Chatham NY Real Estate & Homes for Sale

Easy Living! Upgrades galore in this one-level manufactured home situated in the Breezy Hill mobile home community off Rte 295 in Chatham. Three bedrooms, two full baths, that have been recently renovated, a beautiful eat-in custom kitchen with quartz countertops and Samsung appliances. This home also boasts new vinyl windows, LVT and carpet flooring, a three-season insulated room and covered porch, a Generac generator. Lot lease is $540/month and includes water, sewer, trash removal, road maintenance, and snow plowing. Taxes are paid by the park owner, so the $540 includes taxes! This charming home sits up on a knoll tucked away for peace and tranquility. Enjoy summer entertaining on the beautiful stone patio! Two miles from the village of Chatham and 16 miles from Tanglewood.

If walls could talk! Quintessential country charm abounds in this two-story beauty situated in the sought-after hamlet of North Chatham, NY. This unique home has evolved over time with progressive styles built from eyebrow colonial to Greek Revival and the farmhouse cottage seen today. Occupied by only three different families since its origin, which dates back to the late 1700's, this property boasts a rich history that connects its lineage of occupants deeply to the North Chatham community. The thoughtful upgrades, completed by the home's current occupants (one being a NYC-based architect), have allowed for greater conveniences and aesthetic appeal, without compromising integrity, Original white pine floors throughout the living and sleeping spaces have been refinished, fully updated kitchen and dining room with high wood paneled ceilings and beams clad with barn wood from the property, two fully updated baths (potential to add a 3rd), a quaint breakfast room, formal LR and parlor, two gas fireplaces, original wood stove, first floor BR and laundry room; three BR's on the second floor, two staircases, front porches and a lovely rear patio. Situated on 10 acres with a beautiful pond and several outbuildings. A quick drive to downtown Chatham and Hudson for restaurants, galleries, breweries, and shops with easy access to Valatie, East Greenbush, and Albany. Don't miss a chance to own a piece of NY history!

Welcome to your new investment opportunity or cozy abode in the vibrant Village of Chatham! This delightful duplex, with a total of 5 bedrooms and 4 bathrooms, presents an enticing blend of convenience, comfort, and potential, all within walking distance to a myriad of amenities. From the farmers market to the post office, library, Crandell Theater, Chatham Brewing, banks, restaurants, and more, everything you need is within easy reach.Seize the opportunity for house hacking and bid farewell to renting. With one unit currently vacant and awaiting your personal touch, and the other unit already rented for $1,550, this duplex offers an excellent chance to start generating income immediately.Schedule a viewing today!

Renard Estate: A 101-acre Country Home & Horse Farm in Old Chatham. Nestled in Hudson Valley with rolling hills, a private pond, and total privacy. Equestrians have trails, fishing fans get Kinderhook Creek frontage. The turnkey home features 7 bedrooms, an ideal kitchen for entertaining, and outdoor spaces with a Bluestone Patio, heated pool, stone barbecue, and more. The property has mature plantings and a 13-stall barn with a heated tack room. Enjoy fishing, kayaking, and water adventures on Kinderhook Creek. Renard Estate blends nature and luxury in Hudson Valley. Claim your paradise today.

Introducing The Renard Estate: A Picturesque Country Retreat in Old Chatham.Prepare to be enchanted by Renard Estate, a sprawling 101-acre Country Home and Gentleman's Horse Farm nestled in the heart of Old Chatham. This unique property perfectly embodies the essence of Hudson Valley living and serves as the ultimate family compound.As you arrive, you'll be greeted by the charming sight of rolling bucolic hills and serene vistas, setting the stage for complete privacy. The property's crown jewel is a serene 2.5-acre private pond, adding a touch of elegance to the landscape. Accessible via a long circular driveway, it guides you into this idyllic hillside setting.This property fulfills the dreams of equestrians and nature lovers, offering full horse facilities and meandering riding trails. It also boasts a quarter-mile of Kinderhook Creek frontage, a paradise for fishing enthusiasts.The turnkey home boasts seven bedrooms, four baths, and inviting living spaces. The living room exudes coziness, while the spacious dining area features a captivating stone fireplace. The kitchen, with its welcoming center island, forms the heart of the home, designed for hosting and entertaining family and friends.The outdoor spaces are equally captivating, featuring a Bluestone Patio, a heated in-ground pool, a rustic stone barbecue, a basketball court for lively games, and a kids' playground. The land is adorned with mature plantings and old trees, as well as a flourishing vegetable and flower garden.For those who share a passion for horses, a remarkable 13-stall horse barn awaits, complete with a heated tack room for added convenience. Outdoor riding facilities, paddocks, and run-in sheds provide comfort and shelter for your four-legged companions. Exploring beyond the horse barn, you'll discover a versatile Pole Barn and a recreation shed.Follow the siren call of Kinderhook Creek, a classified Trout Stream, and let your fishing rod, kayak, and water adventures come to life.Renard Estate offers a unique opportunity to own a piece of paradise where nature and luxury seamlessly harmonize.

