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26 Houses For Sale in Chatham, NY

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New
$585,000Est. Payment
3 Beds | 2 Baths | 2,000 Sqft
108 White Mills Road, Chatham, NY 12037
House For Sale

This Scandinavian inspired home is nestled into six wooded acres on a quiet country road. Entering through a mud room, well-appointed with plenty of storage for your winter gear, you come to the light-filled, cozy living room on the left, warmed by a wood stove with maple hardwood floors and extensive built-in cabinetry. To your right, the spacious kitchen opens to a dining room and charming balcony for your morning cup of coffee. The upper level is made up of three well-proportioned bedrooms, a second full bath and additional flexible space for a playroom or home office. Organic landscaping and gentle pathways outside are perfect for enjoying tranquil walks in the woods. Centrally located - 5 minutes to Chatham village, 20 minutes to Hudson, the Berkshires and Amtrak, and just over 2 hours from New York City and Boston.

New
$695,000Est. Payment
4 Beds | 3 Baths | 2,580 Sqft
56 Memorial Drive, Chatham, NY 12037
House For Sale

The Nest, a happy and stylishly reimagined home, bordered on the north end by a year-round stream, sits in the middle of 5 lush acres in the charming hamlet of Spencertown. A wide exterior staircase with sentry sheds on either side welcomes you to an open plan living room with a fieldstone fireplace & an inspiring chef's kitchen appointed with top shelf appliances. The main level also has a spacious master bedroom with an ensuite bath and walk-in closet and a 2nd bedroom and full bath. A center staircase takes you down to the ground floor with a family room, an office/bedroom, & another spacious bedroom with a sitting area. A large deck wraps around three sides of the house, perfect for outdoor dining. Multiple outbuildings include a whimsical playhouse and an office/studio space large enough for meeting with clients and separated enough from the main house to offer a quiet oasis. Minutes to Chatham, 20 min to Hudson, Amtrak and Gt. Barrington, and just over 2 hrs from NYC & Boston.

$650,000Est. Payment
4 Beds | 2 Baths | 2,700 Sqft
144 Macedonia Road, Austerlitz, NY 12037
House For Sale

Like a tree house - but, oh, so very luxurious! Light streams into all the rooms. Lots of windows let in the view of the trees as though one were outdoors. Open plan and room for all. Wait till you see that bathroom!. Newly renovated. Super insulated, steel frame construction, full house generator and central air. Underground cable. Great deck for grilling. Very, very private yet close to everything. Possible pond site.

$249,900Est. Payment
3 Beds | 2 Baths | 2,200 Sqft
2097 State Route 203, Chatham, NY 12037
House For Sale

This home is just what you've been looking for! Beautifully expanded brick cape in a convenient yet country setting. This home has been tastefully updated while maintaining its original charm including wide plank hardwood floors throughout, exposed brick walls and functional open floor plan. Home could be used for single floor living with its first floor laundry or you could create a master bedroom getaway upstairs. The choice is up to you! Major ticket items are all taken care of including new roof, septic, hot water heater, gutters, appliances and flooring in the upstairs bedroom and 1/2 bath. Pack your bags because it's a new year and a great time for a new home!

$539,000Est. Payment
4 Beds | 4 Baths | 2,952 Sqft
1678 County Route 9, Austerlitz, NY 12037
House For Sale

Relax & unwind surrounded by nature! This Custom Cape sitting on over 7 acres offers absolute PRIVATE living. Over 3000sqft w/ 4BRs & 4BAs. First flr has two large open bedrms each w/ensuites & walk in closets, open concept kitchen, living & dining areas. The upper level has two more bedrms & a media rm. Light & bright w/ oversized windows, skylight & a large tiled full bath. That's not allfinished walk out ground level too. Fully equipped wet bar or summer kitchen, 3/4 bath, & large family entertainment rm w/gas fireplace. Perfect as a private office/study or a guest/in-law suite w/ separate exterior entrance. House is zoned to allow you to use as much or as little of this house as you want! Cozy get a way or a huge gathering for the whole family!!! There is so much to explore outside the house too. A meandering creek & trails for walking, cross country skiing, motor bikes, ATVswhatever your heart desires. 10 min. from the Village of Chatham , 2hrs. to NYC.

$495,000Est. Payment
3 Beds | 4 Baths | 7,000 Sqft
17 Drowne Road, Chatham, NY 12136
House For Sale

Enjoy the beauty and tranquility of upstate New York on a scenic and quiet road just outside the hamlet of Old Chatham in Columbia County. This well-maintained property offers a flexible layout ready to create spaces to suit your dream of living and working in one address away from the hassle of city life. Built for commercial use in 1984, the main building is comprised of five levels totaling almost 7,000 sq. ft., leaving more than enough room to create a maisonette opportunity. There are two kitchenettes with plenty of space to design a gourmet, dine-in kitchen for residential or catering facility. Continually updates, there's 400 amp power, newer HVAC systems and roofs. Great parking for events/business, garage space for multiple vehicles, large workshop, two large studios for photography, art, yoga, etc., and a concrete bunker for document storage. Additional land available. Call for a FaceTime tour where we can answer your questions.

