48 houses for sale in Wassaic, Amenia town Dutchess County New York

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

Step back in time without sacrificing modern comfort in this authentic 1890 Farmhouse nestled in the heart of Wassaic. From the moment you arrive, the magnificent wraparound porch welcomes you to kick back, relax, and take in the Hudson Valley surroundings. Inside, warmth and character abound with numerous built-ins and old world accents. The charming eat-in kitchen features a cozy built-in corner table and bench-the ultimate spot for morning coffee or casual meals. A dedicated home office with en-suite full bath offers a quiet space for remote work, while four spacious bedrooms provide ample room for guests. Upstairs, unwind in a beautifully appointed full bath complete with a classic oversized vintage tub. Major mechanical updates-including a brand-new furnace and oil tank-offer key peace of mind. Unbeatably located just minutes to the Wassaic Metro-North train station, local eateries, and the Harlem Valley Rail Trail. Ideal as a full-time residence or country escape!

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 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!

Welcome to this beautifully maintained custom-built home tucked away in a peaceful, private setting surrounded by mature trees and wide open lawn space in Litchfield County. This charming Cape Cod-style home features striking blue-gray siding, crisp white trim, dormer windows and a 3 bay garage, offering a possible in-law apartment above. The interior offers nicely kept hardwood floors flowing through-out the main floor, natural light through large windows, a main level laundry room, half bath, an office, a large eat-in kitchen, a formal dining room, and a spacious living room with a brick fireplace insert. The upper level features a large master bedroom with the choice to put your personal touch on the flooring, a large walk-in closet, 9ft+ ceilings and a beautiful master bath leading through french doors. On the second floor you will also find two well sized bedrooms, and a full bath. Newly installed in the basement, you will find meticulously kept mechanicals and ample room for stor

Sixty-four years ago, an avid outdoor sportsman bought a large parcel of land on a gravel country road in Sharon, CT. Three years later he had split and sold some off, retaining 33.4+ acres for himself where he built the cabin of his dreams on the shore of a beautiful wetlands area with a pond along side. Bathed in peace, quiet, beauty, and serenity, he built a garage and a workshop, then later added some outbuildings to help with his affinity for collectibles. This was all he needed. The sportsman has passed, and today the home and property is being sold by his siblings. The peace, quiet, beauty, and serenity still remain. On the land and in the nearby water, nature awaits the next steward. The property has the potential for at least two additional home sites, and directly across the road is a large parcel owned by the Sharon Land Trust. The bones of the buildings are solid, and the land is a stunning mixture of native broad-leafed hardwoods and tall conifers. If you want to get away

Sixty-four years ago, an avid outdoor sportsman bought a large parcel of land on a gravel country road in Sharon, CT. Three years later he had split and sold some off, retaining 33.4+ acres for himself where he built the cabin of his dreams on the shore of a beautiful wetlands area with a pond along side. Bathed in peace, quiet, beauty, and serenity, he built a garage and a workshop, then later added some outbuildings to help with his affinity for collectibles. This was all he needed. The sportsman has passed, and today the home and property is being sold by his siblings. The peace, quiet, beauty, and serenity still remain. On the land and in the nearby water, nature awaits the next steward. The property has the potential for at least two additional home sites, and directly across the road is a large parcel owned by the Sharon Land Trust. The bones of the buildings are solid, and the land is a stunning mixture of native broad-leafed hardwoods and tall conifers. If you want to get away

Welcome to this beautifully maintained custom-built home tucked away in a peaceful, private setting surrounded by mature trees and wide open lawn space in Litchfield County. This charming Cape Cod-style home features striking blue-gray siding, crisp white trim, dormer windows and a 3 bay garage, offering a possible in-law apartment above. The interior offers nicely kept hardwood floors flowing through-out the main floor, natural light through large windows, a main level laundry room, half bath, an office, a large eat-in kitchen, a formal dining room, and a spacious living room with a brick fireplace insert. The upper level features a large master bedroom with the choice to put your personal touch on the flooring, a large walk-in closet, 9ft+ ceilings and a beautiful master bath leading through french doors. On the second floor you will also find two well sized bedrooms, and a full bath. Newly installed in the basement, you will find meticulously kept mechanicals and ample room for stor

