57 houses for sale in Ancramdale

Welcome to Willow Vale Farmhouse, a 1790s farmhouse on just under 3 acres in Pine Plains, Dutchess County, with 700 feet of frontage along the Shekomeko Creek. Once home to Mon Blason, a French restaurant known as the region's first haute cuisine, this stately 3-bedroom, 3-bath house has been meticulously restored by professional designers, from the chef's kitchen with a La Cornue range to the wood-burning fireplaces and beautifully updated baths. Old-growth Heart Pine floors run throughout. Outside, enjoy a bluestone terrace, hot tub, two artesian-fed swimming holes, and a historic barn with hand-hewn beams. Just two hours from NYC and minutes from the acclaimed Stissing House, it's a place for summer swims, winter fires, and long dinners in every season of the Hudson Valley

The History: The wonderfully characterful Hammertown was established in 1774, in a small hamlet of millworkers, farmers, and blacksmiths, amidst the lush pastoral landscapes surrounding what would become the town of Pine Plains, New York. The home and its grounds were occupied by only three families across 250 years, each family slowly developing the property to include, in addition to the sprawling main house, beautiful, sweeping trees and gardens, stone walls, a two-hundred-year-old barn that has housed many an ambitious project, and a sweet guest house nestled at the entrance of the land. The Main House: The seat of the property is a traditional colonial farmhouse, tastefully renovated and beautifully envisioned for the current era. While still respecting the home's history as it passed through a quarter of a millennium. Exquisite millwork lines every wall in the home, no less than five fireplaces are peppered throughout, and we mustn't forget the beautiful, wide-plank wood floors.

West-facing modern retreat overlooking the Harlem Valley Rail Trail in Millerton, New York Nestled on a level lot amid the colorful hills of Dutchess County, this 2017-built home offers 1,728 square feet of bright, open living designed for easy everyday comfort and weekend escape. Hardwood floors run throughout, radiant heat keeps every room evenly warm, and expansive windows pull in western light and the changing seasons. Step outside onto the generous deck and you’re steps from the Harlem Valley Rail Trail perfect for morning runs, leisurely bike rides, or quiet walks through the woods. Inside, the open-concept main level flows from a crisp white kitchen (complete with Viking stove, a long island, and abundant counter space into living and dining areas framed by multiple windows capturing the trees and sky. A light-filled staircase leads upstairs, while sliding doors open directly to the outdoors, blurring the line between home and landscape. The west-facing orientation means soft af

Privately set on 32 extraordinary acres in the heart of Shekomeko, this light-filled country retreat captures sweeping views of Stissing Mountain and the Catskills from nearly every vantage point. A long drive winds through the landscape to a thoughtfully sited three-bedroom, two and a half bath residence featuring vaulted ceilings, expansive windows, a wood stove, and exceptional southern, western, and northern exposures. The 2,250-square-foot home includes a large porch, an outdoor shower, and an attached two-car garage, offering comfortable living amid complete tranquility. Equally compelling is the land itself—an exceptional setting for recreation, privacy, and even a future build for a larger main residence while retaining the existing home as a guest residence. A rare opportunity to own one of Shekomeko's most scenic properties, where dramatic views, acreage, and endless potential converge. 1504 Route 83 is conveniently located; minutes to Mashomack, 10 minutes to Pine Plains and

Welcome to Sigler Estate, a park-like Hudson Valley compound of country houses, historic barns, and cultivated grounds on nearly sprawling 40 acres, minutes from the hamlet of Pine Plains. A new heated 50-foot saltwater pool sits among rolling meadows, mature woodland, and stone-terraced gardens. A restored vintage post & beam home with big views toward the Taconic Mountains, a charming white clapboard cottage, and a one-bedroom studio have each been given a professional designer renovation, and the circa 1930 Main House, with six fireplaces, awaits restoration. Along the drive stands the original Silvernails railroad depot, a link to the estate's past. In all, ten bedrooms and seven baths fill 6,860 square feet across the residences. In the designer Post & Beam, hand-built solid oak posts and beams rise over oak floors in the high-ceilinged great room, where a floor-to-ceiling stone hearth and chimney frame a new cast-iron wood stove. The open kitchen pairs custom cabinetry and Carrar

