Great potential in a lovely setting. Located on a dead end, this property offers a gracious living room with wood floors, open kitchen and dining, mudroom/laundry room, half bath and serene sitting front porch. The second level has three bedrooms and full bath. It awaits the Buyers new vision and thoughtfulness to bring it back to it's original glory. Great location near cultural attractions in the Berkshires.

Rare opportunity to acquire a updated two-family property in Stockbridge with nearly 1.9 acres across two included lots. Come take a look to add your finishing touches to this project. Situated on a dead-end street on a spacious and clear lot. Each unit features three bedrooms and one-and-a-half baths, across approximately 2,700 square feet. Separate utilities for each unit, off street parking, and two new heating systems are ready for installation. Extensive recent updates include a new roof, renovated kitchens, updated flooring, and fresh interior/exterior paint. Conveniently located near downtown Stockbridge, the property offers easy access to some of the Berkshires' most recognized cultural destinations, including Tanglewood, the Norman Rockwell Museum

Bring your contractors and your imagination to this unique fixer-upper, an old carriage barn with an attached apartment. The spacious barn features original beams with large open areas. The lush grounds are complemented by charming rock walls and rustic outbuildings. With a convenient location close to all the Berkshire attractions, this property is ideal for transformation into a one-of-a-kind retreat!!

Beach days, porch evenings and Tanglewood concerts make this the perfect three-season Berkshire cottage. Vaulted ceilings and a fieldstone fireplace anchor the living room, while two bedrooms and a versatile loft provide comfortable space for family and friends. The screened in-porch extends the living space for long summer afternoons and evenings, while the dining room is filled with windows that bring nature inside. Set in the welcoming community of Mahkeenac Heights, this cottage is just a short walk to the town beach at Stockbridge Bowl and close to the Berkshires' many cultural attractions. A wonderful retreat for enjoying all the Berkshires have to offer!

Charming 1930 Stockbridge home perfectly located just minutes from the iconic Red Lion Inn, dining, and shopping in town. This spacious 4-bedroom, 2.5-bath residence features a large enclosed front sun porch, offering a bright and inviting space to relax. The home retains original character and details throughout with gorgeous hardwood floors throughout and generous living and dining rooms ideal for gatherings. The large kitchen and barn garage add to the property's potential. Enjoy the spacious rear deck and backyard, perfect for outdoor activities and entertaining. This sunlit home is ready for its next chapter and your vision, offering plenty of opportunity for a full renovation to create your dream residence in a coveted location.

This alluring seven acre parcel is nested between two gentle, fern filled, wooded slopes to the east and west of the site. A spacious meadow, with an intimate connection to wooded shade, is filled with bright southern light. Approaching from the Campion Farms entrance, Stone Ridge Rd curves gently upward, leading to a lovely meandering drive which takes you to the partially cleared building site. Campion Farms is located within the historic township of Stockbridge, Massachusetts. The rural setting offers a stunning natural landscape with over 30 conservation acres.

Wonderful opportunity to own 19 acres in Stockbridge for your dream home! The parcel features acres of deciduous trees with an abundance of peacefulness and tranquility. Gentle upward slope from the street then levels off. Providing several options for building. Freestanding fireplace/chimney remains from a former homestead. Norman Rockwell Museum, Chesterwood and Berkshire Botanical Gardens down the street. Charming downtown Stockbridge within 3 miles. Close proximity to Tanglewood, Lenox and Great Barrington. Presently in Chapter 61 for tax benefits. Sellers to complete a perc test upon accepted offer.

Turnkey Berkshire Retreat Near Stockbridge Bowl & Tanglewood - Embrace effortless seasonal living in this beautifully maintained, vintage three-season cottage. Nestled on a quiet, unpaved lane in the desirable Mahkeenac Heights community, this two-bedroom home offers the quintessential Berkshires getaway. Recent thoughtful updates include fresh flooring and an opened-up floor plan that maximizes natural light and flow. Step outside onto expansive decking designed for alfresco dining. Whether you are spending your mornings at the local lake beach or your evenings taking in world-class music at nearby Tanglewood, this private haven offers prime proximity to the best of Lenox and Stockbridge.

Charming Historic Gem in the Heart of Stockbridge Embrace classic New England living in this 3-bedroom, 2-bathroom home boasting 1,664 square feet of old-world charm, warmth, and character. Ideally located along East Main Street, this residence offers an unbeatable, walk-to-everything village lifestyle while maintaining a remarkably quiet, private sanctuary indoors and out. Inside, a bright and open floor plan is filled with natural light, highlighted by rich hardwood floors, exposed timber beams, and thoughtful architectural details. The inviting main level features a cozy living room, a dedicated library nook with built-in shelving, and a sunlit dining area wrapped in oversized glass panels.

This move-in ready, sunny Cape next to the Botanical Garden offers significant upgrades, a four-season sunroom, private fenced backyard, attached garage, patio, first-floor bedroom & full bath, and low Stockbridge taxes. Hardwood floors, updated kitchen with pantry, mini-splits for heat & AC, new roof, gutters, windows, insulation, primary bath, and electric hot water heater make this truly turnkey. Minutes to Norman Rockwell (3), Tanglewood (9), The Mount (13), Shakespeare & Co (13), Ski Butternut (17), downtown Stockbridge (5), Lenox (12), Great Barrington (16) & I-90 (13). Cozy, year-round retreat on a quiet street -- won't last long!

Come see this Stockbridge home with land, multiple fireplaces, all electric service, and close to everything the Berkshires has to offer! You'll be minutes to historic downtown Stockbridge, Tanglewood, and all the entertainment venues that you love, in a quiet country setting. All the comforts of home, available to you right now! Come be a part of the Berkshires lifestyle, you'll be glad you did!

