Chatham, NY Homes for Sale

Set in the heart of Old Chatham, this classic Colonial rests on an exceptional 101-acre landscape of rolling pasture, woodland, and wide-open country views. From its elevated vantage point, the home looks out over a 2.5-acre swimmable pond, open fields, and a stretch of Hudson Valley scenery that changes beautifully with the seasons. Flooded with natural light, the seven-bedroom home offers

Nikki Carchedi STONE HOUSE PROPERTIES, LLC

Welcome to historic Surdeval Farm, a spacious 4,500 square-foot, five-bedroom, four-bath homestead on 24.5 acres located between the charming villages of Chatham, Kinderhook, and Valatie. Over the decades the original early 1800's core home was expanded and rearranged and is now ready for its next chapter. The formal entrance to the home is from the grand tree-lined circular driveway to the side

Peggy Lampman Peggy Lampman Real Estate

Nancy Felcetto BROWN HARRIS STEVENS HUDSON

Set in the heart of Old Chatham, this classic Colonial rests on an exceptional 101-acre landscape of rolling pasture, woodland, and wide-open country views. From its elevated vantage point, the home looks out over a 2.5-acre swimmable pond, open fields, and a stretch of Hudson Valley scenery that changes beautifully with the seasons. Flooded with natural light, the seven-bedroom home offers

Nikki Carchedi Stone House Properties, LLC

A rare opportunity to own a masterfully reimagined circa-1861 post-and-beam barn, transformedinto a one-of-a-kind luxury estate set on 89 pristine acres in the heart of Columbia County. Surrounded by sweeping pastoral views, open fields, and tranquil natural beauty, this exceptional property offers privacy, scale, and timeless craftsmanship. The residence spans approximately 6,000 square feet

Anne Harrison Country Life Real Estate, LLC

CEDAR HILL - A HOUSE for all SEASONS - Old Chatham NY If you’re looking for sweeping views, clean modern lines, and a luxurious connection to nature, this high-design country estate delivers. Elevated on 10 private acres, the newly reimagined six-bedroom home sits in one of the most coveted corners of New York’s Hudson Valley. Seamless indoor-outdoor flow highlights the drama and beauty of every

Nancy Felcetto Brown Harris Stevens HV LLC

A rare opportunity in the heart of the coveted hamlet of Spencertown, this 1790's completely renovated antique gem, center hall colonial AND contemporary guest house are perfection and ready to greet its next owner. One of the earliest homes in the area, this gracious center hall colonial has been brought into the 21st century while maintaining its 18th century character. The gorgeous wide board

Peter Newman Beach & Bartolo Realtors

A Grand Dame in Old Chatham. Discover the joy in bringing back a classic. All the bones are solid. Five bedrooms in that rambling feel that makes farmhouses so lovable. The great room fireplace combines stone and real wood panels with views of the pond out the windows. A formal dining with wainscoting leads to a kitchen that leads out back. A second living room that could be it's own apartment.

Andrea Gabel Gabel Real Estate

Historic Chatham Colonial Home in the heart of Chatham Center referred to as ''Horse Country'' is an equestrian/gentlemen's Dream, adjacent to the Old Chatham Hunt Club Trails. This 2068 sq ft House has: 2 beds, 2.5 baths, a fireplace, original hardwood floors, country kitchen, vaulted ceilings, a wet bar, BRAND NEW ROOF, outside courtyard all accompanied by perennial & vegetable gardens, grape

Harold Reiser Julie & Co Realty LLC

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

Margaret Guerra Trevett Group LLC

''Sweet Dreams Farm'' in the heart of Chatham Center referred to as ''Horse Country'' is an equestrian/gentlemen's farm adjacent to the Old Chatham Hunt Club trails. Possessing 2 separately deeded properties: The 1st, The Main House, is a 1800's historic salt box combo center hall colonial on 5.62 ac. Hosting: 3 beds, 3.5 baths, 5 fireplaces, custom gourmet kitchen, finely detailed moldings,

Harold Reiser Julie & Co Realty LLC

Steps away from thriving Main Street in Chatham, this fully occupied three unit building offers strong returns. Continue to rent the three units or occupy one unit and have the building cover your expenses. There is ample off street parkingas well as a fenced back yard and a sweet front porch..