River Road, set amongst the rolling hills of picturesque Hillsdale you'll find this turn of the century farmhouse set on 20 acres of sprawling meadows and wildflower fields. The storybook approach follows River Road alongside the rushing Green River and up a private drive overlooking mountain ridges and whimsical tall pines. The c1890 farmhouse welcomes you with its wraparound porch and fieldstone front steps. Inside the rooms are large, the living room and master bedroom are both anchored by a magnificent stacked stone fireplace, recently restored and in use. The dining room opens to the wrap around porch through french doors, and when opened the sound of the rushing Green River flows through the house. Tucked around a corner you'll find an outdoor shower overlooking the water. The kitchen is recently redone with brand new appliances and herringbone countertops, and the ground floor features an office and a full bath, which could be used as a fourth bedroom. Upstairs, all three bedrooms have ensuite baths with wonderfully deep soaking tubs, each with beautiful views of forest, pond and river. Windows, siding, roof, insulation, HVAC and floors are all brand new, allowing the next owner to own a beautiful antique farmhouse with little to no maintenance. A separate studio lies up the hill, used for creative projects by the current owners but open for future possibilities. This incredibly charming property is just 10m to the village of Hillsdale, 15m to Great Barrington and 2h to NYC.

Welcome to this beautifully updated home, boasting 3 BR's and 1.5 BA's and 1,920 square feet of comfortable living space. Situated on a generous 2.8-ac lot, this property offers a serene country setting within the Chatham CSD. As you step inside, you'll find updates throughout, including modern light fixtures that add a warm ambiance to each room. The kitchen comes equipped with updated appliances, and the newer washer and dryer provide added convenience for laundry tasks. A new hot water heater and water softener system ensure reliability and comfort. The sunroom is a delightful space to relax, with lovely views. Outside, you'll enjoy an above-ground pool, the perfect space for summer days, and a detached 2-car garage offering ample storage or workshop space. Don't miss out on this one!

There are few homes as fine a seed as this one. Set on a quiet 6.9 acre parcel in the rolling hills of Chatham, The Seedling is a beautiful custom designed home with room to grow. The home lives large, with the centerpiece being a lofted great room, featuring a double helix staircase to an oversized loft, and a granite hearth. The soaring windows and sliding doors bring light streaming into the open plan living and dining rooms, and there is ample room to entertain. A fully equipped kitchen and powder room round out the living space. The primary suite features two sets of sliding doors for privacy, and a large and light-filled bedroom with sliding glass doors to the yard. Downstairs, you'll find a huge finished basement, ripe to be set as a guest suite, entertainment room, or a combination of uses. The basement is 502 square feet with dedicated laundry and storage rooms.