Set in the sweet village of Glendale bordering the protected lands of the Laurel Hill Association, this charming property offers a wonderful blend of character, craftsmanship, and Berkshire beauty. The three-bedroom, two-bath main house is filled with warmth and personality, with charming details throughout. A large timber frame workshop presents buyers with many options, such as a home based business, art studio, or additional living space. The property's exceptional stonework is a true highlight. The home was previously owned by a renowned local mason, and his craftsmanship can be seen throughout the exterior in the beautiful stone walls and thoughtful landscape features that give the property a distinctive sense of place.

Brilliantly located very close to the Beachwood community private beach and kayak launch on Stockbridge Bowl is this atmospheric cottage replete with the charm of a bygone era. Entrance foyer into a beamed cathedral ceiling living/dining room with original stone fireplace. Living room opens onto a charming, private, screened-in porch. Completing the 1st floor is a generous kitchen, 2 BRs and 1 BA and washer/dryer. The 2nd floor has 2 BRs and 1 BA. A path at the back of the property leads directly to the community beach + kayak launch at the Grove. There are 2 split system air conditioning/heating units in the kitchen and living/dining. This is a 3 season cottage that has not been on the market in 20 years. An exceptional opportunity to update and put your stamp on a uniquely charming home.

Quitessential 1830's side hall Colonial....charming home located in the village of Interlaken in the town of Stockbridge, MA....just minutes to Lenox, Stockbridge center and the Berkshire Botanical Center. Listen to the babbeling water from the Larrywaug Brook and walk just steps to the small town park.....sit on the deck or around the firepit to soak in the atmosphere of privacy and peacefullness. This 3 bedroom, 1.5 bath house has been miticulously updated including: roof, windows, deck, painting, kitchen, baths, cement clapboard, wood flooring, laundry on main level. Full walkout basement, oil heat, central air, town water, town sewer.....garage is partitioned for a workshop but can easily be converted to a one car garage again.

Offered for the first time in 40 years, this White Pines condo is a rare opportunity to own a residence within one of Stockbridge's most storied properties. Rich with musical history, both White Pines and this particular residence have fascinating ties to local and international music scenes. Filled with natural light, this gracious two-bedroom, two-bath condominium offers generous living spaces and an inviting, easy flow. The beautiful great room is the heart of the home, with two distinct sitting areas and a dedicated dining space--ideal for both relaxed everyday living and entertaining. A large primary suite provides a private retreat, while the second bedroom and full bath offer flexible space for guests or creative pursuits.

Make this fabulous White Pines Garden Unit your next home in the Berkshires in this sought after community. Cathedral ceiling Great Room open to dining and updated kitchen w/beautiful natural light and two story wall of glass with primary en suite & guest bedroom w/full bath, bonus room on lower level all leading to your private deck with amazing privacy. Amenities include one of the parking spaces for this unit is out the front door, assoc. clubhouse w/indoor pool & exercise room, HarTru tennis courts, walking trails and deeded rights to the private beach frontage on Stockbridge Bowl for swimming, kayaking or moor your boat...all within minutes from Tanglewood and the Village of Lenox.

Stockbridge Investment Opportunity Fully Rented In Town 5-Family Home office available with a bathroom. Short walk to Post Office, Restaurants, Library and the Red Lion Inn. Stockbridge Town Park located across the street and hiking trails at the end of the street. See pictures. Can also be purchased as part of a investment portfolio 35 Main Street West Stockbridge ,Ma MLS# 249539

Some Berkshire homes are simply places to live. Others become part of the way you want to live. The Oronoque Villas are among those rare places. Built in the mid-1990s on the historic grounds of Oronoque--one of Stockbridge's great Berkshire cottages--just eight freestanding villas were thoughtfully sited within the estate landscape, complementing the original mansion, now home to distinctive condominium residences. Surrounded by mature trees, sweeping lawns, and established gardens, this villa offers the warmth and privacy of a house, the simplicity of one-level living, and the freedom to lock the door and leave whenever adventure calls. Whether as a year-round home or a favorite Berkshire retreat, life here has a wonderful way of slowing you down.

With lake views from your porch, your own dock on the bowl, just minutes to walk/drive to Tanglewood, come and see what you're missing. The house sits on a a generous size lot, with plenty of room to expand if desired. This place packs a lot of punch! Newly renovated with top-of-the-line mechanicals and appliances. A new Bosch heating and cooling system for all year-round living. New Mielle, Fisher Paykel and Bosch appliances. Enjoy the wood burning fireplace on those chilly nights. The attic and roof have been fully insulated. The crawl space was renovated with a new sump pump and commercial dehumidifier. A primary bathroom was added giving you 2 full baths. Freshly painted throughout. The house was thoughtfully renovated to keep the mid-century cottage vibe. Did I miss anything?

Just two miles from the center of Stockbridge, this beautiful four bedroom, three and a half bathroom home offers privacy, space and exceptional indoor outdoor living. The spacious primary suite features a large ensuite bath and separate his and her closets, and an additional closet with direct access to a full length deck shared access with the living room. The open floor plan connects the living room, dining area and kitchen, highlighted by soaring beamed ceilings abundant natural light, and a gas fireplace. A bright sunroom to choose a book from its floor to ceiling bookcases. The deck overlooks the mature landscaping, pool, and pool house. The walkout lower level includes a second kitchen, providing space for guests. A Berkshire retreat just minutes from the cultural attractions!