A rare opportunity awaits in the heart of historic Sheffield. This exceptional multi-unit property, originally a classic 1740s farmhouse, has been thoughtfully converted into a lucrative income-producing asset while retaining its timeless New England charm. Perfectly positioned just south of Great Barrington, it offers both tenants and owners a convenient commute to local attractions, work, and restaurants. Nestled amidst beautiful, well-maintained grounds, this residence exudes curb appeal. The apartments have all been thoughtfully updated and come equipped with outdoor space, access to laundry facilities, and exceptional parking.

Don't miss a rare opportunity to own this charming ranch-style home nestled in the tranquil countryside of South Williamstown. Set on over three picturesque acres with almost 900 feet of frontage on the scenic Green River, this spacious 3-bedroom, 2.5-bath home offers the perfect blend of comfort and privacy just minutes from downtown Williamstown and Williams College. Inside, you'll find a bright and roomy floor plan featuring a formal dining room, a large living room with a cozy wood stove insert, and a kitchen that offers a dining and sitting area with sliding doors leading to the back deck. Additional interior highlights include a cedar closet, a kitchen pantry, a full bathroom with laundry, and a spacious finished great room in the basement.

Modern Country Home on nearly 14 acres. Refined country haven offering privacy .. exceptional location between Berkshires & Hudson.. perfectly positioned for enjoyment of everything in between. Modern farmhouse blends volume, light and quiet luxury. Cathedral-ceiling LR opens to beautifully appointed kitchen w/breakfast area creating an effortless flow for daily living. 1st flr primary ensuite is private sanctuary w/walk-in closet, dbl vanity, Jacuzzi soak tub, sep shower & encl water closet. Guest quarters thoughtfully placed on 2nd flr w/loft library, 2 generous BDRS, full bath & expansive studio or creative space. Finished walk-out lower level remarkable versatility for work, wellness or recreation. Outdoors low-maintenance acreage unfolds w/open land, wooded edges & meandering brook. A

Convenient one-level ranch in a prime location close to town. This well-maintained home offers four bedrooms and two full bathrooms, ideal for comfortable living. The updated kitchen features modern finishes and plenty of workspace. Enjoy energy efficiency with owned solar panels that significantly reduce utility costs, plus a pellet stove for supplemental heating. A generator ensures uninterrupted power during outages--peace of mind year-round. Situated on a private road, the property provides tranquility while remaining minutes from shopping and dining. Additional highlights include ample storage, a functional layout and move-in-ready condition. Whether you're downsizing, seeking your first home or looking for a smart investment, this turnkey property delivers.

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.

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.

Beautiful townhouse located in the Pines at Bousquet with picturesque mountain views! The main level boasts vaulted ceilings with open bright common areas, great room with wood flooring and gas fireplace, updated kitchen, dining room with views, primary bedroom with newly renovated en suite bath, oversized garage, half bathroom and private screened porch and deck to take in the fresh air and serenity.Second level has ample space with three guest bedrooms, two full baths and loft/office space open to the great room.The lower level walkout family room is gracious in size and has direct access to your private stone patio. Additionally, you have the fifth bedroom, full bath, laundry room and bonus storage room.Enjoy the association pool, Bousquet Mountain next door and all of the

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.

Enjoy this beautifully updated, move-in ready home set on 26.9 acres of private, scenic land. Offering a warm and open floor plan, the home is enhanced by tall ceilings and expansive windows that flood the space with natural light throughout the first floor.Designed for both comfort and efficiency, the property features multiple heating zones, propane heat, an outdoor wood stove, updated air conditioning unit, & a newer roof. The open-concept kitchen, appointed with custom Millbrook Cabinetry and high-end appliances, flows effortlessly into the dining and living areas, creating a cohesive & inviting space ideal for both everyday living & entertaining.

OPEN HOUSE-Saturday 4/18 11-12:30.Set on a hilltop, the end of a cul-de-sac in desirable Lanesborough, 56 Victoria Lane offers the perfect blend of privacy, space & functionality. This 3-bedroom, 2-bath home features over 2,600 square feet of living space & a versatile layout designed to fit a variety of lifestyles. The first floor offers 2 bedrooms & a full bath, ideal for guests, one-level living, or a convenient home office. The main living areas are filled with natural light & offer a comfortable flow for entertaining. Upstairs offers a spacious primary en-suite complete with a walk-in closet and a jetted tub. Outside, enjoy the wrap-around deck and peaceful atmosphere. There is also a detached garage and an electric car charger. Just minutes from outdoor recreation, lakes & skiing.

Welcome to 4 Birch Hill Rd. By appointment only. This private retreat set on over 44 acres is the perfect fit for the Auto enthusiast, woodcraft, cabinet making, Hobby farm, the options are endless!Live off the grid with solar power. The owner has not had an electric bill in over 10 years. There is an Eversource credit as well as quarterly renewable energy credits that transfer with the property. The wood furnace will heat the house and Steel garage. There is also oil and propane. Live the easy life in the 3/4 bedroom home with a beautiful three season room to enjoy your morning coffee, Hot tub on the back maintenance free Trex deck to savor the beautiful starry sky and peaceful nights.The owner of this home is the original builder. Pride in homeownership is evident throughout.

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!

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.

Lenox MA Colonial on 0.92 acres with 4 bedrooms, 2.5 baths, and 2,184 sq ft of well maintained living space. This move in ready Berkshire home features a spacious eat-in kitchen, formal dining room, bright living room with wood floors, and a screened porch overlooking the yard. Enjoy outdoor living with two decks, a paver patio with BBQ area, and beautiful perennial gardens. Upstairs offers four bedrooms, two full baths, and second floor laundry. Additional highlights include updated kitchen and baths, newer propane boiler, central air, partially finished basement, and two car under garage. Convenient to downtown Lenox, Tanglewood, shopping, dining, and Berkshire cultural attractions.

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.

Completed in 2010 and thoughtfully maintained since, this inviting log home offers a blend of warmth, functionality, and connection to its natural surroundings.A wraparound front deck welcomes you in, setting the tone for the home's relaxed feel. Inside, the main living and dining areas flow comfortably together, anchored by a spacious eat-in kitchen with radiant heat flooring, ideal for both everyday living and gathering. The main level features three bedrooms and two full baths, including a primary suite with its own en-suite.Upstairs, a flexible lofted space can serve as an office, entertainment area, or whatever best fits your needs.Out back, a peaceful setting unfolds with a wildlife pond and frequent visits from local birds and animals, best enjoyed from the rear deck.

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.

Renovated modern country retreat near Prospect Lake and Catamount Mountain Ski Resort. This stylish home blends contemporary comfort with natural surroundings. The open living and dining room features a wood-burning fireplace, while the eat-in kitchen boasts high-end appliances, stone countertops and laundry. Two bedrooms and two full baths provide comfortable accommodations. The primary suite offers a brand-new full bath and walk-in closet. Glass doors open to a spacious deck overlooking the private backyard and gentle stream--ideal for morning coffee or evening relaxation. Additional highlights include a detached garage, garden shed, efficient heating and central A/C. New roofs on both the house and shed ensure peace of mind. Available fully furnished and equipped for turnkey enjoyment.