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Drive down Main Street in Chatham NY and you won’t fail to notice friends chatting over coffee outside Main Street Goodness. It’s that kind of town, where people gather together - a great place to invest in real estate or purchase a home. In the northern part of bucolic Columbia County, with the Berkshires just over the nearby state border, Chatham NY is buzzing. Besides the locals, who have been here forever, people who live in Chatham NY come for the countryside and stay for the ambiance. It’s a country town with a city’s elevated aesthetic. The Village of Chatham NY is large enough to be home to galleries, insurance agents, accountants, web developers, architects, doctors, attorneys, dentists, a vet and an animal hospital.
Chatham NY is one of those small towns that has the businesses you need during the week and the relaxing spots you want on the weekends. Some of the shops sell cheese, yarn, flowers, women’s clothing and books. There are at least three jewelers, a spa, yoga studio, photographers, opticians… in fact, everything you need. There’s a super food co-op for organic produce, bulk items and wonderful homemade foods and a Hannaford right on the main street. Chatham Area Business & Arts website features an up-to-date news section, to keep you in the know. There are too many excellent restaurants to pick favorites here, but there’s a brewery, and a winery, whose hybrid grapes grow on land where a dairy farm flourished for nearly 200 years.
| All Listings | Under $100,000 | $100,000 - $200,000 |
| $200,000 - $300,000 | $300,000 - $400,000 | $400,000 - $500,000 |
| $600,000 - $700,000 | $800,000 - $900,000 | Over $1,000,000 |
Where to reserve rooms for your extra house-guests? The Chatham Travel Lodge & Berkshire Travel Lodge are both nearby. The 1810 Hudson Mariner is close to the river!
Check out Equine Advocates’ Humane Education Center, doing great work teaching people what caring for horses is about. Or swing your racquet at the Old Chatham Tennis Club.
Want to see a show in Chatham? The Mac-Haydn Theatre might present Man of La Mancha or a '60s musical, you never know! Or head to Jackson’s Old Chatham for live music on Saturdays!
Chatham Farm Tours introduce you to the great local farms that keep us provided with good food. Buy a share in Little Seed Farm’s CSA for enough produce to grill, sautee, salad and even pickle for later.
Yianni's 4-Cheese Ravioli! Our Daily Bread's Potato Latkes with Sour Cream & Apple Sauce! Felafel Plate at People's Pub! Chopped Salad & House Veggie Burger at Chatham Grill!
Hook up with a personal trainer at Top Form Chatham! Shape up your fade at Coach’s Barbershop! Join Supersoul Yoga on a pilgrimage to Nepal! Have your shag reshaped at Sei Bella!
If it’s a lovely house-warming bouquet you need, shop at Chatham Flowers & Gifts. When equipping your new Chatham home, stop by Boxwood Linen for everything you might want & more!
Chatham is home to the traditional Columbia County Fair. Take in some Farm Film Festival screenings at the 1926 Crandell Theater. Wander the sculpture park & galleries at Art Omi!
There's so much to do in Chatham, NY - it can be hard to decide! Contact one of our Local Experts at Village Green Realty. We'd love to give you our recommendation on the best things to do in Chatham.
Thanks in large part to the Columbia Land Conservancy, there are several attractive public areas for outdoor activities in Chatham: Bordon’s Pond Conservation Area comprises a mile of trails through meadows, wetlands and forest. In East Chatham, Schor Conservation Area was established through the generosity of Jonathan Schor to address what was at one time thought to be a critical shortage of public land in Columbia County. Under the auspices of the town Parks and Recreation Department, Crellin Park has soccer fields, tennis and basketball courts, a swimming pond (the “town beach”), skate park, baseball field, fishing, community garden and walking trails.
Natural local swimming areas include the Stony Kill River, Kinderhook Lake and Smith Pond. A significant community resource for over a century is the Morris Memorial Community Center. They host balls for Columbia Memorial Hospital and annual Halloween parties, provide the high school with sports equipment and offer free after-school programs like floor hockey, arts and crafts, computer classes and homework help; foreign language instruction; classes in puppetry, forensics and writing; youth soccer, basketball and track and field.
Chatham NY hosts a highly respected film festival, FilmColumbia. Their mission: “to promote and develop an appreciation of film and filmmaking that enriches the social, cultural, and educational experience of the community, family life, and individuals; and operate and maintain the historic movie house on Main Street, Chatham, the oldest, largest, single-screen movie theatre in Columbia County, added to the National and State Registers of Historic Places in 2017.” The movie house they’re talking about is the Crandell Theater, annually attracting 35,000 people to curated film screenings, after-school filmmaking projects and more. PS21 (Performance Spaces for the 21st Century) is a not-for-profit presenting dance, music and theater. Of course, Chatham NY has been home to the Columbia County Fair since 1840. Other annual events are the Chatham village festival, the Farmers & Makers Market on the village green, OctoberFeast, the SummerFest, WinterFest and Small Business Saturday.
Living in Chatham NY is rated A- on Niche.com; they call it “one of the best places to live in New York.” We're not sure how it earned the "-"! The natural scenery is beautiful, with eternal rolling fields, mountain vistas and forests aplenty. There’s an active town library and the Hudson Area Library within 10 miles; the benefits of the City of Hudson nearby are manifold. The handy Taconic Parkway quickly leads to the NY State Thruway Berkshire Connection, affording easy access to everywhere. Albany NY is less than 30 miles away.
Chatham NY real estate for sale recently included, on 12 wooded acres, an 1825 farmhouse plus pool and pool house with an optional 34 acres and barn complex. If you’d like to own a mountain and a 250+-year-old home, there was recently one available on 62 secluded acres. Lots of land parcels are available in Chatham NY real estate: recently available were 34 acres of hilltop views and pastures, nine acres on a dirt road with stone walls or a 7-acre parcel with Berkshire Mountain views. To live in Chatham NY is to love it. Let Coldwell Banker Village Green Realty hook you up with something to love.
If you have any questions about Chatham NY real estate, contact Coldwell Banker Village Green Realty. We'd love to show you all that Chatham NY has to offer.
Want help finding the perfect home or property? Our agents can help!
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IDX INFORMATION IS PROVIDED EXCLUSIVELY FOR CONSUMERS' PERSONAL, NON-COMMERCIAL USE AND MAY NOT BE USED FOR ANY PURPOSE OTHER THAN TO IDENTIFY PROSPECTIVE PROPERTIES CONSUMERS MAY BE INTERESTED IN PURCHASING.
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Listing information last updated on August 9th, 2026 at 6:15pm EDT.
Listing information last updated on August 9th, 2026 at 6:05pm EDT.
