Open house, Saturday, 9/20 from 11-1:00. This fine, four-bedroom, two bath colonial saltbox home just south of the village of Stockbridge is a handmade work of art and an important slice of Stockbridge history. It was constructed on or about 1750. There are patinaed wide board floors throughout as well as five fireplaces (three wood and two gas) and much original hardware. The home is surrounded by perennial gardens and a formal, boxwood garden, all of which have been meticulously maintained. There are two stone patios which look out over four acres of pasture to the west. This home is fueled by gas heat and is serviced by town water and sewer. Perhaps the famous Reverend, Johnathan Edward
Five fireplaces • Perennial gardens • Handmade work of art
ABOUT THIS HOME
01262, MA Homes for Sale
WHITE PINES IN STOCKBRIDGE Tasteful 2 bed 2 full and 2 half bath home offers generous great room with windows showcasing beautiful views. Wood burning fireplace graces open living/dining room with beautiful hardwood floors. Large en-suite primary has spa-like bath. Community amenities include private beach at Stockbridge Bowl, indoor pool, HarTru tennis courts and fitness center. Covered parking. Meticulously maintained grounds with abundant flowers and mature landscaping. Minutes to Tanglewood, dining, art, music, swimming, boating and golf in charming Berkshires.
Classic red farmhouse on 3.49 bucolic acres just minutes from the heart of Stockbridge. This updated 3BR/2.5BA home blends original charm with thoughtful upgrades. Post and beam construction, a sleek gas fireplace, and a sunny open layout connect the living, dining, and kitchen areas. The first-floor primary suite includes a walk-in closet and private bath. Upstairs, two more bedrooms and a full bath offer space and flexibility. A spacious 1BR/1BA apartment above the attached garage is perfect for guests, rental income, or studio use. Proven short-term rental history adds investment appeal. Enjoy a contemporary deck overlooking lawns and trees—ideal for relaxing or entertaining under
Just moments from Stockbridge Bowl and Tanglewood, this lovely, easy, three-bedroom, two-and-a-half-bath home offers abundant light and an enviable Berkshire setting with a mid-century vibe. Large south-facing windows fill the open living and dining room with sunshine, complemented by a fireplace, while a second fireplace warms the lower-level family room. Three bedrooms and a bath and a half complete the main floor, with a full bath, laundry, utility area, and one-car garage below. Freshly painted with a nine year old roof, the home features a private backyard with a brand new septic system, easy access to Lenox, the Stockbridge resident's town beach, and the region's cultural highlights -
Easy access to lenox • Private backyard • South facing windows
ABOUT THIS HOME
01262, MA Homes for Sale
Beautiful Carriage Barn Unit located in the sought after White Pines. The main level has open common spaces that include a gracious great room with a wall of windows to let in the natural light, wet bar and wood burning fireplace. Generous dining room overlooking the picturesque sun porch with serene view and galley kitchen that is oversized with ample storage space and laundry closet. The second level features the primary bedroom with en suite full bath, walk in closet and bonus loft space; Guest bedroom and en suite full bath. Association beach rights to the Stockbridge Bowl, tennis courts, indoor pool, gym and hiking paths. All of this while being conveniently located near Tangelwood, Le
Chic and modern Berkshires retreat. Completed in 2022, this fully renovated property is one of only a handful of homes in Mahkeenac Heights to offer a rare double lot — a private, wooded setting just moments from Stockbridge Bowl and minutes to Tanglewood. The design is simple, modern, and sophisticated: a wall of glass frames the surrounding forest, filling the airy living space with light and creating a seamless connection to nature. Seasonal westerly views of the Stockbridge Bowl appear late fall through early spring. The main house offers 2 bedrooms plus a flexible loft, 1 full bath and 1 half bath, with a screened porch, wood stove, and outdoor dining areas for year-round living.
Charming Cottage Near Stockbridge Bowl - This year-round 1940s cottage in Mahkeenac Heights offers timeless charm and an unbeatable Berkshire location. At 1,171 sq ft the home features three bedrooms, 1.5 baths, a quaint galley kitchen, & a spacious great room anchored by a wood-burning fireplace—perfect for cozy evenings after a day of Berkshire adventures. A spacious yard with a stone patio, the property provides ample space for outdoor living. Just across the street from Stockbridge Bowl & minutes to Tanglewood, as well as the region's renowned cultural & outdoor attractions, the location is ideal for enjoying the best of the Berkshires in every season. While the
Recently renovated home offering clean lines and a modern European feel; move-in ready with nothing to do. Furnishings are available, making it easy to settle in with style and comfort. Inside, enjoy one-level living with 2 spacious bedrooms at opposite ends of the house, a sleek kitchen, an elegant bathroom, a convenient mudroom and a washer/dryer in the partially finished basement. Step onto the back deck to take in peaceful forest views, perfect for morning coffee. While the home feels private and calming, it's just moments from the vibrant heart of Housatonic, with restaurants, a dance studio, playground and more. A short 15-min drive brings you to Great Barrington or Stockbridge—
Welcome to The Dewey, a rare opportunity to own one of Lenox's most iconic residences. Built in 1767, this remarkable property—known as the Israel Dewey House—stands as a testament to early American architecture and timeless elegance. Set in the heart of the Berkshires, It beautifully bridges centuries of history with the comforts of today. The Main House Spanning 6,839 square feet across three levels, the main residence showcases an exquisite blend of period detail and inviting spaces. The grand living room and library feature built in bookcases, intricate crown molding, and a stately fireplace, while the formal dining room is bathed in natural light from oversized bay wind
Welcome to the Gilded Age! Rarely available on prestigious Prospect Hill close to the center of Stockbridge in the magnificent Mansion at Oronoque is this grand 3 BR 2.5 BA residence. Redolent with the grandeur of the past, the magic starts at the grand entrance to the mansion with its dramatic wood paneled entrance hall with coffered ceilings and leaded glass windows. The grand staircase leads to the residence's front door through which the LR can be glimpsed with its cathedral ceiling and original FP. Flanking the LR is a delightful, bright sunroom. The charming, windowed kitchen is 2 steps up from the living room and has stone counters & is equipped w/ stainless steel appliances. B