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.
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 wood burning fireplace. 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
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.
Whether you’re seeking an investment property, multi-generational living, or the opportunity to live in one unit while generating rental income from the other two, this versatile property is ready to meet your needs.
This well-designed triplex features three townhome-style apartments, each offering three bedrooms, a welcoming front porch, a private rear patio, and a one-car attached garage. Every spacious unit includes its own oil-fueled boiler, separate electric meter, and two private entrances—providing comfort, convenience, and independence for each residence.
Ideally located near the Wassaic Metro-North Station, Route 22, and the scenic Harlem Valley Rail Trail, the property also offers easy access to shopping, dining, and the charming towns of Amenia and Millerton.
Don’t miss this exceptional opportunity to own a flexible, income-producing property in a desirable location!
Step into a turn key investment with 9 years of profitable short term rental history and a business backed by a long standing, proven financing track record! This exceptional 1790 Georgian style estate comes with three standalone cottages, all fully renovated and operating as highly sought after vacation rentals. With commercial zoning already in place, this property blends historic charm, modern luxury, and serious income potential, while also offering a rare opportunity for future conversion into a boutique hotel or resort.
Guests flock to this private country escape for its elegant main residence featuring wide plank hardwood floors, high ceilings, a library, music room, billiard room, and wine cellar, and return for the tranquility of the manicured grounds complete with a heated pool, putting green, walking trails, and a serene pond.
Currently fully booked, this estate generates significant revenue even after accounting for full service cleaning and lawn maintenance. Whether you choose to live in the main home and rent out the three cottages, lease all four residences, or explore a larger scale hospitality concept, this is a rare chance to own a high performing asset with built in lifestyle benefits.
Minutes from local hiking, dining, and the Berkshires, this is your chance to own a legacy property and a cash flowing business in one.
