Fantastic Offer! Custom-designed & beautifully maintained one-owner residence offering 4 bedrooms, 3.5 baths, in the most desirable location in the verdant Berkshires. Calm & Quiet with direct access to Kennedy Park - you'll enjoy the perfect balance of nature, community & the Arts. Lenox offers quality shops, farmers markets, Botanic Gardens & music. A beautiful open floor plan features a totally upgraded kitchen with gas stone fireplace overlooking the woods. Adjacent screened porch opens to a private paver patio surrounded by native gardens. 1st floor en-suite bedroom provides an ideal 1-level living. Upstairs the spacious primary suite offers double closets, a beautifully appointed bath with quartz countertops, double sinks, generous linen closet, tile tub & shower.

This inviting, move-in-ready Colonial blends classic New England character with comfortable everyday living. Nine-foot ceilings, western exposure, and abundant natural light complement beautiful backyard. The main level features an open kitchen and dining area with stainless steel appliances, plus a cozy living room and family room perfect for entertaining. Enjoy the landscaped yard with a generous patio with pavers and Goshen stone. Recent updates include new gutters, several newer windows, a 10-year-old roof, new upstairs carpeting, and a new front porch with Trex decking. The unfinished attic offers flexibility for a fourth bedroom, office, studio, or additional living space.

Privately set on just under 7 acres, this beautifully renovated home offers the perfect combination of tranquility, privacy, and convenience. A meticulously paved circular driveway leads through elegant, iron fencing to the level, beautifully landscaped property. The home offers approximately 2,800 square feet of thoughtfully updated living space, with 3 to 4 bedrooms and 2 full baths across two spacious levels. Natural light fills the interior, highlighting beautiful wood floors throughout and adding to the warm, inviting atmosphere. Skylights bring even more light into the home, while the oversized deck provides an ideal setting for outdoor entertaining, relaxing, and enjoying the peaceful surroundings. An oversized two-car garage offers generous parking and storage.

A rare opportunity to acquire one of Pittsfield's most established and recognizable cocktail destinations. For more than a decade, Methuselah Bar & Lounge has served as a neighborhood gathering place known for its craft cocktails, themed events, live entertainment, and a loyal following. The sale includes a fully operational, turnkey business with an extensive inventory of owned equipment, transferable liquor license, a built-out bar, prep kitchen, walk-in cooler, commercial refrigeration, sound system, and POS infrastructure. Originally transformed from a nearly empty space through a substantial investment , the venue offers an inviting atmosphere that has become a fixture of Pittsfield's nightlife scene.

Sometimes fairy tales do come true... Tucked away on five private acres in Monterey, this singular handcrafted Berkshire cottage feels as though it emerged from a storybook. Natural-edge wood siding, steep rooflines, a massive fieldstone chimney and a tower-like upper level rise from a landscape of hydrangeas, woodland and a grape-covered arbor. Inside, the house is an irresistible mix of rustic character and thoughtful updates. Original wood floors, reclaimed hand-hewn beams, paneled walls, arched doors and unexpected architectural details give each room its own identity. The dramatic great room is the heart of the house, where soaring volume, exposed beams, richly paneled walls and an immense fieldstone fireplace create a space that feels far removed from everyday life.

Some homes just have a little more history to them, and this one dates back to the early 1900s. Well maintained and cared for over the years, this home offers plenty of character and space. Step through the beautifully refreshed front entry into a spacious living room or parlor and a kitchen with doors leading to the wrap around rear deck. The downstairs features beautiful hardwood floors and a full first floor bathroom with washer and dryer. Upstairs are three carpeted bedrooms, including a spacious primary, along with a second full bathroom. Outside, enjoy the deck with a well maintained yard and fenced in in-ground pool. A brand new roof in place, a one car garage and a full basement for storage. Located on a dead end street, you'll feel tucked away while still being close to downtown!

Have you been searching for an affordable retreat in the Berkshires? Nature lovers, hikers & outdoor enthusiasts, could this be the one you've been waiting for? Last house before entrance to Skyview Association's trail 2 water. Not waterfront but oh so close, check out the map! Nestled among trees this cottage offers a peaceful escape where mornings begin with birdsong & evenings end around the fire under the stars. The living room features large windows that bring the outdoors in, while the oversized bedroom provides plenty of sleeping space for family & guests. Two sheds for extra storage. Bring your vision, your tools, & your love of the outdoors to restore this cabin into the getaway it was meant to be. EASY to show. Agents use ShowingTime.