There are few homes as fine a seed as this one. Set on a quiet 6.9 acre parcel in the rolling hills of Chatham, this home was custom designed by the current owner and Knight Architectects of Blue Hill, ME. Designed along the principals of the not-so-tiny'' house, The Seedling is a beautiful custom designed home with room to grow. The land is a mix of lawn and hillside forest, with thoughtful landscaping and a flower garden. Hike to the top of the hill and catch a Berkshire view, or simply sit on the teak screened porch and take in a spring breeze, while wild turkeys or fawns totter past. The home lives large, with the centerpiece being a lofted great room, featuring a double helix staircase to an oversized loft, and a granite hearth. The soaring windows and sliding doors bring light streaming into the open plan living and dining rooms, and there is ample room to entertain. A fully equipped kitchen and powder room round out the living space. The primary suite features two sets of sliding doors for privacy, and a large and light-filled bedroom with sliding glass doors to the yard. Downstairs, you'll find a huge finished basement, ripe to be set as a guest suite, entertainment room, or a combination of uses. The basement is 502 square feet with dedicated laundry and storage rooms.The not so tiny house'' is designed with balance in mind. Small and mighty, this painstakingly considered layout can accommodate any group or activity, while keeping family and friends close. You can chat with guests while cooking, or hear the crackle of the fireplace from the loft, currently set as an office space. The Seedling can punch above its weight while keeping maintenance costs and labor low. It's the perfect escape from City life, or an ideal full time home for an individual or small family.Chatham is conveniently located just 30 minutes from the conveniences of Albany and 35 minutes to Hudson's Amtrak station, but the charms of the small towns of the Hudson Valley and Berkshires make it all the more special. Enjoy concerts at Tanglewood in the summer, or go antiquing or farmers market hopping in the hamlets of Chatham, Ghent, and Kinderhook. The Taconic Parkway will deliver you to uptown Manhattan in just over 2 hours.

Nestled amidst the serene landscapes of East Chatham, NY, 562 New Concord Rd beckons with an aura of timeless elegance and luxury. This meticulously crafted chalet, spanning 18 acres of picturesque countryside, offers a sanctuary of unparalleled comfort and sophistication. Step inside to discover a efficiently designed interior boasting three bedrooms, including two en-suites, and three bathrooms, ensuring ample space for relaxation and rejuvenation. The heart of the home unfolds with an inviting open floor plan, where an inclusive kitchen, living, and dining area awaits. Bathed in natural light streaming through large windows, this welcoming space exudes warmth and tranquility. Hardwood Oak floors grace the interiors, adding a touch of refinement to every step. Ascend to the second floor and be captivated by the enchanting loft area, overlooking the living space below. Perfect for quiet reflection or intimate gatherings, this loft serves as a versatile retreat within the home. French patio doors off the living area beckon you to step outside onto the expansive partially covered deck, where breathtaking views of rolling hills and pastures unfold. Whether savoring morning coffee or hosting soirees under the open sky, this outdoor oasis offers the epitome of al fresco living. Meticulously manicured lawns envelop the residence, creating a verdant backdrop for outdoor pursuits and leisurely strolls. The private primary bedroom beckons with its serene ambiance and thoughtful amenities. Discover a spacious sanctuary complete with a large walk-in shower, walk-in closet, and French doors that open onto the covered deck, inviting the beauty of the outdoors in. Modern comforts abound, with new efficiency mini-split heat and A/C ensuring optimal climate control throughout the seasons. Additionally, hot water baseboard heating provides backup, ensuring comfort and convenience year-round. Beyond the confines of the home, far-reaching 18 acre grounds awaits exploration. Whether basking in the tranquility of nature, partaking in outdoor activities, or simply enjoying the idyllic surroundings, this property offers an opportunity to embrace a lifestyle of luxury and leisure.

This extraordinary, newly updated 16 acre oasis offers a tranquil retreat for the weekender or if you are lucky to live here full time. Meander down the paved 1/4 mile driveway and your private world of serenity awaits. Included is a stunning kitchen with new granite counter tops, built-in appliances, custom inlaid hardwood floors, newly updated baths and trim. The open floor plan allows you to entertain guests while you're in the kitchen. After dinner you can retreat to the family area with propane fireplace or for those warm nights exit to the oversized decking. Just some of the amenities this home boasts are a lighted tennis court, in-ground pool and spa, knotty pine paneled billiard room and sauna. Updated HVAC system, well pump and roof. The oversized 3 car garage features a 50 amp RV/EV hookup. Just 30 min to Hudson.

