Chatham Real Estate

Welcome to the Chatham School District, a cornerstone of the vibrant community nestled in Columbia County, New York. Known for its commitment to academic excellence, the Chatham School District serves students from pre-kindergarten through twelfth grade, providing a nurturing and stimulating environment that fosters both intellectual and personal growth.

Chatham is celebrated for its small class sizes, allowing for personalized attention and a strong student-teacher rapport. The district boasts a dedicated team of educators who are passionate about their students' success, utilizing innovative teaching methods and a diverse curriculum that prepares students for future challenges. From advanced placement courses to a variety of extracurricular activities, Chatham School District offers a well-rounded educational experience that encourages students to explore their interests and develop their talents.

The district is also known for its strong community involvement, with parents and local organizations actively participating in school events and initiatives. This close-knit atmosphere creates a supportive environment where families feel welcomed and engaged in their children's education.

Located in the picturesque town of Chatham, the district benefits from the area's natural beauty and rich cultural heritage. With easy access to outdoor activities and local attractions, families can enjoy a balanced lifestyle that combines education with recreation.

Choosing a home in the Chatham School District means investing in a bright future for your children. With its commitment to excellence and community spirit, it’s no wonder that families are drawn to this exceptional school district in the heart of Columbia County. Come discover the perfect place to call home!

Newest Listings in Chatham

$989,000

4 Beds ⋅ 3 Baths ⋅ 1046703 MLS

This beautifully maintained, turnkey retreat offers 3,424 square feet, four bedrooms, two-and-a-half baths, a resort-style saltwater pool, and a peaceful private setting just minutes from Hudson. Designed for full-time living or weekend escapes, the spacious layout offers room for entertaining, remote work, and perfect for hosting family and friends. Outdoors, enjoy an in-ground fiberglass saltwater pool, an illuminated pergola with electricity and a ceiling fan, a custom fire pit, and multiple areas for dining and relaxing. Fiber-optic internet adds modern convenience, while the move-in-ready condition allows you to enjoy the Hudson Valley lifestyle immediately. The famous Bartlett House cafe and bakery is just down the road, with Hudson’s restaurants, shops, galleries, cultural attractions, and Amtrak station approximately 12–15 minutes away. Convenient to the Taconic State Parkway, Lake Taghkanic, hiking, skiing, and year-round recreation. Approximately two hours from New York City, this is a fabulous opportunity to own a spacious, private Hudson Valley retreat with exceptional amenities."The sellers especially love the peaceful private setting, seamless indoor-outdoor living, evenings around the fire pit and pergola, and the convenience of being moments from Hudson while still feeling like a true escape."

854 County Route 9, Ghent

$125,000

1043260 MLS

Discover the possibilities with this beautiful 3-acre parcel located on Schillings Crossing Road in the Town of Canaan, NY. Situated in the Chatham School District this vacant land offers a peaceful country setting with plenty of room to enjoy the outdoors, this residential vacant land provides an opportunity to create your own private retreat. Conveniently located while still offering the privacy and natural surroundings that make Columbia County so desirable. Bring your vision and explore the potential this 3 acre property has to offer. Class as 311 residential vacant land. Whether you're looking for land for a future homesite, a private retreat, or an investment, this property offers plenty of potential.

Schillings Crossing Road, East Chatham

$945,000

3 Beds ⋅ 2 Baths ⋅ 1038870 MLS

Set on 4.5 private acres, this thoughtfully designed brand-new home blends clean, modern lines with warmth and inviting comfort. Featuring three bedrooms, two full baths, and an oversized open-concept living area, the home is perfectly suited for both relaxed everyday living and entertaining. Designed to embrace its natural surroundings, every door opens onto the patio overlooking the tranquil natural swimming pond, creating a seamless connection between indoor and outdoor living. Surrounded by privacy and serenity, the property offers a peaceful retreat while remaining conveniently located just five minutes from the Taconic State Parkway. Enjoy easy access to the charming communities of Ghent and Chatham, as well as the vibrant city of Hudson. Private, peaceful, and beautifully designed--this is easy living at its finest.

