Once in a lifetime opportunity to acquire one of the last remaining unrestricted working farms in Northern Dutchess County, NY. Choice building sites, panoramic views and seclusion yet convenient to New York City, Metro North commuter train and nearby area amenities including Millerton, NY, Litchfield County, CT, Troutbeck Inn, Millbrook, NY and Silo Ridge.

Successful, turnkey inn located in the picturesque village of West Stockbridge, walking distance to shops, restaurants, and galleries. This unique property boasts nine spacious, well-appointed guest rooms, most with private outdoor entrances. Each room has a kitchenette and ensuite bathroom. Most rooms have gas fireplaces and private balconies, overlooking the manicured grounds. The Greylock suite is perfectly set up for long term stays, with a full kitchen, living room, and separate bedroom. For the innkeeper, there is a spacious owner's quarters, privately located on the top level of the inn, with its own separate entrance, full kitchen, laundry, and lots of charm.Close to all that the Berkshires have to offer, this is a great live/work opportunity in a highly desirable area.

A grand two-story foyer with a beautifully crafted staircase welcomes your entrance to this stately home. The spacious rooms are bathed in natural light. Wonderful details include two fireplaces, French doors, butler's pantry, back staircase, beautiful wood floors. Large eat-in kitchen and formal dining room. Gracious back porch off the family room looks out to the lovely meadow and woods. Impressive second floor balcony with lovely sitting area. Primary suite with office (could be a 5th bedroom). Second floor and lower-level laundries. Finished lower level with 3 additional rooms and full bath. Walk to all that Shakespeare and Company has to offer. Restaurants, shopping, Canyon Ranch, Miraval, hiking and more are only mere minutes away.

The iconic Wainwright Inn, built in 1766, is ideally located on Main Street in Great Barrington, the largest town & hub of the famous Berkshires vacation destination in Western Massachusetts. The Inn consists of a main house with 9 guest suites & a spacious owner's suite, & a carriage house with an apartment & two additional guest suites. In pristine condition, the current owners have improved the property significantly to include: AC system, new kitchen, structural upgrades, new parking lot and landscaping. Solid income and occupancy history. Known for its beauty, the Inn features spacious public rooms with high ceilings, fireplaces and historical details intact, and large suites, each with a bathroom. A short walk to the many restaurants & shops of the town & minutes to Tanglewood.

Seller will entertain a 99 yr ground lease or will hold paper. Prime Commercial Property in Hudson, NY with frontage on 2 roads plus traffic light, Fairview Ave and Joslen Blvd, with high visibility. Flat, 1.83 acres zoned for commercial use and is ready to build. 2 curb cuts for easy access. Ideal for gas station, convenience store, or any other retail business that LOVES high traffic counts! Directly across the street from Lowes, Wal-Mart and Kohls, just to name a few anchors in the neighborhood. Sale includes 2 parcels, 1.57 acres & .23 acre parcel. Taxes and assessments reflected with BOTH parcels. Current auto sales/detailing business is NOT for sale- selling the real estate and improvements. 1 bedroom apt on the 2nd floor. Call today for your own private showing.

The iconic Wainwright Inn, built in 1766, is ideally located on Main Street in Great Barrington, the largest town & hub of the famous Berkshires vacation destination in Western Massachusetts. The Inn consists of a main house with 9 guest suites & a spacious owner's suite, & a carriage house with an apartment & two additional guest suites. In pristine condition, the current owners have improved the property significantly to include: AC system, new kitchen, structural upgrades, new parking lot and landscaping. Solid income and occupancy history. Known for its beauty, the Inn features spacious public rooms with high ceilings, fireplaces and historical details intact, and large suites, each with a bathroom. A short walk to the many restaurants & shops of the town & minutes to Tanglewood.

