6. Madison is a historic subsection of Sheepshead Bay with one of Brooklyn’s oldest homes
Madison is a quiet residential neighborhood within Sheepshead Bay located south of Midwood. The area is bordered north to south by Kings Highway and Avenue U, and east to west by Nostrand Avenue and Ocean Avenue. James Madison High School services much of the neighborhood, which was one of the last neighborhoods to be developed in Brooklyn beginning in 1877.
Most of the neighborhood consists of tree-lined streets and historic homes, many of which sell for well over $1 million. The neighborhood also includes a number of synagogues and Jewish community centers. The Wyckoff-Bennett-Mont Homestead, located at 1669 E 22nd St., dates back to 1766 and has changed hands four times since. The home played a significant role during the Revolutionary War, housing German soldiers who fought for the British. Many of the home’s original features, including woodwork, country kitchen, and front porch, still remain, and as of earlier this year, the home was on the market for $2.4 million.