47 houses for sale in Shekomeko

A great country house reveals itself through its relationship to the land, the proportions of its rooms, and the pleasure of spending time there. At Heron Hill, these qualities come together in a Greek Revival home set on 38 acres in Pine Plains, in the heart of Millbrook Hunt Country. The white clapboard facade, framed by rolling lawn and clipped boxwood, has a pleasing balance and quiet presence. A columned entrance establishes the house’s classical character, while the surrounding landscape opens to long views across fields and wooded hills. Within, the house offers a sequence of rooms that feel both substantial and intimate. Rich wood paneling, a coffered ceiling, and two wood-burning fireplaces lend warmth to the principal living space, where a curved staircase rises to a wood-paneled upper landing. A lacquered library provides a more secluded place to read or work, while the dining room and window-lined sunroom accommodate the sociable rhythms of country life. The kitchen is arra

Middlefield, an exceptional 45-acre Hudson Valley estate designed by AD100 architect Gil Schafer, is a masterful interpretation of Classical architecture. The residence reflects Schafer’s celebrated approach to the American country house; timeless in its proportions and craftsmanship, yet relaxed, comfortable, and entirely suited to modern life. Approached by a winding drive through mature trees and native plantings, the Greek Revival residence is beautifully sited within its private landscape. A classical double-height portico and gracious proportions give the house a timeless presence, while expansive windows connect the interiors to the surrounding gardens, lawns, and woodland. A gracious center hall opens to beautifully scaled living and dining rooms filled with natural light. Throughout the house, newly installed antique wide-plank floors, custom millwork and hardware, antique mantels, and carefully considered architectural details create warmth and character. A generous three-sea

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

Looking for a Dutchess County home with acreage, mountain views, guest accommodations, and flexible living space? Set on 5.16 acres in Stanfordville, this one of a kind property offers nearly 2600 square feet of living space along with an expansive outdoor oasis, multiple outbuildings, and separate accommodations currently used as an Airbnb. Inside the 4 bedroom, 2.5 bath main home, a spacious kitchen offers abundant cabinetry, generous counter space, stainless steel appliances, and a large peninsula. Multiple living and dining areas and a dedicated home office provide room to spread out, while a wood-burning stove framed by an exposed brick wall creates a distinctive gathering space with direct access to the expansive back deck. Upstairs you will find 4 spacious bedrooms, including a primary suite with a private bath and balcony. The apartment is above the detached 2 car garage, with a separate exterior entrance, separate utilities and dedicated elevated deck, creating added separatio

Presenting Hunns Lake House, an inviting country home set along the shores of Hunns Lake, a private residential lake tucked into the countryside of Stanfordville. The property features 150 feet of lakefront and beautiful water views from nearly every room, including a striking glass-enclosed dining room that looks out over the lake. With no motorboats permitted, lake life here is truly irresistible. Enjoy morning swims, afternoons kayaking or paddleboarding, and long evenings watching the light move across the water. Built in 1960, the three-bedroom, two-bath home offers an expansive 3,688 square feet, all on one level. Generous rooms and abundant windows fill the house with natural light. The glass-enclosed dining room opens directly into the living room, where a beautiful stone fireplace brings warmth and character. The large country kitchen centers around an island with plenty of room to cook and gather, while an incredibly spacious family room with a wood stove offers another place

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.

3BR/1BA w/ 50 FT LAKE FRONTAGE STANFORDVILLE/HUNNS LAKE Enjoy the wonderful lake life at beautiful Hunns Lake in Stanfordville. Over 50 feet of lake frontage brand new to market. At this home, the sun rises in your kitchen & sets in your living room! Stunning lake and sunset views from multiple areas throughout this home. Open kitchen with wood burning stove and large center island offers dining with lake views! Entertain your guests with a lovely back patio setting or scenic sunsets over the lake while relaxing in the living room. Beautiful interior design includes hardwood floors throughout, lovely rustic wood work decor w/ country & tile, wine racks & extra large fish tank if desired. Central location to Millbrook, Rhinebeck, Pine Plains & Millerton. A nature & lake enthusiasts paradise. Whether your fishing, boating, kayaking, ice fishing, ice skating, or enjoy a nice, quiet walk around the lake, this wonderful community will greet you with a smile. Perfect for primary residence or

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

Welcome to historic Stissing hamlet in Stanfordville NY within bucolic Dutchess County. This Circa 1875 side hall Colonial is charming and spacious. Set on 4.1 acres, the property is inviting and tranquil. The front door opens to a foyer stretching the entire width of the home to the back entrance additional foyer. There are beautiful wide-board hardwood floors throughout the main living space. The open living room nicely connects to the formal dining room with period pocket doors. The extra cozy and bright country kitchen features an oversized brick wood-burning fireplace with mantle. Windows galore overlooking the lawn, and recessed lighting make this a cheerful room to spend time in. There is a covered stone porch off the kitchen entrance as well. A half bath with washer/dryer is also on this level. Upstairs off the landing are four bedrooms and two full bathrooms. The walk-up attic is accessed here as well. A second staircase goes back down to the kitchen area. Outside the property