Scannell Road, Ghent

$1,950,000

4 Beds ⋅ 3 Baths ⋅ 1033983 MLS

Commanding one of the highest residential elevations in the Hudson Valley, this extraordinary custom residence enjoys breathtaking, uninterrupted views across the Catskill Mountains and Hudson Valley, offering spectacular sunsets, endless skies, and extraordinary stargazing from the privacy of your own mountaintop retreat. Thoughtfully designed for luxurious everyday living and effortless entertaining, the home features a chef's kitchen appointed with premium Bosch, Sub-Zero, and other high-end stainless steel appliances, a gas cooktop, a handsome butler's bar, and exceptional custom cabinetry and built-ins handcrafted by renowned local artisan Vormer Cabinetry of Hillsdale. Superb craftsmanship is evident throughout, complemented by high-performance insulated Pella windows that enhance comfort and energy efficiency while framing the spectacular views. The dramatic great room is anchored by a striking stone fireplace with a reclaimed wood mantel, while a marble gas fireplace with a wood mantel creates an inviting atmosphere in the den. The spacious primary suite enjoys magnificent views and is complemented by an open spa-inspired bath, laundry, and generous closet space. The spacious two-car garage offers abundant storage for outdoor equipment, bicycles, paddleboards, and kayaks, perfectly complementing the property's proximity to Queechy Lake, Stockbridge Bowl, and the region's exceptional outdoor recreation. Modern conveniences include app-controlled security cameras and heating and cooling systems, allowing effortless remote management of the home. Outdoor living is equally impressive, with expansive decks and patios positioned to capture the extraordinary views, multiple barbecue and fire pit areas, and a heated saltwater swimming pool creating an exceptional setting for entertaining or quiet relaxation. A charming pool house with its own outdoor grilling patio extends the outdoor living experience, while the walkout lower level opens to an additional stone patio and fire pit--another spectacular vantage point from which to enjoy unforgettable Catskill sunsets beneath expansive evening skies. Raised garden beds, ornamental flower gardens, and fenced vegetable gardens with programmable drip irrigation provide an ideal setting for growing vegetables, herbs, and flowers. Flexible living space offers additional guest accommodations, while a backup generator provides year-round peace of mind. An additional five-acre parcel is included in the sale, presenting an exceptional opportunity to construct a guest house, studio, office, or other accessory structure, subject to approvals. Located within an exclusive community with privately maintained roads, the property offers exceptional privacy while remaining just minutes from Chatham, Hudson, and the Berkshires. Enjoy easy access to acclaimed dining, boutique shopping, yoga and Pilates studios, organic markets, farm stands, theater, antiquing, and renowned cultural destinations including Tanglewood, Jacob's Pillow, Stockbridge, Lenox, Egremont, Great Barrington, and the Shainman Gallery. Convenient to the Taconic State Parkway, Interstate 90, New York City, Boston, and Albany International Airport, this remarkable residence offers the very best of Hudson Valley luxury living.

116 Ridge Road, East Chatham

$825,000

1033006 MLS

Imagine serving dinners lakeside or welcoming boaters to one of the docks for a refreshing lemonade!! This is the amazing opportunity that awaits one's vision in reviving the nostalgic Backwater Grill restaurant on beautiful Queechy Lake - one of the most pristine lakes in New York state. Here sits an opportunity to cater to the residents surrounding Queechy Lake or visitors to the Hudson Valley and Berkshires. Architectural drawings are in place showcasing the layout of the kitchen, dining area and lounge. A second-floor space includes additional room for storage and an office. The gem of the design, however, is the outdoor dining deck poised on the edge of the lake. Careful work has been done to design a septic system to handle the needs of the restaurant with special consideration given to the sensitivity of being on the lake. Both DEC and the Columbia County Board of Health have approved the design with estimates for installation in place. With so much of the planning work already completed, it's time to put ''hammer to nail'' and bring an all new Backwater Grill back to the anticipating public. It's also an opportunity to compliment the work and vision taking place up the road at the former Queechy Lake Motel. What a dynamic duo for Canaan and the visiting public has never been so fortunate!

