SOUTH BERKSHIRE COUNTY, UPDATED VILLAGE CENTER HOME & OFFICE This 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.

This unique and chic first floor Carriage Barn unit in the desirable White Pines Association is a must see if you are considering condominium life. Thoughtfully proportioned open common spaces including a gracious great room with fireplace overlooking the sun room, dining area open to the kitchen with bar, ample cabinets and half bath. The lower level offers a two story sunroom w/wall of glass & skylights that wash the unit with natural light and bring nature to the interior w/direct access to a private deck, primary bedroom w/en suite full bath, guest bedroom,en suite & laundry room. The Association boasts beautiful grounds, indoor pool, hot tub, exercise room, tennis courts, hjiking trails and private beach frontage on the Stockbridge Bowl for swimming, kayaking or anchor your

Nestled within a mixed use residential/commercial block this renovated space is ready for the next creative commercial endeavor. Rent the house and use the studio for art, office, store or Live and work all within walking distance to town center. Thoughtfully brought from a commercial office space to a 2 bedroom, 1.5 bath, bright open and airy living space with 5 parking spots and a nice size yard.

Nestled within a mixed use residential/commercial block this renovated space is ready for the next creative commercial endeavor. Rent the house and use the studio for art, office, store or Live and work all within walking distance to town center. Thoughtfully brought from a commercial office space to a 2 bedroom, 1.5 bath, bright open and airy living space with 5 parking spots and a nice size yard.

Light, airy & effortlessly inviting this 4 bedroom & 3 full bath home is made for Berkshire Living. Walls of windows & a sun filled sunroom bring the surrounding woodlands into nearly every room, while a brand new oversized deck sets the stage for long summer dinners & relaxing afternoons. A separate grilling deck offers the perfect spot for outdoor cooking & easy entertaining. Spacious interior rooms, abundance of natural light & multiple gathering spaces make this an exceptional year round retreat. Then there's the Otis Wood Lands lifestyle w/ an incredible array of amenities including a private lake, clubhouse, swimming pool, tennis/pickleball & playground. It's the perfect pairing of a beautiful home & a welcoming community offering everything you need to relax, play and entertain.

This Southfield home has been thoughtfully renovated and expanded, blending timeless New England charm with exceptional modern comfort. The stunning kitchen -- featured in Bon Appetit -- just received new stone countertops & sink. A gorgeous, wrap-around screened porch overlooks the entire backyard and stream. A renovated full bath creates the option of a primary suite on the first floor. A third-floor conversion (not included in the square footage) creates a magical hideaway for an office, fitness room or bonus guest space. Among the updates: all-new, multi-zone heating and cooling system, whole-house back-up generator, EV charger, and radiant heat in the kitchen floor. All that and you can roll out of bed for a short stroll to your morning coffee at the beloved Southfield Store.

Brand new construction at Berkshire Country Meadows! Must see this 2000 sf single-family condo is now ready for immediate occupancy! With the ease of one-level living, you'll enter into a great room with hardwood flooring, gas fireplace and bathed in natural light. Fully applianced kitchen with large work island. This unit features 3 bedrooms, 2 baths, central a/c, natural gas heat. Multi-purpose den/library/office space off the living area. You'll find a large screened porch off the back for summer enjoyment. Spacious unfinished lower level offers expansion possibilities. Established condo community with pool, tennis, and a clubhouse with fitness center. Around the corner from Pontoosuc Lake, close to skiing and centrally located to all cultural attractions.

Brand new construction at Berkshire Country Meadows! This 2000 sf single-family condo is now ready for immediate occupancy. With the ease of one-level living, you'll enter into a great room with hardwood flooring, gas fireplace and bathed in natural light. Fully applianced kitchen with large work island. This unit features 3 bedrooms, 2 baths, central a/c, natural gas heat. Multi-purpose den/library/office space off the living area. You'll find a large, screened porch off the back for summer enjoyment. Spacious unfinished lower level offers expansion possibilities. Established condo community with pool, tennis, and a clubhouse with fitness center. Around the corner from Pontoosuc Lake for boating/swimming, nearby skiing and centrally located to arts and culture.

Classic 1860 New England farmhouse located in the historic enclave of Williamsville. Carefully renovated with meticulous attention to detail, this home blends timeless character with modern comforts. The light-filled eat-in kitchen features a Viking range, center island, quartz countertops and backsplash, and a newer refrigerator and dishwasher. A striking timber-frame family room addition showcases a cathedral ceiling, pine floors, and a new pellet stove, with access to a bluestone patio surrounded by beautiful perennial gardens and a designated fire pit area. The dining room features a wood-burning fireplace and opens to the sunny formal living room, currently used as a billiard room but easily adapted to suit your needs.

Don't miss this Lenox beauty tucked away on a quiet side street. Main level w hardwood flooring, living room with crown molding, formal dining w. large bay window, updated kitchen w extensive cabinetry. Family room w gas fireplace opens to large screened porch / patio. First floor laundry and 1/2 bath. Three bedrooms on the upper level; primary suite w adjoining dressing room/ primary bath with soaking tub and separate shower. Two additional bedrooms and full bath; all w hardwood flooring. Central a/c; natural gas heat/hot water; attached two-car garage. Easy maintenance perennial gardens with a focus on native and specimen plantings -over 100 species carefully planned to bloom continuously wowing sight and scent! Abutting preserved land with year-round brook-your own magical retreat!

