Berkshire Country Meadows. Looking for new construction? Work with the builder to fine-tune from a selection of floor plan options! Your new 2000 sf home is a stand-alone condo. It features natural gas heat, central a/c, and a gas fireplace. The open living plan can be customized to meet your needs. Living space consists of two or three bedrooms, two full baths, laundry and attached garage. - all with the convenience of one-level living! Amenities on site with this almost fully built-out development include a clubhouse with fitness center, pool and tennis. Low HOA fees., public water/sewer. If you envision lake-access - Pontoosuc Lake is less than a mile away. Skiing at nearby Bousquet or Jiminy Peak and close to all cultural attractions.

Nestled on a corner lot in the quaint village of Ashley Falls, this c. 1900 New England farmhouse blends timeless charm with modern comfort and energy efficiency. This completely renovated 4-bedroom 3-bath home preserves its classic allure with numerous modern upgrades and all new mechanicals. Step onto the white-washed front porch and into the front parlor, where a wood-burning fireplace and engineered oak floors greet you with warmth and character. The bright open kitchen/dining area with exposed original beams and vaulted ceiling invites gatherings of family and friends. Sliding doors offer sunshine from the south-facing patio. Rounding out the first floor is a spacious 1st-floor bedroom and full bath, plus a side entry mudroom.

This lovely Queen Ann style home is perched right above Main St. Just a short stroll to restaurants, the theatre and shopping of Great Barrington. Recently renovated, it consists of three bedrooms and 2 baths. The home is tucked away on a very quiet street in a charming neighborhood filled with lovely antique homes. Its the perfect location for downtown living! Enter through the front door and you are immediately greeted by the warm old world architecture.The beautiful oak banister, the stained glass window, the ornamental doorknobs with its fine engravings embrace you. The renovation was done thoughtfully, without disturbing the original character of the house.

Spacious lakefront Contemporary in Otis Wood Lands community. Built in 2005, this home features an open kitchen/dining/living area to take in the lovely lake views, & has a spacious screened-in porch & deck off the living spaces. Primary bedroom suite with lake views, with a second bedroom & adjoining bath on the main floor as well. Lower level with bedroom, connecting full bathroom, & spacious media/game room. The unadorned second story could be finished to house bedrooms two and three in order to expand the primary bedroom on the main level - or use the entire second story as your primary bedroom suite! Association amenities include pool, tennis/pickleball courts, fitness room with Peloton, playground & beach area. $4,000 reserve fund fee due from buyer at closing.

Welcome to a slice of New England charm known for its rich history, scenic beauty, and vibrant community, Sheffield offers a quintessential Berkshires lifestyle with easy access to cultural attractions, outdoor recreation, and everyday conveniences associated with in-town living. Enjoy a picturesque setting offering a unique blend of historic elegance and modern comfort. Imbued with the timeless allure of Greek Revival architecture, this home boasts classic columns, symmetrical proportions, and refined details that evoke a sense of grandeur and sophistication. The heart of the home is the gourmet kitchen, equipped with custom cabinetry making it a chef's delight and the perfect space for culinary creations and gatherings.

Live in a home that will inspire you! The Roundhouse not only feels homey but brings friends and family together in this wonderful entertainment home. This unique home featured on ABC and PBS and recent print media across the country has incredible views and lots of space and privacy. The first floor is open and ideal for large gatherings. The grand hall has a freshly painted cathedral dome ceiling and an open central spire that reaches four stories above a brand-new custom hardwood floor. A large kitchen complete with a pantry would envy any chef. There are five bedrooms and 2 1/2 baths with many built-in private cubbies to relax and reflect. Several decks and patio areas allow you to enjoy the views. Amenities include a sauna and outdoor oven. Additional home on the property!

DESIRABLE NORTH EGREMONT LOCATION, MINT CONDITION HOME. Beautifully updated kitchen and bathrooms, hard wood floors, 3 bedrooms plus office, closets organized by California Closets and 2.5 baths. Bright living room with stone fireplace, Mini-splits for heating and air conditioning. European-style wood stove for warm and cozy winters. Additional 1400 sq. ft. finished space in the sparkling lower level. Deck plus charming screened porch overlooking the magical and lush yard. Attached 2-car garage. Privacy yet minutes to all the Berkshires has to offer. Low-tax North Egremont is centrally located minutes to restaurants, shopping, culture and outdoor activities. Equidistant to NYC and Boston, this home will delight you.