42 Queechy Lake Drive, Chatham

$950,000

1029774 MLS

Take in the feel of the Adirondacks right here in Columbia County! 75 acres of majestic hardwoods and evergreens set among running streams and rock outcrops. Total privacy and seclusion but minutes from Chatham, Hudson and all things Hudson Valley or Stockbridge, Tanglewood and all things Berkshires The preferred building site has been cleared and access from East Hill Road is in place. The drive traverses a tree-lined stream complete with ferns and boulders. And, a newly constructed steel and concrete bridge will effortlessly bring you across. Just down an incline from the building site, you'll find a rustic cabin with wood burning stove and pavilion. In addition to the natural beauty of this parcel, adjacent and with over 400 acres of preserved woodlands is land owned by New York state - forever wild. Additionally, and just to the north of the state-owned land is the Edna St. Vincent Millay Society, known as Steepletop. This parcel is over 200 acres and encompasses the poet's gardens and home. Open to the public Create a lifestyle immersed in the sound of running water and the warmth of dappled sunlight coming through the trees. A home connected to the outdoors and an outdoors connected to the beauty and serenity of nature.

276 E Hill Road, Austerlitz

$459,000

4 Beds ⋅ 3 Baths ⋅ 1028739 MLS

Beautifully Tucked Away 23 Leggett Road Is A 1.5 Acre Raised Ranch Featuring 4 Bedrooms, 2.5 Bathrooms, Large Living Room With Wood Burning Fireplace With Blower, Harwood Floors & Private Deck With Stairs Leading To The Lower Level & The Yard, Formal Dining Room With Large Bay Window & Hardwood Floors. Updated Kitchen With Granite Counter Tops, Stainless Steel Appliance, Garbage Disposal, Plenty Of Cabinets With Under Cabinet Lighting, Plenty Of Counter Space With Large Bay Window Looking Out To Your Multi Level Front Deck. Primary Suite With Private Entrance As Well As An Updated Bathroom With Large Walk In Shower & Linen Closet, 2 Additional With Double Closets, 1st Floor Laundry Room. Lower Level Features A Large Family Room With Outside Ground Level Entrance, Guest Quarters ( 4th Bedroom ) 1/2 Bathroom, Mud Room/Storage Area. 2 Mini Split Air Conditioners, Stand By Generator, 200 Amp Electric, Propane Gas Cooking, Direct Gas BBQ, All Updated Within The Last 5 Years - Windows, Siding, Kitchen, 2 Full Bathrooms, Roof 10 Years, 2 Car Large Garage, Large Circular Driveway, Enormous Front Yard. Enjoy All The Amenities This Area Has To Offer Golf, Tennis, Pickle Ball, Basketball, Baseball, Playground, 45 Minutes To Saratoga, Near Amtrak Train

23 Leggett Road, Chatham

$3,000,000

4 Beds ⋅ 5 Baths ⋅ 1025867 MLS

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.

189 Sutherland Road, Chatham

$1,395,000

4 Beds ⋅ 3 Baths ⋅ 1022973 MLS

Days by streams are days well spent. Designed and built by a local master craftsman, this farmhouse fulfills your country dream. Lofty exquisite kitchen. Oversized windows. Deck over looking the stream. Upstairs, large bedrooms and beautifully tiled baths. A guest space over the garage gives anyone a place of their own. Incredible attention to detail. Centrally located, 15 minutes to Hudson, 5 minutes to Chatham and a stroll to Ghent.

48 Konig Road, Ghent

$649,900

3 Beds ⋅ 3 Baths ⋅ 1012896 MLS

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. 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. The established organic fruit trees, perennial flower beds, and organic 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).