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

Seize the rare opportunity to own Filston, one of Litchfield County's most distinguished Gilded Age estates. Designed in 1903 by renowned architect William Cromwell, Jr. for Mr. and Mrs. Romulus Colgate, this Neoclassical treasure seamlessly blends Italianate Renaissance Revival, Palladian, Neo-Gothic, and French Empire influences, creating a singularly breathtaking country estate. Every original detail is meticulously preserved in impeccable condition. Spanning just over 12,000SF of livable space, there are 10 bedrooms, 5 full bathrooms, and 3 powder rooms. Set across 106 acres on three distinct parcels, the property showcases a breathtaking landscape designed by Edward Hamilton Bell. Rolling hills, pristine woodlands, and majestic estate trees frame scenic equestrian trails, offering an idyllic retreat for nature lovers and equestrians alike. Complementing the main home is a historic 5,700-square-foot, three-story carriage house on its own dedicated parcel, adding versatility and cha

Set on a plateau with panoramic, protected views, West Wind Hill is a masterfully crafted estate spanning 391 acres that straddles the Connecticut and New York border. Reached by a private, gated drive that winds past old stonewalls, open meadow, and a serene pond, the property offers a level of privacy rarely found within two hours of New York City. The stone-and-shingle residence was built with singular attention to craft: the architect camped on site before construction began to orient the home for the finest light and views in every season, and the estate's stonework, including a 20-foot great room fireplace, was quarried directly from the hilltop on which the house sits. Reclaimed chestnut floors, hand-detailed millwork, and banks of French doors and windows run throughout the roughly 8,919-square-foot residence, which includes six bedrooms, a paneled library, a chef's kitchen with its own massive stone hearth, a billiard room, a media room, and a wine cellar with tasting room. Th

Set on a plateau with panoramic, protected views, West Wind Hill is a masterfully crafted estate spanning 391 acres that straddles the Connecticut and New York border. Reached by a private, gated drive that winds past old stonewalls, open meadow, and a serene pond, the property offers a level of privacy rarely found within two hours of New York City. The stone-and-shingle residence was built with singular attention to craft: the architect camped on site before construction began to orient the home for the finest light and views in every season, and the estate's stonework, including a 20-foot great room fireplace, was quarried directly from the hilltop on which the house sits. Reclaimed chestnut floors, hand-detailed millwork, and banks of French doors and windows run throughout the roughly 8,919-square-foot residence, which includes six bedrooms, a paneled library, a chef's kitchen with its own massive stone hearth, a billiard room, a media room, and a wine cellar with tasting room. Th

Seize the rare opportunity to own Filston, one of Litchfield County's most distinguished Gilded Age estates. Designed in 1903 by renowned architect William Cromwell, Jr. for Mr. and Mrs. Romulus Colgate, this Neoclassical treasure seamlessly blends Italianate Renaissance Revival, Palladian, Neo-Gothic, and French Empire influences, creating a singularly breathtaking country estate. Every original detail is meticulously preserved in impeccable condition. Spanning just over 12,000SF of livable space, there are 10 bedrooms, 5 full bathrooms, and 3 powder rooms. Set across 106 acres on three distinct parcels, the property showcases a breathtaking landscape designed by Edward Hamilton Bell. Rolling hills, pristine woodlands, and majestic estate trees frame scenic equestrian trails, offering an idyllic retreat for nature lovers and equestrians alike. Complementing the main home is a historic 5,700-square-foot, three-story carriage house on its own dedicated parcel, adding versatility and cha

Seeking a weekend getaway without a hassle' Just pop in the car or take Metro North to this private country home on a back road in Sharon CT. Built by a well regarded local contractor, it offers classic sensibilities with artistic country flair. The open floor plan concept feels anything but too formal or stuffy. Both home and property are warm, comfortable and wonderfully relaxing. The grounds are distinctively framed in moss covered stone walls. The residence is nestled on a large green lawn and beneath five acres of mature oaks and maples and enveloped in gardens cultured over 30 years. The home is classically infused with crown moldings, fluted columns and palladium style details though feature many traditional country touches of: sweeping porches; screened porch, large windows; native stone walls, nearby hiking trails and an open floor plan which is anything but too formal or stuffy. The family sized country kitchen is designed for large gathering of cooking, baking and just plain

Seeking a weekend getaway without a hassle' Just pop in the car or take Metro North to this private country home on a back road in Sharon CT. Built by a well regarded local contractor, it offers classic sensibilities with artistic country flair. The open floor plan concept feels anything but too formal or stuffy. Both home and property are warm, comfortable and wonderfully relaxing. The grounds are distinctively framed in moss covered stone walls. The residence is nestled on a large green lawn and beneath five acres of mature oaks and maples and enveloped in gardens cultured over 30 years. The home is classically infused with crown moldings, fluted columns and palladium style details though feature many traditional country touches of: sweeping porches; screened porch, large windows; native stone walls, nearby hiking trails and an open floor plan which is anything but too formal or stuffy. The family sized country kitchen is designed for large gathering of cooking, baking and just plain