Set on 50 acres of complete privacy, this 1930's Colonial sits alone with sweeping views to the Berkshires. The home offers country living with a Livingroom with a fireplace & French Doors, Dining room with French doors opening to a porch. There is a heated sunroom to enjoy the quiet outside. The primary suite includes its own bathroom and a balcony perfect for morning coffee or stargazing. For added space, the third floor has been made into a yoga/workout room, along with an office and a bath. There are additional two bedrooms and 1 1/2 baths. Outside, sits a charming gazebo overlooking a tranquil pond perfect for nature watching. Also, there is a two car garage and an additional barn for a workshop or studio. Some updates are needed. 18 acres have a conservation easement

A unique opportunity to live in close proximity to the Village of Millerton, New York, while still holding access to privacy and open country. This meticulously maintained ranch style home situated on undulating terrain could not be located more conveniently. With 5 useful acres this property could potentially serve someone's dream of owning horses, livestock or additional building space. Stepping into the home, you are greeted by flowing oak hardwood floors in a thoughtfully designed open floor plan. The kitchen has red oak cabinetry, stainless steel appliances and granite countertops with easy access to the dining area, and walkout to your back porch. Open to this area you will find the living room with soaring vaulted ceilings, wood beams, and a cozy stone fireplace where you can enjoy the open views of your backyard. The home is suited with three bedrooms, each with its own full bath. The primary suite is accessible with its own walkout, a soaking tub and a walk-in shower. There is

Opportunity awaits in the heart of Pine Plains! This 3-bedroom, 1-bath manufactured home, built in 1976, is set on a spacious 0.53-acre lot within the Pine Plains Central School District. Offering 792 square feet of living space, the property presents a wonderful opportunity for a buyer or investor looking to update and personalize a home to suit their vision. The generous lot provides space to enjoy the outdoors while the convenient location offers easy access to local schools, village amenities, dining, shopping, and the surrounding Hudson Valley countryside. Whether you're looking for a project, an investment, or a chance to create a home in a charming community, this property offers plenty of potential

2-4 Lot Subdivision, includes secluded 2BR/2BA RANCH w/2 large decks, all wood floors and wood siding + detached 2 car garage on 7+acres in Hamlet zone (possible subdivision into 2 lots) Plus adjoining 8 acre parcel. Adjoining 4 acre boha parcel can be added for $125,000. Great location between Pine Plains Village and Millerton on quiet road off Route 199. New well installed. Easy to show with notice

This is a Real Estate-Owned (REO)/post-foreclosure home owned or managed by a bank. All offers are considered; however, the highest and best will most likely be accepted

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

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

Maintenance-Free Lakefront Living. Exceptional Value! Set along the shores of Long Lake, this architect-designed contemporary offers spectacular water views, over 2,400 square feet of living space, and an easy, low-maintenance Hudson Valley lifestyle. Designed to embrace its lakefront setting, the home is filled with natural light and beautiful water views. At its heart is a dramatic cathedral-ceiling living room with a wood-burning fireplace, flowing into the dining area and granite kitchen. The living spaces extend seamlessly to the lakeside screened-in porch, creating an effortless flow between indoors and out, perfect for entertaining with the lake as your backdrop. The large screened porch is a destination unto itself. Enjoy morning coffee, summer dinners, a good book, or simply sit back and watch the changing seasons reflected on the water. A courtyard off the kitchen provides another inviting outdoor space. The flexible floor plan includes three bedrooms, each with its own en-su

