Chatham, NY Homes for Sale under $500,000

Charming 3-Bedroom Ranch on 14 Acres in Old Chatham, NY Discover peaceful country living at its finest in this inviting 3-bedroom ranch-style home, nestled on a sprawling 14-acre parcel in Old Chatham. Offering the perfect blend of comfort, functionality, and outdoor adventure, this property is ideal for horse enthusiasts, nature lovers, and those seeking a private retreat just minutes from

Tyler Bervy Stone House Properties, LLC

Lucrative income property in the center of a New England hamlet's business district. Minutes to Taconic State Parkway/I90/Berkshire Spur, 15 minutes to Lenox/Tanglewood, 30 minutes Albany/Capital Region. 3 buildings fully occupied incl 2BR/1.5BATH center hall 1930's home w/LG foyer staircase flanked by LG common RMS incl LR w/wood fireplace opposite spacious DR. Wood flrs throughout and leased

Natalia de Amorim Preferred Country Properties

Set along scenic Route 203, this four-bedroom home enjoys easy access to the vibrant Village of Chatham, where beloved restaurants, local shops, farmers markets, and cultural attractions create one of Columbia County's most sought-after communities. Inside, the home offers a practical floor plan with comfortable living spaces and abundant potential for updates and personalization. Whether you're

Nikki Carchedi Stone House Properties, LLC

Welcome to 52 Church Street, a c.1900 home set on a generously-sized quarter acre lot in the Village of Philmont. Enter through a large mudroom flanked with windows. A stylish living room flows seamlessly to a large kitchen overlooking the yard. Numerous windows and a door leading to the backyard flood the kitchen space with light. A hall leads to a second kitchen, bedroom and full bath, perfect

MATTHEW CAREY Rouse + Co Real Estate

Fully Rented Income Property in the heart of Chatham Village NY. 3 non-owner-occupied units. All photos taken pre-occupancy. 5BRS total, 3 full baths. Municipal water/sewer. Private off-street parking. Total acreage for 2 parcels (66.6-1-45 is 0.23 acre and 66.6-1-48 is 0.24 acre). Total tax figures below include both parcels. A minute drive to Main St and all shops, theater, pubs, restaurants,

Natalia de Amorim Preferred Country Properties

1800's Hamlet icon. 1st floor retail, 2nd floor 3BR Apt. 3000sqft total incl 50x25' open retail space w/ 3/4 bath (incl shower), 2 storage rms and walkout to rear yard. 2nd flr features residential apt w/50' great rm LR/DR/Kitchen, 3 BRS, full bath. Detached 1.5-car garage plus parking on site and across the street. 8 miles to Berkshires, 5 to Chatham Village and I90/Taconic Parkway. High

Natalia de Amorim Preferred Country Properties

Adorable, tastefully renovated cottage on a quiet side street within close proximity to Kinderhook Lake and the Empire State Rail Trail. This easy to care for home offers an array of upgrades. Including a new kitchen with a gorgeous farmhouse sink, new wainscoted bathroom, new split system for heating and cooling and a brand new deck for après dining and relaxing. There is ample parking and

Morgan Klima Country Life Real Estate, LLC

Located at the end of a town-maintained gravel road, this private raised ranch sits on 2.83 acres accented by a classic stone wall, offering views of the surrounding fields and woods.The first floor includes a family room, one bedroom, and a full bathroom. Upstairs, the second floor features the living room, dining area, kitchen, two additional bedrooms, a full bathroom, and a laundry room. Front

Daisy Blair Howard Hanna Capital Inc

Opportunity awaits on beautiful Kinderhook Lake! This 900 sq ft home offers stunning water views and sits on a spacious yard, making it the perfect blank canvas to create your dream lakeside retreat. Whether you're looking for a weekend getaway, your year round home, or a great investment property, the potential here is unlimited. Property is being sold as-is and will require renovation; cash or

Margaret Guerra Trevett Group LLC