Welcome to the Elijah Hudson homestead and farm, nestled in the hamlet of Malden Bridge, NY. Steeped in rich history dating back to the mid1700s, this property boasts a captivating past as a colonial-era inn, meeting place for traveling preachers, and farm of a co-founder of the Federal Stores mercantile (Old Chatham). The homestead, lovingly restored over decades, offers a glimpse into the region's storied past, with original features meticulously preserved alongside modern updates for comfortable living. The property encompasses 43 acres of picturesque land, including sprawling fields, pristine gardens, and tranquil woods teeming with wildlife. Two meticulously restored barns, including a stunning German horse barn and a Dutch dairy barn, stand as testaments to the property's enduring legacy. The Dutch barn, fully rebuilt in recent years, presents a blank canvas for the next owner's vision, while the German barn offers versatile finished spaces for entertainment, hobbies, and more. Experience the best of country living in this idyllic retreat, where generations have gathered to celebrate life's milestones and forge lasting memories. With its proximity to local amenities, recreational opportunities, and vibrant community life, the Elijah Hudson homestead offers an opportunity to own a piece of living history in the heart of upstate New York. Don't miss your chance to write the next chapter in this timeless legacy. Property Improvement Highlights This meticulously maintained property has seen numerous upgrades and renovations over the years, ensuring modern comfort without compromising its historic charm. Recent improvements include an upgraded bath and laundry rooms, a complete restoration of the Dutch barn, and exterior painting of both barns, among others. With a commitment to preserving its heritage while embracing modern living, the Elijah Hudson homestead is ready to welcome its next steward into a future filled with possibility.

Set on a private hilltop wrapped in 8.1 acres of tranquil land. This 2-bedroom, 3-bathroom home with a spacious contemporary design emphasizes open concept, natural light and scenic views.The home features cathedral ceilings that soar over 20+ ft high, with floor-to-ceiling windows enhancing the sense of space and openness. The natural wood flooring throughout adds warmth and a rustic charm that complements the modern feel. The expansive open living area integrates the eat in kitchen, perfect for entertaining. Adjacent to the great room with a wood stove is a cozy sunroom (which most recently was used as a first floor bedroom w/ Full BA ). Beautiful custom library filled with shelving serves as a private retreat or office.Two 2nd floor bedrooms with Juliet balconies on each share a full bath. Outdoor living spaces are equally impressive. The property includes an in-ground swimming pool surrounded by a flagstone patio, multiple decks and gardens...an oasis with stunning views.Two outbuildings including a 12x30 pole barn, and a shed. Perfect for various hobbies or storing equipment and tools. A two-car garage underneath the home for easy access. This hilltop home is more than just a residence it's a haven for those who value privacy, natural beauty. Whether it's watching the sunrise from a deck, enjoying a swim against a mountain backdrop, or simply relaxing in the sunroom, this home offers a unique lifestyle opportunity in a stunningly beautiful and secluded setting.Only 10 mins drive to the Village of Chatham and Kinderhook 20 mi.to the Berkshires.Follow direction to MAILING ADDRESS 58 REED RD VALATIE NY

This luxurious Estate is nestled in the heart of Horse Country in bucolic Columbia County. Set on a secluded road with stunning views from every window, this estate is more than a home; it's a retreat for those who appreciate privacy, luxury, and an intimate connection with nature.The open floor plan in the main house provides a perfect place for large gatherings and entertainment. The living Room has expansive cathedral ceilings with massive stone floor to ceiling fireplace. Large windows frame stunning outdoor views on every side. Glass doors open to the large slate patio overlooking the swim pond and rolling hills, providing a seamless transition for indoor outdoor living, ideal for dining, relaxing, and soaking in the open views.The home offers a rare blend of luxury, space, and privacy on 77+ breathtaking acres. With proximity to the Berkshires and Hudson, this property is an oasis of peacefulness and natural beauty, presenting an unparalleled lifestyle opportunity. Meander through the property amongst pastures, woods, and streams on your land.The kitchen features a massive island complete with breakfast nook, sub-zero fridge and Viking stove, and a Bosch dishwasher a chef's dream. The Master Bedroom features two ensuite bathrooms, designed with comfort and luxury in mind.A bonus game room/den, alongside a large wine cellar and a state-of-the-art gym, ensures there's always something fun.The additional two Bedrooms in the main house have ensuite bathrooms as well as beautiful views.Walk through the breezeway to a versatile guest house above an oversized two-car garage. Perfect as an additional bedroom suite or two, complete with a large storage and mud room areas.Located in prestigious Chatham, home of the Chatham HUNT CLUB, you are moments away from the cultural and recreational offerings of the Berkshires andHudson. This is where luxury meets country living at its finest.Don't miss the chance to own this exquisite property, where every detail is designed for the most discerning buyer. Embrace the luxury of space, the tranquility of nature, and the convenience of location, all in one.To schedule a private viewing and for more information, contact us today.