Introducing Sky House. This 7,500-square-foot modern estate atop 165 acres of meadows, woodland, and rolling hills in Millbrook's storied hunt country is a study in serenity and design intelligence. Conceived by the celebrated firm Resolution: 4 Architecture and completed in 2019, the residence rises from the landscape with a long, linear silhouette tempered by floor-to-ceiling glass that invites the outdoors into its interior vocabulary. Here, architecture does not compete with nature; it offers a refined frame through which the Hudson Valley unfolds. A long private drive reveals the home as a subtle, sculptural form set against a panorama of the valley. The approach is intentionally understated; a cinematic progression culminating in the soaring glass foyer at the center of the home. The first floor unfolds as a sequence of generous, light-filled spaces, beginning with a great room defined by a dramatic blackened-steel fireplace surround and a monumental 20-foot retractable wall of g

Introducing Sky House. This 7,500-square-foot modern estate atop 165 acres of meadows, woodland, and rolling hills in Millbrook's storied hunt country is a study in serenity and design intelligence. Conceived by the celebrated firm Resolution: 4 Architecture and completed in 2019, the residence rises from the landscape with a long, linear silhouette tempered by floor-to-ceiling glass that invites the outdoors into its interior vocabulary. Here, architecture does not compete with nature; it offers a refined frame through which the Hudson Valley unfolds. A long private drive reveals the home as a subtle, sculptural form set against a panorama of the valley. The approach is intentionally understated; a cinematic progression culminating in the soaring glass foyer at the center of the home. The first floor unfolds as a sequence of generous, light-filled spaces, beginning with a great room defined by a dramatic blackened-steel fireplace surround and a monumental 20-foot retractable wall of g

Bring your imagination and vision to Old Benton House, this four-bedroom antique home, privately set amid mature trees, perennial gardens, and peaceful country surroundings. The home is located in the Ten Mile River Valley which is bordered by mountain ridges on both sides, with views of the Taconic Mountains. Rich in historic character, the home showcases original pine and elm hardwood floors, hand-hewn beams, and timeless architectural details throughout. Offering 2.5 bathrooms, a spacious deck overlooking the peaceful backyard, and a large basement with excellent storage. The walk-up attic has original woodwork, and would make a fantastic additional room once finished. While full of warmth and charm, it presents an exciting opportunity for its next owner to complete the cosmetic updates and make it their own. The 2.68-acre property has a year-round stream, spring fed that runs through the property and includes a two-story barn, chicken coop, partially fenced yard, and a separate fen

Bring your imagination and vision to Old Benton House, this four-bedroom antique home, privately set amid mature trees, perennial gardens, and peaceful country surroundings. The home is located in the Ten Mile River Valley which is bordered by mountain ridges on both sides, with views of the Taconic Mountains. Rich in historic character, the home showcases original pine and elm hardwood floors, hand-hewn beams, and timeless architectural details throughout. Offering 2.5 bathrooms, a spacious deck overlooking the peaceful backyard, and a large basement with excellent storage. The walk-up attic has original woodwork, and would make a fantastic additional room once finished. While full of warmth and charm, it presents an exciting opportunity for its next owner to complete the cosmetic updates and make it their own. The 2.68-acre property has a year-round stream, spring fed that runs through the property and includes a two-story barn, chicken coop, partially fenced yard, and a separate fen

In a premier location on a quiet road in Millbrook Hunt country, this unique property of 100 acres offers a picturesque setting of open fields, ponds, stonewalls, mature trees and beautiful views of the surrounding countryside as nature entertains one daily with abundant wildlife. Proudly maintained, protected and in conservation, Shooter’s Hill is an exceptional offering and an unparalleled opportunity to own and enjoy the tranquility of this magical sanctuary, yet only minutes from the Village of Millbrook, clubs, schools and other amenities. Nestled on a hillside, this four bedroom, three bath home overlooks expansive lawns, perennial and specimen plantings, pastures, three masterly designed stepping ponds, and protected woodlands laced with extensive trails to include those of the Millbrook Hunt. Completing the homestead is a wonderful two-story barn with an artist studio and a two-room office building with a three-car garage. Contiguous to Bontecou Wildlife Conservation Preserve o

