luxury houses for sale New Marlborough, United States

Experience the pinnacle of refined living in this reimagined masterpiece, meticulously renovated by a premier local design/build firm, Wingate Ltd. Spanning three levels and 2,748 square feet of bespoke living space, 549 Shunpike Road offers a rare blend of architectural drama and modern efficiency, situated on one of the most scenically stunning corridors in all of Berkshire County. The Setting: Scenic Sanctuary - Your journey home begins along a road celebrated for its breathtaking beauty. The drive leading to Shunpike Road is a quintessential Berkshire landscape, dotted with historic family dairy farms, rolling open pastures, and sweeping views of dramatic mountain vistas. This property offers a front-row seat to the changing seasons and the quiet majesty of the New England countryside. The Main Level: Artistry in Every Detail - Upon entry, you are greeted by a dramatic curved staircase--a sculptural centerpiece leading to one of the home's primary suites. The open-concept living room flows graciously, anchored by a sleek gas fireplace and bathed in natural light that dances across wide-plank white oak flooring. The new chef's kitchen is a culinary work of art, featuring: Exquisite herringbone tile backsplash, white stone countertops, a suite of high-end, energy-efficient appliances, and direct access to the expansive back deck--perfect for BBQs or quiet reflection overlooking the pastoral grounds. A large first-floor powder room and sitting room complete the space. Unrivaled Suite Luxury: Unwind With Ease - This residence is uniquely designed with multiple primary suites, offering unparalleled flexibility for multi-generational living or high-end hosting. The main primary retreat is a sanctuary of wellness and relaxation, featuring tiered tray ceilings and a skylight to capture the morning light. The en-suite bath is a spa-like experience with radiant heated floors, a deep soaking tub, a custom shower, and a modern elongated trough sink. The Lower Level: Entertainment Perfected - The fully finished walk-out lower level serves as a private guest wing or the ultimate recreation hub. This level features a spacious guest room/home office and full bath, sliding glass doors leading to the lush backyard and stone fire pit, and best of all, a dedicated billiard/game room and stylish wet bar! Modern Infrastructure and Efficiency: Beyond the aesthetics, the home has been engineered for total peace of mind. Every mechanical system has been replaced in the past few years including: Whole-home backup generator and forced-air heat and central A/C. High R-Value spray foam insulation for year-round thermal efficiency and comfort. All-new plumbing, electrical, windows, and mechanicals. Paved Y-shaped drive, 2-vehicle carport, and fresh paint inside and out. Whole home UV water filtration system. Too many upgrades to list! The Location: The Best of the Berkshires - While secluded in beauty, you are perfectly positioned to enjoy the region's world-class culture and amenities. You are located less than 40 minutes to the legendary Tanglewood Music Center, less than 15 minutes to Guido's Fresh Marketplace and the vibrant downtown of Great Barrington, 15 minutes to Canaan, CT and less than 45 minutes to the Wassaic Train Station (Metro-North) for seamless NYC access. For outdoor enthusiasts, you are less than 10 minutes from Bartholomew's Cobble - a 357 acre nature preserve with 5 miles of trails noted for it's diverse flora and panoramic views from Hurlburt's Hill. Trade the renovation dust for designer finishes. Truly turnkey and ready for its next chapter--all that's missing is you. Welcome to your dream Berkshire retreat!

Single level living with room for everyone. This well-loved ranch house sits in a quiet park-like neighborhood on a cul-de-sac. Living room with fireplace, eat-in kitchen, 3 bedrooms, plus a bonus bedroom that may double as an ADU (accessory dwelling unit), rental, or in-law suite. Large yard and private deck. Ideally located near shopping and schools. Truly a special home.

Offering the rare and coveted 'lake life' on Lake Buel, this unique property presents an extraordinary opportunity to establish your own Berkshire footprint on an expansive 2-acre parcel. Comprising 90% sun-drenched, open meadow, the large lot serves as the ultimate blank canvas with potential for a stunning architectural expansion, a custom family compound, or agricultural designs. While the existing cottage provides a peaceful, private retreat set back from the road, the true crown jewel is the property's dedicated lake access--offering the right to install your own private dock or boat slip on one of the Berkshires premier motorized lakes. Bring your vision to this exceptional property and start living the Berkshire lakeside dream today.

Move right into this beautifully renovated mid-century Cape, where modern updates blend seamlessly with timeless charm. Designed for easy single-floor living, this bright and airy home features an open-concept kitchen, dining, and living area that creates an inviting space for both everyday living and entertaining. The living room is highlighted by a soaring cathedral ceiling and abundant natural light, enhancing the home's spacious feel. The thoughtfully designed layout includes a private primary suite with an en suite bath,offering comfort and convenience. French doors open from the living room to a rear deck overlooking a fire pit area, creating the perfect setting for outdoor gatherings, relaxing evenings, and enjoying the surrounding landscape. Ideally located just minutes from downtown Great Barrington, Ski Butternut, and the public boat launch at Lake Buel, this move-in-ready home provides easy access to the best of the Berkshires, from outdoor recreation to dining, shopping, and cultural attractions. Excellent rental history.

