Ms. Hetty Gookin House // 1874

Warren Demman Gookin (1810-1874) was born in Haverhill, New Hampshire. He was educated at Haverhill Academy and Dartmouth College, graduating from the latter institution in 1830. In 1835 he went to Cuba where he remained for ten years as a sugar planter. Later, he was engaged in a mercantile business in Oregon, finally settling in Brooklyn, NY and working as a shipping merchant in New York City until his death in 1874. After his death, his widow Hetty moved back to her hometown of Southport, CT and built this large home. Later this was the home of Mrs Gookin’s stepdaughter, Mrs Edwin Waterman.

Mary Pomeroy House // 1868

Mrs. Mary Pomeroy, the widow of one of Southport’s industrious and wealthy shipping merchants, Benjamin Pomeroy, built this large residence for herself and her daughters, soon after her husband’s death. Mr. Pomeroy was a merchant who also served as a Senator. In 1866 with ailing health, he took a doctor on a private ship to try various remedies in the West Indies, to no avail, he died at 48 years old. Ms. Pomeroy appears to have taken the money her and her husband had saved and built a large mansion to cement her position in town as the most eligible bachelorette in town. While she never remarried, she sure showed the town what good taste looks like! The facade of the Pomeroy house is symmetrical with a projecting three-story central pavilion, all surmounted by a mansard roof with cresting. Rounded dormers with twin round-headed windows pierce the roof’s multicolored slate surface, making this Second Empire house one of the nicest in a town full of historic homes!

Perry House-Trinity Church Rectory // 1832

I have a thing for temple-front Greek Revival homes, and this is no exception. This marvelous home was built in 1832 for Francis Dimon Perry (1809-1884), who inherited some of his father’s wealth and became President of Southport National Bank in town. He was a devoted member of Trinity Church throughout his life. Upon Mrs. Perry‘s death in 1893, couple left their residence to the Trinity Church to be used as the parish rectory.

Augustus Jennings House // c.1830

Walking around Southport Village in the town of Fairfield, Connecticut, transports you to an early-mid 19th century town with large Federal and Greek Revival homes overlooking Southport Harbor and the Long Island Sound. This home on Westway Road was built around 1830 for Augustus Jennings (1814-1886), the son of Captain Abraham Gould Jennings. Augustus became a carriage maker in Southport before founding Jennings Brothers, a paper manufacturing company; which in 1867, began to produce Japanese paper products. The Jennings House was originally located near the Pequot Library, but was relocated in 1899, which was likely when the central shingled gable at the roof with Palladian window was added.

Sturges Cottage // 1840

In the 1840s in New England, one architectural style commanded a large majority of all new house styles, Greek Revival. A divergence from the Classical designs of the Georgian, Federal and Greek Revival styles which dominated at the time, the Romantic movement began its first true breaths across New England. The Gothic Revival and Italianate styles are often thought to be the first couple styles which brought the frills and detailing personified by Victorian-era architecture.

This home in Fairfield, Connecticut was built in 1840 to a design by Joseph Collins Wells, it is one of the oldest-known and best-documented examples of architect-designed Gothic Revival architecture. The home was built for for Jonathan Sturges (1802–1874), a businessman and patron of the arts. It is one of the earliest known examples of architect-designed Gothic Revival architecture, a style more often taken by local builders from pattern books published by the style’s proponents. The home was likely a pre-cursor to architect Joseph Wells later commission, the famous Roseland Cottage.

Osborn House // 1772

This homestead in Fairfield, Connecticut is situated on the edge of what was formerly called Pequot Swamp, and was originally built by Stephen Osborn in 1772. It is said to be the third Colonial dwelling erected in this part of the town and was left undisturbed by the British when they burned Fairfield in 1779 and raided various sections of the country along the shore. The home was originally located a few blocks away, but was moved in the 1950s when the highway (I-95) was routed through this part of Fairfield. The saltbox Georgian home was documented prior to the move by the Historic American Buildings Survey (HABS).

Chaffee House // 1931

Herbert Almon Chaffee and Irma Chaffee had this Tudor home built by 1931 for their family in Fairfield, Connecticut. Mr. Chaffee was the Vice President and Assistant Treasurer of the City Savings Bank of nearby Bridgeport. Chaffee also at that time worked as Vice President of the A.W. Burritt Company, a lumber mill that produced building supplies and also operated as a real estate company that bought land and constructed on it. The home he had built clearly showcased the company’s work and features hallmarks of the English Tudor Revival style, with half-timbering, slate roof, and jettying (upper floor slightly overhanging the first).

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.