Chatham Homes for Sale

Welcome to the charming community of Chatham, nestled in the picturesque Columbia County of New York. Known for its scenic landscapes and vibrant small-town atmosphere, Chatham is not only a delightful place to call home but also a hub of exceptional educational opportunities. The Chatham School District is renowned for its commitment to academic excellence, offering a well-rounded curriculum that nurtures the intellectual and personal growth of its students. With dedicated teachers and a variety of extracurricular activities, families can feel confident that their children are receiving a top-notch education in a supportive environment.

Living in Chatham means enjoying the perfect blend of rural charm and modern convenience. The real estate market here is as diverse as the community itself, featuring a wide range of homes for sale that cater to various lifestyles and budgets. Whether you’re searching for a cozy cottage, a historic Victorian, or a contemporary family home, Chatham has something to fit your needs. Many properties boast spacious yards, stunning views, and easy access to local parks and recreational activities, making it an ideal location for families and outdoor enthusiasts alike.

As you explore the homes for sale in Chatham, you’ll discover a welcoming community that values both tradition and innovation. With its strong sense of community, excellent schools, and beautiful surroundings, Chatham is truly a wonderful place to plant your roots. Come visit and see why so many families are proud to call this charming town home!

Newest Chatham Homes for Sale

$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

$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

$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

$2,285,000

3 Beds ⋅ 3 Baths ⋅ 995720 MLS

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 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.

53 May Lane, Chatham

$3,995,000

6 Beds ⋅ 5 Baths ⋅ 991875 MLS

CEDAR HILL - Architectural Country Living at its Finest - is the embodiment of 21st-century modern luxury. Elevated on 10 private acres with sweeping mountain views, a gracious mix of open and wooded landscape, a serene spring-fed lily pond, and an organic vegetable garden, this newly expanded and reimagined six-bedroom home is set in Old Chatham, one of the most coveted corners of New York’s historic Hudson Valley. The home engages seamlessly with its natural surroundings through walls of glass that draw in the changing seasons - from spring’s first blooms and summer’s golden light to autumn’s rich palette and the quiet beauty of snow-covered peaks. Abundant natural light and warm finishes create interiors that balance architectural precision with a sense of comfort and ease. The grounds include a 50-foot heated in-ground Gunite salt-water pool and spa, surrounded by expansive bluestone patios. Thoughtfully positioned just beyond, a cedar-clad spa pavilion - with sauna and custom sleek stainless hot tub - is connected to the house by a breezeway, creates a natural extension of the home while preserving a sense of privacy. Southern light fills this entire setting throughout the day, enhancing both the interiors and outdoor living spaces. A deco-turf night-lit tennis court built by a premier tennis contractor in the Berkshires complete the private, resort-like atmosphere, ideal for restorative retreats, entertaining, or quiet relaxation. The formal living room, with soaring 22-foot ceilings, anchored by a wood-burning fireplace flows effortlessly into a gracious dining area, an open kitchen and butler’s pantry and a secondary gathering room with its own wood-burning fireplace. A game and media room opens directly to the pool terrace, while the main level also offers a first-floor bedroom, full plus half- bath, along with a beautifully designed mudroom with breezeway access. Upstairs, the primary suite serves as a private sanctuary, with glass doors opening to a deck that captures mountain vistas with south and west exposures. Four additional bedrooms, bathroom, a flexible-use room with grand terrace, and a second laundry provide ample space for guests, work and wellness. The property, rebuilt and expanded over a multi-year renovation, was completed in 2023. Designed for year-round, sustainable modern living. Solar power, radiant heated interiors, a three-car heated garage, and multiple EV charging stations ensure comfort and efficiency in every season. Underground utilities further enhance the natural setting. Surrounded by the natural beauty of the Hudson Valley and the Berkshires, Cedar Hill offers access to hiking, skiing, farm-to-table dining, and cultural destinations - while remaining a peaceful retreat to relax and recharge.

33 Ford Road, Chatham

$7,995,000

8 Beds ⋅ 10 Baths ⋅ 929847 MLS

Where History Breathes and Beauty Dwells: WHITE BRIDGE FARM c1775 Welcome to White Bridge Farm, an exquisite historic18th century estate restored and designed honoring and preserving the history with imagination and perfection. White Bridge Farm will take your breath away at every turn from the original restored iron main gate to magical stonewalls, pathways and gardens landscaped to intrigue all your senses with three miles of trails to the magic in all her structures. Pause at sitting areas overlooking the stream, the waterfall and fields with fountains and fire-pits and decorative arbors found throughout this160-acre sanctuary. The 1700's main home, with enchanting courtyard, interior and exterior original and authentic details is comprised of three bedrooms, formal living and dining rooms each with wood burning fireplace, the masterful kitchen, office, mudroom and four full baths and one-half bath. The main level primary en-suite with double height ceiling, wood burning fireplace and master bath is stunning. Upstairs you will find two sunlit en-suite bedrooms and an inviting sitting area. The roof is of handcrafted "dog-ear" copper tiling. All other buildings have copper standing seam roofing. The air is central, and floors are radiant, as in all living structures. The Barn complex creates a delightful courtyard comprised of two guest suites flanked by two magnificent barns. The main level ‘Bridle Suite', with flagstone flooring on the main level is an intriguing open concept space with original stall walls retained to define the spaces opening to brick patio. Above, the light-filled three bedroom ‘Hayloft Suite’ with restored wood flooring has open dining, three bedrooms and lounging terrace. Each suite has Big Chill appliances, WBFP, radiant flooring and W/D. The Barns: the "Horse Barn', has original cobblestone floors and completely restored. The stalls are intact and decorated as living spaces for gathering and bath with shower and copper tub with Lillie Herbeau filter. Upstairs is open space with soaring ceilings to dance, dream and create. The "Gathering Barn" completely restored with soaring ceilings and all original beams and intact stalls originally for hunting dogs decorated as living spaces and grand open spaces for gathering is truly incredible. Attached is a four bay garage with original barn doors, radiant floors and custom storage. The pool house with floor to ceiling stone wood burning fireplace and soaring ceiling highlighting architectural trusses is fabulous, as are the kitchen and bath. French doors open to the custom gunite pool with seating area designed to take in the views and surrounded by gracious plantings and gardens with bluestone decking, pergola, hot tub and stone shower. The systems throughout the property are as spectacular. A magical property for a lifetime of memories. Truly a sanctuary to be marveled.

47 White Bridge Rd, Chatham

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