Philip Feiner Country Life Real Estate, LLC

Steps to town, this Chatham Village multi family features three generous one bedroom apartments. The well maintained building spins off a strong positive cash flow and and has undergone significant renovations such as new high efficient heating units in each apartment and a new boiler. The roof was replaced in 2014.

Philip Feiner Country Life Real Estate, LLC

Fantastic colonial fixer upper with 5-bedrooms and one bath located in Chatham School District. Plenty of room for everyone. Light & bright kitchen with fir floors. Bedroom on first floor. Big back yard. Ready to make it your own.

Anne Harrison Country Life Real Estate, LLC

Serene Colonial Retreat on 5.79 Wooded Acres with Private PondNestled off a quiet secondary road, this low-maintenance Colonial-style home offers 2,860 sq. ft. of peaceful living surrounded by woods on all sides. Enjoy the beauty of nature and ultimate privacy on 5.79 acres featuring a landscaped yard, a pond stocked with largemouth bass, and ample space for expansion—perfect for an inground

Frances Ingraham Heins Howard Hanna Capital Inc

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

Nancy Felcetto Brown Harris Stevens Hudson

This well-maintained multi-unit building offers a strong investment opportunity, with numerous updates, upgrades, and consistent maintenance over the years. The perfect opportunity to live and invest simultaneously, with three units that cater to both owner-occupants and investors.As of July 1st, 2025, Apt #3 with 2 Bedrooms will be available, making it perfect for those looking to owner

Melinda Barbanti Davala Real Estate, LLC

2-Story/5-Apartment/9BR/6BA building PLUS 2BR/1BA Ranch home on about a half acre. Fully occupied, leases, both structures fully up to date and move-in condition. Tenants pay all utils. Landlord provides maintenance, snow/trash removal, water/sewer, off-street parking, fridge/stove each unit. 2 SBL lot numbers - properties not sold separately. Assessment/tax figures herein reflect total due for

Natalia de Amorim PREFERRED COUNTRY PROPERTIES

Welcome to Bezalel Gables, a Queen Anne Victorian built in 1873 for a State Senator and nestled on an expansive 21 acres. This home boasts an impressive layout, featuring spacious living areas perfect for both intimate gatherings and grand entertaining. Venture outside, and you'll discover your own private oasis. The lush 21 acres are adorned with mature trees, ample lawns and a serene brook that

Tammy Molinski Coldwell Banker Advisor Realty

Enjoy serene country living in this well-maintained 3-bedroom, 2.5-bath raised ranch on 1.5 acres with a picturesque front pond. Built in 1978, the home offers 1,476 sq ft with pristine hardwood floors, a bright open layout, and a spacious kitchen with ample counters and a breakfast bar. The finished lower level provides added living space with a wood-burning fireplace, entertainment bar, half

Joanne Bongalo KW Platform

Hidden Gem~This well-maintained, two- bedroom ranch-style home has so much to offer. It features a spacious living room with a wood burning fireplace and a large picture window, a light filled dining room and a well appointed kitchen.Outdoor living too with a charming front porch, a back deck perfect for dining and a hill top gazebo for quiet time. Over ten acres of wooded wonderland

Lenore Packet Stone House Properties, LLC

In the heart of Chatham's historic hamlet of Malden Bridge, this 19th century three bedroom Colonial house, on almost an acre of land, is the ideal country home with modern updates on one of the most bucolic roads in Columbia County. The light filled living room opens directly into the dining room with lovely French doors that lead to a screened porch, ideal for relaxing or evening dining. The

Sarah Lipsky William Pitt Sothebys Intn'l

Opportunity awaits. This 3 bedroom, 1.1 bath Dutch Colonial home offers 1372sf of living space and is ready for it's next chapter. Home needs fair amount of renovation and will be cash only, sold ''as-is.'' Good sized living room with separate dining space, kitchen with good space , first floor bathroom is a full bath. Enclosed rear porch, and nice front porch. 2nd floor has 3 bedrooms, with

Brian Brosen eXp Realty