Lewisboro (Images of America)

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The geographical boundaries of the tribes within the Confederacy are unclear. Pound Ridge has been variously listed as within the territory of the Kitchawong, Siwanoy and Tankiteke tribes. These claims are not necessarily exclusive as tribal boundaries were not fixed and the land used by different tribes was often interlaced or shared. Interaction with Europeans caused Indians to change their settlement locations over time. Furthermore, the territories listed in sales to Europeans by particular tribal chiefs are not strict guides to the boundaries of tribal control or occupancy.

The territory of the Kitchawong is thought to have extended from the Croton River to Anthony's Nose along the Hudson and some distance east from the river.

The Wappinger Confederacy participated in Kieft's War which began in as a result of escalating tensions over land use, livestock control, trade and taxation between the Dutch West India Company colony of New Netherland and neighboring native peoples. The attackers surrounded and burnt the village in a night attack killing between and Indians.

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The dead included 25 members of the Wappinger tribe, with the remainder being either Tankiteke or Siwanoy or both. The New Netherland force lost one man killed and fifteen wounded. More casualties were suffered in this attack than in any other single incident in the war. Shortly after the battle four Wappinger Confederacy sachems arrived in the English settlement of Stamford to sue for peace.

The territory of modern Pound Ridge was first permanently settled by Europeans in in the present-day Long Ridge Road area. Although the very first settlers were from Huntington on Long Island, most of the original settlers of Pound Ridge were from Stamford. A large portion of Pound Ridge was included in the town of North Castle when it was incorporated in Three thousand acres in the northern part of present-day Pound Ridge were included within the more than 86, acre Cortlandt Manor grant which extended from the Hudson River in the west twenty miles east to the Connecticut border.

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A member of the historically prominent Lockwood family first purchased land in Pound Ridge in and several members of the family settled in the town within the next six years. The Scofield family first settled in the area in and the first Fancher settled in the area in Roads in the modern town bear the name of each of these families. During the s, the Boutonville area of Pound Ridge found itself at the center of a year land dispute concerning overlapping grants to the Stephanus Van Cortlandt Manor grant and to the Stamford patentees.

After a lengthy legal battle, clear title to the 3, acres was finally given to Van Cortlandt heirs in Most of this land is now part of the Ward Pound Ridge Reservation. Sometime after that, Pierre Van Cortlandt built a home there. In , Samuel Piatt Peatt — purchased seven acres and an existing house from Gen. Philip Van Cortlandt.

This home, since demolished, was on what now is Honey Hollow Road.

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These lots were further divided into acre farms. Pound Ridge was the site of a battle during the American Revolutionary War. On July 2, , a force of American rebels was attacked by British soldiers under the command of Banastre Tarleton. The rebels had been warned of an impending raid on the night of June 30 by the rebel spy Luther Kinnicutt. However, the spy was not able to discover the date of the attack. The light horse detachment had been under the temporary command of Major Benjamin Tallmadge until the day before the attack when Colonel Sheldon arrived.

The British force consisted of mounted light dragoons and infantry and included some Hessian Jagers. Tarleton left his base on the Bronx River near Yonkers on the night of July 1 in a heavy rain storm and rode until he reached North Castle early on July 2. He then decided to attack Pound Ridge by an indirect northern route. In this way he managed to avoid the force of continentals located on the southern road.

A lookout spotted the British as they approached the town and warned Colonel Sheldon. The commander dispatched Major Tallmadge with a small group to find out if the arriving force were British or expected reinforcements under the command of Colonel Moylan. The force under Tallmadge withdrew upon contact with the British. The force of light horse and militia under Sheldon and Lockwood were scattered and withdrew to the south.

They were then fired upon by some militia from behind cover. The British burned the Presbyterian Church and the home of Major Lockwood before withdrawing with prisoners, cattle, arms, equipment and the battle standard of Sheldon's 2nd Regiment [13] back along the northern road to Bedford. Tarleton had the Presbyterian Church in Bedford burned as well as the house of a patriot.

The British abandoned the cattle in Bedford before returning to the Bronx River camp under pursuit by the Americans as far as North Castle. These papers revealed information on the operations of the Culper Spy Ring. Reports on battle casualties are contradictory. One secondary source provides a figure of ten Americans wounded and eight captured along with two British killed and four captured.

Throughout the Revolutionary War the region was witness to raids by both Patriots and Tories against opposing residents.


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A Tory raid in Pound Ridge in led to the death of a resident. Pound Ridge held a number of Tories as prisoners or under house arrest throughout the war. Later in the war Tories were denied freedom of speech, lost the use of the courts, were prevented from practicing their trades and had their property confiscated. Pound Ridge was officially incorporated in In the population was which increased to by and by One slave is listed as a resident in the and federal censuses. In the population was The population remained between and through the census of after which the census indicates population decline.

During this period Pound Ridge was an agricultural community in which families raised a variety of crops for their own consumption. Commercial beef and dairy farming were also practiced. The town was a center for shoemaking with almost families listed as shoemakers.


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Shoe parts were acquired from factories in Long Ridge and New Canaan. Residents would then stitch, fit and attach the parts and return the completed shoes to the factories. This activity was greatest in the winter during which farmers had the time to pursue secondary occupations. This cottage industry declined as the shoemaking industry began to employ full-time workers around mid-century. As a result, a number of local shoemakers moved out of town to become factory workers.

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Pound Ridge became a center of basketmaking with 80 families employed in the trade at its peak. Basketmaking was concentrated in the present-day hamlet of Scotts Corners which was known as Basket Town. Baskets were used for a variety of purposes but were particularly important for the oyster industry along the Long Island Sound. This local industry reached its height in the s, with basket prices falling thereafter.

The decline of basketmaking in Pound Ridge was caused by a combination of competition from foreign and machine-made products as well as the collapse of the oyster industry in the Sound due to environmental pollution. Pound Ridge furnished men to fight in the American Civil War. Of the 94 new recruits, 53 served in Connecticut regiments and 41 in New York Regiments.

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Seven men were killed in action, thirteen died of disease, three died in prison, seven were wounded and thirteen disabled. The money was raised through taxes, bonds and loans from the county. By the end of the war the town had 35, dollars in debts. A significant portion of the money was entrusted to Alsop Hunt Lockwood who served as the town supervisor from to and then county sheriff for three years before becoming supervisor again from to In the spring of the town attempted to audit the supervisor to determine how the war funds were disbursed.

The supervisor resigned in the summer of and the town went to court against him to recover The case was apparently settled out of court. The former supervisor sold his Pound Ridge house in and moved to White Plains where he died three years later. Alsop was the sixth and last member of the Lockwood family to serve as town supervisor. In the Stamford Water Company purchased land for the construction of a dam and the creation of a reservoir for the use of the city of Stamford. Three ponds were joined together to create Trinity Lake which reached a capacity of million gallons when the dam height was increased in In the Stamford Water Company purchased additional land and created Siscowit Reservoir with a capacity of 88 million gallons.

Up to people from the region would attend. The population of Pound Ridge declined from in to a low of in During this period general farming was replaced by dairy farming. Forest grew back over land cleared during the previous two centuries. The town had lost all three of its post offices by In May a series of fires broke out that burned hundreds of acres. In this way he managed to avoid the force of continentals located on the southern road.

A lookout spotted the British as they approached the town and warned Colonel Sheldon. The commander dispatched Major Tallmadge with a small group to find out if the arriving force were British or expected reinforcements under the command of Colonel Moylan. The force under Tallmadge withdrew upon contact with the British.

The force of light horse and militia under Sheldon and Lockwood were scattered and withdrew to the south.

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