If you are considering a purposeful next chapter involving land stewardship this heirloom farmstead is an exquisite gem with much to offer. With mountain, valley, and pastoral views the setting for this meticulously renovated 1820s farmhouse, with a 3 bedroom guest cottage, and a cluster of well maintained barns is, in a word, spectacular. A working farm of this caliber and beauty is a rare find indeed. During the current owner's tenure the farmland was groomed to be 100% organic and is protected by an agricultural easement through the assistance of the Columbia County Land Conservancy. Currently the farmland is leased to a local farmer who manages the fields and pastures with expertise. A few of the highlights include a solar array which provides 50% of the electricity, a pond, 3 wells,

INCREDIBLE OPPORTUNITY TO FINISH A 3-LEVEL, 6,000 SQUARE FOOT BERKSHIRE DREAM HOME ON 16 PRIVATE ACRES AND A TWO-BEDROOM GUEST HOUSE. ** DESIGN BY Woodhouse Timber Frame Company. ***CONSTRUCTION IN PROGRESS*** Completed: Surveys, land clearing, driveway installed, underground utilities, well, septic, house plans, building permits, privacy berm, foundation, framing, roughed-in plumbing, electric and propane heat, inground pool foundation, floor plans for 3 bedrooms, 4 baths, 2 kitchens, 2 family rooms, attached 2-car garage. GUEST HOUSE: Interior plans for 2 bedrooms, LR, kitchen, and bath over 2-bay garage.

Large 5 Bay Auto / Truck Sales and Service Center on Route 7 (Garage over 5000 sq ft - room for @ 100 cars). On Sheffield-Great Barrington border. Huge Parking Lot, High Visibility, Heavy Power. Additional Storage Building on over 8 Acres of Land. Ideal for a multitude of uses.(Former GMC Dealership location.)

Prepare to be wowed when you visit this luxury condo at Stockbridge Terrace! The details, custom features and craftmanship are second-to-none! Seeking one-level living? Literally just bring your suitcase as furnishings can be available in this well-appointed one-owner home. Entertain in style with open floor plan. The living/great room's centerpiece is the stone fireplace, oversized windows and cherry floors. Enjoy the formal dining room or savor summer dining on the spacious screened porch. Bedrooms are thoughtfully placed to ensure maximum privacy. Primary suite is on the first floor with jetted tub and oversized shower. along with custom outfitted walk-in closet. On the upper level you'll find two additional bedrooms each with ensuite baths. The family room includes custom

Classic American Farmhouse With Epic Views - Experience breathtaking panoramic vistas over protected land from every angle in this renovated Classic American Farmhouse. Nestled on two parcels, this residence boasts a pool, a detached garage, and gracious proportions throughout. Relax in the majestic long-range mountain vistas. The house is perfectly positioned to experience both sunrise and sunset views. Step inside to discover an extra-large chef's kitchen seamlessly connected to a delightful breakfast room, sunroom, and screened porch, each offering tranquil views of the pool and raised garden beds. The inviting living room, complete with a cozy fireplace, flows effortlessly into the dining area, creating an ideal space for entertaining.

FANTASTIC, UNUSUAL AND UNIQUE WATERFRONT OFFERING: TWO LAKEFRONT PROPERTIES ON OTIS RESERVOIR, the largest recreational lake in the state at 1085 acres. The two separately deeded properties are: 183 Pine Road, a charming 4 bedroom cottage located 20 feet from the water's edge with a swimming area and three docks set on over an acre lot with 100 feet of shoreline - lots of space for water toys; and 185 Pine Road, a 2 bedroom contemporary cabin featuring a delightful covered deck overlooking a long lawn leading to the lake and the fourth dock. The combined properties offer 150 feet of beautiful lakefront and a total of nearly 1.5 acres.

Step into a piece of history with the once Iconic Card Lake Inn Tavern, now transformed into a stunning residential haven in the heart of downtown West Stockbridge. This property offers not only a prime location but also an exceptional living experience, combining modern amenities with charming historic character. The building houses six completely renovated high-end apartments, each thoughtfully designed to meet the needs of modern living. These units feature elegant wood floors and come equipped with all necessary appliances, including dishwashers and in-unit laundry facilities. Central air conditioning ensures comfort year-round, while tiled double-sink bathrooms add a touch of luxury. Ample storage space is available in each unit, allowing residents to keep their living areas tidy.

