A thoughtfully designed home with south facing views on 3 acres. Constructed by a reputable local builder offering a perfect blend of luxury and privacy. Situated on the Canaan/New Lebanon line, it boasts breathtaking views and an in-ground pool ideal for relaxation and entertainment on the blue stone patio. Large first-floor primary suite provides a peaceful retreat, complete with large windows and freshly updated en-suite bath. Enjoy cooking in the large EIK that's open to the dining area. Relax after a meal by the fireplace in the living room. First floor half bath and laundry along with a gracious, welcoming mud room complete the first floor. Additional bedroom with bath and open landing on 2nd floor, PLUS a guest suite with kitchenette and bath with it's own private entrance!

THIS is the one! Set on 1.53 beautifully landscaped acres, this 4BR, 3.5BA home delivers 4,298 sq ft of incredible living. The renovated chef's kitchen is what dreams are made of--Sub-Zero refrigerator, Wolf appliances, built-in Miele coffee maker, oversized island & custom cabinetry-plus built-in fridge/freezer drawers in the dining room. Cathedral-ceiling living room with fireplace, sunroom, dedicated office, dreamy laundry room & custom mudroom add to the wow factor. Outside, an expansive Trex entertaining deck is separate from the enclosed saltwater pool, with a fire pit, lush grounds & fruit trees beyond. The finished lower level adds flexible living/fitness space. Upstairs offers generous rooms ready for your personal touch. The price reflects the opportunity to make them your own.

Stunning Contemporary Home in Great Barrington - Perfect Blend of Privacy and ConvenienceDiscover this beautifully designed 2,500 sq. ft. contemporary residence nestled in the desirable Great Barrington area. Offering 3 spacious bedroom suites , this home combines elegant style with everyday functionality.Step outside to your private fantasy backyard -- an entertainer's dream featuring a charming gazebo and a generous deck, perfect for hosting gatherings or relaxing in your own outdoor oasis.The oversized garage provides ample storage and includes a versatile space above, ready for your expansion ideas. With rough plumbing and electrical already in place, customizing this area is effortless. Located 2 min from Monument Mountain Reservation and 6 min to Main Street.

SPACIOUS, SINGLE-LEVEL CONTEMPORARY WITH PRIVACY AND HEATED IN-GROUND POOL in the coveted community of Harrington Woods. 6 bedrooms. 3.5 baths. Bright, open floor plan with a spacious kitchen open to the dining area. The Great room has a cathedral ceiling, a wood-burning fireplace, and glass doors leading to a large screened porch and deck. Primary bedroom suite with full bath has cathedral ceiling and glass doors leading to the deck. Finished walkout lower level is perfect for a gym, playroom, game room. In-ground heated pool surrounded by perennial gardens. Access to a community pool, and a tennis/pickleball court. Miles of hiking trails in the area and 15 minutes to swimming at Lake Garfield or kayaking at Lake Buel. 20 minutes to Ski Butternut. 10 minutes to Jacob's Pillow.

Gracious, elegant, and designed for living well, this exceptional center hall Colonial offers timeless character, beautiful mountain views, and an abundance of space. The welcoming entrance is accented by exquisite English stained glass, with wood floors flowing throughout the home. Five bedrooms and 3.5 baths provide room for family and guests, while grand living and dining rooms are perfect for entertaining. A spacious family room offers a more relaxed gathering space. The primary suite features cathedral ceilings and beautiful mountain views. Outside, covered patios and decks overlook a spectacular in-ground pool, gazebo, and bathhouse--creating a private setting for summer entertaining and relaxation. Thoughtful updates include a 2016 roof, 2023 driveway, and appliances updated 2023-26

Originally the iconic Old Egremont Club, this site has been meticulously reimagined, offering a rare turn-key opportunity. The interior is magazine-worthy, featuring custom finishes and red-and-black checkered floors that set a cinematic, vintage-cool aesthetic. Behind the aesthetic lies a heavy-hitting commercial core fully overhauled in 2023, including new well, septic, 200-amp electric, and industry-best Henny Penny fryers. Situated in low-tax Egremont on the heavily traveled Route 23 corridor -- just moments from Catamount Mountain Resort and downtown Great Barrington. Lease-to-buy option available.