Enjoy the best of country life gazing across the rolling hills toward the Taconic Mountains through oversized windows that frame the landscape like artwork. This light-filled home offers an open living layout designed for both relaxation and entertaining. Inside, you'll find warm character and thoughtful details, including reclaimed vintage oak floors that add richness and authenticity throughout. The spacious living areas flow seamlessly, bringing in natural light and surrounding views at every turn. Step outside to your own private setting featuring a large deck. Perfect for morning coffee or evening gatherings. And a peaceful private pond that enhances the property's serene, country feel. Ideally located just minutes from the Taconic State Parkway and the charming village of Millerton, you'll enjoy convenient access while still feeling worlds away. Millerton is known for its quaint shops, inviting cafés, and small-town charm, as well as access to the scenic Harlem Valley Rail Trail.

A true treasure and piece of Pine Plains history, this elegant circa-1903 residence offers an exceptional blend of historic character, architectural detail, and extraordinary potential. Boasting over 3,000 square feet, four bedrooms, and 1.5 baths, the home showcases generously proportioned rooms, soaring ceilings, original woodwork, pastel tile and classic period trim that speak to its enduring charm. Once home to the village pharmacy and library, this remarkable property carries a unique legacy, ready to be thoughtfully restored and elevated. Set on approximately 0.47 acres, the grounds include a lofted barn offering a wealth of possibilities for a studio, workshop, or additional storage. Lovely fenced yard with plenty of space for a garden, your pets and entertaining al fresco. Perfectly positioned in the heart of Pine Plains, the property offers a quintessential Hudson Valley lifestyle, with shops, bookstores, restaurants, and local amenities just steps away. Everyone will want to

2 fireplaces pine plains/ hudson valley / stissing lake stunning lakeside 4br/2.5BA beautiful home nestled under the majestic Stissing Mountain in private Antler Club co-op. An outdoor enthusiast's dream! Fully furnished and move in ready. Whether this lakeside home is your year-long residence or vacation & holiday retreat, Stissing Lake will be your new favorite spot in the beautiful Hudson Valley. Exceptional craftsmanship with beautiful decor, built in shelving, molding & hardwood & tiled floors throughout entire home. Natural light throughout entire home from large windows & skylights. Soft recessed lighting & fixtures throughout. Open kitchen, dining and living room layout with fireplace, double sliding glass doors opens to large deck offers the perfect setup for entertaining company or relaxation at its finest. First floor den / media room in addition to kitchen/living room layout with beautifully designed full bathroom. You will be impressed! Main level office makes this a perfe

Wildflower Hill. Behind a gated entrance on 5.94 acres in the hamlet of Ancram, a sage board-and-batten farmhouse with twin window towers and a red metal roof looks out over its own pond. The grounds were made by gardeners, and they wander. Lawns roll from the deck down to the water, where a cedar-roofed potting shed sits at the pond's edge. Stone walls hold perennial beds along the front walk, a maple turns crimson by the door, a balustrade waits where the lawn meets the woods, and a yellow shepherd's wagon is parked under the trees. Add fruit and specimen trees, a red barn with a cupola, and paths that keep going. Inside are 3,937 sq ft on 3 levels, and no two rooms feel alike. The living room gathers around a floor-to-ceiling stone fireplace beneath a hand-hewn beam. The dining room is all light: antique brick underfoot, hand-hewn posts overhead, built-in shelves, a stone wall, and sliders open to the deck. A custom iron stair rail, forged as branches and leaves, climbs past the sto

Opportunity awaits. 2 buildings nestled into the mountainside and parklike setting of this dream property featuring a seasonal running stream, privacy, and tranquility. The fortunate buyer benefits from having the flexibility to design and renovate as to their own vision to create a truly personal home and lifestyle experience. The owner has an Abbreviated Site Plan approval for a 3-bedroom primary dwelling and a 2-bedroom apartment (ADU) Additional Dwelling Unit on the 2nd floor of the barn with storage on the first floor of the barn