Tucked away on five private acres in Monterey, this singular handcrafted Berkshire cottage feels as though it emerged from a storybook. Natural-edge wood siding, steep rooflines, a massive fieldstone chimney and a tower-like upper level rise from a landscape of hydrangeas, woodland and a grape-covered arbor. Inside, the house is an irresistible mix of rustic character and thoughtful updates. Original wood floors, reclaimed hand-hewn beams, paneled walls, arched doors and unexpected architectural details give each room its own identity. The dramatic great room is the heart of the house, where soaring volume, exposed beams, richly paneled walls and an immense fieldstone fireplace create a space that feels far removed from everyday life. French doors open to a stone patio, while an open staircase rises through the room to the upper level, adding to the home's storybook quality. A sun-filled pink living room offers a dreamy contrast - soft, light-filled and wrapped in windows overlooking the hydrangeas and surrounding woods. A pleasing counterpoint to the darker, more rustic great room, it is an inviting place to read, relax or gather. A remodeled kitchen combines form and function, with white cabinetry, stone counters, a farmhouse sink, center island and a stunning commercial-style range beneath a stainless-steel hood. The adjoining dining room creates an easy flow for entertaining. Four bedrooms are arranged in two separate wings, offering privacy and flexibility. The south wing begins with a first-floor bedroom and bath, continues upstairs to a second bedroom with a newly added bath, and culminates in a third-floor office tucked beneath the peaked roof. On the opposite side of the house, in the north wing, two additional bedrooms each enjoy their own bath. Thoughtful bathroom updates, including the addition of the upstairs bath, bring modern comfort while remaining true to the character of the home. The story continues outdoors. Hydrangeas spill across the front of the house, mature grapevines climb the arbor, and lawns fade into woods and wild garden areas. The west-facing hillside brings seasonal mountain views through the trees, along with places to dine outdoors, wander, garden or simply enjoy the quiet. Private and quietly tucked away, yet only about 15 minutes from Great Barrington, with access to Monterey's Lake Garfield town beach and close to the lakes, trails, and outdoor recreation that make this part of the Berkshires so appealing. Low Monterey taxes and high speed internet on site.

Nestled within the absolute privacy of the 1,700-acre Doolittle Lake Company woods, this beautifully maintained 100-acre estate across two parcels features a magnificent 5,670-square-foot 1780 Center Hall Colonial blending colonial and Art Deco charm. Painstakingly relocated in the 1930s by architect Robert Carrere, the home boasts grand reception rooms with wide red pine floors, two wet bars, and nine wood-burning fireplaces. Authentic 1930s nostalgia is preserved through functioning rotary dial phones and butler bells, while the gourmet kitchen is updated with a fireplace, custom cabinetry with antique glass, and a unique trout-cleaning fish sink on the back porch. The main floor opens to stone-walled perennial gardens and a custom, heated oval gunite pool, complete with a dramatic arched pool house featuring kitchenette, half bath, dressing rooms, and an outdoor shower. Upstairs, the primary suite offers a private sitting area, fireplace, and steam shower alongside three large ensuite bedrooms with fireplaces, and a playroom. A private ensuite studio bedroom sits above the heated three-car garage, offering perfect accommodations for staff or guests. The property features its own private spring and grants lake community access to the spring-fed, pristine lake and pond for world-class private hunting, fishing, boating, and hiking, with caretaking maintenance available. Equipped with a full-house generator for absolute peace of mind and spanning a 46.38-acre residential parcel and a 54.61-acre protected forest parcel, this agent-owned sanctuary offers ultimate year-round luxury just 2.5 hours from both New York City and Boston. (2) Parcels. #594 46.38 acres, with House. #592 54.61 acres, designated 6-2 Forest.

OUTSTANDING COUNTY LIVING in idyllic Monterey with its low real estate taxes and easy access to Lake Garfield and Lake Buel. Butternut Ski Area is only 5 minutes away. 8 minutes to downtown Great Barrington. This timber frame contemporary features an open floor plan with beautiful, wide-plank pinewood floors, a cathedral ceiling Great Room, and a bonus sleeping loft area. A fireplace on the main level and a wood stove on the lower level add warmth and charm. Move in ready! With a relatively low inventory level, particularly in Monterey, this listing is a rare gem.

