SUCCESSFUL CHOCOLATE BUSINESS FOR SALE in a prime location on Main Street Stockbridge. BUSINESS FOR SALE ONLY. Your location includes built-in foot traffic, as tourists and locals visit the Red Lion Inn, and other well-known attractions in World Famous Stockbridge, MA. All furniture, fixtures, and inventory are included in the sale of the business. Come grab this priced-to-move business opportunity before it gets away!

This Historic Carriage House located on an old estate in the center of Stockbridge awaits your renovation as Unit #10 on this unique condominium property. Walk down the driveway and you are right in town or sit in the backyard and be away from it all. The building is being sold ''as is.'' Easements, the fees for the connection of residential utilities, a Wetlands delineation report and all Town of Stockbridge permits and their costs for this single residential unit are the responsibility of the Buyer. A closing date that anticipates ample time for all permitting and approvals to be completed can be scheduled after the signing of the Purchase and Sale Agreement. Come see this lovely property and use your imagination to envision your future home in this beautiful old New England town.

GREAT LOCATION JUST UP THE HILL FROM THE TOWN BEACH ON STOCKBRIDGE BOWL Tanglewood is a short 2.5 miles up the road. Nicely situated between the centers of Stockbridge and Lenox. The walk to the Beach is less than a half-mile. Perfect for a vacation or full time home. Almost three quarters of an acre of level land on the corner of Mahkeenac Heights Rd and Yokum Rd. Town sewer is available. Roads and road maintenance are private. (Pre-existing non-conforming lot. Intermittent stream on property. Subject to Scenic Mt. Act)

Beautiful lot located on a highly desirable street. Less than a mile from the town beach at Stockbridge Bowl ! Town sewer available on the street. Plenty of land to build your dream home and still have space for walking trails and ample acreage to enjoy all that nature has to offer.

Welcome to this cozy bungalow, ideally located just minutes from Tanglewood. This property has endless potential to create a delightful Airbnb or the perfect starter home. Featuring 2 bedrooms, 1 bathroom, and a three- season sunporch to enjoy your morning coffee or a good book. Don't miss out on this great opportunity to put your finishing touches on this adorable home- schedule your viewing today!

Prime Stockbridge land, prime Stockbridge location, and low Stockbridge taxes. A couple of short miles to Tanglewood in Lenox and a few minute drive to the Red Lion Inn in Stockbridge. Under a mile to Stockbridge public sandy beach on the Bowl. Includes drilled well already installed, septic design and roughed-in driveway. Excellent investment location for full or part-time residents.INCLUDED: *Lot 21 with 6.52 acres and 315 ft. of frontage, plus an additional Lot 29 directly across the street that has 3.8 acres with 465 ft. of frontage and private pond. Total acreage of the 2 lots combined is about 10.4 acres as noted in ''Acres Apr'' on the listing sheet.

Beautiful 25 Acres in Stockbridge. Quick access to Stockbridge Bowl, Tanglewood, the villages of Stockbridge, Lenox, and Housatonic. The property consists of two separate building lots - the south lot, with 12.56 acres, and the north lot with 12.66 acres. At the top of the driveway of the north lot is a large, flat, wooded area that offers several different building site opportunities. The south lot is steeper, but does have a small flat section at the end of the driveway for a potential building site. Build on the north lot and keep the south lot for extra acreage, an additional dwelling to use as a guest house or to sell at a future date. Potential for mountain views from both lots with some clearing. Access to the south lot is a right of way through the north lot.

Wonderful SECOND-FLOOR unit at The Knoll! Located on Main Street, Stockbridge. The Knoll Condominiums have always been desired for the convenient walk to town location and lovely park-like setting. Light and bright with lots of windows. Comfortable living/dining area, charming galley kitchen and spacious bedrooms. Convenient laundry room and private storage area in the building. Tennis courts and hiking trails across the street. The historic Red Lion Inn, Lost Lamb Patisserie, and Nejaime's Wine Cellar are all just a short stroll and less than 10 minutes to the main gate at Tanglewood! Move right in and enjoy all year round! Pets not allowed, aribnbing not allowed.

RARE OPPORTUNITY to build your new Berkshires home moments from Tanglewood's back gate and share deeded rights to a private beach on the Stockbridge Bowl too. Lovely and private, lightly wooded parcel on private lane with frontage on Lily Pond. Wheatley Drive is a private Rd. There is a voluntary HOA. Contribution of $1,000. annually for road maintenance and plowing is voluntary.

Incredible land in Stockbridge available for the first time in over 120 years. Build your dream home here in a private setting yet very close to the Norman Rockwell Museum, Berkshire Botanical Gardens and under 3 miles to the historical downtown Stockbridge! Trails, the original chimney and fireplace from the 1800's homestead along with the old trees and gently sloping topography make this unique property a must see. Currently in Chapter 61 for tax benefits. Call today for your appointment!

Fantastic Location! This property boasts proximity to the Norman Rockwell museum and golf courses. The residence features 3/4 bedrooms and 3 full bathrooms. On the second floor, you'll find a delightful master suite, while a guest bathroom is nestled between two additional bedrooms. The first floor offers a full bathroom and one bedroom, with a relatively open floor plan that seamlessly combines the kitchen, dining area, and living room. The only other room on the first floor is the laundry mudroom at the rear. Architecturally, this house was thoughtfully designed and exudes charm.

