The drive to this beautiful parcel takes you off the main road, past farms, cottages, and estates--all within a mile or two. Hidden away in one of the most scenic parts of Monterey and surrounded by larger holdings and hundreds of acres of conserved, trust-protected land, this property offers peace and privacy rarely found. The land is mostly level before gently sloping down to a brook on the east and a stream and pond to the south. Located just down the road from the Gould Farm Harvest Barn and the beloved Roadside Store Cafe, this is a great area for walking a dog, on the surrounding roads or on nearby hiking trails. With conservation lands and established homes all around, this is a truly exceptional and enduring setting.

The ideal Berkshire escape can be yours. Prime location between historic Stockbridge & vibrant West Stockbridge, minutes to Tanglewood. This turnkey 4-bed, 3-bath home is a sanctuary of light where thoughtful upgrades ensure peace of mind. Key systems are new: a lifetime metal roof, 3 year old re-engineered and designed septic, high-efficiency Buderus boiler, and oversized windows that connect you to the landscape. Your backyard is a protected nature preserve, guaranteeing permanent privacy. The property features a handsome 24x30 horse barn with 2+ acres of paddocks, plus a separate lower-level guest apartment--perfect for weekend visitors or a private home office. A complete package blending modern convenience with pastoral beauty and cultural access.

Set in a peaceful, bucolic setting just minutes from Plunkett and Ashmere Lakes, this new construction home presents a rare opportunity to bring your own vision to life. The structure is in place, offering a blank canvas for customization, with the interior framed, unfinished and ready for your personal design choices. The floor plan can be easily reimagined, as plumbing has not yet been installed, allowing for flexibility in layout. Electrical has been roughed in, with final connection to be pulled from the street. A substantial HVAC credit is included in list price, providing added value and freedom to select the system that best suits your needs. An exceptional chance to create a bespoke home in a serene location close to outdoor recreation and natural beauty.

4,008+/- sqft 1850 Greek Revival in excellent condition w/large, open, bright rooms on first level including wood-burning fireplace and eat-in Cherry kitchen w/Shaker cabinetry - updated/bright lighting throughout- second floor offers 4 large bedrooms - 2 full / 2 half baths - period hardwood floors throughout - private rear deck... Period 2,000+ sqft POST & BEAM BARN - large driveway/parking area... in hamlet center moments to Old Chatham, Berkshires, Chatham Village and half-hour to Capital District via I90/Parkway exit one mile away. Property is leased through November 2027. Arrangements for earlier availability may be possible but cannot be promised. Any co-operating brkr comm (if offered outside MLS) is payable only to a licensed real estate brkr/brkrage

PRIME VISIBILITY off main route to Berkshires. 4,000 sqft Building in excellent condition w/large, open rooms on first level including wood-burning fireplace and eat-in, Cherry kitchen w/Shaker cabinetry - all new, bright lighting throughout- second floor offers 4 large offices/bedrooms - 4 bathrooms - hardwood floors throughout - private rear deck - available separately: original 2,000+ sqft POST & BEAM BARN - large parking lot - in hamlet center moments to Old Chatham, Berkshires.. oil heat, 2 furnaces, add'l Mitsubishi HV/AC first floor. 48-72HR NOTICE Property leased thru 11/2027. Arrangements for earlier availability possible but cannot be promised. Any co-operating broker comm (if offered outside MLS) is payable only to a licensed real estate broker/brokerage company.

Commercially zoned, high traffic count, 265' frontage on Rte 2 now being called 'the Cultural Corridor' between Williamstown and North Adams. 265' frontage on Rte 2,, .8 acre. This is the only undeveloped Main St. commercial site. Zoned Planned Business District ideal for retail, professional, service, or mixed use business and 2nd floor residential condos or apartments.. The lot is level, has all utilities to the site including natural gas, ideal southern exposure for solar as well as views in every direction. Directly across the street from Wild Oats Food Co-op, next door to Dunkin Donuts, a short walk to the pharmacy and public bus service right to the location.