Tucked away on 3.6 serene acres, this bright and airy single-level home is the perfect year-round escape. This completely renovated home offers an open concept main living area including the dining room, efficient eat-in kitchen with stainless steel appliances, and family room with wood stove, perfect for relaxation and entertaining. Two additional guest rooms and a den. The newly-completed primary suite boasts a beautiful bathroom and an oversized walk-in closet versatile enough for a home office. Outside, the private grounds feature a dining patio, fire pit, gazebo, and shed. Located just minutes from the slopes of Ski Butternut and downtown Great Barrington, this turnkey property also features a proven track record as a short and long term rental. Propane has been added with additional plumbing to set up gas-powered cooking if desired and possibility to convert wood stove to a gas option. House plumbed for forced air system. The primary suite features radiant floor and a heated towel bar, as well as a new mini split system in 2021. High efficiency tankless Rinnai water heater. Close cell spray foam insulation throughout the house, all exterior walls, crawlspace, and foundation walls. Whole house water filtration system with three stage filter and water softener. Roof replaced in 2021. Ring security system with camera. Whole house dehumidifier in crawl space.

An incredible opportunity to be the next steward of Ledgehurst, a historic c.1780 estate once owned by founding family of Monterey, and perched above the charming village. Spanning over 4,000 sq. ft., the residence features bright living spaces, a primary suite plus 3 guest bedrooms, and a rare indoor pool complex w/ a sauna. Massive outbuildings offer endless potential for ADU's, workshops, creative studios, or car collections. Enjoy a short stroll to Lake Garfield's sandy beach, and under 15 minutes drive from downtown Great Barrington. The property is being sold in as-is condition. Buyers are encouraged to perform their due diligence and verify all information on condition and intended uses. This will be a project, but with the right vision, the property can be spectacular once again!

Welcome to NEWGRANGE, a grand 1920s Manor House capturing the golden age of lakeside country living. This historic estate echoes the effortless elegance of an early 20th-century summer retreat. Imagine hosting lavish gatherings in the formal dining room, or retiring by original, roaring stone fireplaces after a leisurely day on the water or the slopes. Encompassing over 10,000 sqft, the sprawling residence boasts ten spacious bedrooms, a classic country kitchen, and sweeping living areas. Stroll the 7.7-acre grounds--past the guest house, pond, and gardens originally designed by Frederick Law Olmsted--down to your private dock on Lake Garfield. Ideally located near Tanglewood and premier skiing, and low Monterey taxes, this Berkshire gem is a rare invitation to reclaim a masterpiece.

Down a long private drive, this light-filled, artisan-built Cape blends over 5 acres of meadow and woods with Haystack Mountain views into a rare setting-complete privacy and close to town, summer music concerts, and the local swimming hole. Native cherry hardwood floors, solid wood doors, and wood trim run throughout. A central chimney anchors two fireplaces, while the main-floor primary suite allows for easy one-level living. Efficient mini-split heating and cooling provide year-round comfort, with a furnace for the coldest winter days. The upper level offers two bedrooms, a full bath, abundant storage, and an unfinished skylit room with potential for a studio, office, or additional living space. A mostly finished, dry walkout basement adds valuable living space with a recreation room, full bath, and French doors leading outdoors. Another room offers numerous possibilities. Featuring a 2021 roof and an oversized Western red cedar deck completed in 2024, this well-maintained home is move-in ready.

