Two family minutes from downtown Lenox. First floor unit has 2 bedrooms with spacious living area and kitchen. Upstairs unit is a 1 bedroom 1 bath with fireplace and back deck. Roof replaced in 2021, natural gas, town water and sewer.

Imagine waking up in a sun-splashed home just steps from Great Barrington's lively Main Street--where every cafe, bookstore, and gallery feels like an extension of your neighborhood. This second-floor floor-through condo is more than a home; it's a canvas for your life.Over 1,800 sq. ft. of expansive living space unfolds with towering ceilings, oversized windows, and graceful arched doorways that evoke another era. Every detail--from the textured walls to the light pouring in at all hours--creates a sense of romance and possibility.The home is thoughtfully divided: one wing offers a spacious bedroom and lounge with guest alcove, while the other wing hosts a dining area, kitchen, and charming nook for work or rest.

NORTH EGREMONT - Almost 18 elevated acres with sweeping views of the Berkshire Hills that has been surveyed, flagged with enough road frontage to subdivide once. An open meadow with woodlands as a backdrop make this parcel most desirable....a must see!

Charming Light-Filled Farmhouse with Additional AcreageThis beautiful 4-bedroom, 2.5-bath farmhouse is rich with character and filled with natural light throughout. Timeless wide-plank wooden floors add warmth and charm, perfectly complementing the home's classic farmhouse style.Set in a picturesque country setting, the property sits on a one-acre lot with an additional acre included, offering space, privacy, and endless possibilities. Two outbuildings provide flexible use for storage, workshops, hobbies, or future projects.Peaceful, bright, and full of charm, this property offers the perfect balance of updated, comfortable living and open land--an ideal retreat for those seeking the beauty of country life with room to grow.

This recently renovated 1890 Colonial offers four bedrooms and two full bathrooms on 38 private acres in Otis. The home features a wood-burning fireplace, updated kitchen and bathrooms, and a first-floor bedroom addition with vaulted ceilings. It is connected to town sewer and has a private well. A detached garage and several outbuildings provide extra space for storage or projects. This home awaits your finishing touches. The property combines historic character with modern updates and plenty of outdoor space for year-round or seasonal living.

*NEW PRICE* HISTORIC RAILROAD STATION WITH CABOOSE. Built in 1893. Renovated in 2018, 2,134 sf. Unique opportunity to own a piece of Lee History. Restored and converted for Bar/Restaurant use. Centrally located in downtown. Seating for 65 plus Outdoor Deck. Parking for 30 cars. Property also available for Lease (MLS# 243435).

Built to impress and designed for entertaining, this one-of-a-kind home delivers the ultimate wow factor. From the moment you arrive, the grand stone entryway sets the tone. Inside, a chef's kitchen awaits with premium Wolf and Sub-Zero appliances, all seamlessly integrated into a spacious, open floor plan. The sun-drenched three-season room features vaulted ceilings and overlooks the spacious backyard--perfect for relaxing or entertaining. Don't miss your chance to experience this exceptional home for yourself!

Welcome to 184 Washington Mountain Rd -- an inviting three-bedroom, one-and-a-half bath raised ranch ideally situated in a quiet, highly desirable location. This thoughtfully updated home features a stylish eat-in kitchen that flows seamlessly into a bright, open living area with direct access to a sunroom, creating the perfect space for relaxing or entertaining year-round. Beautiful hardwood floors add warmth & timeless appeal throughout the main level. The primary suite offers the convenience of a private ensuite half bath, while the finished lower level provides versatility with a spacious family room & dedicated office area. Outside, a generously sized backyard offers ample space for outdoor enjoyment. A rare opportunity to enjoy comfort, space, and location in one exceptional home.

BRIDGERTOWN CXV A great opportunity to own or invest in a 2-unit In-town property. 3 bedroom first floor with 1 bath, 2nd Floor is a spacious and light 1 bedroom, 1 bath. Hardwood floors, Updated boiler system. Just a quick stroll across the bridge and your in town for all your shopping and entertainment. This is a great chance to own and live while bringing some income in to offset expenses. Make this your next choice to enjoy life in the Berkshires, where everyone wants to be.

Welcome to 13149 NY 22, Canaan, NY 12029 a beautifully updated 3 bedroom, 1.5 bath ranch set on two open, usable acres. This home has been thoughtfully refreshed from top to bottom, offering true ease of living in a peaceful countryside setting. Step inside to find gleaming wood floors throughout, freshly painted interiors, and renovated bathrooms with crisp, modern finishes. The efficient single level layout provides comfortable flow between the bright living spaces and the three well sized bedrooms. Recent improvements include a brand new roof, ensuring years of worry free ownership. An attached heated two car garage adds convenience and storage, while the expansive yard gives you plenty of room to garden, relax, or simply enjoy the quiet surroundings.

Nestled in Sheffield Village on 8+ acres, this charming New England farmhouse blends rustic character with modern comfort. Featuring 3 bedrooms, 2 baths, wood floors, beams, Great Room with a gas stove offers a warm inviting space Enjoy a country kitchen with a pantry. Screened in porch with outdoor patio, gardens, and two sheds for storage or hobbies. Perfect as a private sanctuary or Airbnb, this property combines timeless charm, tranquil surroundings, and great potential.