The Every House has the soul of an artist and offers a little something for everyone. A Pond for reflecting, a pool for a cool dip. A quiet road to walk on. Proximity to Chatham for life's essentials. The mudroom is where you'll start, shedding boots and coats. Upstairs a country kitchen looks out over the grounds, keeping things in perspective. The living room is large enough for formal and informal to coexist, anchored by the fireplace. The sunroom serves as a dining room for light filled soirees. First floor bedroom with full bath with steam shower. Upstairs,3 large bedrooms (one with fireplace) are eclectically laid out for privacy and rest. The third floor offers storage or additional living space. The garage has a two bedroom, two living room apartment with full bath and kitchen.

Contractor Special: Former office building ready for transformation to housing. Convert three offices to bedrooms and expand half baths to fit your needs. Common areas can accommodate open living/dining/kitchen concepts. Attached shed serves as ample storage. This 1.5 acre lot also features a detached cinderblock outbuilding. Wide board floors throughout. Bring your vision to this blank slate just outside of Chatham Village.

Former Schoolhouse Completely Redone 1840s One room schoolhouse with the most amazing floors and exposed beams. Come in through the original entrance! The classroom is now a living room with a fireplace and full bath. The expansive and well appointed kitchen has all locally crafted handmade cherry cabinets. A den just off the kitchen is perfect for a post dinner chat. The french doors lead out to a stone patio, a small barn and the old outhouse! Upstairs there are two huge bedrooms with large closets. Set on over 5 acres on a gorgeous country road.

A long winding country road, a dirt driveway, a fifty acre sanctuary. This stunning post & beam barn house sits on a one acre pond amid fields & fields of wildflowers and deep pine forest. Built by a premier builder in the area, the contemporary home has 20ft ceilings, a giant expanse that feels warm and inviting. The home is longer than it is wide with a substantial kitchen at the center. A large island and dining table run side by side, and you'll find high end appliances in a sharp, polished black finish. A wood burning stove sits between the kitchen and living room, and a den sits in the northwest corner. This entire first floor looks out over the pond to the fields in the distance. Upstairs, you have a giant open loft overlooking the main living space, a bedroom with gorgeous views of the property and a full bath. Antique fixtures such as faucets, sinks and hardware are interspersed throughout the home, and the post and beam construction incorporates reclaimed hand hewn beams, making this new build feel authentic and well beyond its years (in a good way). Radiant heated concrete floors span the lower level of the home where you'll find three bedrooms. Two share a full bath, and one is ensuite with a large, walk-in closet and glass doors leading outside to a pebble patio overlooking the water. There is also a sitting room on the lower level, light and bright, with sliding glass doors that lead outside. The entire house is west facing and enjoys fabulous sunsets. A cottage is tucked back against the tree line, as charming as could possibly be with a full kitchen, a large bedroom and a full bath. 2.5h to NYC, 2.5h to Boston, 30m to Hudson and Amtrak. Dorland Farm is a little slice of Hudson Valley heaven.

Contemporary 2BR Chalet, origially guest house on 22 acre Estate Property. The main house burned down, but the foundation, well and septic are ready for the next owner. Property has expansive view to the South and West. Possibility of subdivision separating property into separate parcels for family compound or individual development. Property is minutes from the business district of New Lebanon with restaurants and other stores. 15 minutes to skiing at Jiminy Peak and access to the Berkshires, Tanglewood, Pittsfield ad Great Barrington.

