Escape to your own private retreat in the Berkshires with this beautifully updated 4-bedroom, 3.5 -bath modern farmhouse bungalow, where contemporary style meets timeless comfort. Designed for effortless living, the sun-filled open floor plan creates a warm and inviting atmosphere, perfect for both everyday life and entertaining. At the heart of the home is a stunning chef's kitchen featuring elegant quartz countertops, a classic farmhouse sink, stainless steel appliances, and generous workspace that will inspire every meal. Thoughtful details throughout the home enhance both comfort and convenience, including a first-floor laundry room with a half bath, mini-split cooling on the main level, a cozy wood pellet stove for crisp Berkshire evenings, and radiant heated floors in the primary

This custom-built home seamlessly blends country tranquility with modern convenience. Inside, a gracious foyer leads to formal and informal first floor living spaces designed for comfortable living and gracious entertaining. 4 bedrooms, 3 full and 2 half baths, including a large spacious primary suite, guest room with en suite bath, private home office, well appointed eat- in kitchen with sliders to deck and yard, a screened porch and 2 fireplaces that add warmth and character. The partially finished lower level offers a spacious family room and home gym while the unfinished space provides ample storage. 3 -car garage and spacious mudroom and first floor laundry. A rare opportunity to enjoy privacy, space, and the very best of Berkshire living.

Move-in-ready Colonial offering 3 bedrooms and 2.5 baths on a sunny, picturesque lot with a beautiful stone wall, it is just seconds from the charming downtown. The main level features a living room with a striking fieldstone fireplace, formal dining room, kitchen, a family room ,an office, a heated sunroom and a full bath with a lovely soaking tub, and a powder room. The second level has three bedrooms and a full bath. Warm wood-paneled walls crafted from timber harvested on the property add distinctive character throughout. An oversized garage with workshop and upper level provides excellent storage or hobby space, complemented by a barn & shed. Ideally located minutes from all that the Berkshires has to offer. A special home built with craftsmanship and a whole lot of love.

Light-filled contemporary cape built in 2020, this Stockbridge home features an open floor plan anchored by a great room with a gourmet kitchen, dining area & living room. Two spacious first-floor bedrooms share a full bath, while the expansive second-floor primary suite offers a luxurious spa bathroom & a balcony overlooking the living area. The four-season sunroom (heated & cooled for year-round use) opens to the level backyard. Lovely front entrance with Bluestone steps into an ample mudroom. Enjoy year-round comfort with zone-controlled mini-splits. Close to vibrant Great Barrington, Stockbridge & Lenox. A quick drive to Tanglewood, cultural venues, & abundant outdoor recreation including hiking & lakes, this modern retreat blends style, comfort, and an exceptional Berkshires location.

LIGHT BRIGHT METICULOUSLY CARED FOR CONTEMPORARY. INDIAN LAKE PROPERTY 5 bedrooms 3 full baths beautiful lake with beaches and pretty pond around the corner. Clay tennis courts. This home has it all from sunroom to outdoor porch with pretty views of the woods. New 2 level garage built last year. Livingroom, dining and kitchen are open space looking out onto the huge deck. Fenced in area for the pups. Large game room downstairs with 2 BR and bath. Mini split for heat / A/C. Very quiet area. 7 miles from Lee, Lenox, (Tanglewood!) Stockbridge area. Becket has Jacob's Pillow Performing Arts, The Becket Art Center, 20 thousand acres of October State Forest. The Appalachian Trail runs through. The Dream Away restaurant, Route 8 Pub, 2 Country stores. Fresh air and no traffic. A true dream

Welcome to this large expansive dwelling that features great privacy! Enjoy outdoor cooking and refreshments on the enlarged deck for these hot summer days. Also featuring a separate personal deck off the Primary bedroom. This great home boasts an oversized living room with a Grand fireplace place that will impress any viewer. An interior balcony from the sizable Primary Bedroom overlooks the oversized living room. A large kitchen leading to your dining room that opens up to the back deck. Updated bathrooms with amazing tilework will be found throughout the home. An oversized garage to store your personal vehicle or off-road vehicles of your choice. The lower level including a bonus room that is currently being used a game room completes the interior. It's a Perfect opportunity to finish

