Welcome to 5 Pomeroy St. in the heart of charming West Stockbridge, where small-town New England character meets the beauty of the Berkshires. Ideally located just moments from local shops, galleries, restaurants, and cultural attractions; this property offers convenient access to Tanglewood, hiking trails, skiing, and year-round recreation. Enjoy a peaceful setting with easy access to major routes, making weekend getaways or everyday living equally appealing. Whether you're searching for a primary residence, seasonal retreat, or investment opportunity, this property offers exceptional potential in one of Berkshire County's most desirable communities. Don't miss the opportunity to own a home in this sought-after location.

Experience easy village living in this beautiful first-floor condominium in the heart of picturesque Shelburne Falls, one of Massachusetts' most desirable places to live. Blending historic mill charm with modern comfort, this inviting home features high ceilings, hardwood floors, and an open floor plan. The spacious layout offers seamless flow between the kitchen, dining area, and living room, perfect for entertaining, remote work, or relaxed everyday living. The primary bedroom features an ensuite bath and pocket doors open to a flexible space ideal as a second bedroom, sitting area, or home office. A second full bath with laundry adds convenience. Patio doors lead to a large enclosed sitting area, perfect for morning coffee, container gardening, or a place for your pet to relax.

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 Café, 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.

Envision waking up in this beautifully renovated New England farmhouse in quaint Lenoxdale Village. Enjoy morning sunrises on the front patio and quiet evening dinners on the terrace, all just minutes from the world-class culture of Tanglewood and the iconic downtowns of Lenox and Stockbridge. Inside, original hardwood floors flow throughout a versatile layout featuring 3-4 bedrooms, a cozy office space, and a spacious, freshly updated kitchen with a breakfast nook and extra pantry space. Outside, the large open yard is anchored by a charming car barn--ideal for summer projects, kayaks, bicycles, and flexible loft space. Come make this home your Berkshire dream!

: Renovated 3 bedroom 3 bathrooms, 1875 historic colonial house on two acres, detached garage, big sunroom, deck for entertaining, bubbling brook on property, 5 min to Red Lion Inn/Stockbridge center, 5 min to Lee's Main Street, private, abutting Beartown Mountain Preserve/State Forest, minutes to trails, ski, golf, lakes, restaurants, supermarket, outlets, Tanglewood, Jacobs Pillow, Shakespeare Theatre Company, museums, Housatonic River and more.

Living history awaits your vision! Own a piece of history dating back to the 1700's -one of the oldest homes in Lee. A captivating antique home that began its story over two centuries ago, with a significant brick addition in the 1800's. The results are layers of character rarely found today. Living and dining rooms with fireplaces, Four bedrooms and two baths offer solid bones for a savvy renovator, and the bonus walk-in attic is a hidden gem - vaulted ceiling, back staircase ready to add creative space. This is a true marathon investment for someone who sees beyond the to-do list to the incredible potential underneath. Storied charm, endless possibility, bring your vision and make history your own. Two car garage, set on almost an acre of open sunny land on a quiet country road.

Country Charmer set atop of Washington Mountain on 1.2 wooded acres offering privacy and a view for a four spacious bedroom, two-and-a-half bath cape style home and close to all city conveniences. Treetop views greet you at the front door with a picturesque view of distant Mount Greylock welcoming you home every day. Quality built one-owner home grounds you with gleaming hard wood floors and oversized windows surround you with the calming view. A gracious fireplaced living room frames the view with a statement picture window. Enjoy a formal dining room with custom built-ins and bay window filled with sunshine perfect for flourishing flowers and house plants. Cozy kitchen with counter space designed for cooking, serving, dining and family schedule planning with the built-in desk

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!

Country Living at its best! Discover the perfect blend of space, comfort and opportunity with this large 4-bedroom, 2-bath home on 10 acres (consisting of two 5-acre lots). The welcoming layout includes a first floor bedroom and a convenient first floor laundry, making daily living easy and accessible. The great room boasts cathedral ceilings, creating an open and airy feel, perfect for gatherings. The spacious kitchen features ample counter space and cabinetry. Upstairs are three more bedrooms and a full bath. Need even more room? Theres an unfinished room over the 3-car garage just waiting for your finishing touches. Outside is a large fenced backyard with plenty of room for gardens, play and pets.

Tucked away deep in the quiet woods of New Marlborough, a low tax town, this distinctive property sits on 18+ very private acres. Perfect for anyone seeking true seclusion, natural beauty, and a life off the beaten trail. Surrounded by mature trees and untouched wilderness, it offers exceptional privacy and a peaceful atmosphere where the only sounds are birdsong, flowing breeze, and the soft rustle of leaves. The house itself has a rustic, character-filled presence, with a warm red exterior that blends naturally into its wooded surroundings. One of its most inviting features is the large covered porch, an ideal space to relax, sip coffee, gather with friends, BBQ and picnic, or simply take in the scenic landscape all year long.

