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Historic Buildings

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Frank Brush Barn 

C.A. 1900 | 239 E Main St.

Clinton Darling, who was the town undertaker, built the Frank Brush Barn in 1900. It originally housed the horses and wagons used for funerals and for transporting equipment needed to fight fires. The Society moved the Barn from Landing Avenue in 1988. It is our community facility, used by groups fostering interest in preserving customs of the past such as contra-dance, music recitals, workshops, and lectures.

The Franklin O. Arthur Farm

C.A. 1740 | 245 Middle Country Rd.

This house and its outbuildings offer a glimpse into Long Island's agricultural past. The front section dates to the early 18th century. The northeast corner addition, as well as several other alterations, were made in the 19th century. In the early 20th century, a new north wing considerably enlarged the house. Notable outbuildings are the 19th century barn and carriage house.

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Judge John Lawrence Smith Homestead

C.A. 1750 | 205 Middle Country Rd.

Originally built by the Blydenburghs, this structure was purchased by Judge Smith as his family home and office. As his health failed, the court was moved from Riverhead and cases were tried in his personal chambers of the homestead. Finished as it would have appeared during the Judge's ownership, this house is currently used for school programs and educational events.

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The Obadiah Smith House

C.A. 1700 | 853 St. Johnland Rd.

Obadiah Smith was a grandson of the Patentee Richard Smith. This house, the first built on the west side of the Nissequogue River, was bequeathed to Obadiah. The house has been preserved as an architectural study, which stands as a surviving example of early Long Island structures, incorporating both Dutch and English building traditions.

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Old Smithtown Library

C.A. 1890 | 211 E Main St.

The Old Library is a one-room facility that served as Smithtown's Lending Library around 1890. It contains a collection of books, a desk, one chair, and a pot-bellied stove.

The Roseneath Cottage

C.A. 1918 | 239 E Main St.

Our new headquarters is located at 239 E Main St. on the historic Rockwell fields. It is the Society's most recent acquisition. Built in 1918, the arts and crafts bungalow recently underwent a process of complete restoration and renovation. The cottage serves as the heart of the Society's operations on the 20-acre parcel of land on Middle Country Road.

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The Epenetus Smith Tavern

C.A. 1740 | 211 Middle Country Road

Built before the Revolutionary war, this structure originally stood just west of the juncture of Middle Country Road and North Country Road. This site was a popular stop on the Brooklyn to Sag Harbor stagecoach route during the 1770s, and during the Revolutionary War, the house often played host to British soldiers. The house was moved twice before (in 1911 and 1921) and found its current destination in 1972, one half mile from its original location. While the oldest parts of this structure date to the 17th century, the main portion was built in around 1740. The Tavern was also altered during the 19th and 20th centuries, but has maintained its colonial integrity.

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The Caleb Smith House

C.A. 1819 | 5 North Country Rd.

This early 19th century house was built in two stages, reaching completion in 1819. In 1955, the dwelling was moved from its original Commack location on Jericho Turnpike to its present site in Smithtown. The Former headquarters of the Smithtown Historical Society, this building now serves as the Society's exhibition hall, displaying a large collection of decorative arts, textiles, costumes, and documents.

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The Franklin O. Arthur Farm

245 East Main St

Smithtown, NY 11787

info@smithtownhistorical.org

631-265-6768

Main Office

239 East Main St

Smithtown, NY 11787

info@smithtownhistorical.org

631-265-6768

Opening Hours:

Mon - Fri: 9am - 5pm

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Website designed and built by Priya Kapoor, 2025

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