OPEN HOUSE SUNDAY AUGUST 9: 11AM to 1PM. Located minutes from the village of Chatham, this 4.8-acre property is a gardener's dream! The grounds feature deep perennial gardens filled with shifting seasonal blooms, vibrant decorative shrubs, and sweeping open lawns anchored by a curated collection of mature, specialty trees. The outdoor living spaces are designed to maximize views of these landscapes; a breezy screened-in porch offers a comfortable morning retreat right off the house, while a classic brick patio provides an open-air setting for dining and entertaining directly alongside the garden beds. The residence has been well-maintained and features an open living and dining room built around a working fireplace - perfect for those snowy winter nights. The fully equipped kitchen has a large picture window offering views of the surrounding gardens while you cook. The main floor also includes three bedrooms, a single full bathroom, and a combination laundry room / mud room just off the kitchen. The home has an attached two-car garage and a clean, full basement that provides tons of storage with flexible workspace potential.
Amazing Victorian style investment opportunity in Chatham, NY. Local attractions in area include Ooms Conservation area at Sutherland Pond or catching a musical at the Mac-Haydn Theatre. This Victorian Style home shows it was built in 1886. Total square footage is showing on tax records at 4,307 sq. ft. An amazing large lot of 918,680 sq. ft. An opportunity as such comes across once in a lifetime. Do not wait on this opportunity. AS-IS SALE property. The Buyer's due diligence needs to be conducted prior to bidding, as the high bidder will receive an AS-IS only contract.
Welcome to Sutherland Estate, a private country compound set on more than 56 acres of rolling meadows, gardens, ponds, with Catskill Mountain views. A long paved drive leads to this elegantly designed 5,760-square-foot home, inspired by classic Greek Revival architecture and recently renovated from top to bottom with refined, high-end craftsmanship. The home features a standing-seam metal roof, radiant heated bathroom floors, energy-efficient heat pumps, a whole-home generator, and a fully integrated smart home system for lighting, temperature, and security. Recent upgrades include newly refinished white oak hardwood floors, new luxury vinyl plank basement flooring, a refreshed lighting plan with recessed fixtures and designer pieces from Arteriors and Hinkley, updated Lutron switches and outlets, new HVAC registers and vents, fresh paint, new baseboards, and updated hardware. The main level offers bright, connected gathering spaces with sweeping views of the ponds and Catskill Mountains. Living and dining rooms flow together, anchored by a beautifully appointed kitchen with a large custom island, a counter-depth panelized Sub Zero fridge, and professional-grade appliances. French doors open to a wide stone patio with an outdoor BBQ, framed by landscaped gardens and open lawns. A paneled cherry wood office/library with built-in cabinetry and a wood-burning stove sits beside a three-season sunroom overlooking the pond, while a spacious living room with a gas fireplace completes the main floor. Upstairs, the primary suite offers a private retreat with a gas fireplace, two walk-in closets, and a luxurious bathroom with soaking tub and steam shower; three additional bedrooms, a guest media room, two full bathrooms with updated quartz-top vanities and faucets, and a laundry room complete the second floor. The finished lower level adds a kitchenette, sauna, and full bath with new LVP flooring, ideal for guests or wellness use. An attached three-car heated garage offers additional space for storage. Outdoors, a footbridge crosses the aerated pond, and the grounds include raised-bed gardens, a potting shed, and a newly built, insulated 26x34-foot carriage house offering space for vehicles, a barn, or future ADU conversion. Located minutes from both Chatham and Kinderhook villages, Sutherland Estate offers refined, move-in-ready country living in beautiful Columbia County.
Set along scenic Route 203, this four-bedroom home enjoys easy access to the vibrant Village of Chatham, where beloved restaurants, local shops, farmers markets, and cultural attractions create one of Columbia County's most sought-after communities. Inside, the home offers a practical floor plan with comfortable living spaces and abundant potential for updates and personalization. Whether you're searching for a full-time residence, a weekend retreat, or an investment opportunity, this property provides an accessible entry point into the Chatham market. The manageable lot offers room for gardening, outdoor entertaining, or simply enjoying the surrounding landscape without the maintenance demands of a larger country estate. Ideally positioned between Hudson, Albany, and the Berkshires, this home places you in the center of everything the Hudson Valley has to offer while maintaining the charm and sense of community that make Chatham so desirable.
