37 Sheffield Road, Amenia, NY

$975,000

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5

Beds

2

Baths

1,960

Square feet

3.92

Acres

About 37 Sheffield Road

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. An Ecological Wetlands Preserve/Wetland Sanctuary is directly across the street and sits on 40 plus acres and 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.

Features of 37 Sheffield Road

MLS® # 976507
Price $975,000
Bedrooms 5
Bathrooms 2.00
Full Baths 2
Square Footage 1,960
Acres 3.92
Year Built 1780
Type Residential
Sub-Type Single Family Residence
Style Saltbox
Status Pending

Community Information

Address 37 Sheffield Road
City Amenia
County Dutchess County
State NY
Zip Code 12501

Amenities

Utilities Cable Connected, Electricity Connected, Phone Connected, Propane, See Remarks, Trash Collection Private, Underground Utilities, Water Connected
Parking Spaces 4
Parking Carport, Covered, Detached, Driveway
Is Waterfront No
Has Pool No

Interior

Interior Features Beamed Ceilings, Cathedral Ceiling(s), Ceiling Fan(s), Galley Type Kitchen, Storage, Tile Counters, Walk Through Kitchen, Washer/Dryer Hookup
Appliances Dishwasher, Electric Oven, Microwave, Oven, Refrigerator, Stainless Steel Appliance(s), Oil Water Heater, Water Softener Owned
Heating Oil, Radiant Floor
Cooling Multi Units
Has Basement Yes
Basement Partial, Walk-Out Access
Fireplace Yes
# of Fireplaces 4

Exterior

Construction Clapboard, Stone

School Information

District Webutuck (Northeast Central)
Elementary Webutuck Elementary School
Middle Eugene Brooks Intermediate School
High Webutuck High School

Additional Information

Date Listed May 4th, 2026
Days on Market 99
Short Sale No
RE / Bank Owned No

Listing Details

OfficeHoulihan Lawrence Inc.

Listing Map

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