Turnkey Berkshire cottage on Shales Brook, completely reimagined from top to bottom. This stylish two-bedroom, two-bath retreat pairs thoughtful design with an idyllic waterside setting, just around the corner from Jacob's Pillow and approximately 10 minutes from downtown Lee. Nearly every element of the home has been renewed, including the kitchen, bathrooms, plumbing, electrical, septic system, heating system and hot water system. The bright, open living space features wood floors, a beautifully renovated kitchen with custom cabinetry finished in a rich Farrow & Ball green, and a striking vintage copper Malm wood-burning stove that adds warmth and character. Two king-size bedrooms and two beautifully updated baths create a comfortable and functional layout.

East Hill Farm is a complete 1798 estate, a working farm if one wants. Generations of gardens, a pool, tennis court, trails, pond and pasture abut state forest and protected land. The farmhouse's 5,000 sf core is museum-quality restored, gracious, not precious. A 1790s barn moved from Amherst and rebuilt here, and a 1930s Arabian horse barn turned into four duplex guest residences with 4 kitchens, 10 bedrooms, and ceilings to 20 feet over 6,668 sf, sit on 227 acres. Five minutes from the Southfield Store, six from Gedney Farm and the Old Inn on the Green, eighteen from Great Barrington, its setting suits weddings, retreats, wellness, and hospitality. Any commercial, non-agricultural use is subject to the issuance of a special permit by the Town of New Marlborough.

East Hill Farm offers 227 acres of protected quiet, anchored by the elegant 1798 Thomas Shepard House. A private hilltop world. Main house: Georgian-Federal; 5 BR, 5.5 BA, ~5,000 SF; 5 fireplaces; unusually high ceilings, wide-board floors, antique glass, rooms that hold the light, views that connect. Graceful, welcoming. A complete estate that also can be a working-farm or equine property: barns + outbuildings, pastures, private trails + roads, 4+ acre pond, gardens + orchard, pool, pool house, greenhouse, tennis. A vast former Arabian horse barn, now guest compound, or for you to reimagine. Preserved with rigor, lived in with joy, and rooted in the land and history that defines the Berkshires. Read the whole story. Read the whole story - Click!

Former North Adams Country Club property - 87 Acres, extensive frontage on River Rd, with partially renovated 7,196 sq ft. clubhouse (see floor plans) and a 900 sq ft two-bay commercial garage. Solar array and carports bring in annual lease income, could help offset debt service for a financed purchase. Sewer manhole precast chambers installed by clubhouse and road, not connected. See floor plan images for preliminary small home development - stalled due to pandemic, needs reconfiguration due to subsequent cell tower installation (Verizon service). Capacity for one additional cell carrier. Well drilled and capped in northwest corner of land at end of shared driveway.

SET ON A GENEROUS IN -TOWN PARCEL THIS 1850 VICTORIAN IS POISED FOR A MODERN TRANSFORMATION. THE RESIDENCE BEAUTIFULLY RETAINS ITS ORIGINAL STAIRCASE AND PERIOD DETAILS THROUGHOUT. HIGH CEILINGS AND EXPANSIVE WINDOWS ILLUMINATE THE MAIN ENTRY, LIVING AND DINING ROOMS, WHILE THREE FIREPLACES AND MULTIPLE PORCHES ADD TO THE TIMELESS CHARM. UPSTAIRS, THE SECOND FLOOR FEATURES FIVE BEDROOMS AND A BATH, LEADING UP TO AN UNFINISHED THIRD FLOOR WHICH PROMISES PURE CREATIVE FUN FOR ITS NEXT OWNER.

Side by side two-family home with attached workshop with loft above, and detached two-car garage on a corner lot! This is a fixer-upper. Unit 342 is currently rented. The apartment consists of a living room with hardwood floors and large eat-in kitchen in the 1st floor, and 2 bedrooms and full bathroom on the 2nd floor. Unit 340 is in need of major rehab. The 1st floor consists of a very spacious kitchen, living room, dining room and huge full bathroom. Since the kitchen has plenty of space for dining area, there is great potential for a large first-floor primary bedroom, come envision it! Upstairs you will find 4 bedrooms and access to the walk-up attic which has rooms that were finished as bonus space at some point

Well maintained 4 bedroom, 2 full bath cape set on a level quarter acre with mature landscaping! The first floor offers comfortable living space along with a full bathroom. Upstairs you will find additional bedrooms and a second full bath, so there is a full bathroom on each level. The home's electrical was upgraded in 2025. Other major updates include a brand new garage built in 2025 and a roof from 2020. Newer Andersen windows throughout. Gas fired hot water heat and a full basement offering plenty of room for storage and workshop space. Vinyl siding on the exterior. Nothing left to do but move in!