New construction. Be in for the holidays! Discover an extraordinary expression of modern luxury, where architectural sophistication meets the breathtaking natural beauty of the Hudson Valley. Privately situated on over eight magnificent acres, this exceptional 5,000 plus-square-foot contemporary residence offers an unparalleled sense of serenity, seclusion, and understated elegance, all framed by sweeping views of the majestic Catskill Mountains. A picturesque, winding drive welcomes you to this striking architectural retreat, where dramatic rooflines, expansive walls of glass, and thoughtfully designed living spaces create a seamless connection between refined interiors and the surrounding landscape. Designed for both sophisticated entertaining and effortless everyday living, the residence features two luxurious primary suites, thoughtfully positioned on the first and second floors to provide exceptional privacy and versatility. An expansive wraparound deck invites you to experience t

Opportunity awaits. 2 buildings nestled into the mountainside and parklike setting of this dream property featuring a seasonal running stream, privacy, and tranquility. The fortunate buyer benefits from having the flexibility to design and renovate as to their own vision to create a truly personal home and lifestyle experience. The owner has an Abbreviated Site Plan approval for a 3-bedroom primary dwelling and a 2-bedroom apartment (ADU) Additional Dwelling Unit on the 2nd floor of the barn with storage on the first floor of the barn

Uniquely beautiful doesn't do justice to this newly constructed home designed by Homewrights Development. It is in the midst of the final touches and ready for occupancy in the spring of 2027. On a 16-acre property accessed from a low-traffic road, the winding driveway bordered by white pines and fields ends on a modest plateau. Hayfields and trees play a large role in this setting. The property is contiguous with a 150-acre farm which provides the rolling hills, and Homewrights used the services of a renowned landscape designer to anchor the home and pool with a selection of elms, oaks, maples, and ornamental grasses, all thoughtfully situated. On a practical level, there is a 14-zone irrigation system to keep everything nicely cared for. This designer has also laid out a stone path to be installed, leading to the front door. The two-story home faces east to the Berkshires, south to the neighbor's hayfields; while the western elevation has a stone wall enclosed barbecue and a planned

Calling all investors with vision! *. Discover a unique opportunity at this former Grange Hall in Millerton, NY. Rich in history and architectural character, this distinctive property offers approximately 2,880 square feet of reported main-level space, highlighted by an expansive former gathering hall with a stage and hardwood flooring. The building also features a substantial basement extending beneath much of the main level, offering additional space within the existing structure. The building's unusual layout and historic community roots create an intriguing opportunity for buyers who appreciate properties with character and potential. Recent improvements include newly installed ductless mini-split systems providing both heating and air conditioning, complementing the existing operational forced-air heating system. Conveniently located along Route 22 in Dutchess County, this one-of-a-kind property invites you to bring your imagination and explore what its next chapter could hold. Pr

Easy, Affordable, One-Level Living in Millerton! Welcome home to this 3-bedroom, 1-bath double-wide mobile home in well-kept Benwood Knolls Mobile Home Park Community. This home features a cozy yet spacious living room that opens to the dining area, a galley kitchen, washer/dryer hookup, and central air. Just off the kitchen is a covered back porch, perfect for sitting back, relaxing, and enjoying the level backyard with mature landscaping for added privacy. Heating is propane. The lot rent is currently $485.00 monthly & covers water, septic system maintenance, trash pickup, and road maintenance during the winter months, including snow plowing, sanding, and salting. Just minutes from the charming Village of Millerton to quaint shops, restaurants, art galleries, and everyday conveniences. Enjoy nearby parks, the scenic Harlem Valley Rail Trail, hiking, and outdoor recreation at Rudd Pond. Call today and start enjoying easy, small-town living in the beautiful Hudson Valley. Purchase is s