Set on 3.04 acres across two lots abutting protected land, this Executive Ranch is the only single-level home in the gated community of Woodmont Estates. 3,400 sq ft of expansive, easy living, featuring 4bd/2.5ba, a renovated primary bath, updated kitchen, and light-filled four-season sunroom w/ new Andersen windows. Designed for comfort & flexibility, the layout includes a private office, as well as a library w/ custom built-ins. Wide hallways & generously scaled rooms enhance the sense of space & accessibility. Enjoy sunrise views, a seasonal brook, beautiful gardens, & peaceful surroundings. Walkout lower level offers expansion potential. Natural gas heat, central air, central vac, radon mitigation, & major system upgrades already complete.

Tucked away on a quiet country road just minutes from the heart of historic Stockbridge, this 3.49-acre property pairs timeless New England charm with modern comforts. The star of the show is a beautifully updated red farmhouse with 3 bedrooms and 2.5 bathrooms, set on a sunny, bucolic lot that feels worlds away—yet is moments from downtown. The main house has been thoughtfully renovated, blending original character with contemporary upgrades. Post and beam construction adds warmth and architectural texture, while a sleek gas fireplace anchors the open living and dining areas. The updated kitchen is ideal for gatherings both casual and festive. The first-floor primary suite includes a walk-in closet and private bath. Upstairs, two additional bedrooms and a full bath complete the

This exceptional home is ideally located within walking distance of the town center and Williams College. Set alongside protected conservation land, the property offers a rare blend of convenience, privacy, and natural beauty and is also located in a highly desirable Williamstown neighborhood. The property has direct backyard access to Lower Linear Park walking trails, the Mohican Trail bike path, a public tennis court, a nearby dog park, and river recreation areas, all just a few minutes' walk away.The home features a spacious and private backyard, secluded from the street, which provides a peaceful setting. The yard is beautifully framed by mature landscaping and is complemented by mountain views of the Appalachian Range, which can be enjoyed from a large deck. SEE MORE TAB

Just outside the charming village of Housatonic, this extraordinary Queen Anne Victorian stands as a true architectural gem, nested amid lush gardens and beautifully landscaped grounds. From its distinctive urn shaped columns to its twin towers, gables and wrap around porch, every detail reflects the grace and grandeur of a bygone era - balanced perfectly with thoughtful modern updates. Sweeping lawn with private patio and mature plantings. Currently configured as a two family residence, the layout offers easy conversion back to a magnificent single-family home, making it ideal for a grand Berkshire retreat, full time residence, or multi-generational living. Inside you will find historical character, original millwork & trim, and updated kitchens & baths. Whether you're seeking a stately

Immaculate Contemporary Cape Cod home in the desirable Fox Run neighborhood, tucked just off a scenic country road. This inviting property offers four bedrooms and 2.5 baths, featuring an open-plan kitchen, living, and dining area perfect for everyday living and entertaining. A first-floor primary en-suite provides comfort and convenience. The stunning sun porch overlooks a peaceful, bucolic pasture--an ideal spot to relax and unwind. With charming curb appeal and a prime location close to all the Berkshires has to offer, this home combines tranquility with accessibility. A truly special opportunity you won't want to miss.

Barns, Brook & Beautiful Living Uniquely spanning the Williamstown, MA and Pownal, VT state line, this inviting property combines New England charm with exceptional flexibility. The expanded 3,500 sq ft home offers 4 bedrooms and 2 full baths, including an option for a first-floor bedroom. Warm, connected living spaces include a stone-fireplaced family room, open kitchen and dining area, a cozy tavern room with wet bar, and a shaded patio for summer enjoyment. The 3.4-acre Vermont parcel features Broad Brook along its boundary plus two outstanding outbuildings: a 30'×40' insulated and finished barn with office and 12' ceilings, and a 30'×50' three-bay garage with 12' rafter clearance--ideal for vehicles, equipment, hobbies, or future conversion. With the house on 0.6 acres in MA and the

