Showings start January 16th. Think spring in the Berkshires and enjoy condo living in Lenox at Rolling Hills. Spacious end unit brings in natural light and offers two bedrooms/two baths on upper level with an additional full bath and family room/office on the finished lower level. In this unit owners have replaced the custom-sized slider and the windows adding to energy efficiency. Central a/c, natural gas. The former golf course conversion means there is lots to offer on this campus. Clubhouse with wi-fi, hot tub, saunas, outdoor pool, tennis, kayak storage, fenced dog park, and an option to have a plot in the community garden. Don't wait to enjoy your new home.

Welcome to this stunning one level living, 3 bedroom, 3 bathroom home on a serene 4 acre lot. Designed for comfort and style, it features a bright first floor living area with large picture windows and a charming fireplace. The spacious kitchen offers a skylight, breakfast nook, and access to a screened porch perfect for relaxing. Cherry Floors flow throughout (except the kitchen and baths), and the large dining room is ideal for entertaining. Enjoy a generous deck, two car garage, brand new Buderus Boiler, and new air conditioning system.This Berkshire escape could be yours to enjoy and is minutes from Tanglewood, Norman Rockwell, Chesterwood, Berkshire Theatre, and minutes to the charming towns of Stockbridge, Great Barrington, Lee, Lenox, West Stockbridge!

Step into a home where light dances through every room and the whisper of Pontoosuc Lake lingers in the air. This enchanting 3 bedroom, 2 bathroom sanctuary offers both a spacious living room and a warm, inviting family room--spaces made for laughter, quiet moments, and memories waiting to be born. Drift onto the breezy 3 season porch and savor mornings in the treetops or peaceful twilight conversations. A freshly updated kitchen shines with new life, a brand new roof brings lasting peace of mind, and a generous 2 car garage adds effortless ease. Just steps from the shimmering lake, this home feels like a gentle spell--welcoming, uplifting, and pure Berkshire magic.

This exceptional 7.5-acre parcel offers a rare blend of privacy and potential at the gateway to the Berkshires. Located just off Rt 7 near Pontoosuc Lake, this dual-zoned residential and agricultural land can be kept as one expansive estate or divided into two surveyed, buildable lots with perc tests and roughed-in driveways already complete. The landscape features a beautiful mix of open clearings, wooded trails, and mountain views, perfect for a private retreat or a family compound. Existing improvements, including an insulated cabin and a 40-ft shipping container, provide immediate utility. With power at the road and close proximity to Jiminy Peak, hiking, and lakes, this property is a versatile investment offering both seclusion and easy access to local amenities.

Move-in ready 2-bedroom, 1.5-bath townhouse-style condo at 70 Lake St in Dalton! This multi-level unit offers a smart, functional layout with a bright kitchen, dedicated dining area, that opens to a private patio--perfect for relaxing or entertaining. Upstairs features two spacious bedrooms and a full bath, plus a convenient half bath on the main level. The full basement provides excellent storage, extra space or future potential. Ideal for owner-occupants or investors alike!

Excellent 8-Unit Investment Opportunity-5 minute walk to the Lake!Clean, well-maintained multifamily property featuring 8 total units with separate utilities. Each unit includes central A/C. Property offers private, dedicated parking for tenants. Prime location--just minutes from major hospitals, large employers, shopping, and public transit. High-demand rental area with strong occupancy history. Ideal for investors seeking turnkey income with upside potential. Great long-term hold in a desirable neighborhood.

The Woolen House stands as a rare piece of prestigious Hinsdale history. Once the home of the Woolen Mill superintendent, it has been fully reimagined for modern living. The craftsmanship is unmistakable: original woodwork, 16 inch brick construction, and a sense of permanence rarely found today. Inside, five bedrooms, two full bathrooms, a spacious laundry, and a versatile first floor room offer function & flexibility. At its heart is a brand new kitchen with never used stainless steel appliances, custom cabinetry, & fresh finishes ready for its first chapter. Ten high-efficiency mini splits, each backed by a 7-year warranty, ensure comfort year-round. Set in a quiet rural corner of the Berkshires, yet an easy drive to Ashmere Lake, trails, Tanglewood, Jiminy Peak, & other cultural hubs.

