Many residents are drawn to Ashley Falls for its historical charm, welcoming community and seasonal events. With picturesque landscapes and a blend of tradition and opportunity, Ashley Falls remains a desirable location for families and individuals alike. Ashley Falls is not only a haven for history enthusiasts but also a community teeming with potential for new ventures and creative enterprises. The centrally located 'Post Office' building, constructed in 1860, presents a unique opportunity for both residential and commercial use. Entrepreneurs and investors could find this setting ideal for establishing shops or studios that compliment the village charm and attract both locals and visitors. Its strategic position ensures consistent foot traffic, making it an invaluable resource.

Immaculately maintained and thoughtfully custom-built, this inviting home offers the perfect blend of comfort, craftsmanship, and seclusion. The open-concept kitchen, living, and dining area features soaring ceilings, custom display windows, and three sliding glass doors that welcome natural light and open to a 1,350 sq ft wraparound deck - the ideal vantage point for taking in the tranquil, wooded landscape and seasonal views of Snyder Pond. The main level includes two bedrooms and two full baths, each with private access to the deck, creating a harmonious indoor/outdoor flow. A cozy loft adds charm while also providing entry to additional unfinished space already plumbed for a future primary en-suiteoffering exciting potential for expansion.

Old Historic Village downtown location! The centrally located Post Office building constructed in 1860, presents a unique opportunity for both residential and commercial use. Its strategic location ensures consistent foot traffic, making it an invaluable cornerstone of village life. With no mail delivery service in Ashley Falls, the Post Office attracts local residents daily. This building is offered for sale with 3 business rentals and 2 apartments creating a living and income opportunity.

Discover the ultimate lakefront getaway in an ideal location on the lake, where peaceful mornings and unforgettable sunsets become part of your daily routine.Inside you will find a move in ready home with a bright open concept layout that connects the kitchen, dining and living areas, perfect for entertaining or relaxing by the cozy gas fireplace. This home features two bedrooms and a beautiful full bath.Step outside onto the expansive deck overlooking the water. Enjoy direct lake access with your own private dock, ideal for boating, fishing or simply unwinding by the water. A built in firepit adds to the charm, creating a perfect space for gatherings under the starts. Move in and start making memories on Ashmere Lake!

Exceptional lakeside commercial opportunity with ~820 ft of frontage abutting the Cheshire Reservoir & the Ashuwilticook Rail Trail. Set on 4.71 acres w/ prominent Rte 8 visibility, expansive water views, & immediate trail access along one of the Berkshires' most active recreational trails. AADT 11,200+; w/ addt'l annual foot/bike traffic of 70,000+. Main building ~6,200 sq ft, formerly a popular restaurant, two lakeview cottages (one recently renovated), finished storage garage w/ covered pavilion area, & addt'l outdoor space. Includes a small waterfront piece on the lake side of the rail trail. Located within the marijuana overlay district. Zoning allows a broad mix of commercial, hospitality, recreational, residential, retail & mixed-use options, subject to approvals. Being sold AS-IS.

Discover your dream retreat in this stunning log home, nestled on 37 acres of breathtaking land that adjoins over 1,000 acres of serene state forest. This oasis offers an unmatched blend of tranquility and natural beauty, allowing you to escape from the hustle and bustle of everyday life. Imagine sipping your morning coffee on the wrap-around deck, soaking in the picturesque mountain views. Indulge in the ultimate relaxation experience with a soak in your wood-fired hot tub or a rejuvenating session in your outdoor sauna. Step inside and be captivated by the charming open floor plan. The chef's kitchen is a culinary enthusiast's dream, featuring a large island, elegant granite countertops, and a high-end Viking stove, perfect for entertaining guests or creating culinary masterpieces.

Set in a small country neighborhood, this stunning 4 Bedroom is perfect for entertaining friends and family. The 1st floor includes an open kitchen and dining area with granite countertops and high ceilings, a cozy sunken living room with propane fireplace, and a spacious first floor bedroom suite. Sliding French doors throughout the 1st floor bring in plenty of light and lead onto a 50' mahogany deck overlooking the back yard. The 2nd floor offers a large primary bedroom suite with walk-in closet, and two additional bedrooms sharing a full bath with laundry. The insulated third floor with high ceilings provides potential for an extra 1620 square feet of living space.

Prime commercial frontage on Great Barringtons South Main Street. This Large building has been actively run as retail, manufacturing and residential housing for many years. This property is a perfect spot for a live/work scenario or to produce income.Currently this space has been used as two retail fronts, one space for manufacturing, one space for machine repair and two residential rental units on the second floor. With lots of parking the possibilities are endless!

Investment Opportunity - 4-Unit Mixed-Use Property in Downtown Great Barrington, MAPrime downtown Great Barrington location! This well-maintained 4-unit mixed-use property includes three 1-bedroom apartments and one street-level commercial space offering excellent visibility and steady foot traffic.Two of the residential units are currently occupied by long-term tenants with strong payment history, while two units (one apartment and the commercial space) are vacant, providing immediate value-add potential for an investor or owner-occupant.

With its excellent curb appeal, charm and location, this property delivers! The inviting exterior exudes timeless appeal, while the sun-drenched three season porch provides an ideal space to relax and enjoy the southeastern mountain views.. Inside, warm and flexible living spaces, a cozy fireplace, a bright & sunny dining nook with skylight, and other rooms that easily adapt to your lifestyle needs. Nestled in a sweet, welcoming neighborhood, this home promises the best of Berkshire living- comfort, whimsy and unbeatable location. Walking distance to Lake Mansfield, Main Street and Farmer's Market a short stroll.

