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Currently listing 942 sales properties. |
Found 182 Listings | Sort: |
![]() 44 Photos ELYSE HARNEY REAL ESTATE |
$1,425,000
4 BD |
5 BA
Residential - Condo/Townhouse UPDATED AND SPACIOUS CONDO IN PRIME LOCATION JUST A SHORT DISTANCE FROM MAIN STREET STOCKBRIDGE! Premier Unit at Stockbridge Terrace! Enjoy peaceful living on a quiet cul-de-sac with limited number ofunits. The main level living setup is perfect, featuring a large primary bedroom with an en-suite bath and walk-in closet, an open-concept kitchen that has been recently updated complete with top-of-the-line appliances and all new high end cabinetry, Great Room boasting soaring ceilings, an abundance of natural light and a gas fireplace for added ambiance. Enjoy your private backyard views from the 4-season sun porch equipped with both heat and A/C for year-round comfort. |
![]() 37 Photos HOUSATONIC REAL ESTATE |
$1,475,000
1 BD |
2 BA
Residential - Single Family A total 41 acres includes a 2nd building lot of 26 acres allowing one to build ones own home with mountain views. A 36x52 work shop. One full time residence and a separate summer studio. Some land does go into New Marlborough. Surrounded by conservation land. Passive solar views facing South and West. Property has been a sculpture park for many years. Trails throughout. Views to Connecticut. |
![]() 34 Photos STONE HOUSE PROPERTIES, LLC |
$1,475,000
4 BD |
6 BA
Residential - Single Family A grand two-story foyer with a beautifully crafted staircase welcomes your entrance to this stately home. The spacious rooms are bathed in natural light. Wonderful details include two fireplaces, French doors, butler's pantry, back staircase, beautiful wood floors. Large eat-in kitchen and formal dining room. Gracious back porch off the family room looks out to the lovely meadow and woods. Impressive second floor balcony with lovely sitting area. Primary suite with office (could be a 5th bedroom). Second floor and lower-level laundries. Finished lower level with 3 additional rooms and full bath. Walk to all that Shakespeare and Company has to offer. Restaurants, shopping, Canyon Ranch, Miraval, hiking and more are only mere minutes away. |
![]() 20 Photos BISHOP WEST REAL ESTATE |
$1,490,000
4 BD |
3 BA
Residential - Single Family Now under rapid construction, this stunning contemporary two-story home sits on a private 2.79-acre cul-de-sac lot. Spanning over 3,100 sq ft, it features soaring 9' ceilings, a dramatic two-story foyer and living room, and a walkout basement with finishing potential. Designed for both comfort and style, the home offers a cozy fireplace in the living room and a second fireplace in the luxurious primary suite. With 4 spacious bedrooms, 3 designer bathrooms, and high-end finishes throughout, this home is ideal for modern living. A two-car garage completes the package. Estimated completion: Late Spring to Early Summer 2025. |
![]() 85 Photos BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY |
$1,495,000
4 BD |
5 BA
Residential - Single Family This home has just about everything you're looking for and more!A 4.62 acre private setting, just 5 minutes into Great Barrington and low Egremont taxes! 4 Beds & 4.5 baths with an in law loft apartment. Wide open back yard with plenty of room for a pool if you dont feel like cooling off in the crisp & refreshing Green River at the rear end of the property. First level of home has a primary suite with large jet tub and separate shower. Open the slider and slip onto your screened in porch. Washer dryer on first level as well as den/0ffice. Seperate dining room with open concept living room /kitchen that leads out to the rear deck or screened in porch. Attached over size 3 car garage. Enormous basement. additional barn and plenty of storage wherever you look! Freshly painted and updated! |
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![]() 91 Photos LAMACCHIA REALTY, INC |
$1,499,900
12 BD |
7 BA
