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Lonelyville has approximately 80 houses and is located between the communities of Dunewood and Atlantique. As on much of Fire Island, cars are generally not permitted in Lonelyville during the summer months and bicycles are the principal means of wheeled transport. The closest ferry service is to Dunewood from Bay Shore on Long Island. There are no stores, cafes, bars, or other facilities in Lonelyville, but it is a fairly easy walk, or bike ride, to Fair Harbor which serves as a town center for the community. The majority of the houses are predominantly summer-only vacation cottages, and consequently there are only a handful of year-round residents.
Probably the most famous, past, residents of Lonelyville were Mel Brooks and his wife Anne Bancroft who had an ocean front house there for many years. Brooks purportedly wrote many of his movies and comedy sketches there. Incidentally, the structure was the first project to be designed and built by famed architect, Richard Meier in 1963.
It is unclear when the first dwelling was built in Lonelyville, but speculation suggest that fishermen may have used the area as a camp site in the late 1890s.
By 1908, it appears that three structures had been built in the community by three businessmen and friends from Bay Shore, NY who “spend their time in killing ducks … catching ‘suckers’ and other things out in the bay when there is nothing else to do, and between intervals of sleep, dining at the expense of each other and swapping stories”. The three structures were built by ex-Justice of the Peace, Harry M. Brewster -- “Brewster’s Bungalow”, ex-cashier of the South Side Bank, Harry S. Raven --“Raven’s Ranch” and ex-Tax Collector of Bay Shore, Selah T. Clock --“Clock’s Castle”.
At one such dinner, Brewster came up with the idea of calling the place “Lonelyville” and “with due éclat and champagne, the resort was christened and launched upon the sea of fame”
The three presented a set of rules for Lonelyville which they, the only voting members, unanimously adopted.
“We, the undersigned … being fully clothed and in our right (questioned) minds, do herby agree that …. No person or persons not of good moral character shall be permitted to dwell with the city limits." "The settlers already established are herby proclaimed exempt from this regulation.” “No saloons, dives or gambling resorts shall be permitted within a mile of any church or school house.” “The Sabbath day shall be strictly observed by every person in sound health taking a bath." "There shall be no horse racing, cock fights of firemen’s tournaments on Sundays.” and finally “The board of Aldermen shall be responsible that shall see that the tide rises and falls every day and that the surf continues to roll in.”
By 1909, Captain Ed Thompson of Northport and Brooklyn and an associate of Captain Clock's built himself another bungalow  “a good many miles from the noise of everything but the surf”
In June 1915 Captain Clock, along with Thompson, planned to build a 1000-foot pier into the ocean and establish the Fire Island Fishing Company there. The idea of the venture was to unload fish from commercial fishing boats, along with fish caught with the use of large fishing nets which were strung out some 1600 feet from the pier and reeled in daily. The catch would then be loaded onto a small railroad system and then run across the island to another pier extending 500 feet on the bayside. The fish would then be loaded into other boats and then sailed to the mainland. This avoided the long and tricky passage through Fire Island Inlet thus saving countless travel hours for the fishermen. The pier remained standing long after Captain Clock's fishing company shut down and became somewhat of a landmark for that part of Fire Island. The Hurricane of 1938 finally took what remained of the slowly deteriorating pier.
In a 1915 map from the Hyde, E. Belcher, Map Company of Brooklyn, Lonelyville is also listed as "Fire Island Estates" and the pier appears to have been in place at that time as well as the railroad track for the Fire Island Fishing Company. The 1938 New England hurricane completely demolished the pier leaving little except the bayside portion of the dock which stood until the 1950s.
As recently as August 2008, footings for the pier could be seen about 100 feet off shore and submerged under 20 feet of water .
- Cotsalas, Valerie (September 21, 2007). "Fire Island Heats Up". The New York Times. Retrieved December 18, 2011.
- Salzberger, Jeffrey; Wolf, Nicole Pressly (2006). "Fire Island: The Celebrity Sandbox". Fire Island News. Archived from the original on February 16, 2012. Retrieved December 18, 2011.
- "Fire Island House Built in 9 Days With Precut Lumber; Task Would Usually Take Six Weeks-- Cost Is $1,000". The New York Times. April 21, 1963.
- "The Brooklyn Daily Eagle from Brooklyn, New York on April 11, 1908 · Page 17". newspapers.com.
- Special to The New York Times (July 18, 1934). "SELAH T. CLOCK.; Dies as a Dream of a Fire Island Boulevard Comes True". The New York Times. Retrieved February 8, 2023.
- "The Brooklyn Daily Eagle from Brooklyn, New York on July 19, 1909 · Page 5". newspapers.com.
- Johnson, Madeleine C. (1983). Fire Island, 1650s - 1980s. Mountainside, NJ: Shoreland Press. p. 133. ISBN 0-913479-00-4.
- "The Brooklyn Daily Eagle from Brooklyn, New York on June 20, 1915 · Page 57". newspapers.com.