Loft 309 at Greylock WORKS is a distinctive north-facing 1BR | 1.5BA Berkshires residence with a generously scaled study, offering approximately 1,340 SF of thoughtfully designed living space. Set on the third floor of the region's most celebrated mill conversion, this home is defined by its warm wood ceilings, varied ceiling heights, and refined blend of historic character and modern finishes.The open living, dining, and kitchen area creates an inviting central gathering space, grounded by restored materials and an easy, functional flow for everyday living and entertaining. Energy Star appliances, Kohler and Grohe fixtures, energy-efficient windows, and an in-unit washer and dryer support both comfort and sustainability.

OUTSTANDING COUNTY LIVING in idyllic Monterey with its low real estate taxes and easy access to Lake Garfield and Lake Buel. Butternut Ski Area is only 5 minutes away. 8 minutes to downtown Great Barrington. This Timber Fame (open floor plan) contemporary home features beautiful (wide-plank) pinewood floors, a cathedral ceiling Great Room, and a bonus sleeping loft area. A fireplace on the main level, and a wood stove on the lower level, add warmth and charm. Ready to move right in? With relatively low inventory level, particularly in Monterey, this listing is a lucky strike extra. Schedule your showing today.

Light-filled contemporary cape built in 2020, this Stockbridge home features an open floor plan anchored by a great room with a gourmet kitchen, dining area & living room. Two spacious first-floor bedrooms share a full bath, while the expansive second-floor primary suite offers a luxurious spa bathroom & a balcony overlooking the living area. The four-season sunroom (heated & cooled for year-round use) opens to the level backyard. Lovely front entrance with Bluestone steps into an ample mudroom. Enjoy year-round comfort with zone-controlled mini-splits. Close to vibrant Great Barrington, Stockbridge & Lenox. A quick drive to Tanglewood, cultural venues, & abundant outdoor recreation including hiking & lakes, this modern retreat blends style, comfort, and an exceptional Berkshires location.

This is a generous hillside parcel with a perc and potential views to the west. It is just over the hill from Stockbridge Bowl and Tanglewood, in an area of fine homes.

Thoughtfully updated end unit located at the Pines at Bousquet The first level includes a gracious entry with custom flooring and cedar hall closet that flows beautifully into the great room with vaulted ceilings, gas fireplace and glass doors to the screened porch and deck with a scenic view of the woods. The lovely updated kitchen is open to the dining area and great room for comfortable open common spaces. The primary bedroom has wood flooring, walk-in fitted closet and tastefully renovated en-suite bath with custom finishes. Included on the main level is the charming half bath, garage with storage and laundry room. The second floor features a large loft flex space with oversized closet, two guest bedrooms and stunning full bath. The lower level walkout is

Exceptional opportunity to own a beautifully maintained 4 bedroom, 2.5 bathroom cape in the heart of Williamstown. Hardwood floors throughout, updated kitchen with new Wolf range and under cabinet lighting. First floor primary suite, formal living room and dining room, and warm inviting sitting room with wood-burning fireplace. Generous deck with sweeping views of surrounding mountains. 2 car garage and a full basement on a 1/2 acre, landscaped lot. Move-in ready!

Designed for country living and entertaining, the heart of the home centers around a sun-filled great room with vaulted ceilings, wood beams, and French doors leading to a private deck. The chic kitchen has marble counters, subway tile, stainless steel appliances, gas stove and a peninsula for prep and dining. The 1st-floor primary suite offers a walk-in closet, updated full bath and deck access. Whitewashed hemlock floors, exposed wood beams, and a wood stove enhance the warmth and character. Upstairs, two spacious bedrooms share a full bath with marble floors and counter. Set on a level, landscaped acre, this move-in-ready home offers comfort, charm, and easy access to the best of the Berkshires.

Escape to an exceptional Post & Beam Berkshire Retreat nestled on the east side of Jiminy Peak Mountain Resort. Set on 25+ acres for seclusion and privacy, eat, play & live in this 4 bedroom, 2.5 bath chalet-style home with countless modern updates. Spectrum was recently added for everyday internet and tv streaming, as well as 5 new high-efficiency mini split air conditioning/heating units for those steamy Summer, and cold Winter, nights. New granite countertops and GE Cafe and Bosch stainless appliances in the recently refurbished kitchen are a true cook's delight. An open living concept, under a soaring 25 foot ceiling, creates multiple gathering spaces from the huge sectional to the plentiful island seating, and floor to ceiling dining room window frames the outdoors inside.

SOUTH BERKSHIRE COUNTY, UPDATED VILLAGE CENTER HOME & OFFICEThis graciously restored vintage house has all the benefits of an ideal Sheffield setting with walkability to restaurants, Bushnell-Sage Library, Dewey Hall, post office, bank, and churches. With residential/commercial zoning, the house features an above-garage private large office/studio, a 1,000 sq. ft. outbuilding with plumbing and electric service, 4 auto car-bay doors, and a separate parking area. There are several possible uses for the property, including a business and/or accessory dwelling unit for possible rental income. The home itself is spacious and bright, combining period detail with updates. High ceilings, wonderful light, crown molding, soapstone counters, farmer's sink, cherry cabinets, & built in hutch.