Multi-Family This stunning 6-family home sits on 1.5 acres, just a couple minutes away from the Lee Outlets, a convenient location with easy access to the Mass Pike. This multi-family consists of 3 two-bedroom units, 2 one-bedroom units, and a 4 bedroom 2 bath unit. The large unit offers a welcoming front porch, living room, eat-in kitchen, full bath and primary bedroom on the the 1st floor, and 3 bedrooms and full bath upstairs. This expansive apartment would make a great owner's unit, or rent it out for additional income! The new roof and renovated kitchens and bathrooms are among the many improvements! All units separate heat, hot water & electric. The ample parking space, yard and swimming pool complete this income-producing property |
![]() 38 Photos WILLIAM PITT SOTHEBY'S - GT BARRINGTON |
$1,500,000
7 BD |
8 BA
Residential - Single Family Nestled in the heart of the Berkshires, this historic Richmond compound presents a rare colonial charm. Spanning 11 bucolic acres with sweeping pastoral views, the legendary c1776 estate boasts a meticulously maintained main residence, three enchanting cottages and a great barn for entertaining. The main residence, a testament to time-honored craftsmanship, features 7 bedrooms and 7.5 baths, each room telling a story of centuries past. The inn's dignified presence is complemented by a dining room, entrance parlor, library, den, period greenhouse, and a well-appointed kitchen that cater to both intimate family gatherings and grand celebrations. |
![]() 60 Photos ROBERTS & ASSOC. REALTY, INC |
$1,525,000
4 BD |
5 BA
Residential - Condo/Townhouse Prepare to be wowed when you visit this luxury condo at Stockbridge Terrace! The details, custom features and craftmanship are second-to-none! Seeking one-level living? Literally just bring your suitcase as furnishings can be available in this well-appointed one-owner home. Entertain in style with open floor plan. The living/great room's centerpiece is the stone fireplace, oversized windows and cherry floors. Enjoy the formal dining room or savor summer dining on the spacious screened porch. Bedrooms are thoughtfully placed to ensure maximum privacy. Primary suite is on the first floor with jetted tub and oversized shower. along with custom outfitted walk-in closet. On the upper level you'll find two additional bedrooms each with ensuite baths. The family room includes custom |
![]() 40 Photos THE KINDERHOOK GROUP - PITTSFIELD |
$1,590,000
11 BD |
13 BA
Residential - Single Family The iconic Wainwright Inn, built in 1766, is ideally located on Main Street in Great Barrington, the largest town & hub of the famous Berkshires vacation destination in Western Massachusetts. The Inn consists of a main house with 9 guest suites & a spacious owner's suite, & a carriage house with an apartment & two additional guest suites. In pristine condition, the current owners have improved the property significantly to include: AC system, new kitchen, structural upgrades, new parking lot and landscaping. Solid income and occupancy history. Known for its beauty, the Inn features spacious public rooms with high ceilings, fireplaces and historical details intact, and large suites, each with a bathroom. A short walk to the many restaurants & shops of the town & minutes to Tanglewood. |
![]() 61 Photos LANCE VERMEULEN RE, INC |
$1,595,000
5 BD |
4 BA
Residential - Single Family Classic turn-of-the-century Berkshire residence on the Hill. Rich w/ history & ready for new memories, this home is a rare gem in an ideal location. Lovingly maintained by the same family for over 60 yrs. Nestled on 1.6 acres, this 4,000 SF residence offers 5 BRs, 3.5 BAs & an abundance of historic charm. Original wood floors, high ceilings & period details fill the home, while the grand staircase & 3-season porch add an air of elegance. The spacious kitchen, butler's pantry, oversized living room & large formal dining room are ideal for entertaining. Attached greenhouse & beautifully fenced garden with a shed, detached three-car garage, and expansive basement complete this remarkable property, just moments from town yet a world of its own! |
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![]() 37 Photos Four Seasons Sotheby's International Realty |
$1,650,000
5 BD |
3 BA
