Attractive early 20th century home on the edge of Chatham Village. Gorgeous oak center-hall staircase in the main house which has 4 bedrooms and 2 baths. Small cottage i...
Welcome to your New Home! Built in August 2026, this 2 Bedroom, 2 Bathroom Single-wide Manufactured home is Ready to find its owner! This home is located in a Community w...
OPEN HOUSE: Saturday October 24 11am to 2pm. Modest and unassuming from the front but bright and expansive in the rear, this old mill home dating back to 1878 offers a su...
Perched high on a hill above Chatham Village, this three-story home is a stunning example of modern, geometric architecture. The house has multiple decks on different lev...
The Onion Factory, set in the charming hamlet of North Chatham, is a 4 unit apartment building and a solid investment property. An onion processing facility at one time, ...
Attractive early 20th century home on the edge of Chatham Village. Gorgeous oak center-hall staircase in the main house which has 4 bedrooms and 2 baths. Small cottage i...
Set on 5 serene acres, this bright 3 bedroom, 3 bath residence offers generous room sizes and a peaceful, private setting within a short bike ride of town. The home featu...
Nestled on a hill, off a quiet back road, this 3 BR 3 Bath home offers a peaceful, private setting just minutes from the hamlet of Ghent and village of Chatham. Light fi...
OPEN HOUSE 10/24 11am-1pm Million-dollar views, peaceful surroundings, and room to breathe! This charming two bedroom log home has been lovingly enjoyed by the same fa...
A new price adjustment now makes this a bargain for your home in Chatham! Open house Saturday, October 3 from 12-2PM! Located just minutes from the Village of Chath...
Chatham New York Real Estate has so much to offer that will nourish all five senses, as well as mind, body and spirit. Founded in 1795, and only two hours north of New York City off the Taconic Parkway, where you'll drive past the Taconic Sculpture park, which you can see from the Parkway, there is plenty of history and charm to explore in Chatham New York Real Estate. Whether you’re metal detecting for old coins, visiting the oldest building in town from 1811, or sampling the food thoughtfully prepared and presented in one of our many cafes and restaurants, community and privacy are things you can easily cultivate to your level of comfort.
Chatham New York Real Estate is relatively small with just 4200 residents as of 2010 census, and the area is comprised of several villages and hamlets, each with distinct personalities and noteworthy places to visit. The Catskill mountains provide gorgeous views from our higher elevations, and the Berkshire Mountains have great skiing and summer adventure parks at Jiminy and Bousquet in close proximity to the town. Surrounded by beautiful land with forests, conservation areas, rolling hills, lakes, ponds and streams, one of our greatest resources is nature itself.
From our fabulous Chatham New York Real Estate office, you can travel in one direction, toward Hudson, and pass the Hudson-Chatham winery, on your way to art, antiques, food and music. Ghent, NY has the revolving glass house at Art Omi. Head out of town toward Spencertown, and you can grab breakfast at a lovingly restored rail car. Albany to our north has all of the conveniences of larger cities, while Lee has a great outlet mall, and Lenox offers a visit to Tanglewood for live musical interests as an easy and beautiful drive through the countryside.
Old Chatham, the most rural and equestrian hamlet, is also home to the Old Chatham Sheepherding Company, which produces products that can be found in stores throughout the country.
And yet, staying in town is great, too, whether you’re walking down Main Street to explore the lovely shops, dining in one of our great restaurants, or visiting our art galleries. The iconic Main Street Clocktower dates back to 1872 and is the only one of its kind still in original condition. The Clocktower was originally home to Ocean Fire Co and millinery shops.
Chatham New York Real Estate puts you in close proximity to the beautiful Tracy Memorial Village Hall, which was built in 1912, and was a gift from the Tracy family. It is now home to the police department, clerk’s office, and town court in a magnificent, former ballroom on the second floor. Our oldest building still in existence in town was built in 1811.
Modern interests abound in Chatham New York Real Estate and there is an energetic and fun sense of community in events like Chatham Summerfest. Summerfest takes over Main Street and the surrounding area with live music, street fare and artisan goods.
Local news can be found at the Columbia Paper, as well as Hudson Valley 360, and at In My Back Yard. The Village of Chatham, NY and Columbia County Chamber of Commerce have their sources for good information. Columbia County Tourism will keep you up-to-date on current events, including annual festivals and the Chatham Fair over Labor Day weekend. Sean's Run is also a favorite event for Chatham and surrounding community.