The mid-century retreat you've been waiting for. This classic home sits on over 4 private acres, delivering the ultimate Berkshire lifestyle with a bright, open floor plan and two cozy fireplaces. With 4 bedrooms, 3 baths, a large office, and a sun room looking overlooking your oasis, the layout offers perfect flexibility for guests or remote work. Outside, your private resort features a heated swimming pool and a dedicated tennis or pickle ball court tucked at the end of a quiet road for unmatched seclusion. Modern upgrades including a large solar array and a new heating system drastically reduce utility costs. Experience total privacy while staying minutes from everything that makes Great Barrington a premier Berkshire destination.

FOR SALE: Prime Downtown Great Barrington Gem - Endless Possibilities! Welcome to 406 Main Street, a rare opportunity in the heart of downtown Great Barrington, MA. Just steps from bustling Main Street shops and restaurants, this versatile 5,180 sq ft building offers exceptional potential for residential, commercial, or creative mixed-use transformation. Zoned B2, the property allows for single-family, multi-unit, or live/work conversion--with no sprinkler system required for up to 3 residential units. Already equipped with 1 full bath and 4 powder rooms, and featuring two finished floors, the layout adapts effortlessly to your vision--be it modern apartments, stylish offices, retail space, or a dynamic studio. Spacious and bright with 5,180 sq ft across two levels Excellent bones

Enchanting 55-Acre Country Estate Along Mill Brook Discover a true rural refuge where historic charm meets masterful modern design. Set on 55 breathtaking acres alongside the dramatic geological beauty of Mill Brook complete with swimming hole, this lovingly maintained 5-bedroom estate offers an unparalleled sanctuary. At the heart of the property is a circa 1830 Cape, beautifully preserving its original character with stunning wood floors, classic moldings, and cozy fireplaces. Over the years, the home has been thoughtfully expanded for modern living. A masterfully designed kitchen and den serve as the ultimate gathering hub, while the first-floor primary suite boasts dramatic cathedral ceilings. Sip your morning coffee in the sun-drenched three-season porch, complete with a coz

Completely reimagined from top to bottom, 1790's Colonial blends historic New England character with modern luxury in a truly one-of-a-kind Berkshire setting. Located directly across from Pontoosuc Lake, the property offers stunning lake views, exceptional craftmanship and endless possibilities for live/work, business venture or investment in business/residential zone. Stunning kitchen featuring radiant heat, quartz countertops, high end appliances, oversized center island with dramatic full waterfall quartz sides flowing on every exposed edge. First-floor bath/laundry w/radiant heat. All three bathrooms have been fully renovated with spa like appeal and upscale design. Large living room/dining room, 1st floor bedroom with lake views, 2 sunporches all on main leve

Move right into this stunning single-family home at highly desirable Berkshire Country Meadows. Nearly new and impeccably maintained, this spacious home offers the ease of condominium living with the feel of a private residence. The open-concept design features a beautiful kitchen, dining area, and living room with a cozy gas fireplace, perfect for entertaining or everyday living, and a separate first floor office with French doors for privacy. The first-floor primary suite boasts a walk-in closet and en suite bath while the walkout lower level expands the living space with a generous family room, two additional bedrooms, full bath and private patio. With 4 bedrooms, 4 full baths, and exceptional space throughout, this home is simply gorgeous and ready to enjoy. Clubhouse, pool, tennis.

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.

Welcome to this newly remodeled 4,298 sq. ft. luxury residence, perfectly set on 1.53 acres of beautifully landscaped grounds. Built in 1998 and thoughtfully updated, this home blends timeless elegance with modern sophistication. Inside, the open and airy floor plan features 4 bedrooms and 3 ½ bathrooms, designed for both comfort and style. The chef's kitchen boasts a Sub-Zero refrigerator, Wolf appliances, and a built-in Miele coffee machine, while the dining room is enhanced with custom-built-in fridge and freezer drawers—perfect for hosting. From the attached two-car garage, a custom mudroom with built-in shoe storage leads into a finished home gym outfitted with state-of-the-art equipment.

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.