Residential - Single Family On just over ten acres of rolling hillside and pasture sits this quintessential Hudson Valley farmhouse. The oldest section of the home dates back to the mid 1700's, quite early for this region, while the Federal Style facade and front rooms were added c1850. The kitchen was a 2017 renovation the sink perfectly placed to overlook the Roeliff Jansen Kill, which borders the property and is stocked with brown trout by the DEC each spring. There is also a very fine swimming hole that remains deep even when the waters run low! Rhododendrons border the front porch and bloom in early Spring, cueing the return of summer. Inside, the house lives comfortably. Silvernails Farm is both whimsical and practical, a house built with integrity and a rare eye for aesthetics and proportion. 2h to NYC. |
![]() 52 Photos HOUSATONIC REAL ESTATE |
$1,675,000
12 BD |
7 BA
Multi-Family Step into a piece of history with the once Iconic Card Lake Inn Tavern, now transformed into a stunning residential haven in the heart of downtown West Stockbridge. This property offers not only a prime location but also an exceptional living experience, combining modern amenities with charming historic character. The building houses six completely renovated high-end apartments, each thoughtfully designed to meet the needs of modern living. These units feature elegant wood floors and come equipped with all necessary appliances, including dishwashers and in-unit laundry facilities. Central air conditioning ensures comfort year-round, while tiled double-sink bathrooms add a touch of luxury. Ample storage space is available in each unit, allowing residents to keep their living areas tidy. |
![]() 45 Photos Compass Massachusetts, LLC |
$1,695,000
4 BD |
4 BA
Residential - Single Family Nestled in East Mountain State Forest on a private road yet minutes from downtown and Ski Butternut, this meticulously maintained home is move-in ready. A heated sidewalk leads to a foyer mudroom with radiant heat. Cathedral ceilings with a wood-burning fireplace and large windows in the living room, overlooking a wonderful patio with a fire pit. An open kitchen with eat-in granite counter, formal dining room, screened porch with additional gas fireplace; powder room, two ensuite bedrooms plus an additional bedroom upstairs; another ensuite bedroom at garage level, with a laundry room and huge basement storage space. Two-car attached garage, HVAC system plumbed for oil, propane, or solar. Hike miles of wooded trails accessible from the back yard. Some furnishings are available separately. |
![]() 49 Photos LANCE VERMEULEN RE, INC |
$1,750,000
4 BD |
4 BA
Residential - Single Family Tucked away in the woods with access to Three Mile Pond, this contemporary home will leave you longing to return. With views from most rooms, the thoughtfully designed floor plan leaves little to be desired. The main living spaces include an inviting living room with a stone fireplace that opens to a screened porch, a cozy den/library, and a spacious great room with soaring ceilings, a grand fireplace, and a wet bar--perfect for entertaining or intimate evenings by the fire. The centrally located kitchen features granite countertops, stainless steel appliances, and a breakfast bar, with a door leading to a deck that extends the living space outdoors. Wake to the sunrise in the primary suite, while the walkout lower level offers a large office, home gym, and en-suite guest quarters. |
![]() 64 Photos EQUINE HOMES REAL ESTATE, LLC |
$1,775,000
7 BD |
5 BA
Residential - Single Family Have you been looking for a well maintained equestrian facility with large pasture turnout but nothing seems to check all the boxes? This one will! With almost all of the 64-acres in lush green pasture this property is a horse's dream come true. Each pasture is safely fenced with wood fencing and back up electric. All of the pastures have run in sheds for the horses, hay huts and automatic heated waters. These pastures, and their well thought out features, help save on hay, labor and bedding costs. When it is time to come inside the barn, there are 18 (10x12) stalls, with electric and water at each stall. One aisle is a gorgeous cobble ''stone'' style rubber matted aisle which helps keep the horses, people and barn warm in the winter. |
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![]() 34 Photos WILLIAM PITT SOTHEBY'S - GT BARRINGTON |
$1,785,000
5 BD |
5 BA