Charming and spacious 3-bedroom, 1.5-bath Colonial located next to Clapp Park! Enter through the refreshed enclosed front porch to find beautiful wood floors and a flexible first-floor layout featuring a bedroom, living room, dining room or den, and a convenient half bath with laundry. The updated kitchen offers stainless steel appliances, under cabinet lighting, and access to a second enclosed porch. Upstairs are two additional bedrooms and an updated full bath. Recent improvements since purchased in 2022 include a new and improved front fence, newly paved driveway, new gutters, and a new hot water heater. With inviting indoor and outdoor spaces and thoughtful updates throughout, this home is ready for its next chapter!

Move right into this freshly remodeled 3-bedroom, 1-bath North Adams home just minutes from downtown, MASS MoCA, and the city's growing arts and cultural district. The interior has been tastefully refreshed with bright living spaces, an updated kitchen with new appliances, first-floor laundry, and a newly installed 100-amp electric panel/service. Out back, the property offers a terraced yard with two usable levels, patio space, and a rock wall that gives the outdoor area character and privacy. Enjoy easy access to local restaurants, shops, MASS MoCA, Studio 9, MCLA, and the creative energy that makes North Adams one of the Berkshires' best small cities.

Great opportunity to own a well maintained two family with 2 bedrooms in each unit. Both apartments have over 1100 sq of living space with 5 rooms and beautiful wood floors providing plenty of space and character. Recent updates include 8 yr old roof, updated heating and hot water, appliances and some vinyl widows Each unit also has its own private deck. The property features a 8 X 10 shed and flat usable rear year. A perfect opportunity for owner occupant or investor.

Modern elegance meets turnkey peace of mind in this fully reimagined Sheffield retreat. Set on 2.3 level acres, this 3BR, 3.5BA sanctuary spans 2,748 square feet across three finished levels. The sun-drenched main floor features wide-plank white oak floors, a gas fireplace, a large half bath, a chef's kitchen with stainless appliances, white quartz counters, and seamless access to a wrap-around deck. Upstairs, a treehouse-like loft adds charm, while the primary suite delivers a spa-like experience. The three suites were designed for intimacy and privacy. The walk-out lower level houses a guest suite and fantastic game room. Renovated top-to-bottom with no expense spared, central A/C, and new mechanicals--just bring your suitcase. 15 mins to Guido's and 45 mins to the Wassaic NYC train.

Introducing 444 Pomeroy Ave, a true neighborhood icon! This one ticks all the boxes: Curb appeal to the max with mature perennial plantings, gracious front yard, private side yard with hot tub, and the true star of the show--the screened porch, which you won't want to leave in the summer. The home is spacious with a cooks kitchen and dining room, ample fire placed living room w/ built-ins galore. First floor 1/2 bath, & period details & charm that cannot be replicated today. Upstairs, 3 sizable bedrooms, & a fully renovated bathroom w/ Italian marble counters, tiled walk-in shower & radiant heat. The partially finished lower level features another bedroom for extended family and guests. A large two car garage was added, with exceptional loft storage space above. Be ready to fall in love!

'ON THE HILL' Cozy 4 bedroom 1925 Cape, HOUSE BEING SOLD ''AS IS'' WALK TO TOWN AND LAKE MANSFIELD. Living room with mini split, custom built cabinets in DR, Large primary bedroom with mini split, large family room, OPEN FRONT PORCH WITH VIEWS. BACK YARD PATIO FOR COOK OUTS. Attached 1 car garage, TOWN WATER AND SEWER. So much charm, house needs updating. DONT MISS THIS GEM !!

Immaculate 3-bedroom ranch with additional 750 square feet of finished living space in lower level. Move in condition, cathedral ceiling in living room and 2 full baths, Prmary with ensuite. Set way back off Park Street North on 0.62 level acres. 8+ acres owned by Land Conservation in your back yard adds peace and privacy.

Thoughtfully renovated 2-bedroom bungalow offering a bright, open flow throughout its 912 square feet. Large new windows fill the home with natural light, while contrasting trim, recessed lighting and stylish fan/light combinations add character and a fresh, modern feel. The updated kitchen features white cabinetry, quartz countertops, a farmhouse sink and matte-black finishes. Enjoy central air, a full basement, off-street parking for two vehicles and a manageable .17-acre lot. Conveniently located near shopping, schools, dining and everyday amenities. Move-in ready and beautifully refreshed, small in size, big on style!