Originally the iconic Old Egremont Club, this site has been meticulously reimagined, offering a rare turn-key opportunity. The interior is magazine-worthy, featuring custom finishes and red-and-black checkered floors that set a cinematic, vintage-cool aesthetic. Behind the aesthetic lies a heavy-hitting commercial core fully overhauled in 2023, including new well, septic, 200-amp electric, and industry-best Henny Penny fryers. Situated in low-tax Egremont on the heavily traveled Route 23 corridor -- just moments from Catamount Mountain Resort and downtown Great Barrington. Lease-to-buy option available.

Perched on Mount Hunger is this lovely, private, contemporary four-bedroom, three-bath home located near Lake Garfield, of which there are winter views. The current owners added a huge, beautiful living/dining room with a fieldstone fireplace, cathedral ceiling and huge windows. The renovated kitchen has granite counters with a Viking cooktop and Bosch double wall ovens. A first floor primary suite is complimented by a den and a three-season porch. The second floor holds two guest bedrooms and a guest bath, while the lower walk-out level has a fourth bedroom, a family room, laundry and utility room and a storage room with built-in shelving. Located well off the road with air conditioning, an outdoor shower and fiber internet. A true Berkshire country home with the best town beach nearby.

Perched high on a hilltop and approached by a winding drive framed by natural rock outcroppings, this newly constructed home was thoughtfully designed to blend modern efficiency with warmth, character, and a strong connection to its surroundings. Far-reaching views and exceptional natural light define the experience throughout the home, with oversized Marvin windows and soaring cathedral ceilings creating a bright and airy atmosphere in every season. The interior combines clean lines with organic materials, including exposed wood beams, radiant heated tile floors throughout the main level, and a stunning oak-topped island that anchors the kitchen and gathering spaces. Bluestone patios extend the living areas outdoors, creating an ideal setting for entertaining or simply enjoying the

Historic former Lee National Bank building is being offered for sale. The front bank area, 47 Main, 1,220 sf was built in 1835. By the turn of the century, the bank and businesses were doing well, trolleys were rolling up and down the county. So in 1920 the bank added a rear bank area, 49 Main, a 1,036 sf addition. The addition does not include the gardens. The front bank area includes the handicap ramp, side entryway and handicap bathroom. Both areas have separate heat and air-conditioning. They are serviced by 200 amp electric. Many original features have been retained. Possible sale/leaseback. 2020-2021 Architectural plans for second floor apartment and addition to rear will be provided to buyer.

For Sale: 9-Unit Victorian Investment Property - Prime South County LocationThis is an exceptional opportunity to own a fully occupied, income-producing Victorian multifamily property set on 2.5 beautifully landscaped acres in a highly desirable South County location. Combining classic charm with strong rental performance, this property is ideal for investors seeking both stability and long-term potential-MLS listing only displays 8 units. Please see rent roll under documents.The building features a total of nine residential units, thoughtfully configured to attract a diverse tenant base. There are two efficiency one-bedroom units, one spacious two-bedroom unit, and six standard one-bedroom units, each offering a comfortable layout with a living room and full kitchen.

Stunning architect designed space with soaring ceilings, floating staircases and numerous high-end features. Ideally situated on nearly 3/4 acre abutting an 18-acre nature reserve. Just a short walk to downtown Lee shops and restaurants. Lots of room for a pool, tennis court, and/or pickleball court. Minutes from the best places in the Berkshires. Great investment opportunity with the nearby $100 million Eagle Mill development. Lots of room with 4,000 square feet of living space plus a separate 2,500 square foot area with large stained glass windows to create a second dwelling unit, studio, chapel, gym, office, or entertainment extravaganza. Combining the best of new construction with old charm, you need to view this amazing space to experience its magnificence!