Welcome to 5D Lakeside at Foxhollow - a beautifully updated 3-bedroom, 3-full-bath condo offering the perfect blend of modern comfort and classic Berkshire charm.Enjoy seasonal views of sparkling Laurel Lake from your enclosed summer porch, the ideal spot for morning coffee or evening gatherings. Inside, you'll find a thoughtfully updated kitchen and baths, a cozy wood-burning fireplace, and generous living space designed for both relaxation and entertaining. This sought-after community offers a wealth of amenities including an outdoor pool, Har-Tru tennis courts, and private water frontage on Laurel Lake -- complete with kayak and canoe storage for easy days on the water. Perfectly situated just minutes from Lenox, Stockbridge, Tanglewood &, Jacob's Pillow.

The Rarest Offering in the Southern Berkshires:Discover the ultimate convergence of modern luxury and absolute solitude. Set upon a staggering 78.53-acre canvas with over 2,300 feet of road frontage, this pristine 2022 Custom Colonial Farmhouse offers a lifestyle often sought but rarely found: new construction reliability within a historic, whisper quiet landscape. Whether you are an equestrian seeking a turnkey facility or a creative visionary desiring a quiet compound, this estate is designed for stewardship and serenity.A Masterpiece of Modern Efficiency:Step inside to an interior defined by clean lines, natural light, and quiet sophistication. The heart of the home is a chef's kitchen that perfectly balances form and function, featuring honed soapstone countertops, SEE MORE -

Unmatched stunning lake and mountain views! This renovated second-level one-bedroom, one-bath unit boasts easy living with open common spaces and private condo association dock spaces on Pontoosuc Lake. Great central location to enjoy cultural attractions here in the Berkshires! The owner has already taken care of the $20,000 special assessment and will be gifting a boat dock to the new owner.

Spacious and freshly updated West Side single-family offering 4 bedrooms and 2 full baths across 1,408 sq ft. Bright, functional layout with generous room sizes, fresh interior paint, and new laminate flooring throughout. Modern kitchen features brand-new appliances and clean, updated finishes. Enjoy a charming wraparound porch with dual entry, ideal for relaxing or entertaining, plus a level backyard on a 6,969 sq ft lot. Efficient gas steam heat. Move-in ready and thoughtfully improved for comfortable everyday living.

Set on a deep, level one-acre lot, this colonial offers a nice balance of space, privacy, and neighborhood convenience. The front entry opens to an inviting staircase that leads upstairs to three bedrooms and a shared full bath. The main level includes a comfortable living room with a fireplace and back door opening to a covered porch overlooking the fenced backyard and in-ground pool.A bright eat-in kitchen with a back entry sits at the heart of the home, with a nearby half bath and a separate dining room for more formal meals or gatherings.The full basement mirrors the home's footprint, offering laundry and plenty of storage. Additional features include: 1 car garage with covered entry to the house, multiple garden beds, and updated windows.

Posh Meadow: Step into Berkshire living at its finest with this extraordinary contemporary conversion of an 1865 barn, where historic character meets modern sophistication. Nestled on 3+ acres of mature landscaping in sought-after Becket, this unique 4-bedroom, 2.5-bathroom residence offers an unparalleled lifestyle just moments from many of the Berkshires' cultural treasures.The main home celebrates its agricultural heritage with soaring double-height ceilings, original timber framing, and expansive windows that flood the interiors with natural light. Four generously sized bedrooms and 2.5 thoughtfully appointed bathrooms provide comfortable accommodations for everyone.

Over 5 Acres of raw land located in the Berkshires that abuts a stream just waiting for the next chapter. The property does not have a current perk test and seller will not perform one prior. Seller will allow buyer to perform a perk test prior to purchase.

Welcome to this spacious, well-maintained raised ranch located in one of the most desirable neighborhoods in the Town of Dalton, Massachusetts. This inviting home offers three bedrooms and two full bathrooms on the main level, providing comfortable and functional living space.The kitchen opens seamlessly to the dining and living areas, all with vaulted ceilings, creating a bright, open layout ideal for everyday living and entertaining. The living room is enhanced by vaulted ceilings and a pellet stove insert, adding both warmth and character.The lower level offers a generously sized great room, perfect for recreation space, or home office, or additional living space along with a convenient half bathroom and dedicated laundry room. The attached garage offers ample room