feet (9.1 m) with a 10 feet (3.0 m) wide channel 3.5 feet (1.1 m) deep. The locks were 10 feet (3.0 m) wide and 80 feet (24 m) long. Lock walls were made of granite masonry with wooden gates at either end. A lock keeper was stationed at each lock to move the lock gates with heavy timber balance beams, manipulate iron valves to adjust water levels within the lock, and collect a 6 cent fee for use of the lock.

The St. Hyacinth School and Convent are a pair of religious and educational buildings at 2 Walker Street in Westbrook, Maine. The school, built in 1894, is a fine local example of Second Empire design, and the 1922 convent is a good example of Gothic Revival architecture. Both were built by the local Roman Catholic parish of St. Hyacinth to support the burgeoning French-Canadian and French-American community, many of whom worked in the local mills. The buildings were listed on the National Register of Historic Places in 2013. Both have been converted into residential housing.

Westbrook is a city in Cumberland County, Maine, United States and a suburb of Portland. The population was 20,400 at the 2020 census, making it the fastest-growing city in Maine between 2010 and 2020. It is part of the Portland–South Portland–Biddeford, Maine metropolitan statistical area.

The Stephen Longfellow House is a historic house on Longfellow Road in Gorham, Maine. It was built in 1761, and was bought in 1775 by Stephen Longfellow, the great-grandfather of poet Henry Wadsworth Longfellow, and contains one of the state's finest Georgian interiors. It was listed on the National Register of Historic Places in 1984.

The Walker Memorial Library is the public library of Westbrook, Maine, United States. It is located at 800 Main Street, in an architecturally distinguished French Chateauesque building designed by Frederick A. Tompson and built in 1894. It was added to the National Register of Historic Places in 1980.

The Old Westbrook High School is a historic school building at 765 Main Street in central Westbrook, Maine. Built in 1886, it is one of the city's most architecturally sophisticated 19th-century buildings, designed by the Portland firm of Fassett & Tompson. Now converted to senior housing, it was listed on the National Register of Historic Places in 1979.