Residential - Single Family Handsomely built with modern comfort and amenities. Meet Guests on the covered porch and welcome them into the first floor open kitchen and great room with stone fireplace. On the first floor is also the dining room, office, den, mudroom and breezy screened porch for summer drinks. First floor primary suite with sparkling ensuite bathroom and sitting room with fireplace is its own hideaway. Upstairs, three more large ensuite bedrooms for the crew. One-car garage located off the first floor for easy access to the kitchen, two oversized garages below. Located at the end of a shared private drive with similar homes, and maybe some new friends, this retreat will be home base for all of your Berkshire adventures. Quick access to Catamount Ski , Butternut, Great Barrington. |
![]() 51 Photos WILLIAM PITT SOTHEBY'S - GT BARRINGTON |
$1,795,000
5 BD |
4 BA
Residential - Single Family Delicately sited at the end of your 1,100+ foot approach meandering through forestlands until the tree tops open to blue skies and breathtaking views that stretch to the east for morning sunrises and to the north for views of Mt Snow! This custom-built masonry style colonial home has been updated in recent years with a spectacular designer kitchen, mechanicals and so much more. Sun-drenched spaces throughout pull the outdoors in and afford a retreat not often found this close to the Five College area and major corridors for easy access to many points north, south west and certainly east to Boston in less than 2 hours. Enjoy 5 bedrooms, 3.5 baths set on 17 acres backing up to a staggering 4,880+ protected forestlands. Truly unique in every way and ready for its next steward. |
![]() 58 Photos ALDEN COUNTRY REAL ESTATE SERVICES |
$1,795,000
6 BD |
4 BA
Residential - Single Family Tucked away on a private 2.35-acre knoll, this beautifully updated residence offers a rare blend of antique charm and modern ease in one of the Berkshires' most sought-after villages. With six generously sized bedrooms, a chef's kitchen designed for entertaining, and multiple inviting living spaces with fireplaces, the home is ideal for gatherings or quiet retreats alike. A stunning contemporary sunroom opens to serene views of the landscape, while the heated in-ground pool is perfectly positioned to take in the natural beauty. Just steps from the village center, enjoy galleries, cafes, and local culture with easy access to the area's renowned outdoor and cultural attractions. A unique opportunity for those seeking comfort, space, and classic New England character in the Berkshires! |
![]() 34 Photos WILLIAM PITT SOTHEBY'S - GT BARRINGTON |
$1,800,000
4 BD |
4 BA
Residential - Single Family Modern Farmhouse - designers' own home, using locally sourced items and for creating a thoughtfully designed residence.High-end finishes and lighting, neutral Farrow & Ball paint throughout, as well as the gourmet kitchen with Subzero refrigerator, Wolf range, Bosch dishwasher, custom cabinetry, handmade walnut butcher blocker island, and radiant floors. Solid craftsmanship, woodwork, plaster walls and hand carved built-ins. New siding, insulation and copper drain pipes. This residence has six acres, a lovely steam, old growth trees, and beautiful gardens, bordering Stockbridge and Lenox, in the heart of the Berkshires. Close to the area's key attractions: Tanglewood, Jacob's Pillow, museums, great restaurants, parks, hiking, and lakes, and less than 10 minutes from the Red Lion Inn. |
![]() 51 Photos WILLIAM PITT SOTHEBY'S - GT BARRINGTON |
$1,850,000
4 BD |
4 BA
Residential - Single Family Immerse yourself in the epitome of elegance & seclusion in this immaculate estate, nestled on over 17 acres. This resplendent home is surrounded by an enchanting outdoor haven, boasting a pristine swim pond & meticulously curated gardens that explode with diverse flora. Drift through this botanical paradise or repose on the chic bluestone patio, an idyllic nook for serene contemplation or harvesting blooms.Spanning 4 bedrooms & 3.5 baths, the residence offers a quiet retreat in the country. The kitchen, adorned with sumptuous Cherry woodwork & harmonious hardwood floors, is anchored by a heartwarming wood-burning fireplace, radiating an inviting ambiance.See more..... |
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