A truly magical property tucked away at the end of a quiet country road, yet just minutes from the Village of Chatham. Set amid 10 lush and exceptionally private acres, the centerpiece of this enchanting retreat is a light-filled barn conversion featuring a soaring stone fireplace, wide-plank floors, a lofted primary suite, and a separate guest level with living room, two bedrooms, a full bath, and laundry. The owners built and have lived here for 52 years, giving constant care and maintenance to the place they loved. The mature gardens are simply breathtaking, with vibrant perennial beds, specimen trees, and beautifully landscaped grounds creating a storybook setting throughout the property. A detached two-car garage includes a spacious apartment above, ideal for guests, extended family, or creative use. Completing the estate is a large workshop/studio offering endless possibilities. Enjoy the peace and seclusion of your own private hideaway while remaining just five minutes from Chatham's cafés, acclaimed restaurants, shops, and movie theater.
This 9.5-acre property in Chatham, NY offers exceptional potential, with multiple structures including a huge 2 story barn in excellent condition with a private pond. for swimming. A true diamond in the rough, the 2,005-square-foot main home features 3 bedrooms and 3 full bathrooms and has solid bones, though it does need some TLC. Dual brick fireplaces in the living room and reading nook, a formal dining room, and a 3-season porch add to its historic country charm. The property also includes a small unfinished house without a well or septic, ideal for use as a studio, guest house, or ADU. A huge barn with a loft and heated spaces offers excellent potential for a workshop, studio, or agricultural use, and it even includes an older walk-in refrigerator. The loft is ready for new owners to make it their own. A second, smaller barn also features a hayloft and has been used for storage. Although the vegetation is currently overgrown, the established fruit trees, perennial flower beds, and raised vegetable beds save years of effort. The reading nook , den and 3 season room would make a great at home office area (or in-law apartment) with it's own entrance). If you are looking for a special property to restore and make your own, this could be the one( the tax estimate on Zillow is incorrect and too high).
Located only 30 minutes from the Hudson Amtrak Train Station this 9.5-acre property in Chatham, NY offers exceptional potential one of which could be an organic farm. With multiple structures there are endless possibilities. An amazing 2 story huge barn would work for an artist/actor or musician studio and wouild also work for horses. There is a private pond for swimming, kayajing and fishing. The tax estimate on Zillow is incorrect and should read 6,195 dollars, The 2,005-square-foot main home features 3 bedrooms and 3 full bathrooms and has solid bones, though it does need some TLC. There are dual brick fireplaces in the living room and reading nook, a formal dining room, and a 3-season porch which add to its historic country charm. The property also includes a small unfinished house without a well or septic, ideal for use as an ADU, additional studio, guest house, or artist studio. A smaller barn also features a hayloft and has been used for storage. Although the vegetation is currently overgrown, the established fruit trees, perennial flower beds, and raised vegetable beds save years of effort. The reading nook , den and 3 season room would make a great at home office area (or in-law apartment) with it's own entrance. Located near the Hawthorn Valley School and the Mac Hayden Summerstock Theater this is a special property to restore and make your own.
Camp Dugway A home that evokes the great camps of the Adirondacks within 2 hours of Manhattan. Cross the bridge over a babbling brook to a setting straight out of a Cooper novel. Three cascading waterfalls frame the view. The pond sits just off the bluestone patio. Inside a blend of craftsman style and great camp ambiance in every room. The fieldstone in the fireplace came from the land as did much of the wood used in the flooring and panels. The rooms are of a grand scale, with window placement and size designed to compliment nature and splash light. The living room is anchored by the fireplace, the dining flows nicely from the kitchen. The kitchen is made to prepare a feast with room for as many cooks as necessary. The first floor main bedroom opens to the outside patio with a deep tub for long soaks of contemplation. Upstairs three more bedrooms and the game room, full of light and mischief. Downstairs its movie time in the theater with cinema seating and lighting. A home gym for weekend workouts. 62 acres of buffer to the outside world and plenty of places to hike and explore. To quote Cooper, ''for though the quiet of deep solitude reigned in that vast and nearly boundless forest, nature was speaking with her thousand tongues in the eloquent language of night''. Features include a babbling brook, private pond, fieldstone fireplace, complete privacy, home theater, gourmet kitchen
Welcome to 52 Church Street, a c.1900 home set on a generously-sized quarter acre lot in the Village of Philmont. Enter through a large mudroom flanked with windows. A stylish living room flows seamlessly to a large kitchen overlooking the yard. Numerous windows and a door leading to the backyard flood the kitchen space with light. A hall leads to a second kitchen, bedroom and full bath, perfect for an in-law suite or separate apartment. Upstairs four large bedrooms with generous closet spaces share a full bath. Tasteful wallpaper and decorative finishes combine with hardwood floors to provide charm throughout. Outside, an expansive deck runs the length of the exterior, giving way to a large fenced-in yard. A new hot tub and sauna offer moments of respite while the gas firepit ensures guests will be entertained well into the evening. A separate garage offers off-street parking and additional space suitable for a workshop and / or storage. Numerous updates include — but are not limited to — new appliances in each kitchen, a mini-split heating & cooling system as well as painted interiors & exteriors. Ideally located within walking distance to Philmont village amenities and High Falls Conservation Area, this home is perfectly positioned to enjoy the best of the Hudson Valley. Hudson and Amtrak are just 15 minutes away, with New York City approximately 2.5 hours by car.
