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.

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.

Incredibly lush and private 80 acre haven with a beautiful, spacious log home, and separate studio apartment above the 2-car garage. Great open living spaces look out onto a mature landscape of gardens and fruit trees. The first floor primary suite opens onto an arbor covered patio and has a second floor sitting room/office. Fabulous screened porch for outdoor living and dining. Two more bedrooms and a bath on the second floor. Nice kitchen and baths throughout. Large partially finished basement offers a great spot for a workshop, gym, media room or kid space. Perfect place to welcome friends and family, or, just relax and enjoy the silence.

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.

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.

This impressive New Marlborough property offers spectacular views from almost every room. With the perfect blend of country charm and modern living, this sprawling 4 BR, 3 BA home sits on over 3 acres, and is a sanctuary of peace and serenity. Step inside to discover pristine comfort that flows effortlessly, with every detail meticulously curated. Natural light streams through the windows - filling the spacious kitchen and sunlit rooms with warmth. The thoughtful layout includes a kitchen with granite countertops, stainless steel appliances, fresh, updated cabinets, eat-in kitchen area and adjoining dining room. The main floor also includes a spacious living room with gas fire place, office space and sliders to the lovely and peaceful bluestone patio. The second floor includes the

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.

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.

Clover Hill Farm......The Lenox home you've been waiting for!! Located in a most unexpected enclave on a dead end cul-de-sac is this hidden gem........a Post & Beam Contemporary surrounded by almost twelve aces of privacy, meadows and mature landscaping with the bonus of a fabulous barn. With three levels of living space, this home has wonderful common living spaces with open kitchen/dining/family open to the beamed double volume Great Room with soaring fireplace, four season sunroom, main level primary bedroom en suite, three guest bedrooms, lower level family/game room with fireplace and generous outdoor decking to relax and enjoy the view of terraced stone walls, meadows and the serene Berkshire woods. A must see!

Rare; a renovated historic farmhouse abutting conserved land in the center of Stockbridge at the end of a private, quiet lane. The 3 season front porch with new Pella windows looks over a sunny lawn. The flow of first floor rooms allow for space and togetherness. There is a proper mudroom and butler's pantry. The bedrooms on the second floor are sun drenched, with tall ceilings and lovely restored wood floors. All 4.5 baths in the house have been remodeled with elegant detail. The third floor remains a fun recreational space for overflow family, guests, office or exercise. With utility upgrades, owned solar panels, and new windows, this is a highly functional 21st century house with the softness and warmth of an antique. Walk to tennis, golf, Ice Glen, dining, and the library. Glorious.

Discover the magical charm of this Egremont property, where history meets modern comfort.This Colonial features 5 bedrooms,4.5 bathrooms, w/ original details & wood floors throughout. The recent renovations include a large second-floor primary & convenient first-floor guest suite w/ separate entry. Lovely family room w/ fireplace, beautiful natural lighting & spacious rooms. Set on a picturesque 3.44-acres, it's a gardener's dream w/ perennial gardens, fruit trees, a stream & 3 small ponds w/ a waterfall & koi pond. Enjoy, a shop/garage with a large second level & versatile smaller barn. Located within walking distance to the village center, French Park, close to Prospect Lake, Baldwin Hill & various cultural attractions, this property offers the perfect blend of serenity & convenience.

This timeless and well-loved residence offers 3 spacious bedrooms and 3.5 luxurious bathrooms, all set against the backdrop of breathtaking views and spectacular sunsets. The beautifully landscaped property features a large variety of flora and charming stone walls and details, creating an inviting and serene atmosphere. Step inside the main living area, where you'll find a convenient mudroom with a half bath. The open-concept kitchen, dining, and living room boast a big glass wall that floods the space with natural light, complemented by the warmth of a wood stove. The den, with its elegant French doors, opens onto a large deck and a screened porch, perfect for entertaining or enjoying quiet moments outdoors.Upstairs, the main bedroom is a true retreat with big views, featuring..

Executive colonial sited on over 1.3 acres bordering 17 acres of conservation lands. Hike off your property on Parsons Brook Conservation area or relax in your professionally landscaped backyard with fire pit, waterfalls, 35/70 yd tee boxes w/ synthetic putting greens and 18x36 inground saltwater pool and pool house w/ kitchen. The expansive main residence offers a balance between open concept entertaining, yet offering quiet, cozy areas when needed. Bonus spaces include a 4-season sunroom, home gym, media room and for the ultimate in game day gatherings, the third floor has an expansive entertainment room with custom 8-person wet bar, three tv's, and pool table. High level technology with Solar, 17kw backup generator, 52 speakers in/out Sonos system and whole property security system

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 more! This custom built home welcomes you with the warmth of wood beams and a view of the lush hills of Columbia County. Primary suite on the first floor with large walk-in closet and full bath; eat-in-kitchen with two dishwashers, gleaming quartzite countertops, double wall ovens, Wolf cooktop and range. Great room with dining and living centered around the fireplace; a powder room,laundry/ craft room, mud room and full bath complete 1st floor. 2 guest BR's and large full bath on 2nd floor. In-ground pool and 2 barns on 50 acres of magic! Also available house on 5ac $1.150M

The Perfect Retreat! FOUR BROOKS FARM, owned by the De Kay Gilder Palmer Family since 1898, is now available. This exceptional property embodies idyllic country living in the heart of The Berkshires. This historic property consists of the Main House, Guest Wing, Barn with Tack Room, Roman Walled Garden with Sunrise/Sunset window, Stonewalls, Pastures, Trails & Views . Ready for restoration to former glory, many recent improvements have been completed. Rolling meadows, gardens, stone walls and views! Rich in history, with so much potential to be a cherished Berkshire retreat. Close proximity to notable area cultural attractions . Reportedly visited by notables such as Mark Twain and Grover Cleveland...

At the end of a long tree lined driveway, you'll find a fabulous 4 bedroom, 5 bath Dutch Gambrel with detached garage only minutes to Great Barrington. This spacious home is set on almost 5 sunny acres, which include a possible abutting building lot. This place has it all - great entertaining spaces, perfect cook's kitchen, fireplaces and private and peaceful outdoor gardens, along with a lovely screened-in porch to take in the gorgeous landscaping. Home built in 1989 with 2004 and 2019 renovations. A luscious hi-beamed master suite is on the first floor. Meticulously maintained so you can move right in!