Large parcel of land centrally located on a quiet road in Stockbridge. Minutes to the town centers of Stockbridge, Lenox, and West Stockbridge, as well as Tanglewood, Kripalu, the Norman Rockwell Museum, and the Berkshire Botanical Gardens. It is also walking-distance to the Stockbridge Bowl outlet and the Berkshire Art Center.The land is mostly wooded, level, and dry with some open areas. Town water and sewer are on the street. It is an exceptional estate property but could potentially be subdivided in various ways.

Meticulous and charming and recently renovated 4 bedroom, 4 bath antique cottage situated in a private story book setting along the banks of the Kampoosa Brook in a desirable Stockbridge location. Thoughtful attention to detail at every turn creates a perfect marriage of old and new, making this jewel box a delightful surprise, and well suited for modern living. The house offers several cozy places to sit by the fire, overlook the garden and enjoy the sounds of the babbling brook. Exposed beam ceilings, original oversized fireplace and wide floor boards are just a few of the nods to the original roots of the house. The unique layout of the house provides two potential options for either guest or inlaw suites, each with their own entrances. The yard is beautifully landscaped to create

This Stockbridge Colonial has it all....location, separate guest suite and plenty of country chic design. This historic home boasts all the charm of yesteryear with fabulous wide pine floors, state of the art country kitchen that retains it's charm, formal dining room with fireplace, gracious banister to the second floor of guest bedrooms with renovated bath all while seamlessly blending with the open Great room for today's lifestyle living; a fabulous main floor primary bedroom with a wall of closets and an en suite renovated bath. From the spacious decking of the main house there is a romantic covered walkway that leads to separate guest quarters with a Great room, bedroom, bath and kitchenette that has it's own private outdoor gathering space with firepit. The two car oversized garage

Two Dwellings on almost four acres.Just a very special property. Located between the Rockwell Museum and the Botanical Garden. You are moments from Tanglewood. Equidistant from Lenox and Great Barrington providing easy access to the Berkshires wonderful restaurants. The main house has four bedrooms and two baths , while the guest cottage adds another bedroom, bath, and large living room. The main house has central A/C while the guest cottage has mini splits. Gracious grounds are beautifully landscaped. Adorable play house for little ones. Several outbuildings. Garages for at least 5 cars. First floor primary bedroom with sunroom. Perfect site for a pool. Abuts protected land.

Nestled just north of Stockbridge, MA, this elegantly expanded brick Federal estate offers a harmonious blend of historic charm and modern design on 13+/- acres (9 conserved.) Originally built in the 1830s, the Carter Estate has been artfully expanded and renovated and boasts over 5,400sf of light-filled, luxurious living space, ideal for those seeking a private yet gracious lifestyle.As you enter through classic stone walls and manicured hedgerows, you'll be welcomed by sweeping meadows and lush gardens. Time slows as you meander along stone pathways that lead to a charming red barn and a quaint stone summer cottage--perfect for painting or relaxing. The estate is oriented towards cultural and natural beauty with walking trails

Significantly restored in 2024! Sellers have masterfully updated this legacy home w/ a cool & fresh aesthetic that preserves the integrity of its Mid-century Modern design. Updates to the 1st floor primary suite, kit, entertainment kit, bathrooms & freshly painted interiors are just a few of the improvements. The airy main living spaces w/ their expansive sliding glass doors offer sublime views of the resort-like grounds complete w/ manicured lawns, patios, in-ground pool, playground, newly resurfaced tennis/pickle ball court, gardens curated by a Master Gardener & distant mountain views. The 7 bedroom, 7 bathroom estate w/ 8200 sq ft of versatile living space prominently sited on 57+ acres is 3 hours to NYC and 2 Hours to Boston!

One of the Berkshires' finest residences, basking in the idyllic mountain scenery. Designed and crafted to meticulous standards, this distinguished 6.2 acre compound is surrounded by captivating, protected vistas far and wide. In the enduring tradition of the regions iconic estates, this extraordinary residence is a place for life to the fullest, providing an endless source of enjoyment in exquisite indoor /outdoor spaces. Fine millwork and 9 fireplaces underscore the comfortably elegant environment. Lower-level entertainment (media)room, wine cellar, fitness studio. elevator, computerized systems. 9,339 SF with 5 bedrooms,6 full/3half baths. Wraparound tiered terraces feature pool with pool house. Glorious terraced gardens and formal gardens with fountain. Separate 3 bedroom guest house

Wheatleigh is the perfect marriage of the grandeur of a 16th century Florentine palazzo and the comfort and elegance of the twenty first century. Imagine living in desirable Lenox on 22 acres overlooking Stockbridge Bowl and the mountains and being within a short stroll to Tanglewood! Henry Cook in 1893 commissioned Peabody and Sterns to construct this Italianate style home. It has since been updated by famed architects Tsao and McKown for contemporary living. The 19 suites, guest rooms and baths set a new standard of style and sophistication and can accommodate many friends, business guests and family. Each of the bedrooms have high speed internet and Bang and Olufsen TV's . The state of the art fitness center, heated pool, and tennis court keep every one active.