Amenia Real Estate

Welcome to Amenia, a hidden gem nestled in the picturesque Dutchess County, New York. This charming town, located in the heart of the scenic Hudson Valley, offers a delightful blend of natural beauty, rich history, and a close-knit community, making it an ideal place to call home.

Amenia is known for its stunning landscapes, featuring rolling hills, lush greenery, and serene farmland. Outdoor enthusiasts will find a wealth of activities to enjoy, from hiking and biking along the scenic trails of the nearby Appalachian Trail to fishing and kayaking in the tranquil waters of the Wassaic River. The vibrant fall foliage transforms the area into a breathtaking canvas of colors, attracting visitors and residents alike.

The town boasts a rich history, with roots dating back to the 18th century. Stroll through its quaint streets, where you’ll discover charming historic buildings and local boutiques that reflect the town’s character. Amenia is also home to a variety of cultural events and farmers' markets, showcasing the talents of local artisans and the bounty of the region’s farms.

Families will appreciate the excellent schools and community-oriented atmosphere, while those seeking a peaceful retreat will find the perfect balance between rural charm and modern conveniences. With easy access to nearby towns like Millbrook and Dover Plains, as well as the bustling Hudson River towns, Amenia offers a tranquil lifestyle without sacrificing proximity to urban amenities.

Whether you’re looking for a weekend getaway or a permanent residence, Amenia invites you to experience its unique charm and welcoming spirit. Come explore all that this enchanting town has to offer!

Newest Listings in Amenia

$385,000

2 Beds ⋅ 2 Baths ⋅ 1023851 MLS

Bright and sunny two-bedroom home with a third room ideal for a home office, den, or guest room. Both bedrooms are located on the second floor. The main floor features beautiful hardwood floors, a spacious living room, and a separate dining room. Step out onto the deck and enjoy views of the neighboring pasture. Fantastic location just minutes from the charming town of Amenia and the Metro North train station. Nestled in an area renowned for its scenic beauty, farm to table restaurants, shopping and outdoor recreation. Conveniently located near the Litchfield Connecticut border offering easy access to all the Hudson Valley and Northwest Connecticut have to offer.

5 Lake Amenia Road, Amenia

$299,000

3 Beds ⋅ 1 Baths ⋅ 1021382 MLS

Beautifully maintained three-bedroom cottage overlooking the scenic Harlem Valley Rail Trail in the charming town of Amenia. This move-in-ready home has been thoughtfully updated with new electric, new windows and new insulation, improvements that offer comfort and peace of mind for years to come. Pride of ownership is evident throughout the well maintained interior and exterior. Step outside and enjoy the tranquil setting with direct views of the Harlem Valley Rail Trail, perfect for walking, biking and enjoying the natural beauty of the surrounding countryside. A spacious 10' x 16' utility shed offers excellent storage for tools, outdoor equipment or recreational gear. Whether you're looking for a full-time residence or the perfect weekend retreat, this inviting home is sure to impress. A wonderful opportunity to own a turnkey home in one of Dutchess County's most picturesque communities. 24 Rail Trail Way is a rare opportunity not to be missed.

24 Rail Trail Way, Amenia

$599,000

4 Beds ⋅ 3 Baths ⋅ 1011480 MLS

Elegant & Upscale - Completely renovated 4 bedroom, 2.5 bathroom farmhouse blending timeless charm with modern luxury. This stunning home features a chef-inspired gourmet kitchen with premium finishes, custom cabinetry, and high-end appliances, perfect for entertaining and everyday living. The luxurious primary suite offers a spa-like custom bathroom designed with exceptional craftsmanship, creating a private retreat. Thoughtfully updated throughout, this exceptional property delivers the character of a classic farmhouse with all the comforts of contemporary living. Close to the Harlem Valley Rail Trail, Sharon Playhouse, Silo Ridge, and Wassaic Metro North Train Station.

9 Depot Hill Road, Amenia

$1,250,000

3 Beds ⋅ 3 Baths ⋅ 1012838 MLS

Perfect opportunity to own a historic mixed-use colonial on 6.62 acres, zoned OC, walking distance to the center of Amenia, with extremely low taxes. 2,645 sq ft, masonry foundation, wood floors, asphalt shingle roof, baseboard heat plus heat pump, public water. The main floor is configured as a successful, working restaurant with all kitchen equipment included. The second floor contains a 2-bedroom apartment with a full bath, living room, kitchenette, and lofted office. Ample storage throughout. Grounds include mature gardens with hydrangea trellises. The acreage offers room for further development. Located near Metro-North rail service in the Northeast Central School District (Webutuck High School). Zoning permits continued restaurant use, retail conversion, or single-family residential.

6 Autumn Lane, Amenia

$85,000

977656 MLS

Discover the perfect canvas for your dream home. This BOHA-approved lot offers rare, highly sought-after "select-fill" soil- making it truly build-ready from day one. Just 1 hour and 40 minutes from New York City, this property gives you the best of both worlds: peaceful country living with effortless access to the city. Wake up each morning to breathtaking seasonal views and a sweeping open meadow right outside your window. The location is exceptional- just minutes from the Connecticut border, close to Massachusetts, and less than 5 minutes to the Wassaic train station for easy commuting. If you love recreation, wellness, or simply enjoying life, you’re in the perfect spot. Silo Ridge Field Club is less than 5 minutes away, offering world-class golf, dining, and activities. The Harlem Valley Rail Trail is also moments from your doorstep for biking, walking, and exploring nature. Medical care is conveniently nearby, with facilities within 5 minutes and Sharon Hospital less than15 minutes away. For leisure, you’re only a short drive from the local drive-in theater or the iconic Troutbeck Hotel- where you can dine, relax, or even spot a few Hudson Valley celebrities. This isn’t just a lot. It’s a lifestyle. A rare opportunity to build your future in one of the most beautiful, accessible, and desirable pockets of the Hudson Valley.