Located on one of Columbia County's finest roads in the town of Spencertown, this impeccably-maintained private 2922 sq ft. colonial home on 7.4 acres has all of the modern amenities! A fabulous setting with stunning distant views, the home features an open chef's kitchen and great room plan, which was expanded and redesigned in 2021, with Sub Zero refrigerator, Wolf gas oven and Miele dishwasher stainless steel appliances, subway tile backsplash and separate island. The home features a central hallway with an elegant living room and working fireplace, dining room, home office/den, washer/dryer units on both the first floor and basement, central AC and full-house generator. In addition, there is a second driveway entrance with RV/EV electric, which leads to a park-like meadow with walking trails. Off of the great room, walk onto the large screened-in porch which overlooks the lush garden grounds with 2 flowing ponds joined by a waterfall. Upstairs features 3 large bedrooms (originally 4) with ensuite baths and a large terrace leading to the outdoors. Spencertown is accessible to Chatham, The Berkshires, Hudson and Albany and is in the perfect location to take advantage of all that Columbia County has to offer!
Experience the perfect blend of 1900s farmhouse charm and contemporary comfort in the heart of Chatham. This thoughtfully updated farmhouse features an expansive open-concept kitchen and great room designed for seamless entertaining. Filled with natural light, the great room includes a wood burning stove and cozy window seat. Relax in the light-drenched enclosed front porch or enjoy dining on the private, screened back porch constructed from spruce trees resourced from the property. Entering the new addition, you'll find a spacious mudroom with 1/2 bath just off the kitchen. The original part of the first level includes the kitchen/ great room, a full bath, dining room and office or guest space. On the second floor, a sunny reading nook, 3 more bedrooms and a full bath. The home's crowning jewel is a stunning new addition, offering a private spa-like retreat with a workout room, built-in sauna and shower on the main level and a versatile two room, one-bath suite tucked privately upstairs. Deep and spacious front lawn and large, fenced in rear yard are bordered by flowering magnolia, azaleas, hydrangeas, fragrant rose bushes, peonies and sweet scented lilacs. An added feature - the garage with a separate apartment with galley kitchen, sitting room and bedroom. Conveniently located just steps to the village restaurants, library and shops.
Situated at the top of a private lane just outside the hamlet of Spencertown, sits a 14-acre sanctuary offering breathtaking views of the surrounding landscape with the majestic Catskill peaks in the distance. Wildflower meadows and lush gardens provide three seasons of color while an ecologically designed swimming pond, frame the home, complete with stone patios and porches - all to take in the beautiful Catskills. Stepping through the front door of a wide covered front porch, you'll find an open plan kitchen, dining & living room - the heart of the home, made cozy in winter by an efficient wood stove. The first floor also includes a mud room, office, powder room, laundry room and den. However, it is the 600 sq ft ''Great Room'', with windows on 3 sides that immerse you in the ever-shifting displays of nature and the Catskill range. Upstairs you'll find 3 generous sized bedrooms and 2 full baths including a primary suite with walk-in closet room. The pond, designed by famed UK pool master Anthony Archer-Wills, provides an unparalleled natural swimming experience, set among a chorus of frogs and dragonfly's dancing across the water. A variety of colorful waterlilies and other pond plantings keep to keep the water fresh and inviting. Renovated throughout in 2024-2025, this solar powered home offers you privacy, comfort and jaw dropping sunsets. Conveniently located 10 minutes from Chatham, 30 minutes to the train in Hudson, 40 minutes to the Albany Airport and 25 minutes to Great Barrington & all the culture and fun that our neighboring Berkshires offer. Broker Owned.
