37 Sheffield Road

Amenia, NY 12501

This distinctive circa-1780 Saltbox home blends timeless New England character with warm architectural details and exceptional versatility. Set high on 3.9 private acres in a peaceful, quiet setting, this unique property offers a rare combination of historic charm, flexible living space, and convenient access to both country amenities and metropolitan travel. A Protected "Bog Turtle" preserve sits on 40 plus acres and is directly across the street from the home., the setting provides privacy, natural beauty, and a tranquil connection to nature rarely found today. The 3-bedroom, 1-bath main house is filled with character, featuring a soaring cathedral ceiling, exposed beams, beautiful Rumford fireplaces, and inviting living spaces rich with vintage appeal. The galley kitchen includes vintage porcelain countertops and an efficient layout ideal for everyday living and entertaining alike. Warm wood accents, and classic architectural details throughout create a welcoming atmosphere full of rustic charm. Adding tremendous value and flexibility, there is a detached approximately 2,000 sq. ft. barn/Accessory Dwelling Unit (ADU) that is completely separate from the main house and offers endless possibilities. With commercial electric already in place, the space is ideal for a caretaker’s residence, guest accommodations, artist studio, workshop, home business, or creative retreat. Perfectly positioned for both relaxation and accessibility with the Rail Trail within short walking distance and located just minutes from the Wassaic Train Station—the final stop on Metro-North’s Harlem Line with direct service to Grand Central Terminal in approximately two hours. Sharon Hospital is just five miles away, and the charming village of Amenia, nestled along the Connecticut border in eastern Dutchess County, offers small-town charm with exceptional dining nearby, including several acclaimed restaurants featuring Michelin-starred chefs. A truly special property offering historic beauty, privacy, protected natural surroundings, and flexible living opportunities in one of the Hudson Valley’s most desirable countryside settings.

Listing courtesy of Houlihan Lawrence Inc. sspivak@houlihanlawrence.com


Based on information submitted to the MLS GRID as of 2026-05-23 12:40 PM EDT. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.