Old State Route 22, Amenia

$1,250,000

1008685 MLS

Perfect opportunity to own a historic mixed-use colonial on 6.62 acres, zoned OC, walking distance to the center of Amenia, with extremely low taxes. 2,645 sq ft, masonry foundation, wood floors, asphalt shingle roof, baseboard heat plus heat pump, public water. The main floor is configured as a successful, working restaurant with all kitchen equipment included. The second floor contains a 2-bedroom apartment with a full bath, living room, kitchenette, and lofted office. Ample storage throughout. Grounds include mature gardens with hydrangea trellises. The acreage offers room for further development. Located near Metro-North rail service in the Webutuck (Northeast) Central School District. Zoning permits continued restaurant use, retail conversion, or single-family residential.

6 AUTUMN Lane, Amenia

$529,000

3 Beds ⋅ 3 Baths ⋅ 1001908 MLS

An elevated retreat wrapped in small town charm. Experience airy, sophisticated living with 3 generously proportioned bedroom, 3 full baths, and a flowing floor plan. The lower-level suite framed by natural light is ideal for a mother/daughter set up, studio, workshop, home office or simply the additional open space. Designer touches — hardwood floors, crown molding, newer appliances, and silestone counters — create a polished, luxurious feel throughout. Outdoors, a sweeping wraparound deck reveals panoramic views of your own serene landscape, offering unmatched privacy and beauty. Located just minutes to the Wassaic Train Station and the Harlem Vally Rail Trail is a short walk or bike ride away. Taxes shown reflect full assessment.

21 Ohandley Drive, Amenia

$225,000

997760 MLS

Prime Mixed-use Development Opportunity Route 44 Amenia NY Exceptional mixed use property on highly traveled Route 44 in Amenia level cleared lot Excellent viability and high traffic count Town water available Ideal for retail ,office, residential, or mixed use project Conveniently located close too shopping dining, and local amenities Home on property has been removed Bring your vision to this ready to build property in a growing, high visibility location

5282 Route 44, Amenia

$399,000

3 Beds ⋅ 3 Baths ⋅ 995667 MLS

Welcome to Perrys Corners Rd, where timeless details and future vision come together. This 3 bedroom, 3 bath home features original hardwood floors preserved beneath the carpeting—an opportunity to restore warmth and authenticity. The finished lower level adds flexible space ideal for a creative retreat, home office, or entertainment zone. Step outside and discover private grounds that drift toward a serene stream, creating a natural oasis for gardeners, nature lovers, and anyone seeking quiet moments. With the Harlem Valley Rail Trail and Wassaic Train Station just minutes away, recreation and convenience are always within reach. A home with history, heart, and endless possibility.

126 Perrys Corners Road, Amenia

$189,000

993639 MLS

Westerly Ridge 7.9 acres with an elevated home site and extraordinary vistas of the rural countryside. The sunsets are magnificent, and the sun rises are invigorating. There is a well already installed and the BOHA has been renewed requires no fill. The Westerly Ridge Homeowners Association maintains the private road and keeps an eye on ensuring the integrity of values established from the beginning. The region is blessed with a huge variety of cultural and recreational activities. The Wassaic Train Station is minutes away. The path to the homesite has been cleared you should plan to make the trip to check out the gorgeous Town of Amenia. There is electric underground to the lot. The new purchasers will need to install the utilities and the driveway. Please do not enter this parcel or any other property on Westerly Ridge without the list agent.

#2 Lot #2 Westerly Ridge Drive, Amenia

$365,000

3 Beds ⋅ 1 Baths ⋅ 989555 MLS

Situated on 2.45 acres of land in the Town of Amenia, you will find this three-bedroom ranch style home. The grounds are lovely, with a private, mostly level yard. The home provides single level living and the property includes a detached three bay garage with a one-bedroom apartment on the second floor. Perfect property for a first-time home buyer or an investor. Conveniently located minutes from Metro North train stations and the enjoyable Harlem Valley rail trail. Just a short drive to Millbrook or Sharon, CT.

24 Wilson Eaton Road, Amenia

$8,600,000

986998 MLS

Set amid rolling fields and protected countryside, Hounds Pond Farm captures the essence of Hudson Valley living. Spanning 342 acres in the scenic Amenia Valley, the land unfolds across open meadows, sweeping vistas, and tranquil views over Round Pond, with the foothills of the Berkshire Mountains rising in the distance. Whether envisioned as a private estate, working farm, or recreational retreat, the property offers exceptional flexibility with 70% open land and multiple prime building sites. A newly renovated three-bedroom cottage provides an immediate foothold while future plans take shape. Located just minutes from Millerton, Silo Ridge, and Metro-North service at Wassaic—and bordering the Harlem Valley Rail Trail—this is a rare opportunity to own a significant piece of one of the region’s most beautiful and enduring landscapes.

156 Sharon Station Road, Amenia

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