Charming 2-Bed, 2-Bath Single-Wide Mobile Home in Sought-After Chatham - No Age Restrictions! Don't miss this rare opportunity to own a beautifully maintained 2-bedroom, 2-full-bath single-wide mobile home in the highly desirable area of Chatham—and best of all, it's located in a non-55+ community! This home offers a bright, open-concept layout with a spacious living area, a functional kitchen with plenty of storage, and two full bathrooms, providing added comfort and flexibility—perfect for families, guests, or roommates. Both bedrooms are generously sized, with ample closet space and natural light. Outside, enjoy your own private yard—great for gardening, relaxing, or entertaining. The home is set on a quiet street, close to local shopping, dining, schools, lakes, and nature trails. With low lot rent and manageable utility expense, this home offers an affordable way to enjoy everything Chatham has to offer. 🏡 Whether you're a first-time homebuyer, downsizing, or looking for a Cape Cod like getaway, this home checks all the boxes. Home is sold ''AS IS'' 📞 Schedule your showing today—opportunities like this in Chatham don't come around often!
Opportunity at your fingertips! A Chatham farm property with endless possibilities. Anchoring this seven-acre parcel is a three bedroom, three and one-half bath home surrounded by fields, paddocks and woodlands. Set off from the home is an amazing barn complex and spring-fed pond. All, less than a minute to downtown Chatham and equally close to the Taconic Parkway. Entering the long stone drive to the home and barn, the property offers a natural sense of privacy. The existing home was expanded in 2006 and includes three-bedrooms all with ensuite baths. The original home is wood paneled and connected to the open floor plan of the kitchen, living room and dining room addition. From these interior spaces and from the exterior decks, one is immersed with views of the property and spring-fed pond. Further, the property is surrounded by and abuts the 65 acre Borden Pond conservation land - a hiker's paradise.The original barn with multiple stalls has been expanded over the years to include equipment storage and electric. The incredible second floor loft of the barn adds to the studio, farming and contracting potential. Included as part of the barn structure is a roughly 1000 SF, wood paneled one bedroom cottage - ready to provide additional income or use for family or friends. Upgrades within the last year include a number of kitchen appliances, plumbing fixtures and door hardware. Come see for yourself the opportunity this property offers steps away from Chatham downtown, but within a short drive to Hudson, Kinderhook and the Berkshires.
Was on the market before as just a shell. You have to see it now that it is redone and almost finished. Only room not yet finished is the kitchen for you to add your personal touch. New everything inside and out. New septic and well, new front landscaping, new siding, roof, furnace, hot water heater, insulation, wiring, plumbing, hardwood floors downstairs, windows and doors. Downstairs bedroom ensuite with hardwood floors and 1.5 baths on first floor. Laundry hookups upstairs with 3 other bedrooms with new carpeting and a full bath w/ceramic tile Oversized closets, one walk in. Office area upstairs,2 car garage. Right on route 295 close to everything, Berkshires for culture and skiing, Hudson, Albany, TSP, I-90.
This updated mid-century ranch offers significant improvements, including brand new wood floors, Marmoleum, and tile. Enjoy modern comfort with a new wood-burning insert, heat pump cooling/heating system, heat pump water heater, and two additional ductless split units. The home also features new appliances, a renovated basement, enhanced attic insulation, a backyard fence, a fabulous sunroom, and a new Trex deck. A one-car garage completes the property.Conveniently located near the Village of Chatham, you'll be surrounded by nature while enjoying easy access to Chatham's coffee shops, movie theater, and restaurants. It's also near the new Shaker Museum and just across the road is Borden's Trail. The location is ideal: 2.5 hours from NYC, 20 minutes to Hudson, and close to the Taconic Parkway and the Berkshires.**OPEN HOUSE Saturday May 3rd 11AM-1PM and Sunday May 4th 12pm-2pm**Agent Owned**
The prefect blend of farm house and barn built in 1900, a stunning renovation and an excellent location makes this a move-in ready home to enjoy on day one. Situated on 1 acre and surrounded by acres of open field, a rushing stream and a large fenced in growing garden (ready for the season) makes this an easy to maintain property. Coziness, charm, and sophistication is what you will experience upon first entering the home.The contemporary country kitchen is a cooks delight. A beamed ceiling, gleaming wide board wood floors and, a screened porch offers a stunning and livable hanging-out kitchen environment. The sunny living room with a WB fireplace creates an inviting room to entertain in or just relax. There is a first floor bedroom and a full bathUpstairs, there are 2 bedrooms and a full bath. The main bedroom is a delightfully open and loft-like space with the warmth of wide board pine flooring and original details. A barn-garage has room for a vehicle and a workshop. The rolling landscape views from the screened in porch and the Kline Kill' across the road gives you ample privacy in this incredibly convenient location. Minutes to shopping, Chatham Village, and The Taconic, Any easy drive to Hudson and The Berkshires.
