**Peaceful 5.05-Acre Retreat at the Foot of Mount Greylock**Welcome to your private Berkshire haven--this 2-bedroom, 2-bathroom home sits at the base of Mount Greylock, the highest peak in Massachusetts, offering unmatched tranquility, stunning natural surroundings, and year-round recreation just minutes from your door.Set on 5.05 lush, rolling acres, this property is perfect for nature lovers, outdoor adventurers, and anyone seeking a peaceful rural lifestyle. The land provides ample space for gardening, exploring, or enjoying a quiet morning overlooking the trees from your wraparound deck. With existing horse stalls in the basement, the property also presents a rare opportunity for those looking to keep

Designer style one level living garden bungalow with beautiful Berkshire bucolic pastoral and mountain views! Easy living and low maintenance with 2 bedrooms and 2 full bathrooms, conveniently located on the Lenox/Pittsfield line. Beautifully renovated with open floor plan, spacious living room, beautiful kitchen and dining room w/amazing views. Primary bedroom leads to back deck with large primary bathroom. Pastoral views from front deck and October Mountain views from large back deck. Beautifully landscaped. Cottage potting shed, cedar fence and much more. Convenient to Tanglewood and all cultural and recreational venues the Berkshires has to offer! Natural gas heating system and central air. Turnkey home!

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.

Discover the charm of Rowe with this exceptional Cape home, set on 6.08 acres of serene beauty. The open floor plan and large windows create a bright and inviting atmosphere, featuring two spacious bedrooms on the first floor and a luxurious primary suite above. Step out onto the wraparound deck, perfect for peaceful mornings or lively gatherings. The loft office, equipped with high-speed fiber internet, makes remote work a delight. Enjoy easy access to hiking trails, gardens, and winter activities--ideal for those seeking a tranquil escape. With a low-maintenance design, the large basement provides space for hobbies and offers yard access. Rowe offers low taxes and the lovely Pelham Park. With a newer roof and ready-to-be-reinstalled solar systems, this is a must-see in a beautiful town!

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.

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.

Settle into the quiet charm of the Windemere Lake community with this 7.166-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.

Multi-family in a convenient location, walking distance to town and shopping, bus line nearby.Well maintained. The perfect location, walking distance to restaurants and shopping, public transportation nearby.

ADAMS! Dynamite Berkshire Land. Bordering Greylock Glen Land into Greylock Mountain State Reservation. 1,000's & 1,000's acres of direct access to preserved forestlands & fresh water brooks, waterfalls & ponds. A nature enthusiast dream getaway. Enjoy it all right from your own 83 acres - hike, bike, hunt & snowmobile directly from your own property. Direct access to a vast network of protected trails including the Appalachian Trail. Simply enjoy the wilderness & use for basic camping or build your own mountain paradise. Enjoy Mt. Greylock Views. Located close to town for all the in-town amenities. Easy access North into North Adams, Williamstown & Southern Vermont and South to Cheshire, Lanesboro, Pittsfield, Lenox & Stockbridge. Only about 40 minutes to I-90 connection.

Welcome to your dream getaway in Otis Woodlands, one of the Berkshires' premiere private communities. This beautiful home offers the perfect blend of rustic elegance and modern comfort, ideal for year-round living or a serene weekend escape.Nestled among the trees, this spacious 4-bedroom, 3-bathroom home features a dramatic great room with vaulted ceilings and exposed beams, complemented by a 2020 custom kitchen with quartz countertops--perfect for entertaining. Enjoy the outdoors from the expansive wraparound screened porch, ideal for relaxing or dining al fresco.The upper level boasts a private primary suite with skylights, a full bath, and an open loft area. The main floor includes a bedroom with an en suite bath, while the lower level offers two additional bedrooms

Experience the charm of country living in this comfortable home, situated in the peaceful town of Charlemont, on Wilder Brook. The property includes a spacious barn, formerly a cabinet workshop, and an additional outbuilding for gardening tools or chickens. Enjoy hosting gatherings in the large kitchen and dining room, or relax in the expansive open living area. Upstairs, you'll find three roomy bedrooms and two bathrooms, providing plenty of space for everyone. Perfect for outdoor enthusiasts, this home is just minutes from mountain biking, ziplining, the mountain coaster, and downhill skiing at Berkshire East, as well as world-class fishing and tubing on the beautiful Deerfield River. Seize this opportunity to make this remarkable property yours!

This 10-acre parcel in scenic Richmond, available for the first time in generations, offers a rare chance to build your dream home in the heart of the Berkshires. Surrounded by open farmland and natural beauty, this property provides a peaceful and inspiring setting for a country retreat or a year-round residence. The land features gently rolling meadows filled with wildflowers and native ferns, a private pond, and groves of mature trees. Ideally located minutes from Tanglewood, Lenox, plus cultural & recreational amenities that define the Berkshires--including hiking, biking, skiing, and world class museums like Mass MoCA. An exceptional canvas for a legacy home in one of the Berkshires' most coveted locations.

Settle into the quiet charm of the Windemere Lake community with this 6.607-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.

Tucked into the quiet, snow-covered hills of Becket, this inviting ranch-style home feels like a true Berkshire winter retreat. Imagine coming home after a day in the cold, kicking off your boots, and settling into a warm, comfortable space while snow falls softly outside. Surrounded by towering pines and peaceful woods, this home offers privacy, calm, and that unmistakable sense of escape the Berkshires are known for.Inside, the single-level layout makes everyday living easy, with an open living area and a fully equipped kitchen that's perfect for cozy meals and slow winter mornings. When adventure calls, you're just a short drive from Otis Ridge, Bousquet Mountain, and Jiminy Peak for skiing and snow-filled fun. Whether you're looking for a full-time home or a weekend getaway, this

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!

This home on almost 4 acres with a private pond and scenic mountain and sunset views year-round, also abuts the Harlem Valley Rail Trail. It is withinwalking distance to the village of Hillsdale. Including the Roe Jan Brewing Co. IGA, the Hillsdale House, and the town park. Less then 5-min driveto Catamount; 25 min to Hudson NY, and 20 min to Great Barrington MA.

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.

Discover the ultimate blend of privacy, natural beauty, and waterfront living with this exceptional offering of three lots totaling over 60 acres. Included is an 11-acre waterfront parcel on the serene shores of Ashmere Lake--perfect for boating, fishing, or simply soaking in the views. Whether you're envisioning a private estate, family compound, or future development, this expansive property offers endless possibilities. All three lots are being sold together as one parcel, ensuring unmatched scale and potential in a coveted location. There is a deeded right of way through Lot #14. There is a sewer betterment fee for Lot#15.

Location is everything with this light-filled contemporary ranch on Prospect Hill. Ready for quick occupancy! Five minutes from downtown Stockbridge or to Tanglewood and so close to the town beach on Stockbridge Bowl. This three bedroom, two bath home has been lovingly cared for. Living room and dining with hardwood floors, built-in shelving and built-in storage. Quality updates in the primary bath. Almost two acres of land with garden shed, many perennials and raised vegetable garden beds. Bonus features: spacious attached two car garage, back-up generator, first floor laundry for truly one-level living. The three-season sunroom and outdoor deck add to the charm of this Stockbridge home that's priced to sell!

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.