Why rent when you can own in a delightful neighborhood. Immaculate ground level unit in the private country community of Forest Row., located just a few minutes from downtown Great Barrington. Forest Row is a Community Land Trust Neighborhood. Easy care one level living with an open floor plan, private screened porch and a patio bordered by gardens and woods, surrounded by 21 acres of protected land for your enjoyment. Carport and garden shed. Easy access to Rudolf Steiner School, Great Barrington town center, Tanglewood, Skiing and other local attractions. This is a community land trust neighborhood for full-time year round living.

Discover the potential of 144 Castle Hill Ave, a charming 1950 Cape in Great Barrington's sought-after On the Hill neighborhood, where in-town convenience meets the beauty of the Berkshires. This 2-bedroom, 1-bath home offers 1,250 sqr ft of living space, hardwood floors, a comfortable living room, dining room and built-in garage. A newer well-maintained furnace, and 1 year old washer & dryer provide welcome updates, while the backyard offers extra space to relax, garden, or entertain outdoors. Walk to Lake Mansfield for swimming, hiking, & recreation, with downtown Great Barrington's restaurants, shops, & cultural attractions just down the road. With its desirable location, classic character, & opportunity for thoughtful updates, this home offers an inviting way to enjoy Berkshire living

Welcome to Mohawk Estates, a private community offering the perfect setting for a summer getaway or weekend retreat. This charming 4 Season cabin sits on three lots and features a spacious great room with a mini-split, pellet stove, private well and septic, covered porch, and fire pit. There are also hookups for two additional campers, making this an ideal spot for entertaining family and friends. Enjoy easy access to community amenities including the beach, recreation hall, bathrooms, and water. Outdoor enthusiasts will appreciate the nearby hiking trails, fishing, and paddling opportunities. Located along the historic Mohawk Trail and just minutes from Charlemont and Shelburne, this property is a great home base for exploring all the beauty and adventure the region has to offer.

Cleared and mowed building lot with attractive views, conveniently located just minutes from West Stockbridge Village. Enjoy easy access to local restaurants, cafés, shops, galleries, cultural attractions, and outdoor recreation, while being close to all that the Berkshires have to offer. A wonderful opportunity to build your Berkshire retreat in a peaceful yet convenient setting.

Escape the hustle and bustle and enjoy the beauty of the Berkshires! Located in the peaceful town of Savoy, this charming ranch offers 2 bedrooms, 1 full bath, and approximately 3 acres of land to enjoy. Features include hardwood floors, a cozy wood stove, full basement with walkout access, and a convenient one-car attached garage. A new septic system is currently being installed, providing added peace of mind for the next owner. Surrounded by nature yet just a short drive to the Berkshires' many attractions, dining, hiking, recreation, and cultural destinations. Whether you're looking for a year-round home, weekend getaway, or peaceful retreat, this property offers a wonderful opportunity to enjoy country living while still being close to all the area has to offer.

IMMACULATE 3 BEDROOM APARTMENT WITH DECK and ONE BEDROOM APARTMENT in SOUTH LEE on a quiet cul de sac. Zoned 2 family, partially fenced back yard, attached garage, CENTRAL AIR CONDITIONING - BRAND NEW VINYL SIDING DECEMBER 2025.

Enjoy easy, low-maintenance living in this conveniently located ground-floor one-bedroom condo. The open floor plan creates a comfortable, inviting space with great flow between the living and dining areas. Sliders open to a private patio, providing a pleasant spot to relax, enjoy the outdoors, or entertain. A great opportunity for a first-time buyer, downsizer, or anyone looking for a simple and convenient place to call home.

OPEN HOUSE: SAT, AUG 22ND 11AM-12:30PM Ideally located in desirable street in Lee, this well-maintained Cape blends classic charm with thoughtful modern updates. Surrounded by beautiful landscaping, the home features 4 bedrooms and 2 full baths, including 2 bedrooms and a full bath on the first floor for convenient one-level living. The updated 2022 kitchen offers granite countertops, modern appliances, and stylish finishes. Recent improvements include new windows, doors, and boiler. Enjoy warm wood floors throughout, a gorgeous wood-burning fireplace, and a generously sized partially finished basement for added living or recreational space. Relax on the spacious backyard deck overlooking the landscaped yard. An oversized 2-car garage provides ample storage and workspace