This Chatham Village, one level , 2 bedroom home, on 1.1 acres is waiting for you. Close to all the village amenities while still offering a bit of privacy. The home has been updated over the years with a newer kitchen and bath, a new roof and lighting. A charming wood burning fireplace and large above ground pool makes this a great home for all seasons. Other features of the home includes an attached 2 car garage, a den, hard wood floors, spacious rooms, a back deck, and a full basement.Water and Sewer are provided by the village
Situated on one acre on a peaceful country road and surrounded by picturesque farmland, this charming ranch is ready for its next chapter. From the privacy of your back deck you'll enjoy the sights and sounds of nature creating a calming retreat. Located just 10 minutes from the Village of Chatham you can enjoy the rural charm at home and still be close to all the amenities. Come take a look and make it your own.
Nice three story Village home on a side street. The street level has a garage, laundry area, guest space and bathroom or finish the rest of the first level for a studio or in law apartment. The second level has a kitchen, dining area, living room, two bedrooms, full bath and an enclosed sunny front porch to enjoy your morning coffee or your afternoon cocktail. The third level has a primary bedroom and a large open space that can be made into a studio? home office or primary bathroom and walk in closet. Lots of possibilities with this home. The charming, low-maintenance side yard is perfect for a small garden, a fire pit, and a place to relax. Bring your dining space and grill outdoors on the large deck off of the kitchen. The garage has plenty of storage space and can park one car; there is also off-street parking for two additional vehicles. This home is within walking distance of Main Street, the Fairgrounds, and all that Chatham offers. Possibilities abound with this charming home!
This beautifully crafted post-and-beam house on 8.22 acres, can accommodate large gatherings but is equally suited to small family living. The main floor features a Great Room with Kitchen and Newly constructed Butler's Pantry, which are all laid out perfectly to enjoy the Views, or access the large Wraparound Deck. This floor also includes the Primary Bedroom w/ Ensuite, plus two additional bedrooms and additional full bath for single floor living. The fully finished lower floor is currently set up as a multi-functional entertainment center, with an Exercise Room, a large new Sauna, wet-bar and 4th bedroom. Mechanical Upgrades include Radiant Heat floors and new water heater, well pump and pressure tank.The quiet setting feels remote but is just a 10-minute drive to the Village of Chatham, and less than half hour to Hudson or the Berkshires, where there are many fine restaurants to choose from.Open house, Saturday, March 22nd. from 11:00 to 1:00pm
Former Schoolhouse Completely Redone1840s 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.
Discover this exceptional custom home nestled on 5.97 acres, complete with a serene ponda perfect blend of privacy and convenience. Located in Chatham, this property offers endless potential, whether you're seeking a private retreat or an investment opportunity. Currently configured as a two-unit, it can easily be transformed into a charming single-family residence. Since its purchase in 2020, the home has seen numerous upgrades, including a brand new high-efficiency furnace, new roof, new generator, new flooring, and a terrific kitchen renovation. Ideal for entertaining or family gatherings, the expansive 1,000 sq ft covered deck overlooks the pond and pool. Enjoy outdoor activities like fishing or relax in the peaceful surroundings. Just over a mile from Main Street Chatham, the location is perfect for walking or biking to local amenities like restaurants, shops, and banks. With easy access to the Taconic Parkway and I-90, you're only 2 1/2 hours from NYC and 30 minutes to downtown Albany or the Berkshires.
Charming 1850 two-family home in the heart of Chatham Village, tastefully renovated by a nationally known writer. Live on one side and rent the other, or use as a pure investment. Just a short trip to Main Street, with its classic Crandell Theatre, award-winning brewery, Bimi's Canteen, and all the small-town energy you want. Out front of the home is a deep front yard, wild berries, and a rocking chair porch. Out back? A private deck tucked into a green hillside. Inside: side-by-side two-bedroom units with separate utilities, 200 amp service, updated baths The property also features newer siding and off-street parking. Original wide board floors and fresh upgrades throughout. Both units are vacant and ready for their next steward. The keys are waiting. Come take a look!
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.

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Chatham is located in New York. Chatham, New York 12037has a population of 4,079. Chatham 12037 is more family-centric than the surrounding county with 25.11% of the households containing married families with children. The county average for households married with children is 22.64%.
The median household income in Chatham, New York 12037 is $92,794. The median household income for the surrounding county is $73,065 compared to the national median of $69,021. The median age of people living in Chatham 12037 is 49.9 years.
The average high temperature in July is 82.7 degrees, with an average low temperature in January of 13.8 degrees. The average rainfall is approximately 42.9 inches per year, with 49.7 inches of snow per year.