Old Chatham NY Real Estate & Homes for Sale

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 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 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 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.

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.

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