Stunning architect designed space with soaring ceilings, floating staircases and numerous high-end features. Ideally situated on nearly 3/4 acre abutting an 18-acre nature reserve. Just a short walk to downtown Lee shops and restaurants. Lots of room for a pool, tennis court, and/or pickleball court. Minutes from the best places in the Berkshires. Great investment opportunity with the nearby $100 million Eagle Mill development. Lots of room with 4,000 square feet of living space plus a separate 2,500 square foot area with large stained glass windows to create a second dwelling unit, studio, chapel, gym, office, or entertainment extravaganza. Combining the best of new construction with old charm, you need to view this amazing space to experience its magnificence!

Rare offering of over six acres ''On the Hill'', sprawling residence with first floor primary, large eat-in kitchen with cozy fireplace.. porch-privacy-garage..open acreage bordered by woods.. walking distance to Main Street, Skiing and Lake Mansfield nearby... Five bedrooms, three baths. Formal living room. Plenty of room for expansion.

Dreaming of your own private sanctuary? 30+ acres await exploration! Enter between two stone pillars and the long winding driveway will take you past woodland glades, open spaces, mature tree stands, manicured lawns and a magnificent spring-fed swimming quarry! Acres of open cleared land afford additional usage options. Cedar log home, one-owner custom built. Large wrap-around deck and long covered porch; great for summer entertaining! Inside you'll enjoy over 2000 sf of relaxed country living. Great room with vaulted ceiling, massive stone fireplace. Open kitchen w. granite counters and island w seating. Two first floor bedrooms and full bath. Upper level with spacious primary suite and an open loft with fireplace. Finished walk-out lower level w. 2 car garage. Truly one-of-a-kind!

Minutes to Great Barrington, this 300 acre wilderness provides waterfalls, Stream frontage, pond frontage and something for every outdoor enthusiast. Own your own mountain with trails throughout for hunting, hiking and camping. Build your dream house overlooking a stocked pond and classified trout stream while staying in the 3 bedroom 3 bath caretakers house. The possibilities are endless. Swim all summer in your own pond. Pull a trophy buck in the fall. Hike to the peak and back country ski down in the wintertime. Be the first to catch a trout in your own private trout stream.

Condo at Twelve Oaks Village. End of Cul-de-sac with Mountain views. This unit offers lots of Privacy being an end unit. Come enjoy Tennis Swimming pool and Fitness center all on property. 3 Full floors of living space with Primary Suite/Walk in Closet on 1st floor. Spacious open floor plan to enjoy entertaining with plenty of outdoor space with screened in porch and private deck. Enjoy Easterly Views of October Mountain. Plenty of room for family and friends.

SINGLE LEVEL BERKSHIRE RETREAT tucked away on 5.91 peaceful acres just minutes from downtown Great Barrington. Abutting the Tom Ball Mountain Trail & land reserve, this custom-built ranch offers the perfect blend of privacy, comfort, and versatility. Built in 2005, the home features over 2,400 square feet of living space with 3 bedrooms, 2.5 baths, abundant natural light, and an easy-flowing floor plan ideal for everyday living or entertaining. Enjoy wooded surroundings, open sunny spaces, solar panels, and a serene country setting just moments from the Berkshires dining, culture, and outdoor recreation.

Just around the corner from world-renowned Tanglewood, this exceptional Richmond property offers a truly prime Berkshires location -- where music, culture, and natural beauty meet. Set on just over five picturesque acres with shared ownership in a charming small pond, the setting is as special as the home itself. Beautiful open landscaping creates an inviting approach, with sweeping lawns and thoughtfully maintained grounds that enhance the sense of privacy and serenity. The home itself is bright and airy, filled with natural light and designed for both comfortable everyday living and gracious entertaining. The kitchen is the heart of the home, seamlessly open to a sunny breakfast nook and a sun-filled family room -- perfect for gathering with friends and family.

Mixed use property located just 7 miles south of Gt Barrington on Route 7. Two commercial units and two residential units. Solar on roof and in back of property bring in additional lease revenue. Long term tenants in each apartment. Anchor commercial tenant, Berkshire Fence & Accessories, to sign long term lease with new owner. Second commercial unit vacant, perfect for owner occupied buyer.