Situated on 2.4 acres, this gorgeous home is a short walk from Lake Garfield's public beach and close to the Berkshires' top attractions. Inside, 12-foot ceilings and an open floor plan create a lofty feel in the oversized kitchen and living area. A wide panoramic door (with a screen) leads to a massive deck, ideal for outdoor entertaining. The primary suite offers a large walk-in closet and luxurious wet room for a private retreat. On the opposite side, two additional bedrooms, a shared bathroom, and laundry provide convenience. The finished lower fully walkout level includes a family room with a bar, a fourth bedroom, and a full bath - ideal as an in-law suite. An oversized two-car EV-ready garage connects directly to the suite. Energy efficient with a solar-ready roof and central AC.

Come see a unique investment opportunity with this charming mixed-use building in the heart of Great Barrington. Ideal for both residential and commercial purposes, it features a versatile ground floor for retail or office space, and a well-maintained upper level with comfortable apartments. The property boasts high visibility, 8 off-street parking spaces, and a vibrant local community. Perfect for entrepreneurs and investors seeking a blend of business and residential potential. Don't miss out on this rare gem in a growing small town!

Nestled in East Mountain State Forest on a private road yet minutes from downtown and Ski Butternut, this meticulously maintained home is move-in ready. A heated sidewalk leads to a foyer mudroom with radiant heat. Cathedral ceilings with a wood-burning fireplace and large windows in the living room, overlooking a wonderful patio with a fire pit. An open kitchen with eat-in granite counter, formal dining room, screened porch with additional gas fireplace; powder room, two ensuite bedrooms plus an additional bedroom upstairs; another ensuite bedroom at garage level, with a laundry room and huge basement storage space. Two-car attached garage, HVAC system plumbed for oil, propane, or solar. Hike miles of wooded trails accessible from the back yard. Some furnishings are available separately.

Expansiveness & spectacular views into CT! This contemporary cedar home is an idyllic setting in a dream location featuring a hilltop swimming pool w/ stone patio, 36' x 60' horse barn with plenty of room for horses, koi pond w/ bridge, mature landscaping, and beautiful stonework throughout. The spacious interior of this light-filled home with soothing earth tones & warm woods includes 3 BRs, 2.5 bathrooms, open concept floor plan, private office space, central A/C, jetted tub, screened porch, gas fireplace, skylights, and incredible views both inside & out. Gather year-round with friends & family at this spectacular retreat!

Discover a lucrative investment opportunity with this contemporary 8000+ square foot dental building boasting two long-term leased suites and a strong cap rate. Equipped with an elevator and situated in a high-traffic commercial district, this property ensures stable rental income and convenient accessibility. With modern renovations and amenities, well laid out operatories, waiting rooms, reception stations, offices and ample parking, this building has it all. Secure this asset for a promising return on investment and future growth potential.

Two Dwellings on almost four acres.Just a very special property. Located between the Rockwell Museum and the Botanical Garden. You are moments from Tanglewood. Equidistant from Lenox and Great Barrington providing easy access to the Berkshires wonderful restaurants. The main house has four bedrooms and two baths , while the guest cottage adds another bedroom, bath, and large living room. The main house has central A/C while the guest cottage has mini splits. Gracious grounds are beautifully landscaped. Adorable play house for little ones. Several outbuildings. Garages for at least 5 cars. First floor primary bedroom with sunroom. Perfect site for a pool. Abuts protected land.

Handsomely built with modern comfort and amenities. Meet Guests on the covered porch and welcome them into the first floor open kitchen and great room with stone fireplace. On the first floor is also the dining room, office, den, mudroom and breezy screened porch for summer drinks. First floor primary suite with sparkling ensuite bathroom and sitting room with fireplace is its own hideaway. Upstairs, three more large ensuite bedrooms for the crew. One-car garage located off the first floor for easy access to the kitchen, two oversized garages below. Located at the end of a shared private drive with similar homes, and maybe some new friends, this retreat will be home base for all of your Berkshire adventures.