Introducing Gallatin Hill; a private country retreat on 21.5 acres with sweeping views across the rolling hills of the Hudson Valley. Perched high above the surrounding countryside, the property combines a bright, modern home, expansive outdoor living spaces and an in-ground pool in an exceptionally peaceful setting. The 2,240 sq ft home offers 3 bedrooms and 3 full baths. At its center is an impressive open living space with soaring vaulted ceilings, exposed beams and walls of windows that fill the room with natural light and frame the landscape beyond. The open kitchen features a large center island with seating and flows directly into the dining and living areas. A wood-burning stove anchors the living room, while oversized glass doors open onto a large deck overlooking the property and distant hills. The main level also includes the primary suite with custom built-in storage and private bath, along with two additional bedrooms and a second full bath. Downstairs, the finished walkou

Perched atop 13 private acres with breathtaking panoramic views of the Taconic Mountains, surrounding valleys, and distant Berkshires, this hilltop Colonial offers an extraordinary setting where spectacular sunrises and sweeping vistas become part of everyday life. Inside, the spacious floor plan is designed for comfortable living and entertaining, featuring two welcoming front parlors that capture the incredible views, a wood burning fireplace, a formal dining room, four bedrooms, and a generous additional finished room above the garage that easily adapts as a home office, media room, or guest space. The unfinished third-floor walk-up attic offers exciting potential for future expansion or abundant storage, while the bright walkout lower level is ideal for a recreation room, fitness space, workshop, or studio. The five-stall barn with electricity provides exceptional versatility for horses, hobbies, equipment, or recreational vehicles. An attached two-car garage and whole-house genera

Upper Rhoda Pond in Copake, New York (Southern Columbia County) is a very special place. About 2 hours from New York City, it is a private body of water with no public access. The waterfront area includes docks and a kayak to row out to your exclusive floating raft. This 3 bedrooms (plus office) has 3 bathrooms and is approximately 1944 square feet. The open floor plans lends itself to family, friends and entertaining. Wood-burning fireplace to warm up on those cool nights. Fiber-optic is on premises. The screened porch has panels, so that you can take in the country location and water views all year round. There is even a heater out there. The lower level has a sizeable family room and includes a pool table and ping-pong table. Storage has been very well organized and there is plenty of it. All this is sited on over 2.5 acres. There is a detached two-car garage and gardens. This central location makes it so convenient to so many cultural activities (Tanglewood, Catamount Adventure Mou

Tucked back from Route 82, The Cape at 2345 offers a peaceful setting with a deep, private backyard and plenty of potential for its next chapter. The home features three bedrooms and one full bath, complete with a deep cast iron tub. A full walk-up attic provides additional space and the potential to create one or two more bedrooms and an additional bathroom, depending on your needs and vision. An under-home garage bay offers convenient covered access especially welcome during rain and snowy Hudson Valley winters. The property is an estate and is being sold as-is. The home currently does not have electrical service. The electric company is aware of the property and has indicated that service can be reconnected once the existing wiring has been updated. Already cleared out and cleaned up, the home is ready for someone with vision and care to bring it back to life. With its quiet setting, flexible space, and opportunity to make it your own, The Cape at 2345 is ready for its next chapter

It's MAGIC at the TOP This extraordinary private and peaceful retreat rises into its living landscape with forever views across the Taconic Range to the Catskills-some of the most magical in the Hudson Valley. Set on 19 serene acres at the base of Mount Washington, the morning light rises over the Taconic Range, and by evening, the sun slips behind the Catskills, transforming the sky into a constantly changing display of gold, rose and crimson. And then there is the house. Architecturally refined, this deeply comfortable 5,540-square-foot residence was redesigned and renovated beginning in 2020. Modern living meets mountain majesty, with soaring spaces, dramatic natural light and endless walls of glass that bring the landscape into every room. The living room is a breathtaking space, with soaring ceilings and a wall of windows framing the Catskills panorama, anchored by a carved limestone fireplace. The effect is dramatic, yet the house remains warm, comfortable and wonderfully livable