Open, light airy 5BR contemporary & only a 5 minute drive to downtown Great Barrington! Loads of sunlight throughout with open floor plan. Floor to ceiling windows & cathedral ceiling in kitchen & great room. The main bedroom also has floor to ceiling windows & cathedral ceiling. State-of-the-art chef's kitchen opens to a huge deck overlooking the beautifully landscaped, level property. Home also features a den, living room, family room plus a lower level recreation room. Property is surrounded by majestic hardwoods & evergreens, with fenced dog run, creating serenity & privacy. Perfect for entertaining also has an outstanding short term rental history. Don't miss this gem! Recently added generac full generator with 1000 gl propane tank. Sq ft includes 756 sq ft basement space

Quintessential historic waterfront property in the charming village of S. Egremont. This lovingly maintained, spacious antique home retains gorgeous period details -- wood floors, beautiful woodwork, original windows with vintage glass throughout. Country kitchen with pantry, washed in morning light. Fireplaces in dining and living rooms, large family room with French doors to spacious back deck for entertaining. Sun-filled artist studio (or office), quietly tucked away from the 3 large bedrooms upstairs.A generous wraparound front porch gets lovely evening light, while the large back deck is bathed in sun all day.The 1.7acre lot includes a large barn, expansive lawns, a picturesque woodland path, and a magical tree house. Karner Brook winds through the village and wraps around land

Sophistication in the country. Vast open views and fields abound where you can soak up the calm vibe of the country while being a stones throw to cultural venues, fine restaurants, shops, farmers markets, skiing and so much more! This custom built home on 5+ acres with a gunite pool. Enjoy your primary suite on the first floor with large walk-in closet and full bath; an eat-in-kitchen with two dishwashers, gleaming quartzite countertops, double wall ovens, a Wolf cooktop and range- a true home chef's dream; the great room where dining and living are centered around the fireplace; a powder room; laundry and craft room; and mud room complete the first floor. 2 guest BR's and a large bath upstairs. Full basement could be finished. Close to the Berkshires! Also available with 50 acres $1.5M.

Experience the serenity of 594 Shunpike Rd. This cozy 2600 sq. ft. Gambrel-style home, set on 2.32 acres, has been meticulously & extensively renovated for modern living. Enter through a bright, open foyer & enjoy central air/heat, a full house generator, & new wood flooring. The home features all new kitchen, bathrooms, gas fire place, plumbing, electric, windows & more. The newly finished lower level w/ walkout offers additional living space. Relax on the spacious deck, surrounded by a beautiful clearing in the woods. The primary suite w/ a spa-like bathroom & walk-in closet. This property is ideal for year-round living, vacation home, or potential rental income. Located on a quiet country road, minutes from town, enjoy location for recreation & cultural attractions.

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.

Exquisite, fully renovated farmhouse on private lane abutting nature reserve in heart of Stockbridge close to Red Lion. Foyer leads into an open plan LR/DR/Kit w/ beamed ceilings, hardwood floors, FP, oak slab island, marble counters, chef's stainless appls. Bright LR w/ floor-ceiling windows & French doors open onto patio w/ dining area. Huge 1st floor main BR suite w/ vltd ceils, walls of windows, WIC's, sitting area & luxurious marble BA w/ dbl sinks & shower. A half bath and laundry/storage room complete the 1st floor. 2nd floor has 3 BRs, 2 BAs (1 en-suite) & a 2nd LR + 2nd laundry. An open bonus space for a gym, office or playroom & WI cedar closet on the 3rd floor. Mature trees grace the charming back garden w/ patio. A 2-car garage & A/C complete this atmospheric, tranquil oasis!

Watch the sunrise and set from your Berkshire Home. This four bedroom, 3 1/2 bath colonial with modern renovations, is nestled at the end of a cul-de-sac on a quiet street, within walking distance to the middle and high school and on a bus route for the elementary school.The house features four bedrooms with wood flooring. The Primary Bedroom has vintage hickory floors, ensuite bath, California closets, three head shower and soaking tub to watch the sunrise and bathe under the moon.The main floor has an open renovated kitchen with a Wolf stove, two dishwashers, center island, marble and granite counters, handmade cabinets and cherry floors. Open dining area for your family dinners and large gatherings.

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 spotless condominium home located at the Cottages at Barrington Brook. One of the last to be built, you'll enjoy this easy lifestyle with a huge great room - living, dining and kitchen, all leading to a screened porch and a deck facing the woods, with a peek-a-boo view beyond. A split plan, with a sumptuous primary suite on one side and two guest bedrooms and a full bath on the other - many owners use these as offices or dens, as the very large lower level has a huge family room, two more large guest bedrooms, storage rooms and another full bath. This level opens to the backyard. A two car garage is attached and enters into the mud and laundry room. Barrington Brook offers a lovely environment with a community pool and pretty streets for strolls. An easy way to enjoy the Berkshires.