$539,000Est. Payment
4 Beds | 4 Baths | 2,952 Sqft
1678 County Route 9, Chatham, NY 12017
House For Sale

Relax & unwind surrounded by nature! Custom Cape on 7+ acres offers absolute PRIVATE living. 3000sqft w/ 4BRs & 4BAs. 1st flr has 2 lge open bedrms each w/ensuites & walk in closets, open concept kitchen, living & dining. Upper level has 2 more bedrms & media rm. Light & bright w/oversized windows, skylight & lge tiled full bath. Plus a finished walk out ground level too. Fully equipped wet bar or summer kitchen, 3/4 bath, & lge entertainment rm w/gas fireplace. Perfect as a office or a guest suite w/ separate exterior entrance. House is zoned to allow you to use as much or as little as you want! There is so much to explore outside too. Meandering creek & trails...walk, cross country ski, bike, ATV...whatever your heart desires. 5 min. to Chatham Village, 15 min. to Hudson, 2 hrs. to NYC.

$625,000Est. Payment
3 Beds | 3 Baths | 2,204 Sqft
418 Lower Cady Rd, Chatham, NY 12136
House For Sale

Charming and bright panelized Lincoln Log home. Situated on 20 plus magical acres, with a creek. Beautiful kitchen with custom cabinetry and spacious dining area, mudroom/laundry room with adjacent 1/2 bath, generous LR looking out at an amazing country landscape, 1st floor bedroom with walk-in closet and full bath. Both the LR and first floor bedroom offer a deck, with hot tub off the bedroom. Second floor boasts 2 more BR's and another full bath. Walk-out basement (French doors) with space for FR, as well as several other rooms that could offer an additional BR, storage, an exercise area and a home office! Buderus boiler is the primary source for heat. Exterior woodstove if so inclined. Generator and central vac!

$335,000Est. Payment
3 Beds | 2 Baths | 1,348 Sqft
460 County Route 17, Chatham, NY 12132
House For Sale

This sweet country ranch is located in a sought after area. The home is tucked away on 5 acres and woodland surround the property. There is a spacious eat in kitchen with pantry that provides plenty of room to entertain. Just off the kitchen is a light filled living room with a wood burning fireplace and a large back deck that overlooks the pretty yard. The deck is perfect for warm weather gatherings or enjoying the peace and quiet of nature. The primary bedroom offers a private bath with shower. 2 other bedrooms and a full bath complete the first floor. The full basement offers tons of possibilities. Close proximity to the Empire Rail Trail and local library. An ideal location: 25 minutes to downtown Albany, 30 minutes to Hudson, 30 minutes to the Berkshires and 2 and 1/2 hours to Manhattan. This home is perfect for working remotely in a serene location.

$5,000
$359,400Est. Payment
3 Beds | 3 Baths | 1,900 Sqft
Lot 1 Rysedorph Ln, Rensselaer, NY 12037
House For Sale

Just 6 Homesites remain at OLCOTT LANE! Premium, Convenient East Greenbush location!! Private homesites with municipal water and sewer. Samehigh end, Hodorowski Homes, signature luxury amenities! Including 9 first floor ceilings, granite kitchen counters, maple cabntry w/self close, hardwd flrs, ceramic baths,stainless appls, stone accents, sod front lawns and much more. EG Schools. Photos are examples of model.

$5,000
$369,900Est. Payment
3 Beds | 2 Baths | 1,700 Sqft
Lot 23 Rysedorph Ln, Rensselaer, NY 12037
House For Sale

Just 6 Homesites remain at OLCOTT LANE! Premium, Convenient East Greenbush location!! Private homesites with municipal water and sewer. Same high end, Hodorowski Homes, signature luxury amenities! Including 9 first floor ceilings, granite kitchen counters, maple cabntry w/self close, hardwd flrs, ceramic baths, stainless appls, stone accents, sod front lawns and much more. EG Schools. Photos are examples of model.

