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$315,000
3 Beds ⋅ 2 Baths ⋅ 1044571 MLS
Situated just minutes from the town of Amenia, this three-bedroom, two-bath home offers fresh opportunity and convenient access to local amenities. The kitchen features cabinetry and connects to the dining area, while the adjoining living and dining rooms create a flexible layout. A bright, heated sunroom with sliding doors provides additional living space and abundant natural light. The primary bedroom includes a walk-in closet and an en-suite bath with a walk-in tub. Additional features include a full basement for storage and an attached garage. Located minutes from the Metro-North train station and within walking distance of the Harlem Valley Rail Trail, this property offers a convenient setting for enjoying the surrounding area.

90 Lake Amenia Road, Amenia
$549,000
4 Beds ⋅ 2 Baths ⋅ 1044610 MLS
Charming Circa-1920 Farmhouse in the Heart of the Harlem Valley Nestled along one of Amenia’s picturesque country roads, 309 Amenia Union Road is a charming circa-1920 farmhouse set on approximately 2 private acres in the heart of the Harlem Valley. Surrounded by rolling fields, mature trees, and neighboring farmland, this property captures the quintessential character of the Hudson Valley countryside while offering exceptional potential for its next owner. Dating to the early 20th century, the farmhouse retains the proportions and character that make historic country homes so appealing. Approximately 1,920 square feet of living space includes 4 bedrooms and 1 full bathroom, with a traditional two-story floor plan that provides a wonderful foundation for restoration, renovation, or personalization. Sun-filled rooms, generous living spaces, and classic farmhouse proportions create an inviting sense of warmth and possibility. The main living areas offer plenty of flexibility for modern country living. A spacious living room provides a comfortable gathering space, while the dining area lends itself beautifully to family meals, entertaining, or relaxed weekend dinners with friends. Four bedrooms offer room for family, guests, a home office, or creative space, allowing the floor plan to evolve with the needs of its next owner. Outside, approximately two acres provide a peaceful private setting with room to create the country property you have envisioned. There is ample opportunity for gardens, outdoor entertaining, recreation, a fire pit, hobby farming, or simply enjoying the surrounding landscape. The property’s rural setting and neighboring open farmland create a sense of space and privacy that is increasingly difficult to find. For those looking for a restoration opportunity, the home offers an exciting chance to bring new life to a classic Hudson Valley farmhouse while preserving its original spirit. Imagine thoughtfully updating the interiors, incorporating modern conveniences, and creating a distinctive country retreat that reflects your own style. Whether restored as a full-time residence or transformed into a weekend escape, the property offers a compelling canvas in an increasingly sought-after region. The location is equally appealing. Amenia is surrounded by some of the Hudson Valley and Litchfield Hills’ most desirable recreational, culinary, and cultural destinations. Farm stands, local markets, hiking trails, wineries, restaurants, and equestrian properties are all part of the surrounding landscape. The nearby Harlem Valley Rail Trail offers miles of scenic recreation, while the villages of Amenia and Millerton provide shops, dining, galleries, and everyday conveniences. The property is also conveniently located near Wassaic Metro-North station, providing rail service toward New York City and making the Harlem Valley an increasingly attractive option for weekenders and those seeking a more peaceful country lifestyle without giving up connectivity. Nearby Troutbeck, Sharon, Connecticut, and the broader Litchfield Hills add even more opportunities for dining, recreation, culture, and relaxation. Whether your vision is to restore a classic farmhouse, create a private weekend retreat, establish a country garden, or invest in a property with long-term potential, 309 Amenia Union Road offers a rare opportunity to own a piece of the Harlem Valley’s enduring rural landscape. A property with history, privacy, character, and possibility, ready for its next chapter in one of Dutchess County’s most beautiful countryside settings.

309 Amenia Union Road, Amenia
$339,000
2 Beds ⋅ 1 Baths ⋅ 1042548 MLS
Set on 7.07 peaceful acres along private Bella Vista Road, this property offers a rare blend of seclusion and convenience. The 2-bedroom home features a spacious eat in kitchen and a cozy living room anchored by a fireplace with a pellet stove insert. The residence and outbuildings—including a 2 car garage, one room cottage, and two sheds—will require updating, but the setting is extraordinary. Mature trees create a natural sanctuary, and thoughtful clearing could open space for gardens, recreation, or a future pool. This is a location that can easily support a more substantial home. Moments from Amenia, Millerton, Millbrook, and the Wassaic Train Station, it’s a promising canvas in a coveted valley. There is not an association, there is a driveway maintenance agreement. The contractor bills the individual homeowners

85 Bella Vista Road, Amenia
$339,000
3 Beds ⋅ 2 Baths ⋅ 1039832 MLS
Welcome to 5112 Route 22 in Amenia, a classic Cape Cod-I’m style single-family home set on approximately 1.2 acres in Dutchess County. Built in 1954, this charming 3-bedroom, 2-bath residence offers about 1,298 square feet of living space, a comfortable 1.5-story layout, and timeless character with practical updates throughout. The home features a fireplace, hot water/steam heat, a partial basement, and a large sunporch that provides inviting additional space to relax, gather, or enjoy views of the property. In addition to the home, there’s an oversized detached 2-car garage, and a large garden shed. There are new roofs on both the house and garage that add convenience and peace of mind. Conveniently located along Route 22, the property offers easy access to local amenities, nearby schools, and the broader Harlem Valley region. A great opportunity for buyers seeking a manageable home, usable acreage, and the charm of Amenia living. Locals love the close access to the Harlem Valley Rail Trail and the Metro-North rail station, both just minutes away.

5112 Route 22, Amenia
$319,900
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
$550,000
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
$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
$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
$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
$8,650,000
5 Beds ⋅ 7 Baths ⋅ 955653 MLS
Refined Luxury. Rare Direct Lakefront Home within the Coveted Silo Ridge Community. 5 Luxurious En-suite Bedrooms Including 2 on Main Level. Jaw Dropping Great Room with Fireplace & Access out to Large Covered Porch with Major Lake & Mountain Views. Extremely High Quality Construction with Numerous Luxury Appointments Including: Lutron 1-Touch Lighting; Multi-Zone Sound System; 4-Season In Ground Pool/Spa; Heated 3-Car Attached Garage; Electric Shades Throughout; 2 Screened Porches with Powered Screens & Built in Heaters. Finished Lower Level with 2 Bedrooms, 2.5 Baths & Family Room with Direct Access to Heated Pool/Spa & Cabana with Fireplace. 1-Mile to Metro North Train & Arms Distance to all the Hudson Valley has to Offer. The Best of Silo Ridge for Sale. Exceptional!

292 Wood Duck Road, Amenia

Listings courtesy of OneKey® MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of . 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.