A Stunning Three-Story Residence with Breathtaking Views for an Easy Care Lifestyle in the Berkshires. Majestic and magical perfectly describe this exquisite three-story mountain top home, designed to capture the stunning and distant views of the Berkshire skyline. With over 5,000 square feet of expansive living space, this centrally located residence offers the perfect opportunity to either escape, join a quaint community or work at home with glorious views of the Berkshire Hills. Prime Location for Nature and Culture. Nestled in a charming small-town neighborhood, this home is bordered by beautiful woodlands, providing direct access to hiking trails and the nearby Appalachian Trail. Its central location places you at the heart of the area's vibrant culture and great outdoors.

Custom built home situated on a private lot just minutes to GUIDOS! Impeccable home with open floor plan....kitchen, eating area, living room with fireplace.... wood floors, tiled baths, gas heat, central air, established gardens including your very own blueberry patch!...A stunning house on a very special piece of land....come take a look ....

Steeped in history and rich with character, this remarkable 1767 residence is the oldest home still standing on its original site in Williamstown.Thoughtfully expanded over time, it preserves its historic integrity while offering comfort for modern living.Set on nearly five meticulously maintained acres in one of the town's most desirable neighborhoods, the property feels both private and timeless, with mature plantings, perennial gardens, and sweeping lawns.The classic Cape Cod-style architecture features a wood shake roof, enhancing its New England charm. Inside are 5 bedrooms and 3.5 baths, blending intimate period rooms with light-filled living spaces. A dramatic living room with cathedral ceilings and French doors opens to beautiful Goshen stone patios, ideal for outdoor entertaining.

First-time for this treasured dwelling to be available for purchase. This magical setting surrounded by lush gardens and plantings is just the beginning of the enchantment. Distant mountain views to the east brings your viewscape to Butternut Ski & beyond. Inside the dwelling is a large open living space & kitchen on the first floor. Separately, there is a first-floor Ensuite. Abutting the first level, is a charming screened porch for dining or just taking in the sounds of nature. An open deck on the backside of the main level awaits your enjoyment. The 2nd level contains two VERY large bedrooms Ensuite; both with walk-in closets along with more locations for maximizing the distant views. The finished lower/walkout level has a full bath for a possible 4th Ensuite and living space

Sitting right on the Lenox-Lee line, Katydid Cottage is one of the few freestanding homes at Fox Hollow - your own house, your own private patio, with Lenox and Tanglewood just up the road. It feels like a single-family home but comes with the ease of condo ownership, so your weekends go to the lake instead of the upkeep. The main floor is where this one really works. The kitchen is bright and open to a big dining room, and the living room has a gas fireplace for the cold months. The primary suite is on the first floor too, so you can live on one level if you'd prefer.

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.

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!

BE THE FIRST TO LIVE IN THIS HOME!!! This thoughtfully designed contemporary home offers quality construction, energy efficiency, and a rare opportunity for customization--without the lengthy build process. Built with comfort and performance in mind, the home features spray-foam insulation in the walls and attic, fiberglass insulation between floors, energy-efficient windows, and Central Air/Heat system. The walkout basement provides excellent potential for future expansion of living space. The builders are open to conversations with buyers regarding modifications and finishing details, allowing you to personalize the home to suit your needs while moving into a substantially complete, quality structure. Driveway and landscaping will be installed in early Spring 2026.

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.

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

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.

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.

Just up the road from the world-renowned Jacob's Pillow Dance Center, this stunning architect-designed sanctuary sits on 14 sprawling acres with panoramic views of Greenwater Pond and the rolling valley beyond. At the heart of this masterfully crafted 1998 home is the great room with soaring vaulted ceilings centered on a magnificent oversized stone fireplace. This spectacular space is banked by a wall of glass windows and doors leading to an impressive 60-foot deck for a front row seat to dazzling sunsets. The great room flows seamlessly into a sleek and thoughtfully appointed kitchen, and a spacious dining room perfect for entertaining a crowd. The primary suite serves as a personal haven, featuring its own stunning vistas, dual primary baths, and a small office. The lower level...