Offered pre-construction, this is a rare opportunity to acquire a fully architect-designed residence while still shaping its interior, choosing finishes and details before the first wall is built. Designed by NYC-based architect Andre Gomez of Andre Architecture over three years, the house draws from the simple forms of historic structures; barns, small cabins, and the Native American wigwam for which it's named. The ambition was deliberately restrained: to create only the volume necessary for a family home, while giving that volume an all-encompassing relationship to light, landscape, and season. Step through the front door and the house reveals itself all at once. A double-height loft rises beneath a central skylight oculus, flooding the great room with shifting light through the day and across the seasons. A sculptural stair wraps a wood-burning fireplace at the core, the physical and emotional center of the home. Three ensuite bedrooms and a home office (which can serve as a fourth

Set on 18.61 acres with sweeping views of the surrounding countryside, 382 Leedsville Road offers a beautifully renovated take on country living in Amenia. The four-bedroom residence features three full and one half bath, with extensive improvements including a new roof, windows, siding, flooring, kitchen, and baths. Newly installed landscaping enhances the home's natural setting and creates a welcoming sense of arrival. Fresh, refined, and move-in ready, the property offers modern comfort, generous acreage, open skies, and four-season views-all within easy reach of Metro-North, the village of Millerton, and the Connecticut towns of Sharon and Salisbury. In addition the home is minutes from Troutbeck a renowned Hudson Valley resort

1982 double-wide manufactured home at Castle Gate Park in Wassaic. Two bedrooms and two bathrooms, about 1,150 square feet. The kitchen is equipped with newer appliances, including a dishwasher. Washer and dryer are in an interior laundry space. Both bedrooms offer usable room sizes, and the primary bedroom has an attached half bath. A detached shed provides additional outdoor storage. Setting is rural Harlem Valley with access to Route 22 and the Metro-North Harlem Line. Amenia, Millbrook, northwestern Connecticut, and the Harlem Valley Rail Trail are all nearby. Sale includes the home only. The lot is leased from the park and is not part of the conveyance. A monthly lot fee is payable to park management. Ownership may transfer only after the park’s application is approved in writing. Lot fee, community rules, and all measurements should be confirmed independently

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

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 c

Welcome to 39 N Farm Rd! Choices, choices, choices! Whether you're looking for the ease of single-level living, a private home for your family, or a property with plenty of room to make it your own, this charming 3-bedroom, 1-bath home offers it all. Beautiful hardwood floors flow throughout the main living areas, creating a warm and inviting atmosphere. The eat-in kitchen features ample countertops and cabinet space, with convenient access to the dining and living rooms—perfect for everyday living and entertaining. The full bathroom includes a tub/shower, vanity, and linen closet. The primary bedroom is situated in a corner of the home, offering abundant natural light, while the two additional bedrooms are generously sized and overlook the picturesque yard. The unfinished basement provides abundant storage space, along with a washer and dryer and convenient access to the attached one-car garage. Outside, the gravel driveway leads to a private, level backyard with beautiful views of th

A hidden haven ready for reimagining and located on a private road off of Route 83. 85 Bella Vista Rd offers 7.07 acres of quiet beauty on the southeast edge of the Smithfield Valley. The existing 2. Bedroom home. With its generous kitchen and living room-invites renovation, while the land itself provides exceptional potential. Towering trees create a peaceful woodland atmosphere, and selective clearing could reveal sunny garden spaces, outdoor living areas, or room for a pool. Additional structures include a 2-car garage, a one room cottage ideal for a future studio or office, and 2 garden sheds. With Amenia, Millerton, Millbrook and the Harlem Valley Metro North's Wassaic Station all close by, this property is a rare opportunity to craft a private retreat

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

Bring your imagination and vision to Old Benton House, this four-bedroom antique home, privately set amid mature trees, perennial gardens, and peaceful country surroundings. The home is located in the Ten Mile River Valley which is bordered by mountain ridges on both sides, with views of the Taconic Mountains. Rich in historic character, the home showcases original pine and elm hardwood floors, hand-hewn beams, and timeless architectural details throughout. Offering 2.5 bathrooms, a spacious deck overlooking the peaceful backyard, and a large basement with excellent storage. The walk-up attic has original woodwork, and would make a fantastic additional room once finished. While full of warmth and charm, it presents an exciting opportunity for its next owner to complete the cosmetic updates and make it their own. The 2.68-acre property has a year-round stream, spring fed that runs through the property and includes a two-story barn, chicken coop, partially fenced yard, and a separate fen