Custom designed and built country contemporary in a very quiet setting. This light filled home offers almost 4000 sq ft of spacious, one level living. The finished living area is ADA compliant with open floor plan and wide passages. The Great room is central to the home and leads to additional gathering rooms, breakfast area, screened porch and stone terrace. There is an en suite master, with 3 additional bedrooms , 1 1/2 baths, plus laundry. The basement is substantial and dry, great for storage, or create a gym or media room. The whole house generator relieves any anxiety about power outages. This 5 acre setting is peaceful, a mixture of open and woods, with a small pony barn barn and fenced paddock. A fabulous location only 5 minutes to the Taconic State Parkway, 10 minutes into Chatham village, and 25 min to Hudson or Great Barrington.

A magnificent move-in-ready, sun-drenched home, offering the perfect blend of style and comfort, awaits you. LINK TO VIDEO: https://www.youtube.com/watch?v=wELNnZxfT1I This elegant, newly renovated 4 bed/4 bath central air equipped home, is situated on over 3 private acres and offers a plethora of features that exude comfortable country living. The outdoor space and large deck is a haven of beauty, relaxation and entertainment. A recently added and gated, heated saltwater pool and beautiful stone deck, accompanied by a large private jacuzzi beckons, promising refreshing dips and serene evenings. Step inside and the heart of this residence comes to life with an exquisitely renovated chef's kitchen, boasting top-of-the-line appliances, inclusive of a wine fridge, which caters to culinary enthusiasts. Freshly painted with new wood floors throughout, updated bathrooms and lighting, leave little to do but decorate. The layout of this home offers flexibility to suit various lifestyles. The master suite includes a fireplace and a spa-like bath, providing a serene retreat within your own abode. The great room, characterized by its vaulted ceiling and a grand wall of windows, frame the picturesque views of the sprawling backyard, while creating an inviting ambience perfect for entertaining. A huge walk out lower level allows for a gym, pool table and other gaming options to delight your guests. Complete with full bath and wet bar, this space can quickly transform into your fifth bedroom. Enveloped in a country setting, this property offers a peaceful sanctuary away from the bustle of city life, while remaining mere minutes from Kinderhook Lake, the Empire Trail and the charming towns of Kinderhook and Chatham. This home offers everything for the discerning buyer.

Investment Opportunity - Location, Location, Location1900 charming Chatham Village home, in walking distance of everything (movies, restaurants, shops and more) the village has to offer. The kitchen and bathroom were recently renovated and the home has municipal water and sewer. This property is currently rented for $1700 per month and leased through the end of September, 2024. Tenant pays their own utilities and there is great income potential. Call to arrange a visit.

The Every House has the soul of an artist and offers a little something for everyone. A pond for reflecting a pool for a cool dip. A quiet road to walk on. Proximity to Chatham for life's essentials. The mudroom is where you start, shedding boots and coats. Upstairs a country kitchen looks out over the grounds keeping things in perspective. The living room is large enough for formal and informal coexist, anchored by the fireplace. The sunroom serves as a dining room for light filled soirees. First floor bedroom with full bath and steam shower. Upstairs 3 large bedrooms. Third floor office. Amazing carriage house with 2 bedroom apartment. Fruit trees and gardens!

Investment Opportunity - Location, Location, Location1900 charming Chatham Village home, in walking distance of everything (movies, restaurants, shops and more) the village has to offer. The kitchen and bathroom were recently renovated and the home has municipal water and sewer. This property is currently rented for $1700 per month and leased through the end of September, 2024. Tenant pays their own utilities and there is great income potential. Call to arrange a visit.

This property offers the best of two worlds-village life and a private 58-acre retreat! Walk to the Village of Chatham to enjoy fine restaurants and a movie, sit by the fire listening to the creek out back, or explore your trails. Imported from British Columbia, this impressive log home has a first-floor master suite, a kitchen for entertaining, and a welcoming flow with vaulted ceilings and large windows to allow the outside views in. The second floor has two bedrooms, a bathroom, and a common area overlooking the main living area below. The bottom level has a family room with a wood-burning stove and extra space to finish to fit your needs. The large outbuilding is currently used as a garage and holds eight cars. It is 2400 square feet with studio space above with a separate entrance. 20 min to Hudson, Amtrack. Close to Skiing (Catamount, Bousquet, Butternut, Jiminey Peak) and Hudson Valley and Berkshire attractions. Two hours NYC