$815,000Est. Payment
4 Beds | 3 Baths | 3,436 Sqft
831 State Route 203, Spencertown, NY 12037
House For Sale

Clatter Hall: S-H Colonial situated just off village green in delightfully quiet & picturesque Spencertown hamlet. Thoughtfully updated w/ the expected conveniences of modern life while retaining period details. 4 BRs, 3 BAs, a light-flooded, EIK w/ stainless steel counters & appliances & an on-trend butcher block island. Throughout are original wide-plant pine flooring, radiant heat, updated lighting, electric & plumb. Small ground-floor office. Outside are a beautiful bluestone terrace & roomy ipe wood deck facing Mugler's Hill. A large pole barn awaits conversion to a guest house. Completing the picture is Punsit Creek, located at the back edge of the property. This handsome property is located 2.5 hrs. from NYC, 10 mins. from the village of Chatham & 30 mins. from Hudson & Amtrak serv.

$430,000Est. Payment
3 Beds | 3 Baths | 1,876 Sqft
40 Daley Rd, East Chatham, NY 12037
House For Sale

This house has a WOW factor. From the magnificent exterior with sharp colors, to the neat and clean contemporary feel interior, renovated and perfect for its new owners. Kitchen and living room offer an open concept with a propane fireplace to warm those winter nights. Upstairs has two full baths and three bedrooms. Additional living space in the basement for those late night movies, sport events, or cozying up with a book. Outside, you'll enjoy your large back deck for some peaceful down time. Sit on your front rocking chair porch with your favorite beverage and enjoy sunsets or hike up in your backyard. This home has been well cared for and loved, ready for you!

$10,000
$174,500Est. Payment
3 Beds | 1 Bath | 702 Sqft
3851 State Route 203, Chatham, NY 12184
House For Sale

Kinderhook Lake Nice Bungalow home, Lake Views, Property on the new Empire Trail great for walking or biking Remolded Kitchen. Full walk out basement. There is a shared driveway and Plus a 2 bedroom 1 bath Mobile home on property Tenant occupied. Mobile Home shown photo's only.

$649,000Est. Payment
3 Beds | 3 Baths | 2,500 Sqft
99 Thorne Road, Chatham, NY 12136
House For Sale

Classic mid-century modern home with three bedrooms & many work from home options tucked into almost 25 acres of woods with a large pond. 1960's asymmetrical design with low roof line, high windows, striking uninterrupted stone facade & impressive stone chimney. Inside, a sleek living room with vaulted ceiling, wood burning fireplace, maple floors & a wall of glass the length of the room with beautiful wooded view. Open kitchen with new induction cooktop, convection oven, ample counters & large pantry. Perfect for cooking & entertaining as it flows into a light filled dining space with skylights, a wall of windows & glass door opening to a huge deck surrounded by acres of woods. First floor has 2 bedrooms, one with walk in closet, full bath with soaking tub & a powder room. Lower level has 3rd bedroom, bath with shower, office/work space, laundry, workshop, artist studio & heated 2 car garage. 2 minutes to Old Chatham restaurants, 10 min to Chatham Village, easy drive to Hudson/Amtrak.

$815,000Est. Payment
4 Beds | 3 Baths | 3,436 Sqft
831 State Route 203, Spencertown, NY 12037
House For Sale

Clatter Hall: Constructed in 1825, this side-hall colonial is situated just off the green in the delightfully quiet & picturesque hamlet of Spencertown. It has been thoughtfully updated w/ all of the expected conveniences of modern life but retains all of its period details. There are 4 BRs, 3 BAs, a light-flooded, EIK w/ stainless steel counters & appliances & an on-trend butcher block island. Throughout are original wide-plank pine flooring, radiant heat, as well as updated lighting, electricity & plumbing. There's even a small ground-floor office. Outside you'll find a beautiful bluestone terrace & roomy ipe wood deck facing the thickly wooded Mugler's Hill. A large pole barn behind the main house awaits its close-up & conversion to a guest house. Completing the picture is the meandering Punsit Creek, located at the back edge of the property. This handsome property is located 2.5 hrs. from NYC, 10 mins. from the village of Chatham & 30 mins. from Hudson & Amtrak service.

$7,500,000Est. Payment
5 Beds | 5 Baths | 6,500 Sqft
445 County Route 17, Chatham, NY 12184
House For Sale

Privately situated up a long winding drive through the apple orchard you will find this exquisitely crafted estate on 100 serene Old Chatham acres. The hilltop setting was crafted to take full advantage of 360 degree panoramic views in every direction, from the breathtaking sunset views over the Catskills to the sunrise over the Berkshires. The pastoral setting includes a large pond that winds along the hillside below the home, mature trees and extensive walking trails. The estate contains a manor house, luxurious pool house, 70 heated gunite pool with separate spa, tennis court and two lofty studios with full baths and mini kitchens above two car garages. Designed by the area s leading architect and completed by master craftsmen, every room embraces a fresh classic style with exquisite attention to detail: custom millwork, elegant fittings, interior shutters, and 11-25 ceilings creating an airy sense of comfort with the features most desired for modern family life and entertaining.

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