Welcome to your newly rebuilt from the ground up home that sits on a peaceful. 22 acres of land but is surrounded by beautiful untouched property with a mountain view that makes it appear you have hundreds of acres. Outside you will see a brand new asphalt architectural shingle style roof complete with copper flashing around the chimney. CVG siding (clear vertical grain) wrap the home again with copper drip cap all around the foundation between it and the sill plate. New Pella windows, Brosco fiberglass entry doors in the front and rear, a new 1000 gallon plastic septic tank & new pressure treated grade A pine decks in front and back to enjoy early morning sun or evenings sitting under the stars with zero light pollution. Enter into the brand new kitchen complete with concrete counter tops, marble backsplash & stainless LG appliances. Walk through the open layout towards the front of the home and you'll notice the original wide plank pine floors that shine like they're not a hundred ye

Presenting Hunns Lake House, an inviting country home set along the shores of Hunns Lake, a private residential lake tucked into the countryside of Stanfordville. The property features 150 feet of lakefront and beautiful water views from nearly every room, including a striking glass-enclosed dining room that looks out over the lake. With no motorboats permitted, lake life here is truly irresistible. Enjoy morning swims, afternoons kayaking or paddleboarding, and long evenings watching the light move across the water. Built in 1960, the three-bedroom, two-bath home offers an expansive 3,688 square feet, all on one level. Generous rooms and abundant windows fill the house with natural light. The glass-enclosed dining room opens directly into the living room, where a beautiful stone fireplace brings warmth and character. The large country kitchen centers around an island with plenty of room to cook and gather, while an incredibly spacious family room with a wood stove offers another place

This cozy Craftsman-like country cottage is located on beautiful Hunns Lake Road in bucolic Dutchess County. Many recent upgrades make this more than move in ready. Situated high off the road, the house is bright with sunlight. The entrance is charming with a covered porch, trex flooring and new doorway. Hardwood floors are throughout the home. This Two Bedroom + Bonus Room retreat is all on one comfortable level. The open, easy floor plan flows nicely from Living and Dining. There is a brick fireplace with mantle flanked by two windows that anchors the living room. The renovated chefs kitchen is delightful with all new custom cabinetry, appliances, sink and fixtures. Recessed lighting is nicely installed throughout the home. A newly renovated full bathroom is smart and tasteful. The primary bedroom also has a full bathroom set up, however has not been built out yet. Outside features a two car garage, mature lawns, and stone patio. The back and side yards have nice buffer of trees and

Privately tucked away on just under 10 secluded acres along the coveted Sharon, Connecticut border, this extraordinary offering captures breathtaking panoramic vistas stretching across both New York and Connecticut. From sunrise over the rolling hills of Sharon to endless western skies, the views are nothing short of awe-inspiring. Surrounded by protected land, the remarkable setting ensures lasting privacy and preserves the natural beauty that makes this location so special. Perfectly positioned between the vibrant Village of Millerton and the charm of Sharon, the property offers an ideal balance of seclusion and convenience. Currently improved with a charming one-bedroom cottage, the property is ready to be enjoyed immediately while offering exceptional future potential. An existing septic system and Board of Health approval for a four-bedroom residence provide the opportunity to create a dream home without the uncertainty of starting from scratch. Whether you envision a sophisticate

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

Set high on a gentle hill and well back from a quiet country road, this move-in ready, beautifully renovated and meticulously maintained midcentury modern ranch offers privacy, comfort, and an easy Hudson Valley lifestyle on one, very private acre. Ideally located just five minutes from Stanfordville and Pine Plains and approximately 20 minutes from Rhinebeck, Millbrook, and Millerton, the property is within easy reach of the region’s charming villages, boutiques, restaurants, farmers markets, galleries, and everyday conveniences. Inside, the light-filled home has a warm, inviting feel and an effortless flow. The spacious living room is anchored by a striking stone fireplace, while the open, beautifully renovated kitchen and dining area create a natural gathering place for everyday living and entertaining. There are two bedrooms and two full baths, along with a flexible den/office that can easily accommodate overflow guests. A full basement offers additional possibilities for a family

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 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

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

Quintessential Village Colonial Full of character and charm, this inviting 1890's village gem offers great bones, generous living spaces, and the convenience of a walk-to-town location. Beautiful hardwood floors and classic architectural details blend seamlessly with thoughtful modern updates. A bright updated kitchen with a spacious center island opens to comfortable dining area while two additional gathering spaces offer room to relax and entertain. Outside, mature trees, established plantings, and a spacious backyard create a lovely setting for outdoor enjoyment. A welcoming covered porch completes the picture. A wonderful combination of historic charm, modern comfort and village convenience

Welcome to the Village of Millerton! This move-in-ready 3-bedroom, 1.5-bath home features new laminate flooring in the living room, dining area, and bedrooms. A full basement offers laundry facilities, a water softener, and potential for additional finished space. Enjoy the added living area of a three-season room featuring wall-to-wall carpeting, a propane stove, and storage, with access to a deck overlooking the backyard. The back door also provides access to the deck, creating a convenient connection to the outdoor space. An additional 0.42-acre parcel (Parcel ID# 13388972710064226-00) is included in the sale, bringing the total property acreage to approximately 0.63 acres. A great opportunity to enjoy village living with extra land, indoor comfort, and potential to make the space your own

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

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

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