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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

$339,000

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

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

$8,900,000

Bull Farm is an extraordinary 422.42-acre assemblage of farmland, woodlands, wetlands, and working agricultural property offering a rare opportunity to create a private estate, equestrian property, working farm, recreational retreat, or multi-generational compound in the heart of Amenia’s scenic Harlem Valley. Comprised of two adjoining parcels, the property includes 389.21 acres with access and road frontage along Sharon Station Road, one of Amenia’s most picturesque country byways, together with a 33.22-acre working horse farm with access and frontage on Route 22. Combined, the parcels offer approximately 3,789 feet of Route 22 frontage. The expansive 389.21-acre parcel includes approximately 100 acres of cleared, productive farmland. The fields are currently cultivated with corn, alternating with soybeans each year. Ponds, streams, wetlands, and wooded areas create a diverse landscape that is particularly attractive for waterfowl hunting and other recreational pursuits. Gentle rolling hills rise throughout the property, revealing astounding panoramic views across the pastoral Harlem Valley. Multiple potential building sites offer privacy, solitude, and breathtaking vistas from sunrise to sunset, while the combination of open fields and mature woodlands creates endless possibilities for farming, livestock, equestrian use, recreation, hunting, or the creation of a remarkable private estate. The 33.22-acre parcel is an established working horse farm featuring a barn, approximately 14 cleared acres, pastures, several run-ins, outbuildings, two small ponds, and streams. The barn includes four horse stalls, two additional stalls currently used for mechanicals, feed and tack, plus four exterior stalls, with two on each side of the barn. A caretaker apartment above the barn provides additional living space. Trails weave through the woods between the two parcels, creating a natural connection throughout this remarkable expanse. Both properties currently benefit from an agricultural exemption, while the 389.21-acre parcel also has a forestry exemption. Current combined taxes with the exemptions are approximately $16,360, compared with approximately $32,628 without the exemptions. Located amid the charming hamlets and villages of the Harlem Valley, Bull Farm offers an exceptional balance of seclusion and convenience. Enjoy easy access to Wassaic, Millbrook, and Millerton, with the Connecticut border and the towns of Sharon and Kent just minutes away. The surrounding area is rich with farmers’ markets, fine dining, charming eateries, vineyards, cultural attractions, and outdoor recreation. The Harlem Valley Rail Trail abuts the property, while nearby destinations include Dover Stone Church, Innisfree Garden, Trevor Zoo, and local shooting preserves. Route 22 provides an easy connection throughout the region, and the Wassaic Metro-North station is approximately 10 minutes away, offering access to New York City in approximately two hours. A truly exceptional opportunity to own a substantial and versatile piece of the Hudson Valley, where productive farmland, natural beauty, sweeping views, and remarkable recreational potential come together in one extraordinary property. Be sure to click on the virtual tour icon to experience the stunning views from multiple locations throughout this incredible property.

1038787 MLS

Bull Farm is an extraordinary 422.42-acre assemblage of farmland, woodlands, wetlands, and working agricultural property offering a rare opportunity to create a private estate, equestrian property, working farm, recreational retreat, or multi-generational compound in the heart of Amenia’s scenic Harlem Valley. Comprised of two adjoining parcels, the property includes 389.21 acres with access and road frontage along Sharon Station Road, one of Amenia’s most picturesque country byways, together with a 33.22-acre working horse farm with access and frontage on Route 22. Combined, the parcels offer approximately 3,789 feet of Route 22 frontage. The expansive 389.21-acre parcel includes approximately 100 acres of cleared, productive farmland. The fields are currently cultivated with corn, alternating with soybeans each year. Ponds, streams, wetlands, and wooded areas create a diverse landscape that is particularly attractive for waterfowl hunting and other recreational pursuits. Gentle rolling hills rise throughout the property, revealing astounding panoramic views across the pastoral Harlem Valley. Multiple potential building sites offer privacy, solitude, and breathtaking vistas from sunrise to sunset, while the combination of open fields and mature woodlands creates endless possibilities for farming, livestock, equestrian use, recreation, hunting, or the creation of a remarkable private estate. The 33.22-acre parcel is an established working horse farm featuring a barn, approximately 14 cleared acres, pastures, several run-ins, outbuildings, two small ponds, and streams. The barn includes four horse stalls, two additional stalls currently used for mechanicals, feed and tack, plus four exterior stalls, with two on each side of the barn. A caretaker apartment above the barn provides additional living space. Trails weave through the woods between the two parcels, creating a natural connection throughout this remarkable expanse. Both properties currently benefit from an agricultural exemption, while the 389.21-acre parcel also has a forestry exemption. Current combined taxes with the exemptions are approximately $16,360, compared with approximately $32,628 without the exemptions. Located amid the charming hamlets and villages of the Harlem Valley, Bull Farm offers an exceptional balance of seclusion and convenience. Enjoy easy access to Wassaic, Millbrook, and Millerton, with the Connecticut border and the towns of Sharon and Kent just minutes away. The surrounding area is rich with farmers’ markets, fine dining, charming eateries, vineyards, cultural attractions, and outdoor recreation. The Harlem Valley Rail Trail abuts the property, while nearby destinations include Dover Stone Church, Innisfree Garden, Trevor Zoo, and local shooting preserves. Route 22 provides an easy connection throughout the region, and the Wassaic Metro-North station is approximately 10 minutes away, offering access to New York City in approximately two hours. A truly exceptional opportunity to own a substantial and versatile piece of the Hudson Valley, where productive farmland, natural beauty, sweeping views, and remarkable recreational potential come together in one extraordinary property. Be sure to click on the virtual tour icon to experience the stunning views from multiple locations throughout this incredible property.

