Howard Lee House // c.1928

Fairfield in the early 20th century began to shift as a suburban town with neighborhoods of large homes in planned districts. The proliferation of the personal automobile led to the “suburbanization” past streetcar suburbs closer to downtowns. Howard Greeley Lee (1893-1965) worked as Vice President of the Lee Brothers Furniture Co. based out of nearby Bridgeport. The company clearly did well as Howard had this large home built in the fairly uncommon (in New England) Spanish Revival style. It features a red tile roof, stuccoed siding, metal casement windows, and arched windows and front door, all commonly found in the style.

Burr Mansion // 1794

Originally built in 1775, the first iteration of the Burr Homestead, home of Thaddeus and Eunice Burr, which actually saw the marriage of John Hancock, President of the Continental Congress, to Dorothy Quincy. Thaddeus was the cousin of the famous Aaron Burr, Jr., who was the 3rd vice-president of the United States alongside Thomas Jefferson as President. Aaron Burr Jr. is best-known today through his portrayal in the popular play “Hamilton,” where he shoots Alexander Hamilton in a duel. The house was rebuilt in 1794 in its former location in Fairfield, Connecticut after a fire by the British in Fairfield destroyed the first. The home was willed to Thaddeus’ son General Gershom Burr, who eventually sold the mansion to Obadiah Jones. Mr. Jones updated the home by, ““taking out the dormer windows and lifting the roof, taking away the porch and building the broad veranda with its lofty massive fluted columns”. The home was eventually gifted to the Town of Fairfield and is presently maintained by the Fairfield Museum and History Center.

DeForest House // c.1800

At the beginning of the 19th century, Fairfield, Connecticut was slowly recovering from its destruction by the British at the end of the Revolution. By around 1800, a member of the DeForest family appears to have built this home, across from the Town Common, overlooking the recently completed Fairfield County Courthouse. Before the American Civil War, the home was significantly altered, with a central pavilion, new round arch windows, and a full-length front porch, showcasing early Victorian-era desire for detail. The house changed hands several times over the next century, at one point becoming a boy’s school from 1891 to about 1909. In 1930, the house was renovated by architect Walter Bradnee Kirby, who restored the home back to its Colonial past, showing how the pendulum of architectural tastes can change back-and-forth with every passing generation.

Captain John Maltbie House // 1766

On July 7-8, 1779, the Red Coats marched through Fairfield torching houses to punish the locals for seeking independence. They killed locals, destroying anything they could find on their way out, setting fires to homes and civic buildings around the Green. This home was built by Isaac Tucker, later sold to Jonathan Maltbie, sea captain involved with East Indies trade. He later would fight against the British during the Revolution, and after the war, was hired as captain on one of the first cutter ships built, the Argus. During the British invasion of Fairfield, they attempted to set fire to this home three times, but it seemed to never go up in flames when they returned. The tradition holds that an elderly servant, hiding upstairs, put out the flames and saved the house from destruction, after the British Troops torched it. Burn marks apparently remain inside to this day. Since the home was built, the front door facing the street was relocated to the side, and a large multi-pane bay window was installed in its place.

Old Fairfield County Courthouse // 1794

Located at the Fairfield Town Green, the Georgian-style Fairfield County Courthouse stands as a reminder on the town of Fairfield’s Colonial-era history. The first courthouse at the site was built in 1720. After a fire destroyed the first (which housed the jail as well), a second structure was built in 1767. That second courthouse was the center of a thriving, wealthy village with a port just blocks away. In July 1779, the British landed in Fairfield and destroyed much of the town, harming its prosperity for decades to come (though it has clearly recovered since). In 1794, a new courthouse was built, also housing town offices. In 1870, it became solely a town hall (the County Court moved to Bridgeport years before) modified and altered in the Second Empire style to ‘modernize’ the building. As Colonial Revival resurged in popularity in the late 19th and early 20th- centuries, the town sought to bring back the Georgian style Town Hall building, in 1936 hiring architect Cameron Clark, to restore the building.