New York style living in the Berkshires! Poised above Main Street Great Barrington, this Southworth Penthouse Condo offers 1,974 sq ft comprised of 2 bedrooms, 2 1/2 baths, kitchen, laundry, storage, dining and living rooms with high ceilings and, views of East Mt. Walk to the heart of town, shopping, Coop market, restaurants, movie theater and, The Mahaiwe Performing Arts Center and more! Elevator access. Interior will be newly constructed beginning in Fall 2024! Proposed finished interiors included in photos.

Set atop a serene hill along a quiet, winding county road, this charming New England saltbox home perfectly blends classic elegance and modern comfort. Built in 1995 by a contractor as a spec project, the residence was customized to feature two spacious bedrooms, a cozy den that doubles as a ground-floor bedroom, three baths, a dining room that spills into the living room, an expansive great room that is ideal for both entertaining and everyday living, and tons of storage space throughout.A thoughtfully designed addition constructed in 2005 enhances the home's comfort-factor by introducing a bright and airy family room, a bonus space that could easily be converted to an exercise room, and a delightful second-floor artist's/craft studio.

The owners are retiring so this is an opportunity for a new generation to take over this 3 acre parcel with a two large buildings, Was a winery. One building is a beautiful tasting room with a kitchen and two half baths. The other is a heated and air conditioned storage room. See the grapevines and the beautiful scenery. Bring your friends, sit in the gazebo and enjoy the local wine . Minutes to town, Stockbridge and Lenox. Around the corner from Butternut Ski area. Could easily be a full fledged winery again or there are so many possibilities.

First time on the market this impeccably maintained townhome at Fairwynds II, is set on the grounds of Miraval, a luxury wellness resort and spa. It is just off the golf course at the end of a cul-de-soc. Open living plan on the first floor is great for gathering with others or just having a nice airy feel. This home is thoughtfully designed with 3 en suite bedrooms and each guest room having it's own dedicated sitting room as well as access to the second floor deck. Never rented, original owner. Discounts at Wyndhurst Golf Club and the gym/spa are available to Fairwynds owners.

Large area behind temple for parkingFull commercial kitchenElevatorSanctuary + several officesSeating for 300

Welcome to your dream oasis! Nestled on nearly 1.74 acres of lush, mature landscaping, this stunning 4-bedroom, 4.5-bathroom home (includes the separate apartment) offers the perfect blend of luxury and comfort. As you enter through the front gate, you'll be greeted by a picturesque setting that promises tranquility and privacy.Step inside to discover an inviting open layout that seamlessly connects spacious living areas, ideal for both everyday living and entertaining. The bright sunroom invites natural light, making it the perfect place to relax with a book or enjoy morning coffee while overlooking the serene grounds.The chef's kitchen features modern appliances and ample space for culinary adventures, flowing effortlessly into the dining area and living room.

Stunning Circa 1850's renovated with seven bedrooms and nine full baths. Classic Greek Revival with strong lines and lovingly preserved details; three period fireplaces, generous gourmet eat-in cook's kitchen and the comfort and style of today's living in the perfect location just a short drive to Tanglewood and in between Stockbridge and Lenox!! This property offers gracious common spaces and six en-suite guest bedrooms. New first floor guest suite with separate entrance.

Discover this exceptional contemporary home located just outside Williamsburg Center, only 15 minutes from Northampton. Set on over 4 acres, it combines privacy with easy access to restaurants and shops. Recently refreshed, this 4-bedroom home features a ground-floor private suite, a spacious home office with its own entrance, and expansive living areas with high-quality finishes.A standout attraction is the two-story hillside cottage/studio with year-round access, a hot tub, and a sauna for your guests to enjoy. The barn/workshop, built by renowned contractor Jim Locke, offers access to a fenced-in paddock. Home has multiple decks for relaxation, this property is your serene oasis waiting to be claimed!