2228 State Route 203, Chatham

$1,585,000

3 Beds ⋅ 2 Baths ⋅ 998937 MLS

Welcome to Chicory Hill House, a unique designer home set at the end of a long private driveway on 20 beautiful acres located in Columbia County, prime Hudson Valley. The property features pastoral views, a year-round creek, and a small waterfall woven into the landscape. Following an extensive high-end renovation and infrastructure overhaul, the original 1985 contemporary has been transformed with remarkable artistry, craftsmanship, and thoughtfully integrated modern systems. Triple-paned Austrian-engineered windows and sliding doors flood the interiors with natural light while providing outstanding insulation and quiet, and looking out onto your own private field. Major upgrades include new James Hardie concrete siding, a new roof, updated electrical and plumbing systems, new water pump infrastructure, all new split-unit heating and cooling systems, and solar panels, creating a home that is both highly energy efficient and deeply considered. The main living spaces blend warmth, texture, and refined modern design. Wide plank white oak flooring runs throughout the upper levels, while the living room centers around a dramatic floor-to-ceiling fluted marble wood-burning fireplace. The adjacent dining area includes a built-in entertaining station with an ice maker and wine fridge, ideal for hosting gatherings large and small. Walls of glass open directly onto a generous new cedar deck designed for seamless indoor-outdoor living. Complete with a hot tub, outdoor shower, grilling area, and sunny lounging spaces, the private deck overlooks rolling pastoral fields, creating a private outdoor setting equally suited for entertaining, quiet mornings, or evenings spent soaking under the stars. The kitchen pairs clean contemporary lines with stone countertops, custom cabinetry, a walk-in pantry, handcrafted emerald green Zellige tile, and Fisher & Paykel appliances. Bathrooms continue the same elevated approach, featuring marble finishes, Zellige tilework, and spa-like details including heated floors and a heated towel rack. The primary en suite bedroom is a true retreat, complete with a lofted living space overlooking the main open floor plan living area, a double walk-in closet, and tranquil woodland outlooks. The walk-out on grade lower level offers substantial additional living space ready for customization, with architectural plans available for future completion. Anchored by a wood-burning stove, the space could easily accommodate additional bedrooms alongside media, guest, spa, or studio space. Outside, mature trees and wooded landscape, and the year-round creek create a peaceful and immersive setting. A garage with space for three vehicles adds practicality to the property’s thoughtful design. Only five minutes from the village of Chatham, the property offers rare privacy and natural beauty without sacrificing access to the region’s most beloved towns, restaurants, and cultural destinations. Hudson’s celebrated Warren Street, with its restaurants, galleries, boutiques, and Amtrak station, is under twenty minutes away, while the Berkshires’ cultural and outdoor destinations, including Great Barrington, Lenox, and Tanglewood, are all within easy reach. New York City is reachable in just over two hours by car or train. Chicory Hill House delivers sophisticated country living with privacy, design, and a high level of finish at every turn.

41 Chicory Lane, Austerlitz

$910,000

5 Beds ⋅ 4 Baths ⋅ 996465 MLS

A large, turnkey home on 5.13 open acres in Ghent, with Hudson just ten minutes away and a floor plan that makes life easy. Three bedrooms on the main level, an expansive primary suite upstairs, a finished basement with a fifth bedroom alongside a sizable gym and rec room, plus an attached, insulated three-car garage. Furnishings are available, should you want to skip the moving-in part entirely. The main floor leans practical without going stiff. A generous kitchen with miles of counter space anchors the living area. Three bedrooms sit on this level, useful for guests, kids, a home office, or all of the above. A spacious laundry/mud room takes the brunt of muddy boots and grocery hauls before they reach the rest of the house, and the garage attaches directly, sparing you the winter walk. The full second floor is given over to the primary suite, and it's expansive in the meaningful sense of the word. An en suite bath handles the morning routine, and a dedicated office space sits within the suite itself, a quietly luxurious arrangement if you're working from home. In the basement, two distinct spaces are currently set up as a gym and a rec room, alongside another bedroom and full bathroom. A propane fireplace takes the edge off the rec room's concrete floor. The gym-and-bedroom side has walk-out access for guests who need to come and go discreetly. The 5.13 acres are open, useable, and quiet. There's clear room for a pool, plus all the space a garden, fire pit, or future plans could ask for. Two large decks bracket the house, one out front and one off the back, giving you options on where to chase or avoid the afternoon sun. A whole-house backup generator keeps the whole operation running through whatever upstate weather decides to throw around. Ghent puts you ten minutes from Hudson and squarely inside Columbia County's best stretch of farms, food, art, and trails. Hawthorne Valley Farm sits right in town, with its biodynamic dairy, on-farm store, and a bakery worth the detour alone. Bartlett House, also in Ghent, runs an all-day operation of coffee, bread, and dinner from a restored 19th-century building. Art Omi, a few minutes up the road, has a sprawling sculpture and architecture park open free to the public. Chatham Brewing in nearby Chatham pours a reliable lineup of lagers and IPAs and has been doing it long enough to know what it's doing. For dinner, you've got frankly too many options in Hudson. And for fresh air, the High Falls Conservation Area in nearby Philmont offers a short hike to the tallest waterfall in the county.

23 Petty Drive, Ghent

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