To Be Built - Create your custom, energy-efficient, low-maintenance home with flexible floor plans! Photos, prices, and layouts are for display only and subject to change with market and site conditions. Plans may be modified, changed and repriced. You'll select all colors and most finishes for a fully personalized build. Home price includes the 2.14-acre lot (MLS # 248343), featuring a private well, 3-bed septic design, and underground electric. Lots may be purchased separately. HOA maintains driveway and common land. Covenants require a minimum 2,000 sq. ft. home with two-car garage. Taxes shown are for land only.

This well-loved antique home offers a rare combination of history, thoughtful updates, and natural beauty. Set on 14+ acres with sweeping westerly mountain views, Carefully maintained over the years, the property has benefited from significant improvements, including an updated foundation, electrical and plumbing systems, heating system, windows, and roof. The home offers four bedrooms, two full baths, and a full basement, providing comfortable living space with the character and charm of an earlier era. Outside, the property unfolds across fields, gardens, mature fruit trees, and open land, with direct abutting state land and access to the Appalachian Trail nearby. An oversized detached garage with a second floor offers ample room for vehicles, equipment, storage, or a workshop.

The road ends here. At the end of quiet Old Quarry Road, still much as it felt 150 years ago, sits a circa 1840 farmhouse overlooking its own broad lawn, with sixty acres of woodland stretching beyond. Thoughtfully expanded over time, the original farmhouse and later addition are seamlessly integrated, yet retain separate entrances, giving everyone a little space of their own. Three bedrooms are in the original house, two more in the addition, and every bedroom has its own private bath. No sharing necessary. Multiple wood-burning fireplaces, two screened porches, an old tennis court and a stone wall between the dining and living rooms add to the story. Once a farm, now a home with history, land and possibility. The road ends here, but the rest is yours. Read on...

Gorgeous and private 26 acre subdividable parcel in one of the most desirable locations in Alford. The land comprises approximately 21 acres in Alford and 5 acres in Egremont. Diverse topography includes lush hardwood trees and pine forest, ledge outcroppings, an overgrown pasture, a couple micro ponds, seasonal wetlands and a lovely understory of ferns and wildflowers. The 5-acre Egremont portion of the parcel features what was long ago an orchard with natural terracing and rock formations and an old stone foundation dating back to the early 1800s. The highest elevation of the land at about 900' offers beautiful western light.

''ON THE HILL'' Condo at The Oakwoood! Town-House style unit in a prime location. Located in a highly desirable setting, this property offers easy access to town, putting Shops, Dining, and local amenities just minutes away. 3-Bedrooms, 2-Baths,a large Living Room with vaulted ceiling & fireplace, Enjoy the community pool and beautifully landscaped property. Have coffee on the deck and take in the Eastern Mountain View! Great in all seasons with Ski areas, hiking and cultural attractions nearby.

This Victorian farmhouse, located in the idyllic town of Richmond, is the perfect home to get away from the city or raise a family. Boasting nearly 3 acres of land and a wrap around porch, it features wide pine plank flooring, Palladian windows, and an Italian-tiled sunroom. With 3 Bedrooms, 2 Full Baths, a fireplaced living room, and an open kitchen and dining area, there's a space for everyone. Stepping outside, the home is surrounded by picturesque landscaping, and just down the hill a babbling brook. Moreover, this convenient location makes seeing what the Berkshires has to offer a breeze. It's just minutes away from the Mass Pike and the I-87, and 10 minutes away from Tanglewood. 33 years this home has been under the loving care of one family, and it's just waiting for the next one.

BUILDING FOR SALE (does not include Businesses). CRE INVESTMENT OPPORTUNITY POSSIBLE 1031 EXCHANGE CANDIDATE CAP RATE 7.37 PCT Premier investment opportunity, fully occupied commercial building with portfolio of four recently renovated units in historic South Egremont landmark. Ample parking. Long-term tenants with great cash-flow. Prime location with easy access NYC and all Berkshire County cultural attractions. A newly rebuilt bridge crosses Karner Brook to bring you to a wooded garden on the other side. Building was originally part of a historic carriage maker's factory.

$100,000 PRICE IMPROVEMENT! Set on nearly 3 private acres in sought-after ALFORD, this 4-bedroom home blends privacy, comfort and Berkshire charm. Built by Howard Chezar with passive-solar design, the home features open living spaces, beautiful wood details and a flexible finished third-floor bonus room. Enjoy the spacious deck, in-ground pool and peaceful setting. An 8-year-young roof, low Alford taxes and a location just minutes from Great Barrington, hiking, skiing, dining and Berkshire attractions complete the package!

This 12.84-acre parcel offers excellent versatility with Multi zoning, making it ideal for commercial or residential projects. Centrally located near shopping and public transit, the wooded lot features distant views. Key Features: Size: 12.84 Acres (559,310 Sq. Ft.) of uncleared, wooded land. Zoning: Multi, accommodating a wide range of development plans. Utilities: Electricity and cable are available at the street; there is currently no water or sewer connected. Prep Work: An existing curb cut and available engineering plans provide a head start for the new owner. Location: High-traffic area situated off Lenox Rd, abutting several commercial properties.