THE BERKSHIRE HOUSE YOU'VE BEEN LOOKING FOR IS NOW AVAILABLE!!! This Contemporary is minutes from Tanglewood and the Village of Lenox, private on 6+ acres overlooking Lily Pond and has deeded rights to a private beach on Stockbridge Bowl! An open Great Room of living/dining/kitchen with fireplace and a double volume wall of windows maximizes the view from every vantage and direct access to a fantastic screened porch along with a study/den/office w/fireplace and a primary en suite all on the main level makes this offering almost perfect. Two guest bedrooms, full bath and an open loft family room on the upper level complete this very special offering. Come view this wonderful Contemporary in it's most special and convenient location!

Country Elegance Meets Historic Charm on 69 Acres! This meticulously reconstructed antique residence, designed by a local architect, blends rustic sophistication with historic allure. The home features a chef's kitchen with granite countertops, Wolf appliances, and a Sub-Zero refrigerator. Original wide pine floors in the historic section seamlessly match the new additions. Equestrian enthusiasts will love the USDF regulation dressage arena, grazing pastures, and a thoughtfully designed horse barn with a heated tack room, a wash stall with hot and cold water,, and a hay loft for over 800 bales. Additional amenities include a detached equipment workshop. This property offers access to the Berkshires' many cultural attractions to the West and Northampton's academic hub to the East.

It's no wonder why this property is the home of Berkshire county's oldest elm tree! The abundant sunshine, quietude and peace would make anybody want to set down roots and stay a while. This light filled home has refinished wood floors throughout the main level. Kitchen has granite counters, ample cabinet space, pantry and large island. As part of the open floor plan there is a bright dining room and living room area that opens to an expansive composite deck. The great room has endless mountain views, river views and a welcoming fireplace. The lower level also has a main floor bedroom, laundry, office and lots of closet space. Upstairs is the spacious primary bedroom with private bathroom and exterior balcony overlooking horse pastures, rivers and mountains.

Berkshires Sanctuary - A Fully Renovated Retreat with Appalachian Trail Access & Nearby Three Mile Pond.Tucked away in a landscape of towering trees and rolling hills, this exquisite four-bedroom and three-bathroom, retreat has been reimagined with over $650,000 in premium renovations, offering the perfect balance of luxury and nature. With direct access to Appalachian trail and Three Mile Pond, just minutes away, this home is a haven for those who crave both serenity and adventure.Where Modern Elegance Meets Natural Beauty A Grand Welcome - A wraparound deck, inground pool, and upper balcony invite you to take in the forested surroundings, framed by black aluminum railings and Trex boards built for beauty and longevity.

Come to the land of Narnia at Woodmonte Estates in the Berkshires. Over the bridge into the woods escape to a magical newly constructed modern farmhouse style home with a kings' woodland preserve of 3+ acres and protection to the east and west for incredible peace and privacy. Unique living in an exquisitely sited home capturing a country secluded setting in this upscale gated community yet minutes away to the city's conveniences, culture, dining and art odyssey. Thoughtfully designed to enhance nature's preserve with transom topped windows floor to ceiling filling the vaulted ceiling living spaces with natural light morning and eve. A simple elegance invites you to comfortably share living, dining and gourmet cooking with an open floor plan for conversing and connecting

This c.1814 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 sqft 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.

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

PRICE IMPROVEMENT! Welcome to your dream oasis! Nestled at the end of a tranquil cul-de-sac, this sprawling home offers everything you have been searching for! This gorgeous upscale property boasts breathtaking gardens, mountain views and a serene creek that creates a private retreat like no other. Enjoy summer days lounging by the sparkling built-in swimming pool and chilly fall evenings relaxing in the hot tub in your meticulously maintained outdoor space. You will look forward to the heron that flies overhead daily to visit the creek and the deer that come to shake some apples from the trees. An amazing place to relax at the end of the day!

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!

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

Nestled along one of Williamstown's most coveted and picturesque roads, this stunning colonial offers the perfect blend of architectural elegance and modern luxury. A true standout, the home boasts a dramatic great room with soaring beamed cathedral ceilings, custom built-ins, and a striking corner fieldstone fireplace, an ideal setting for both relaxation and entertaining.The chef's kitchen is a culinary dream, stainless appliances, a spacious granite island, and beautiful mountain views, making it both functional and visually impressive. Off the kitchen, you'll find a formal dining room, a cozy den, a mudroom area, and a guest room. Upstairs, the second floor offers two more generous sized bedrooms, a full bath, large

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!