Welcome to Colesbrook Manor, an ash timber frame construction masterpiece set alongside lively Coles Brook on 4.4 acres in the southeastern slopes of Crane Hill. Built in 1984 and solely occupied by joiner, carpenter and Heartwood School (of timber framing and energy-efficient house design) co-founder Andy Inganni, this home takes advantage of the microclimates of its setting and the energy and lifestyle benefits of traditional craftsmanship and construction. Beyond 3 bedrooms and 2 full bathrooms, this home features an expansive open floor plan on its main level, inclusive of a living room, dining room, kitchen, indoor raised garden bed with symbiotic drainage, and a screened entry porch. The split level features an in-law suite with bedroom, bathroom, sauna, and screened back porch.

Incredible Berkshire Mountain Home - Frank Lloyd Wright inspired architecture capturing Berkshire mountain views. Its magical set on a hilltop enveloped in mature landscape, secret gardens with waterfalls and a coy pond surrounding the inground pool. Grandiose two story stone pillared entry welcomes you into the stain glassed door dramatic entry. Notice soaring ceilings, archways curved flooring to the sunken living room with walls of glass framing the beautiful outdoors. Formal dining open to this light filled entry. Central air makes the yearround sunroom perfect for relaxation, pool and bird watching. Thoughtful and easy one level floorplan flows to everyday dining, kitchen and floor to ceiling stone fireplaced family room. Saunter to the stone patio for outside dining, wade in

The Ashfield Lake House is a historic restaurant where locals and tourists have gathered since 1925. With extensive terraced stonework, and a spacious covered deck overlooking beautiful Ashfield lake, this gem of a property is a magical destination. The current owners have revitalized the historical community hub as a successful farm to table eatery with indoor/outdoor event and catering spaces that include dining pavilions on the private beach. The turn-key restaurant and upstairs apartment are being offered with the option to purchase three adjacent year-round cabins.

Beautiful 14 acre site with mature landscaping on one of the most desirable roads in Alford. The property has access to a lovely stretch of the Alford Brook at the back of the parcel. The home, built in 1980, is well set back from the road, and while many buyers may want to update, renovate or expand, one could enjoy the home this Summer and begin your design for the future. The first floor includes a spacious sunroom with radiant heat, 3/4 bath, kitchen, living/dining and a small primary bedroom with ensuite bath - all with sliding doors that open to the graceful back yard. The second floor has two additional bedrooms and a shared bath. Two car garage and an adjacent screened porch complete the offering. Plenty of room for expansion and potential for an additional structure.

Majestic oak trees line the road and driveway to this home which ends surrounded by perennial gardens and gorgeous stone work. The stone steps and patio, the timber framed entry and beautiful contrast colors are just the right amount of drama for this colonial farmhouse. Although this home is a spacious home, from the second you enter you feel wrapped in it's warmth and coziness. Picture the snow beginning to fall as the fire is burning in the woodstove insert in the the brick fireplace of the living room. Or settle in for a homemade meal in the dining room next to the wood burning antique oven where the homeowners have actually cooked Thanksgiving dinner. The kitchen is lined with understated, shaker style built ins some with glass paned cabinets which provide lots of storage

49 Bow Wow - A Gilligan Brothers Masterpiece on 30+ Acres!Set on over 30 acres of stunning meadows, mountain, pond access, and forest, the Gilligan family home at 49 Bow Wow Rd comes to the market for the first time.In the second half of the 20th century, the Gilligan Brothers name was synonymous in southern Berkshire County with a quality built home. Founded by three brothers - Matthew, William, and Earl - in the 1940s, Gilligan Brothers homes were often a showcase for the ingenuity and craftsmanship of their founders. And perhaps no home better illustrates their innovative streak than Matthew's family home at 49 Bow Wow Road. Built in 1941 for his family - and retained by them to this day - 49 Bow Wow was stylistically and functionally ahead of its time.