5246 Route 22, Amenia

$339,000

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.

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

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

$550,000

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.

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

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.

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

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.

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

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.

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

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

$225,000

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

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

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

$8,600,000

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.

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

$899,000

Whether you're seeking a property with positive cash flow, a multigenerational living setup, or the ability to live on-site while generating rental income, this unique offering delivers exceptional versatility. The property features two separate duplex buildings along with an adjacent lot, providing added privacy and future expansion possibilities. Each duplex consists of two well-appointed 2-bedroom units, all with private entrances and ample parking. The units are currently occupied, offering immediate income for investors. Ideally located just minutes from the Village of Amenia, Millerton, and Millbrook, the property offers convenient access to shopping, dining, and everyday amenities. Commuters will appreciate proximity to the Wassaic Metro-North Train Station, while outdoor enthusiasts can enjoy the nearby Harlem Valley Rail Trail—perfect for walking, running, and biking. Don’t miss this opportunity to own a flexible, income-producing property in a highly desirable location.

8 Beds ⋅ 4 Baths ⋅ 979113 MLS

Whether you're seeking a property with positive cash flow, a multigenerational living setup, or the ability to live on-site while generating rental income, this unique offering delivers exceptional versatility. The property features two separate duplex buildings along with an adjacent lot, providing added privacy and future expansion possibilities. Each duplex consists of two well-appointed 2-bedroom units, all with private entrances and ample parking. The units are currently occupied, offering immediate income for investors. Ideally located just minutes from the Village of Amenia, Millerton, and Millbrook, the property offers convenient access to shopping, dining, and everyday amenities. Commuters will appreciate proximity to the Wassaic Metro-North Train Station, while outdoor enthusiasts can enjoy the nearby Harlem Valley Rail Trail—perfect for walking, running, and biking. Don’t miss this opportunity to own a flexible, income-producing property in a highly desirable location.

762-764-766 Old Route 22, 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

$250,000

8 Yellow City Rd offers a rare opportunity to build your dream home in a prime location. This residential lot is fully approved for four bedroom home and already has underground pow installed, making it truly ready to build Enjoy an incredible setting with great views, just minutes from town and steps from the rail trail-perfect for walking, biking, and out door living. well has been drilled as well

958125 MLS

8 Yellow City Rd offers a rare opportunity to build your dream home in a prime location. This residential lot is fully approved for four bedroom home and already has underground pow installed, making it truly ready to build Enjoy an incredible setting with great views, just minutes from town and steps from the rail trail-perfect for walking, biking, and out door living. well has been drilled as well

8 yellow city rd, Amenia

$8,650,000

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!

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

$2,379,000

An opportunity to own a magnificent combination of two rural properties. Explore this enchanting yet tranquil 206.14 acres of rolling hills, mature forests and ample meadow that is currently in organic crop production. There are a couple of steep slopes that contribute to buffering a few captivating and extremely private home sites. The terrain is ideal for a retreat and multiple dwellings. Maybe this becomes the getaway from the getaway. This property fronts both Cascade Mountain Rd as well as Perrys Corners Rd. There are no covenants and restrictions. Located a few miles outside of the Hamlet of Amenia and the Wassaic Train Station is minutes away. Pine Plains, Millerton, Millbrook and Salisbury, Sharon and Kent, CT are scenic drives away.

H6310518 MLS

An opportunity to own a magnificent combination of two rural properties. Explore this enchanting yet tranquil 206.14 acres of rolling hills, mature forests and ample meadow that is currently in organic crop production. There are a couple of steep slopes that contribute to buffering a few captivating and extremely private home sites. The terrain is ideal for a retreat and multiple dwellings. Maybe this becomes the getaway from the getaway. This property fronts both Cascade Mountain Rd as well as Perrys Corners Rd. There are no covenants and restrictions. Located a few miles outside of the Hamlet of Amenia and the Wassaic Train Station is minutes away. Pine Plains, Millerton, Millbrook and Salisbury, Sharon and Kent, CT are scenic drives away.

Cascade Mt / Perrys Corners, Amenia

$479,000

Discover the perfect spot for your modern or log home - a private parcel perched on a hill, embraced by the tranquility of the forest. These idyllic home sites provide an ideal retreat from the hustle and bustle of city life. Just minutes away from the Wassaic Train Station and the Harlem Valley Rail Trail, this location invites you to plan your escape. Lace up your hiking boots and schedule a tour to embark on your next adventure. PRIVATE,Wooded Acres:49.63

M419986 MLS

Discover the perfect spot for your modern or log home - a private parcel perched on a hill, embraced by the tranquility of the forest. These idyllic home sites provide an ideal retreat from the hustle and bustle of city life. Just minutes away from the Wassaic Train Station and the Harlem Valley Rail Trail, this location invites you to plan your escape. Lace up your hiking boots and schedule a tour to embark on your next adventure. PRIVATE,Wooded Acres:49.63

CASCADE MOUNTAIN Road, Amenia