Old Chatham NY Real Estate & Homes for Sale

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.

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 legacy.

Welcome to this stunning farmhouse built in the late 1800s in the charming hamlet of Old Chatham. This home has been tastefully redone while still retaining its historical charm. You'll fall in love with this three-bedroom, two-bath house featuring newer appliances, a roof, a septic system, a new 270 ft well, and radiant heated floors. With plenty of parking space in front of and inside the two-story barn, you will have enough room for all your vehicles, and don't forget about all the storage available on the second floor. The house has a section used as an Airbnb with its own entrance, bathroom, and kitchenette. This section of the home can also be used as a family room or an extra bedroom. The fenced-in yard is perfect for your furry friends, and there's even a dog door from the kitchen. Come see this home in person and admire its glory in an ideal neighborhood a stone's throw away from the Old Chatham Country Store and historical Jacksons' Pub and Grill. The house's perfect location is just 2.5 hours from NYC and Boston, close to the Berkshires, and only 10 minutes from Chatham's main street. This is a rare opportunity to own a piece of history with modern amenities, so don't miss out!

An extraordinary, newly updated, 16-acre oasis offers a tranquil retreat. Approach down the newly paved -mile driveway, and your private world of serenity awaits.Included is a stunning kitchen with new granite counter tops, built-in appliances and custom inlaid, hardwood floors, newly updated bathrooms and new trim.The open floor plan allows you to entertain guests while you cook, and after dinner enjoy sitting around the gas fireplace. The home boasts an array of exceptional amenities including a lighted tennis court. 40-foot, in-ground pool and spa, a knotty-pine paneled billiard room, and sauna.This home has been meticulously maintained, including an updated HVAC system, new well pump, and new roof.The oversized 3-car garage features a 50-amp RV/EV hookup.

Wonderful opportunity close to the Berkshires. Quiet dirt road with usable land finds this mid century country retreat. Open floorplan with great room to kitchen. Fireplace for the cozy winter and late spring fires. Double sets of doors to a huge screened porch and deck. Warm wood floors and high ceilings with beams. Three bedrooms. One en suite. Primary has great storage and light. Lower level with 3/4 bath, and two other rooms. Media and studio rooms, or whatever you imagine. Recently renovated and used as a year round country retreat. Attached garage with shelves for skis, mountain bikes and hiking gear. Chicken coop to round out the country feel. A usable piece of land for summer picnics, and yard games. Maples to tap and rock out croppings to climb. Charming.

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.

A setting surrounded by classic Columbia County views of rolling hills and bucolic farmland, smack in the middle of Old Chatham hunt country is the ideal location for this grand, turn of the century five bedroom farmhouse with a in-law suite, guest cottage, in-ground stone pool, pedigree three story barn, a studio outbuilding, and three car garage. A traditional layout prevails throughout with a gracious entrance complete with dutch door, stone flooring and a wood burning fireplace. The large, light filled country kitchen is the heart of the home with expansive views and doors leading to a deck and sublime stone patio, making it ideal for entertaining. The first floor is complete with three more fireplaces and many more rooms for dining, gathering, studying, reading and creating. The second floor incudes a primary suite, three more bedrooms and a full bath, all flooded with light and views. As an added bonus, an guest suite with a private entrance and kitchen is located on the lower level. Two separate parcels make up the almost 170 acres of prime farmland and is maintained by a local farmer which gives you the luxury to enjoy an expansive country lifestyle without all the work. Peace and quiet abound but just around the corner you will have the convenience of The Old Chatham Country Store and only a12 minute drive brings you to the town of Chatham.If you are looking for a classic country lifestyle this property is not to be missed.

One of the few brick Georgians in Columbia County, the Samuel Wilbur House is a stately reminder of the past. Wilbur, a NYS Senator during the Colonial era, created a home of outstanding beauty and balance. Huge original barns, renovated Carriage House, 20 x 40 heated, saltwater pool, bluestone patios and stream give the outdoor space an instant country feel. The home consists of five separate but connected living spaces, each with their own kitchen, baths and bedrooms. A family compound in a single building, a small inn or bed and breakfast. All of the finishes are of the highest quality, with many of the original details intact. The floors have over a century of patina, the moldings are hand crafted, the fireplace mantels works of art, exposed beams and bricks lend interest to the ceilings and walls. Updated where it's needed, particularly in the main kitchen where modern aesthetics give clean thought to this antique beauty. Wonderful new windows bring in the light and amazing original windows, including the original Palladian window in the upper hall