A Rare Opportunity in Chatham For the first time in 37 years, this unique multi-family home is on the market. Situated on a quiet street, it's just a short stroll from Chatham's vibrant main street, offering an unbeatable combination of lifestyle and investment. This property is a dream for a first-time home buyer. Live in the spacious 2,100 square foot main residence, which features four bedrooms and two bathrooms, and let the rental income from the separate apartment help cover your mortgage. The one-bedroom apartment has its own entrance and until recently was rented for 1,050 per month, with the tenant covering their own utilities. That immediate, substantial income makes homeownership here more affordable than ever. The main home has a welcoming feel with gleaming hardwood floors and a recently updated kitchen with all-new appliances and cabinetry. You'll appreciate the convenience of municipal water and sewer services, and the heating is provided by an efficient oil hot water system with 200-amp electrical service. Outdoor living is easy with a classic front porch and a private yard space. An added plus is the oversized two-car garage with extra storage, offering even more potential for income or personal use. Another Plus to this home, is the additional unfinished space located above the rental unit. If finished, it would add an additional two bedrooms to the rental unit, and substantial additional income. This home is priced to sell and offers unbeatable value. Don't miss your chance to own a piece of Chatham with this exceptional property.
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.
Rich in history, 1 Hudson Ave was originally built in the late 1800s with many additions and modifications over time. For many years, the Capozzo family operated a fruit and confectionery store with an adjoining billiard parlor. The capozzo family took up residence on the second floor.In 1984 the iconic Video Visions opened it's doors. Beloved by many, the VHS rental store and ice cream parlor becme a community landmark and gathering place.With over 11,000 sq ft, the building has retail, office pace and 4 apts.There is a 5 bay barn, parking area and a huge, very useable basement. Chatham village is thriving with a gret selection of great restaurants, boutique stores, vintage theatre and microbrew. It will soon be home to the Shaker Museum. Now your Vision will write this buildigs next chapter.Apts are occupied, please allow at least 24 hours notice
Discover this exceptional custom home nestled on 5.97 acres, complete with a serene ponda perfect blend of privacy and convenience. Located in Chatham, this property offers endless potential, whether you're seeking a private retreat or an investment opportunity. Currently configured as a two-unit, it can easily be transformed into a charming single-family residence. Since its purchase in 2020, the home has seen numerous upgrades, including a brand new high-efficiency furnace, new flooring, and a terrific kitchen renovation. Ideal for entertaining or family gatherings, the expansive 1,000 sq ft covered deck overlooks the pond and pool. Enjoy outdoor activities like fishing or relax in the peaceful surroundings. Just over a mile from Main Street Chatham, the location is perfect for walking or biking to local amenities like restaurants, shops, and banks. With easy access to the Taconic Parkway and I-90, you're only 2 1/2 hours from NYC and 30 minutes to downtown Albany or the Berkshires.
Unique, mixed-use opportunity in the Village of Chatham on 0.17 acre with great exposure and free on-street parking. Currently used by the resident/seller, as retail on first level and two apartments above. Apartments could also be created on first level. The diverse 4,566 sq. ft. building featuring a rare backyard with lush landscaping, fountain and mature arborvitae along paneled fencing for estate-like privacy. There's a covered back porch and amazingly generous, landscaped setback from the street with covered balcony above the width of the building. There is a three-bedroom owner's apartment with a renovated kitchen and tiled designer bath. A one-bedroom rental apartment is across the main hall. The two retail entrances, could be used as private apartment entrances, as well as the two rear entrances from the lawn. There is a middle entrance front and rear to access the second floor apartments.Other details include hardwood floors, sealed rubber roof in 2022, new ceiling and iron girders in retail space, a half bath on first floor, foam spray insulation, recessed lighting and LED spotlights, separate utilities, new windows on second floor. This is a perfect building unlike any other in the village for apartments, any type of business or investment, just 14 miles to Amtrak in the City of Hudson and less than 10 minutes to Taconic Parkway. This diverse Village is home to the nationally known movie festival Film Columbia and future Shaker Museum, in addition to an assortment of dining, shopping, professional and medical services.
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..
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 occupy.Located near restaurants, shops, Chatham Brewery, and the renowned Crandell Theater, home to the Columbia Film Festival, this property combines charm and practicality.Each apartment features upgraded kitchens equipped with dishwashers, along with thoughtfully designed spaces that offer unique character for comfortable living and entertaining. With well-established tenants, positive cash flow, low-maintenance grounds, and tenant-paid utilities, this property is an excellent addition to any investment portfolio. In addition, offers are ecouraged.
Charming 1850 two-family home in the heart of Chatham Village, tastefully renovated by a nationally known writer. Live on one side and rent the other, or use as a pure investment. Just a short trip to Main Street, with its classic Crandell Theatre, award-winning brewery, Bimi's Canteen, and all the small-town energy you want. Out front of the home is a deep front yard, wild berries, and a rocking chair porch. Out back? A private deck tucked into a green hillside. Inside: side-by-side two-bedroom units with separate utilities, 200 amp service, updated baths. The property also features newer siding and off-street parking. Original wide board floors and fresh upgrades throughout. Both units are vacant and ready for their next steward. The keys are waiting. Come take a look.


Chatham is located in New York. Chatham, New York has a population of 4,079. Chatham is more family-centric than the surrounding county with 24.65% of the households containing married families with children. The county average for households married with children is 22.64%.
The median household income in Chatham, New York is $92,794. The median household income for the surrounding county is $73,065 compared to the national median of $69,021. The median age of people living in Chatham is 49.9 years.
The average high temperature in July is 82.7 degrees, with an average low temperature in January of 13.8 degrees. The average rainfall is approximately 42.9 inches per year, with 49.7 inches of snow per year.