Nestled in the picturesque landscape of New Marlborough, Massachusetts, lies a captivating 1790 dairy farm, boasting an enchanting blend of history and contemporary artistry. This sprawling 94-acre estate features a dynamic terrain, adorned with a sheer rock face, streams, woods, meadow, marsh, beaver pond, stone walls, and a cascading waterfall. Seamlessly integrated into this idyllic setting is a large barn, art studio, and a residence brimming with original details and modern touches. The main house, with its formal front door, welcomes you into a gracious central hall, leading to multiple rooms for entertainment, dining, work, and socializing. The home features four bedrooms, two full bathrooms, two half baths, and four working fireplaces, all warmed by a brand new new furnace.

A remarkable offering of this restored 18th century Georgian home built in 1764 on almost 4 acres with the possibiilty of an additional building site as part of the listing price; with an early barn and shed opposite the Clark Art Institute. Once located on Main St where the College President's house now sits, it was moved by oxen to its current location in 1800. (RRBrooks.)Restoration efforts follow the Deerfield tradition of interior feather-edged sheathing and paneling, wide pine board flooring and a large colonial cooking fireplace with adjacent beehive oven in the keeping room. 4-5 bedrooms/3.5 baths.

Welcome to your dreamy mini-estate, complete with main house, barn, and heated pool located in the heart of the Berkshires! This stunning 6 bedroom, 5 bath residence is nestled into a tranquil 1+ acre lot, on a quiet cul-de-sac! Nicely updated, this home offers wood floors, central AC, fully fenced heated pool, stone patio, mature gardens, dynamic screen porch, stainless appliances, and high-efficiency boiler. This lovely Colonial offers plenty of space for friends and family to gather with several light-filled nooks to explore. The gorgeous barn offers storage below and a finished apartment above! With 1 bedroom, full bath, full kitchen, den, and its own deck overlooking the pool and gardens + outdoor shower and 1/2 bath off the pool-this is one that should not be missed!

A Magnificent 6 bedroom stucco residence less than a mile to the center of Stockbridge. Enjoy views of the golf course and mountains in the distance. Five fireplaces, a beautiful eat in kitchen, stunning butlers pantry with a cozy nook to sit in, and a sun filled spacious dining room. Read a good book in the beautiful library next to one of the five fire places throughout the house. Step out beautiful French doors to your screened in patio which leads to a well lit and heated pool. A 20 ft hallway wall of built in cabinets and closets leading to the primary bedroom. Three en suite bedroom areas for guests and family. Electric car charger in the heated garage. Majestic stonewalls. Not far to all attractions Tanglewood, Norman Rockwell, ski areas etc. A must see!

In the heart of the Berkshires, nestled on 21 picturesque acres, you'll find this grand Estate steeped in rich history and meticulously restored with an unwavering commitment to preserving its original character and splendor. Comprised of handcrafted European textiles that blend seamlessly with modern appointments and luxurious amenities sure to appeal to the discerning tastes of contemporary living. Marvel at the grand foyer with intricate moldings, gleaming hardwood floors, and a sweeping staircase. The formal living and dining rooms exude refined elegance and lend itself to gracious entertaining. The stunning library with its handsome woodwork is the embodiment of what one would expect in a fine home. The gourmet kitchen is the heart of the home, and a culinary haven boasting SubZero

If you are looking for a property with a lot of land, privacy, AND a Covered Bridge, then you will love this property. Three Bedroom, two-and-one-half bath home on 94 acres of land abutting Tolland State Forest. This property has hundreds of feet of frontage on the Farmington River. The house is dated, and it needs work. Property is being sold ''AS IS''. Come and see this unusual property. The location is spectacular.

This Alford property has it all.....a stunning contemporary Colonial with separate guest quarters, high speed fiber optic, a free standing heated barn with finished workspace & storage, a beautiful orchard all surrounded by 3+ acres on a country road minutes from Great Barrington, around the corner from scenic hiking trails, just over the hill from Catamount Skiing & zip lining, a 20 minute drive to Tanglewood & Alford's low property tax rate. This impeccably maintained home welcomes you with a stylish kitchen, open common spaces washed with natural light, 3 bedrooms and a separate fully equipped guest quarter with bedroom, bath, living room & kitchen...a must see property!