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
| Office | Houlihan Lawrence Inc. |
|---|

