land for sale East Chatham, United States

Welcome to DREAMLAND. Set along a quiet country road, this exceptional 22 acre parcel offers the rare combination of privacy, curated natural beauty, and effortless access from New York City. Just minutes from the Taconic State Parkway, the property is ideally positioned for seamless weekend escapes or full-time living. A sun-drenched open meadow—perfectly oriented for southern exposure—creates an ideal setting for a modern country estate, while a network of winding, tree-lined trails invites exploration through a landscape of mature hardwoods, including striking 200-year-old oak trees and historic stone walls. The setting feels both expansive and intimate, a 5 acre building site offering the opportunity to design a home that fully captures the surrounding natural beauty. Located moments from the renowned Hawthorne Valley School and its celebrated farm store, and within easy reach of the cultural richness of the Berkshires, this property places you at the intersection of nature, design, and lifestyle. Skiing, art, and dining are all nearby, while the vibrant riverfront city of Hudson is just 20 minutes away. A rare opportunity to create a legacy property in one of the Hudson Valley’s most sought-after settings—where architecture, landscape, and lifestyle come together seamlessly. BOHA, Driveway permit, survey

Old Farm Lane, Lot #26 offers the perfect blend of wooded privacy and neighborhood community, while being tucked away on a quiet cul-de-sac. Utilities are in place with public sewer, private well, underground electric and gas. This lot borders the Pittsfield State Forest and offers close proximity to other year-round activities. It is also a short drive to the cultural hubs of Lenox, Williamstown, and North Adams. Privately located with access to everything.

This Woodmonte Estates lot offers a builder-ready parcel equipped with on-site utilities, including public sewer, a private well, and underground electric and gas. Tucked away in a premier luxury community, this location provides a serene, private setting while maintaining close proximity to year-round recreation. It is just a short drive to the renowned cultural hubs, skiing, lakes, and numerous outdoor activities of the Berkshires. Please note that home must be minimum 3000 sf, with design and construction of home subject to HOA approval. With additional adjacent lots available to create an expansive, custom estate, this location represents the ultimate destination—privately situated yet perfectly connected to everything the region has to offer.

Perched atop a breathtaking ridgeline with some of the most extraordinary panoramic views in the Berkshires, this remarkable almost 18-acre estate parcel is one of only seven exclusive homesites within this private enclave. With the most recent neighboring estate having changed hands for $5.6 million, the property's exceptional pedigree and enduring value are unmistakable. Surrounded by more than 220 acres of permanently protected conservation land, the property offers unparalleled privacy, timeless natural beauty, and direct access to a protected greensward ideal for hiking, cross-country skiing, and year-round outdoor enjoyment. A handcrafted stone bridge spanning a tranquil woodland stream welcomes you to an expansive, level building site with coveted southeastern exposure, perfectly positioned to capture dramatic sunrises, rolling hills, forested vistas, and ever-changing Berkshire skies. The entrance, approach, dwelling site, and selective clearing have all been thoughtfully completed, providing an exceptional canvas for a world-class estate. The property spans two of the Berkshires' most desirable low-tax towns--11.2 acres in Egremont and 6.8 acres in Alford and borders New York State, offering the perfect blend of Berkshire culture, Hudson Valley charm, and convenient access to major metropolitan destinations. Perfectly situated in the heart of the Berkshires--home to Tanglewood, Jacob's Pillow, exceptional farm-to-table dining, boutique shopping, renowned cultural institutions, and endless outdoor recreation--the location balances complete privacy with remarkable accessibility. Hudson, New York, with direct Amtrak service to New York City, is nearby, while Manhattan's Upper West Side is approximately two hours away. Boston is just 2½ hours, Albany one hour, and Hartford 1½ hours. With an existing well, roughed-in driveway, excellent percolation, and permanently protected unobstructed views, much of the essential groundwork has already been completed. Opportunities of this caliber are exceedingly rare--a chance to create a legacy estate in one of the Berkshires' most coveted and thoughtfully planned settings.

Where the road ends. This 173 acre parcel runs adjacent to the Hudson, with majestic views up and down the river and to the Catskill Mountains beyond. One of the largest available on the Hudson River, this rare, undeveloped slice of heaven is available for the first time in over twenty years. Watch the barges pass by on their way to New York, witness the storms blow over the mountain range, see the glow of the lighthouse in the distance as dusk sets in and the eagles fly over the landscape. An incredible, once in a lifetime opportunity abutting large swaths of forever wild land to the south and east. Just 10m to Amtrak and all that the vibrant city of Hudson has to offer from its farm-to-table restaurants, burgeoning hotel scene and antique troves. Developable and subdividable. 2.5h to NYC.

Located at the end of a quiet dead-end street, this versatile 3.6-acre lot offers the ultimate blend of scale, privacy, and turn-key convenience. Critical site preparation has already been accomplished. The parcel features a flat, cleared homesite ready for your build, a roughed-in gravel driveway, and electricity already connected to an existing outbuilding. Utility connection is remarkably straightforward, with public water and municipal sewer available directly at the street. Adding exceptional character and value, the rear boundary rises into a wooded, rocky ridge that abuts the maintained hiking trails of Lee Town Forest-effectively expanding your backyard into acres of preserved nature. Sited less than 5 mins from I-90 exit (mass pike) 5 mins to downtown Lenox, 10 mins to Tanglewood!