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$315,000

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.

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

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.

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

$319,900

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.

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

$529,000

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.

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

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.

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

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.

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

$2,300,000

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.

13 Beds ⋅ 7 Baths ⋅ 973862 MLS

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.

18 Stagecoach Lane, Amenia