Chatham School district is very active in the community and good advocates for children, and education at every age.
Music and Theater
Music and the arts lovers will enjoy shows at MacHadyn theater and PS21. In operation since 1926, the Crandell Theatre is one of the country’s few remaining independently owned movie houses and listed here as one of the 10 beautiful old movie theaters in the country. The Crandell shows first run films, and hosts free and ticketed events of the Columbia Film Festival for four weekends annually.
Nature and Conservation
With an office on Main street in Chatham, the Columbia Land Conservancy helps to protect our natural spaces, one of our greatest points of interest for Chatham New York Real Estate and the surrounding area. Sample events sponsored by the Land Conservancy are Family Fun days, Om at Ooms (Yoga in nature), Full Moon walks, and a Sip & Stroll series of casual walks.
Of particular interest to our clients and potential clients in Chatham New York Real Estate is the Land Conservancy's new initiative to increase engagement with landowners by providing workshops on important subjects such as water quality and promoting conservation practices that will benefit those who live here year-round or visit on weekends. Take a stroll down Main Street in Chatham and visit them in their office. You'll be pleasantly surprised by all of their resources that are not immediately known if you just pass by on the street.
Food, Coffee, Beer and Drinks
Our neighbors at Ben Gable Savories will provide you with delicious coffee and food at their location off the circle in Chatham. The Gluten Free Bakery at Our Daily Bread provides a lovely outdoor seating area as well as delicious food and snacks. Cheese lovers can find a cheese oasis at Bimi's Cheese shop on Main Street. Another neighbor to our Chatham New York Real Estate office is the lovely Blue Plate Restaurant where you can dine in joy off our small town circle. Or go all the way to the other end of Main street and over the train tracks for a delightful meal at Yanni's or the Chatham Grill. Grab some bagels at Max's Bagels for a relaxing Saturday morning at home.
Instead of a chore, let your local, fresh marketing be done with pleasure at the Chatham Real Food Coop or the Berry Farm.
You can get your pizza fix at one of our other neighbors's, Glenn's 66 Eatzzeria.
Meet up with some friends in welcoming environments at Chatham Brewing and The People’s Pub.
Or treat yourself to some delicious local ice cream behind American Pie and Max's bagels on Main Street.
*We've got the inside scoop on the new restaurant in town, Sinclair's, opening June 15 in the old Texaco station, next to Main Street Goodness and across from the The Taste Box. Looks like a great set up and we're excited to visit when it's open. We think you should buy some real estate in order to try all the great food here in town!
Antiques and Art
The Joyce Goldstein gallery provides regular and rotating displays of artwork. Or visit Thompson Giroux Gallery and The Gallery @ Chatham.
Festivals and Events
Summerfest, OctoberFeast, Winterfest, Small Biz Saturday are all yearly events in our town. Nearby, we also have the Hudson-Berkshire Wine and Food Festival.
Body Love
Show your body some love at Chatham's Supersoul yoga and Top Form gym.
Focal Points
Want some time to sit and reflect on the beauty, simplicity and wholesomeness of Chatham New York Real Estate? The Chatham Lion's Club donated this lovely gazebo in the middle of town, next to the railroad tracks and the thoughtfully restored National Union Bank of Kinderhook in Chatham, which was our former Union train station.
Books
Chatham Bookstore is active in the community with authors and readings and regular events. The Chatham Public Library has some interesting history. In 1902 a red oak was planted at the library and is now the oldest Arbor Day tree in New York.
Shopping
American Pie store, holding court as Main St's own "Quirky Little Place". Brown's Family Owned shoe store, R. H. VanAlstyle Jewelry, The Warm Ewe for wool and yarn, Somethin’s Gotta Give, Willow and Oak for home goods in the clocktower, Pookstyle and Glint jewelry round out the top-notch offerings on Main St, though certainly not a complete list.
Chatham New York Real Estate has something to offer the seekers and lovers of the richness and rewards of the simple life, and we would love to help you with any of your real estate needs.
518-392-5600

Federal Colonial with high ceilings, pool, garage, 12 acres - 117 Smith Lane, Canaan, NY