Chatham NY Real Estate & Homes for Sale

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.

This three bedroom two bath, Manufactured home has lots of possibilities. Three good size bedrooms, two baths, living room has a nice fireplace, dining area, working kitchen and an enclosed porch. Corner lot. Close to major highways and Chatham Village.

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!

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 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.

Stunning contemporary colonial in absolute like-new condition set far back on 11+ acres with scenic pond and rolling park-like views in prime Old Chatham. This understated country masterpiece offers low maintenance living with current streamlined style and premium comfort features throughout. Three gracious living levels with soaring 9' ceilings, solid walnut floors, masterfully crafted trim/millwork , spectacular white quartz/shaker/stainless kitchen, 3.5 updated baths, 2 wood burning fireplaces (LR and Primary BR), 400 amp electric, premium high efficiency Viessmann boiler with 6 zones including 2 zone radiant heat in kitchen/foyer and entire lower level, Bosch mini-split cooling with 6 zones, main level laundry, office/guest room over garage w/ skylights, workout room/studio space in lower level, loads of closets, giant wrap around deck of 1000+ sq ft, and the list goes on. A gorgeous turn-key private retreat built to the highest standards in a lovely setting just 1 mile from the hamlet of Old Chatham, 10 mins to Chatham Village and 30 mins to Hudson or Albany.,AboveGrade:3520,Basement:Interior Access,Below Grnd Sq Feet:1186,Cooling:Heat Pump,Zoned,ExteriorFeatures:Landscaped,Heating:Zoned,InteriorFeatures:Sliding Glass Doors,Walk-In Closets,OTHERMFTRS:Skylight,ROOF:Asphalt Shingles,Unfinished Square Feet:178

Stunning contemporary colonial in absolute like-new condition set far back on 11+ acres w/ scenic pond and rolling park-like views in prime Old Chatham. This understated country masterpiece offers low maintenance living w/ current streamlined style and premium comfort features throughout. 3 gracious living levels w/ 9' ceilings, solid walnut floors, spectacular white quartz/shaker/stainless kitchen, 2 fireplaces, 400 amp electric, premium Viessmann boiler w/ 6 zones inc. radiant heat in kitchen/foyer and entire lower level, Bosch mini-split 6 zone cooling, office/guest room over garage, workout/studio space in lower level, giant wrap around deck and the list goes on. A gorgeous turn-key private retreat just 1 mile from the hamlet of Old Chatham.

Stunning contemporary colonial in absolute like-new condition set far back on 11+ acres w/ scenic pond and rolling park-like views in prime Old Chatham. This understated country masterpiece offers low maintenance living w/ current streamlined style and premium comfort features throughout. 3 gracious living levels w/ 9' ceilings, solid walnut floors, spectacular white quartz/shaker/stainless kitchen, 2 fireplaces, 400 amp electric, premium Viessmann boiler w/ 6 zones inc. radiant heat in kitchen/foyer and entire lower level, Bosch mini-split 6 zone cooling, office/guest room over garage, workout/studio space in lower level, giant wrap around deck and the list goes on. A gorgeous turn-key private retreat just 1 mile from the hamlet of Old Chatham. LA has an ownership interest.

Located in the heart of the Hamlet of North Chatham. The least expensive house on the block seems to be what most buyers are looking for lately! It's not easy to purchase a home in this market and have it appreciate in value. Well look no further! This property is currently lived-in as a single family residence, but has the option of a two family. It will require some major renovation, no doubt, but the end result should yield a home that maintains and appreciates in value for many years to come. Currently 5 BR, one bath, and only one kitchen. One section of the home is brought down to the studs as it was preparing for a renovation. The property is just over a third of an acre of flat, very usable land. There is an old barn on the property that may need to come down. Sold as is.

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!