2 Duplex Buildings with 4 Apartments. Ideal investment in downtown Dalton. 3 of 4 Units Rented. 1 Unit under construction. Long term tenancies.Better Photos coming soon!

Loft 303 at Greylock WORKS is a beautifully scaled, south-facing 1BR | 1BA Berkshires residence offering 940 SF of refined living, complemented by a rare 50 SF private loggia. Set within the region's most celebrated mill conversion, this luminous third-floor home blends the architectural integrity of the original mill with thoughtful, custom architectural finishes. With nearly 12-foot ceilings and oversized south-facing windows, the open living, dining, and kitchen area is filled with natural light. Restored hardwood floors, hand-burnished structural elements, and regionally sourced materials anchor the space in its industrial heritage while creating a warm, modern loft environment.

Spacious split-level home in Dalton offering three levels of living space and a functional floor plan. Features include an updated kitchen with granite countertops and newer stainless appliances, beautiful hardwood floors, a home office or den and three generously sized bedrooms, including a primary suite with an updated private bath, plus an additional full bathroom. Enjoy central A/C throughout the main living areas for added comfort. Step outside to the expansive deck overlooking the large backyard, perfect for entertaining, relaxing, or outdoor activities. A two-car attached garage adds everyday convenience. Additional highlights include an 8-year-old roof with solar panels and a newer hot water heater. Ideally located close to schools, parks and shopping.

Spectacular contemporary home in the Berkshires boasting views to Mount Greylock. 3 bedrooms with private primary suite on second floor and open floor plan on main level with grand great room with floor to cathedral ceiling wood burning fireplace insert. Enjoy a tasteful mix of hardwood floors, tile and carpet making this a warm yet inviting home to entertain. Incredibly expansive lower level basement ready to be finished or simply use for all the storage one could want. Located in near Mass MoCA, The Clark Art and everything Berkshires within a short drive. Over an acre of privacy bordering a farm lands.

Wonderful opportunity to own 19 acres in Stockbridge for your dream home! The parcel features acres of deciduous trees with an abundance of peacefulness and tranquility. Gentle upward slope from the street then levels off. Providing several options for building. Freestanding fireplace/chimney remains from a former homestead. Norman Rockwell Museum, Chesterwood and Berkshire Botanical Gardens down the street. Charming downtown Stockbridge within 3 miles. Close proximity to Tanglewood, Lenox and Great Barrington. Presently in Chapter 61 for tax benefits. Sellers to complete a perc test upon accepted offer.

Don't miss out on this unique investment opportunity in south Williamstown. Two 2-family properties being sold together at less than assessed value. #25 New Ashford consists of 1,820 sq.ft. with 2 one-bedroom, one-bath units, a porch and a full basement. #29 New Ashford consists of 2,016 sq.ft. with a two-bedroom, one bath unit, a one-bedroom, one bath unit and shared laundry in the common area.

Spacious 2+ bedroom, 3-bath end-unit condo in Mountainside Hemlock Village. Fully furnished and turnkey, with parking at the door and a short walk to the slopes. Strong rental history and excellent investment potential.

Duplex in the hills of Housatonic. Three bedroom, one bathroom on each side. Enclosed front porches and open back porches, large garage, all on a corner lot. Located on the Grove St turn overlooking the village of Housatonic and only a few short steps from the Flag Rock conservation area, this is both in town and in a lovely mountain setting. Both units have large walk-up attic and basement spaces. On-site laundry, updated heating system and electrical, newer roof, and solar. This home is an excellent owner-occupied or investment opportunity. One side currently vacant.

Duplex in the hills of Housatonic. Three bedroom, one bathroom on each side. Enclosed front porches and open back porches, large garage, all on a corner lot. Located on the Grove St turn overlooking the village of Housatonic and only a few short steps from the Flag Rock conservation area, this is both in town and in a lovely mountain setting. Both units have large walk-up attic and basement spaces. On-site laundry, updated heating system and electrical, newer roof, and solar. This home is an excellent owner-occupied or investment opportunity. One side currently vacant.

Enjoy Lake living in the Indian Lake Estates Community! This 3 Bedroom 3 Bath Contemporary style home offering privacy and year-round recreational living. Open floor plan, vaulted ceiling, fireplace on approximately 2 acres. Short walk across the street to access the community beach to the beautiful 68 acre Indian Lake!