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3 Flood Drive, Amenia
$729,000
3 Beds ⋅ 2 Baths ⋅ 1057079 MLS
Set on a private and peaceful location this home is close to Metro-North, shopping, dining and schools. Conveniently located near major commuting routes and offers indoor-outdoor living. A bright open floor plan with new hardwood floors throughout, all new Anderson windows, brand new kitchen cabinets with all new stainless steel appliances are just the beginning of the upgrades that have been done in the home. The house and garage both have Hardi-Plank siding and new roofs. The garage was rebuilt and is complete with electric service, insulation and new garage doors. A composite deck wraps around two sides of the home and is adjoined to a large patio made with pavers. This is the home you've been waiting for. Completely re-done from top to bottom. Truly a move-in ready home with nothing to do but unpack! See the full list of upgrades in the attached file.

3 Flood Drive, Amenia

3346 Route 343, Amenia
$699,000
8 Beds ⋅ 4 Baths ⋅ 1055891 MLS
Exceptional investment opportunity in the heart of Amenia! 3346 Route 343 is a well-maintained multifamily property currently configured with four spacious apartments, each offering 2 bedrooms and 1 full bathroom. With four income producing units, comparatively low property taxes, and strong rental potential, this property presents an attractive opportunity for investors looking to expand their portfolio or an owner occupant seeking the benefits of rental income. Situated on approximately 0.91 acres, the property offers plenty of outdoor space along with the added convenience of ample off-street parking for residents. The building has been well cared for and features generously sized apartments with functional layouts designed for comfortable everyday living. Whether you're looking to generate cash flow, build long-term equity, or capitalize on the continued demand for quality rental housing in the area, this property offers excellent potential. Located in scenic Dutchess County, the property provides convenient access to the best of the Harlem Valley. Enjoy nearby access to the Harlem Valley Rail Trail for biking, walking, and outdoor recreation, as well as the Wassaic Metro-North station for service toward New York City. The location also offers easy access to Millerton and Millbrook, NY, along with nearby Sharon, CT, providing a great mix of local dining, shopping, recreation, and Hudson Valley country living. A unique opportunity to own a well-maintained property with great income potential on nearly an acre with off-street parking in an increasingly desirable part of eastern Dutchess County.

3346 Route 343, Amenia

90 Lake Amenia Road, Amenia
$299,000
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 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

309 Amenia Union 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

85 Bella Vista 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

5112 Route 22, 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

21 Ohandley Drive, Amenia
$510,000
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

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.