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.

An idyllic setting on 8.34 acres w/panoramic views of lush meadows and protected land. With frontage on the Konkapot River, this is a serene retreat just 15 min from Great Barrington and the rolling hills of Litchfield County. The one level home has a thoughtful layout with a dedicated primary wing and 2 guest bedrooms conveniently located on the opposite side of the house. The heart of the home is the impressive great room, complete with radiant-heated floors, vaulted ceilings and a jaw-dropping stone fireplace. Large windows and doors, newly installed, frame the heavenly surroundings from every room including the open, bright kitchen w/soapstone countertops. Practicality meets style in the contemporary 2-car garage. Improvements include a newer septic system, roof and propane generator.

THE TRIFECTA-Looking for a beautiful home that includes a large outbuilding with tons of potential and an extra building lot to boot? This property is the winning ticket!WIN-This 3 bedroom/3 bath 2,563 sq/ft home was built in approximately 1997 by the owner, who happens to a fine home builder and cabinetmaker! Meticulous attention to detail and craftsmanship can be found in every room, whether it's the antique paneling in the dining room, the antique stained glass found throughout the house, or the brand new kitchen full of custom cabinetry and countertops - this house just oozes craftsmanship! This house features a large living room with fireplace, dining room, office/family room, and a large, open kitchen with a central island.

This c.1770 Federal protected by 27 acres retains much of the elegance and charm of 250 years ago.. set in a protected valley with other historic buildings, you experience the past while enjoying the present .. enter the maple lined driveway until the classic buildings greet you .. 3,415 sq-ft home plus 4-stall 2-story horse barn, corn crib, garden house, 2-car garage .. to delight the senses a heated inground pool surrounded by meadowy fields, paddocks and a winding brook by shade trees .. spend your days walking your evergreen woods, sitting by the brook, dining in the outdoor room with its bluestone floor surrounded by ancient barn foundation walls. In addition to the restful serenity of this exceptional property, you will enjoy nearby Berkshire Cty attractions. 1st time avail 52yrs.

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!

Berkshire contemporary masterpiece - offering privacy, a Gunite pool and stunning mature landscaping with a meadow creating an estate-like feel. Inside you will find yourself drenched in sunlight streaming in from the wall of windows and looking over the westerly view. With glass doors leading to the large cedar deck from every room, you will always feel a connection to nature. Recently updated, the kitchen and baths are a continuation of the modern vibe. Featuring 4 bedrooms - including a first-floor primary suite with cathedral ceilings and a walk-in closet - you will find plenty of space to spread out. The highlight is the luxurious Gunite swimming pool with a built-in spa, perfect for relaxation and entertainment. In addition, the home features central A/C and a back-up generator.

Immaculate Victorian on ''The Hill'' with stunning hardwood floors and abundant natural light from its many large windows. This versatile three-level property is currently enjoyed as a stately single-family residence, but can seamlessly be divided into two separate apartments, offering a range of layout options and rental income potential. The ground floor features a bright, modern kitchen, a spacious living & dining area, a bedroom and a den/office. The 2nd floor boasts stylish bedrooms, newly renovated bathrooms and a 2nd updated kitchen. The 3rd floor provides a 2nd living/dining area and another bedroom. Enjoy the prime location, placing you at the heart of all Berkshire attractions and just a short walk to downtown Great Barrington shops & restaurants and the superb Lake Mansfield.

This delightful 18th century farmhouse combines antique charm with modern comfort. Once a home for miniature horses, and currently a successful antique business for 20+ years; this property is full of opportunity and zoned for both commercial and residential use. A completely renovated kitchen, updated appliances, and mechanicals add efficiency and make this home move in ready. The original side of the house includes: 2 large living spaces & the kitchen, all overlooking 6+ acres of the professionally landscaped backyard. The upper level has 2 spacious bedrooms and a shared bath. The North Wing of the home is an addition, which includes all one level living; a primary with en-suite bath, and a separate entry in-law suite with a living room, bedroom and full bath. The dining room and

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!

Magical! There is just something about this property that makes it very special. Set on a beautiful, quiet road, the house is surrounded by 15 stunning acres of rolling meadows, perennial garden beds and flowering trees. Step from the front stone terrace into the sunny house in which every room is filled with character including original beams, built-ins and vaulted ceilings. There are fireplaces in both the dining room and living room, and sliding glass doors from the kitchen and dining room allow easy access to the lovely blue stone terrace. Two offices are useful for remote work, and there is a full bath off of the entry hall. A spacious first floor primary bedroom addition blends seamlessly with the original structure.

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