Experience relaxed lakefront living at the sought-after Lakecrest Condominiums on beautiful Pontoosuc Lake. This inviting home offers a first-floor primary suite with a curb less shower, a fully updated cherry cabinet kitchen with wine fridge and updated guest baths. Enjoy this light filled move-in ready end unit with expanded deck providing a private oasis. It is the perfect blend of comfort, recreation, and scenic surroundings in one of Pittsfield's premier waterfront communities. Residents of Lakecrest enjoy an exceptional lifestyle with outstanding community amenities, including a sparkling in-ground pool, tennis and pickleball courts, and a welcoming clubhouse featuring a fully equipped fitness center -- ideal for both relaxation and staying active year-round

Here's a rare opportunity to own a classic roadside motel with strong potential in a popular small-town tourist destination. This 17-room property, complete with an on-site owner's quarters, offers a solid foundation for renovation or rebranding. The motel has been operating for many years and continues to welcome repeat travelers, but it would benefit from fresh energy and cosmetic updates to reach its full potential. With steady local tourism and limited lodging competition, there's plenty of room to grow revenue through improved marketing, refreshed rooms, and updated amenities. Located near shops, restaurants, and popular area attractions such as Tanglewood, Edith Wharton House, Norman Rockwell Museum, and many others.

Beautifully renovated condominium in the historic Mt Hope ''Minnie Mansion'' Move right in to this three bedroom, two and one-half bathroom condominium. Offering a modern attractive kitchen with pass through to formal dining room; living room with gas fireplace, first floor laundry room and half bath. The second floor offers three bedrooms, two bathrooms and private office. Wood floors throughout plus one car attached garage

Introducing the Beautiful Spacious Ranch in a Great Neighborhood! Easy Living at Its Finest! Key Features:- Prime Location: Close to Main St.- Impeccably Maintained & Beautifully Updated- Stylish Granite Countertops for a Touch of Elegance- Lower Level Living Area/In-Law Unit, Extra Space for Guests or Rental Income Opportunity, Second Kitchen with Cozy Eat-In Area, Spacious Living Room for Entertaining, Large Bedroom & Full Updated Bathroom with Walkout Access.

A truly rare offering, this meticulously-maintained, move-in ready Colonial delivers the perfect blend of comfort, style and functionality. Thoughtfully designed for both everyday living and entertaining, the main level features a nearly 400 square foot family room perfect for hosting friends and family. Rich hardwood floors and ceramic tile throughout the home add timeless appeal. The modern kitchen features granite countertops and stainless steel appliances and flows into a cozy sunken living room with a wood-burning fireplace, creating a welcoming space to relax at the end of the day. A formal dining room, convenient half bath and access to the two-car garage complete the first floor highlights. Upstairs, the spacious primary suite provides a private retreat, with en-suite full bath...

If you are looking for privacy and acreage, this Dalton expanded cape is a must see! So much to come home to. First floor flows nicely with fireplaced-formal living, formal dining and open kitchen/family room. Additionally, private first floor office (or bedroom) with full bath, first floor laundry and a pellet-stove heated sunroom making it a usable year-round space. The second floor features a private primary suite accessed with its own staircase. It includes spacious dressing area, bath with soaking tub, and tiled shower. The main stairway leads to three bedrooms, full bath and walk-in attic. The land (over five acres!!) has so many possibilities for the gardening enthusiast. Open and cleared!

Set on a deep, level one-acre lot, this colonial offers a nice balance of space, privacy, and neighborhood convenience. The front entry opens to an inviting staircase that leads upstairs to three bedrooms and a shared full bath. The main level includes a comfortable living room with a fireplace and back door opening to a covered porch overlooking the fenced backyard and in-ground pool.A bright eat-in kitchen with a back entry sits at the heart of the home, with a nearby half bath and a separate dining room for more formal meals or gatherings.The full basement mirrors the home's footprint, offering laundry and plenty of storage. Additional features include: 1 car garage with covered entry to the house, multiple garden beds, and updated windows.