Completed in 2022 and set atop one of North Berkshire County's most scenic country roads, this architecturally striking contemporary residence was thoughtfully designed to embrace natural light, energy efficiency, exceptional indoor-outdoor living, and panoramic views of the Mount Greylock Reservation. Positioned along sought-after Bailey Road in Lanesborough, the property offers a rare combination of modern design, privacy, and breathtaking Berkshire mountain scenery just minutes from Williamstown, Jiminy Peak, Mass MoCA, and the region's renowned cultural destinations.

If you dream of having a beautiful, elegant property on a tranquil waterfront, this home could make it a reality. Light, bright and perfectly appointed describes this lakeside getaway. Whether it's a swim, a paddle, a cool drink on your private deck, or a formal gathering with friends and family, this home has no compromise. Minutes to the amenities of the Berkshires like Jacobs Pillow, Tanglewood, hiking, biking, skiing and more! Come and make your dream a reality.

Beautifully maintained 4-bedroom, 4.5 bath home located in one of Lenox's most desirable neighborhoods. Thoughtfully designed floor plan featuring a spacious living room with vaulted ceiling and abundant natural light. The well-appointed kitchen offers granite countertops, stainless steel appliances, and comfortable dining area overlooking the private backyard. Generous first-floor primary suite provides convenience and privacy, while three additional bedrooms and well-appointed baths offer ample space for family and guests. A versatile den/home office and finished lower-level family room add flexibility for today's lifestyle. Enjoy outdoor living from the screened porch and stone patio surrounded by mature landscaping. Conveniently located just minutes from downtown Lenox and Tanglewood.

Special Berkshire retreat on 25 private acres in Harrington Woods with beautiful views. Offering 5,400 sq ft, this 4-bedroom, 4-bath home features oversized rooms and high ceilings. The main level includes a recently renovated chef's kitchen, expansive primary suite with walk-in closets, guest room/office, library with built-ins, dramatic living room and a 400 sq ft screened porch. The walkout lower level offers two additional bedrooms, exercise room, family room, professional pool table, sauna and steam shower. Additional highlights include an oversized 2-car garage with Level 2 EV charger, 12x24 storage shed, and a 30-panel solar array with a transferable utility credit. HOA amenities include tennis, pickleball and a heated seasonal pool. Minutes to Otis Ridge and Great Barrington.

Nestled among spectacular rhododendrons that burst into bloom each spring, this architect-designed contemporary home offers a seamless blend of natural beauty and timeless mid-century modern inspiration. Designed byarchitect Andrew Daland, the residence features expansive windows that frame peaceful pastoral views and fill the home with natural light. Designed for comfortable one-level living, the main floor includes the primary living spaces, while the lower level provides exceptional accommodations for family and guests with two bedrooms each with en suite full baths, and a spacious family room. The open-concept great room boasts a cathedral ceiling, a fireplace, built-in bookcases, and flows effortlessly into the kitchen. . . .

Tucked away at the end of a private cul-de-sac on 1.22 acres, this 4-bedroom, 4-bathroom contemporary home delivers sophisticated Berkshire living just minutes from downtown Great Barrington. Offering the perfect footprint for full-time remote professionals, weekend escapees, or downsizers, this property pairs a spacious layout with the effortless lifestyle of a premier community association. The heart of the home is a dramatic, light-filled great room anchored by soaring cathedral ceilings and a brick fireplace paired with charming built-ins. The main level is designed for entertainment and ease, featuring a lavish first-floor primary suite with walk-in closets and a spacious ensuite bath. Upstairs, three additional guest bedrooms are complemented by a private, separate bonus studio

MOTIVATED SELLER; WILLING TO NEGOTIATE ON UPGRADES AND IMPROVEMENTS. Indulge in refined Berkshire living on an exclusive cul-de-sac, where effortless HOA services complement this exquisite new construction. Offering 4,200 sq ft of thoughtfully designed, environmentally conscious living less than a mile from downtown Great Barrington, this home is the perfect modern retreat. Enter through a covered portico into a soaring cathedral-ceiling great room filled with natural light and serene woodland views. A wonderful screened porch expands the living space for peaceful mornings or easy entertaining. The open layout seamlessly connects the living, dining, and chef's kitchen, featuring premium appliances, quartz countertops, and a spacious island. A sophisticated split-bedroom design.