Beautiful, spacious, updated unit in the heart of Village Center. Located right in the village center courtyard, this condo is on the first level - no stairs necessary if walking from your private parking spot. Private ski locker, 10 foot ceilings, large bedrooms, open concept kitchen-dining-living room areas with electric fireplace. Fully stocked kitchen with granite countertops and stainless steel appliances. Heat and Central Air system new 2 years ago. New asphalt shingle roof over the entire building (no special assessments). Furnished. Can sleep 8-9 people: primary bedroom has a queen-size bed and private bathroom with double vanity, second bedroom has a twin-over-queen bunk with twin size trundle beds, living room features a pull out full size sleeper sofa.

AMAZING 3 Bedroom, 2.5 Bath Contemporary in a Wonderful South Pittsfield Neighborhood! Immaculate inside and out, this home offers an open, bright floor plan perfect for everyday living or a second home retreat. Enjoy beautiful wooded views from the rear Trex deck, fireplaced family room, and kitchen. The new granite kitchen features wood floors and flows seamlessly into the main living spaces.The spacious primary suite includes a beautifully updated bath with a large walk-in shower. Additional highlights include a gas fireplace, oversized 2-car garage, fenced yard with wooded land abutting the property for added privacy, and a quiet dead-end street location. A truly move-in ready home in a desirable setting!

Classic New England farmhouse featuring a charming kitchen with beautiful Berkshire views and an open, inviting layout perfect for entertaining. The 1st floor offers, full bath and convenient laundry hookups, along with 2 living rooms. One ideal for relaxation and the other a perfect home office, playroom, game room. Upstairs, you'll find 2 good sized bedrooms each with their own full bathroom for ultimate comfort and privacy. Outside a 2 car garage great for snow days or storing an old vintage car! Ideally located close to Tanglewood, Ventfort Hall, Bousquet Mountain & Sport, The Colonial Theatre as well as wonderful restaurants, cafes, and shopping. A little something for everyone.

Nestled amidst the picturesque embrace of Great Barrington, where the harmonious blend of nature and small-town charm unfolds, The Laurel beckons you into a realm of opulence and refinement. As you step inside, a grand two-story glass atrium lobby welcomes you with a breathtaking display of contemporary design and lavish furnishings. Lush plants and waterfalls adorn the walls, seamlessly integrating the surroundings of the natural world. This luxurious three-story residential enclave comprises 30 condominium units, including 13 one-bedroom and 17 two-bedroom residences. The units offer breathtaking mountain-views with private balconies or secluded terraces, providing optimal space for both entertainment and tranquil relaxation.

Welcome to this charming, freshly painted throughout and carpeted, 3-bedroom, 2 -bathroom condominium located in the desirable Greylock Village. This end unit offers comfort, convenience, and access to a peaceful and picturesque setting in the heart of the Berkshires. Whether you're looking for a full-time residence or a vacation getaway, this property is perfect for all lifestyles. The large living and dining areas are perfect for entertaining or relaxing at home. The living room offers a fireplace for those winter snow storms, plenty of counter space for meal preparation in the large kitchen area. There are three generously sized bedrooms: The primary bedroom is on the first floor with a full bathroom and linen closet. Two bedrooms and full bath complete the upper level.

Charming 3 bedroom, 2 bath spacious New England Farmhouse with wide board pine floors, updated kitchen & baths, natural gas heat & hot water, vinyl replacement windows, home office/den and first floor laundry room/mudroom. New beautiful 20x18 bluestone patio & retaining wall installed in 2022.

Indian Lakes property with gorgeous lakes two beaches for swimming or kayaking &clay tennis courts. This log sided 3 bedrooms 2bath cabin sits in the Hill towns of Becket, Middle of the Berkshires easy to get to Stockbridge, Gt Barrington 3 ski areas 7 lakes and October State forest.2 new baths and new kitchen with stainless appliances and granite counter tops is ready to show. Cozy up to the wood burning fireplace. Two bedrooms and full bath on the main level, Kitchen living room and dining are all open under a vaulted wood ceiling.The downstairs has a full bath & Bedroom with a wood stove and large den. I love the little screened in Porch off the kitchenand a large Barbecue deck off to the side all facing the woods about 8 mins' from I-90 Lee, Stockbridge /Lenox exit.

Turnkey 166.7 kWAC solar field on 1.25 surveyed acres in Pittsfield, MA. Ground-mounted, fully owned system with 784 panels, 5 SolarEdge inverters, and direct grid tie-in via oversized 400A service. Averaging $141K/year in gross income from energy sales and SREC credits. Minimal operating costs, transferable SREC II program (through 2027), and included spare components. Ideal for investors seeking reliable clean energy cash flow with future potential for residential development. No leases--fully owned land with easements in place. Once in a lifetime fully operating solar purchase. Would be an excellent investment. With right terms seller is also willing to hold paper.

Settle into the quiet charm of the Windemere Lake community with this 8.592-acre building lot. Tucked away on a peaceful road and embraced by natural woodland, the property offers a sense of seclusion while remaining part of a thoughtfully maintained private enclave. Though it doesn't sit directly on the water, owners enjoy shared access to Windemere Lake--a pristine, non-motorized lake perfect for kayaking, swimming, and unwinding in nature. Build your dream home in a setting where sunsets glow through the trees and the pace of life slows to match the stillness of the lake.