Sitting atop of scenic Florida Mountain, this custom built Cape with elegant charm features 3 Bedrooms, 3 Full and 2 half Baths and central A/C.The Primary suite is located on the first with a fireplace, large walk-in closet and a private sitting room to relax in. The Primary Bath features a 3 head walk-in shower, Jet tub, water closet and radiant heat tile floors. The Bedrooms on the second floor each have their own Full Bath separated by a long walkway with a balcony overlooking the living room. A floor plan that flows from room to room with ease. The living room has a cathedral ceiling, custom fireplace and wood elevator. The Kitchen features a commercial stove, built-in oven and granite counters. A Bonus Room with half Bath over the heated 2 car garage. Walk-out basement.

This Contemporary Ranch offers easy living with interesting open common spaces and all three bedrooms and two and a half baths on the main level. The expansive kitchen with European styling, giving you the washer & dryer in this space for convenience. It has wonderful storage, a generous center island that is open to the dining area and the living room. Enjoy the amazing deck with the bonus amenity of a hot tub adding lovely ambiance surrounded by 3 + acres of tranquil nature. This home has an impressive 4 bay garage, 1 leads into a large workshop, 3 additional bays for winter parking or vintage car storage. A large open basement that is partially finished contributes to the open space this property offers. The solar panels are owned and working effectively.

Welcome to this stunning one level living, 3 bedroom, 3 bathroom home on a serene 4 acre lot. Designed for comfort and style, it features a bright first floor living area with large picture windows and a charming fireplace. The spacious kitchen offers a skylight, breakfast nook, and access to a screened porch perfect for relaxing. Cherry Floors flow throughout (except the kitchen and baths), and the large dining room is ideal for entertaining. Enjoy a generous deck, two car garage, brand new Buderus Boiler, and new air conditioning system.This Berkshire escape could be yours to enjoy and is minutes from Tanglewood, Norman Rockwell, Chesterwood, Berkshire Theatre, and minutes to the charming towns of Stockbridge, Great Barrington, Lee, Lenox, West Stockbridge!

Prime location just a short distance to Stockbridge Village, Tangelwood, Berkshire Theatre Group and many more cultural attractions here in the beautiful Berkshires. Sprawling backyard with Housatonic River views. Open common spaces with ample space, exposed beams, character and wood flooring. The second level offers two bedrooms, full bath, large landing flex space and office/sitting area. Additionally there is an attached first floor In-law apartment with living room, kitchen, bedroom and full bath. Included with the house is a multi level barn with electricity. Lovely setting to relax on the back deck and take in the views or stroll into town to enjoy the cultural amenities This gem has great potential and is ready for the new owners vision

FULLY RENTED with great CAP RATE! Welcome to this exceptional mixed-use building that combines residential and commercial opportunities in one of the most sought after areas in Pittsfield .This property features 3 great apartments and two storefronts, making it ideal for investors or entrepreneurs looking to capitalize on a vibrant local community. All tenants are current with rents, the apartments are clean and feature natural gas heat & hot water, all utilities are separate and the responsibility of the tenants! Very desirable location and spacious layout keeping long-term tenants EASY! Two commercial units are fully rented with long term renters providing solid rental income.

Berkshire County log home on 10 acres affording big sky views. Gaze at Mt Greylock State Reservation from one of your four outdoor gathering spaces including the hot tub or rustic fire pit steps from the 760+ ft of unfinished space in the walkout lower level. Multiple heat pumps for your heating and cooling needs with a back up propane fired hot water boiler heating system offering radiant heat. Plenty of solar on the oversized 4 bay detached garage to keep your utility bill low flanked by an oversized firewood shed. The solar is owned with financing to be paid off with an accepted offer. This custom 3 bedrooms, 2 full bath log paradise offers an open floor plan for entertaining or just easy living.

MOTIVATED SELLER! Beautiful Carriage Barn Unit located in the sought after White Pines. The main level has open common spaces that include a gracious great room with a wall of windows to let in the natural light, wet bar and wood burning fireplace. Generous dining room overlooking the picturesque sun porch with serene view and galley kitchen that is oversized with ample storage space and laundry closet. The second level features the primary bedroom with en suite full bath, walk in closet and bonus loft space; Guest bedroom and en suite full bath. Association beach rights to the Stockbridge Bowl, tennis courts, indoor pool, gym and hiking paths. All of this while being conveniently located near Tangelwood, Lenox Village and many cultural attractions here in the Berkshires.