Chatham NY Real Estate & Homes for Sale

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

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

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,FOUNDATION:Brick,Masonry,Block,Concrete,OTHERROOMS:Library/Study,Sun Room,In-Law,Workshop,Formal Dining Room,Great Room,Office/Computer Room,AboveGrade:5195,AMENITIES:Pool,ROOF:Asphalt Shingles,FLOORING:Tile,Ceramic Tile,Wood

Back on the market with new work done. Old shed gone, new septic system and new well. Some new framing inside. A diamond in the rough, down to the studs. Needs electric, plumbing, insulation, and all your finishing touches. Patio doors to a nice backyard, original wood floors to be redone, new windows, newer roof, new garage, spacious wrap around porch. Right on 295 close to TSP, I90, and the Berkshires for skiing and culture.

Back on the market with new work done. Old shed gone, new approved septic system for 4 bedrooms and new well. Some new framing inside. A diamond in the rough, down to the studs. Needs electric, plumbing, insulation, and all your finishing touches. Patio doors to a nice backyard, original wood floors to be redone, new windows, newer roof, new garage, spacious wrap around porch. Right on 295 close to TSP, I90, and the Berkshires for skiing and culture.

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. 20x50 heated pool and bluestone patio. Deck and covered porch. Pond and stream. 70x40 fenced vegetable garden with pear, apple, cherry and plum trees. Multiple berry bushes. Professionally landscaped.

This is a unique opportunity consisting of two gorgeous, updated homes connected by a four car garage on over 5 acres with an indoor pool! This property is absolutely perfect for multigenerational living. It would also be a gem for seasonal residents that head south in the winter and could rent one or both sides out or perhaps even short-term rentals. The garage is accessible by both homes and there is a door that separates access to the pool so either home can use it. Located 2.5 hours north of NYC, 90 minutes to the Catskills, 30 mins to Albany and 2 hours south of the Adirondacks. The possibilities are endless!