The Rev. Edmund Sears grew up on a farm down the road in Sandisfield. He carried its sky with him. That sky gave us ''It Came Upon a Midnight Clear.'' Simon Winchester arrived 150 years later, trained his telescope on Saturn, and declared the stars were like ''diamonds on velvet.'' Eight books written here, a million words at least. c.1760 and 1840. 4 bedrooms, 3 baths. Library, keeping room with original crane fireplace, Aga kitchen, vaulted living room, screened-in porch. A c.1812 granary rebuilt as a writing studio with loft and full bath. Stone walls, orchard, meadow, vernal stream. 50 acres. 3/4 mile road frontage. Borders protected land. A serious Berkshire country property with a sky that still delivers. Offers in excess of $2,250,000 considered. The Rev. Edmund Sears grew up on a farm just down the road in Sandisfield, working it with his hands through the Berkshire seasons, a poem always singing through his head. He left at twenty-one for Union College in Schenectady, then Harvard Divinity School, then answered the call to carry the gospel to the frontier settlements of Ohio, where the forests were still being cleared, the winters were brutal, and the nearest town was days away by horse. He was a young man from a quiet hillside in the Southern Berkshires doing serious work at the raw edge of the known world. But Sandisfield had been that world not eighty years before, when James Ayrault built the first house on this very farm. In 1760 this hillside was the frontier, as wild and remote as anything Sears would find in Ohio. He came back east eventually. Settled in Wayland, Massachusetts, as a Unitarian minister. And in 1849 he wrote a carol that has been sung every Christmas since. The sky it describes, full of stars and angels near the earth, was the sky of this corner of the Southern Berkshires, where the air is clean and the nights are dark and the hills rise toward heaven in a way that stays with you long after you have gone. That remove is not historical. It is still here. Sandisfield sits two and a half hours from New York, two from Boston, and feels like neither. In the winter of 2001, nearly 150 years later, shortly after his own purchase of the property, Simon Winchester stepped outside at three in the morning and pointed his telescope at Saturn. The air was bitter cold. The sky was moonless, and the stars looked, he said, like diamonds on velvet. He came in only when the dawn chorus was beginning. He found out only later that morning the intimate connection: five years after writing that carol, Edmund Sears's own brother, Joshua, had lived on this very farm. Winchester had already written more than 20 books, many of them bestsellers. Over the next quarter century at Barnhill Farm he would go on to write eight more (soon to be nine). All were written in 'his study' he had built specifically fit for purpose: a c.1812 granary he found in serious disrepair, restored and re-erected here in 2006. The Property and the Setting Barnhill Farm sits on approximately 60 acres along Silverbrook Road, a lightly traveled, town-maintained road in Sandisfield. 3/4 of a mile of the property's own frontage runs alongside it. Stone walls border the drive. The sign at the road reads Barnhill Farm. Below it, in smaller letters: The Sears-Hawley House. Two Birthdays The original structure on this land was built around 1760 by James Ayrault, whose family had acquired this lot in Sandisfield's first land division. In 1840 a new addition was built in the Greek Revival style. The entire property was restored with care and precision in 1985 by an old-house specialist, who set aside every salvageable original element, recreated missing plaster and molding by hand, refitted the foundation with quarried stone. Not a house made to look old. An old house brought back to itself. Winchester purchased Barnhill Farm in 2001, continuing the project of lovingly updating an old house. In 2006 he renovated the original early colonial southern end of the home, transforming it from primarily being a screened-in porch: opening the interior, vaulting the ceiling to expose the timber beams, rebuilding the original galley kitchen behind the keeping room fireplace with custom cabinetry and the Aga set against the chimney, adding a mudroom entry from the driveway, and at the far end of the living space, building a dual-sided wood-burning fireplace with a new screened-in porch on its other face. Coming In Three doors face the driveway. The formal front door of the 1840 house opens into a proper entry hall. To the right, the Morning Room: a fireplace, Farrow & Ball Pink Ground on the walls. Further along, the library: dark aubergine walls, wood stove, shelves from floor to ceiling, the particular stillness of a room made entirely for books and the thinking they produce. At the end of the hall, a small bedroom, honestly more useful as a very good study. Across the hall is the keeping room, the informal heart of the 1760 house. A large fireplace anchors the space, now fitted with a wood stove. In the afternoon, light falls across the wide plank floors picking up the warmth in the old wood the way only afternoon light in a house this age manages to do. On winter mornings, breakfast happens here bathed in early light, and this is where people end up after dinner. Off to the north: a full bath with laundry, a pantry, and the larger of the two ground floor bedrooms, its door set into the corner of the west wall. Upstairs Stairs in the entry hall take you to a second floor landing with a primary bedroom, a guest room, dressing room-closet, and a full bath, with views over the orchard, quiet in the way that an upstairs room in an old house on a country road knows how to be quiet. A narrow staircase continues to a fully finished third floor attic. The Kitchen The Aga, cream and solid, is undoubtedly the heart of this bespoke kitchen. Custom cabinetry, built to the character of the house rather than imposed upon it, lines the walls. A peninsula of warm wood reaches out from the old kitchen into the newer open space beyond, bridging two centuries of cooking in a single easy gesture, and draws you into the vaulted living room. Winchester says the house is superbly designed for light, and he is right: in winter the sun rises directly into this kitchen and tracks the full length of the room through the day. Timber beams span the vaulted ceiling above wide plank floors. The living space extends toward the far end, where the dual-sided fireplace stands between the room and the screened-in porch, doing what a well-placed fireplace does: making both sides of itself worth being on. The Screened-In Porch This room is used in every season. In winter, glazed panels close off the weather and the sun warms it like a greenhouse. Breakfast out here, and afternoon tea, and wine in the evening when the fireplace is lit. Come late spring, some of the panels give way to screens and the room opens to the meadow and the sky. A long table for dinner. The telescope positioned to track the planets on their path across the southern sky. No meaningful light pollution reaches Barnhill Farm. The Granary The granary stands at the edge of the orchard, reached along a path through the perennial gardens. The apple trees spread west from it into the open meadow. It sits at exactly the right remove from the house: present but apart, close enough to walk to in the morning with your coffee, far enough removed from domestic routines to allow for contemplation and creation. Perfectly suited for guest accommodations as well. Winchester found it near Cambridge, New York: a c.1812 structure in serious disrepair. He had it carefully dismantled, restored and re-erected here in 2006. What stands today is a freestanding structure with intricate timber framing fully visible, books lining every wall, a working research library on the main level, and a sleeping loft above. A full bath is fitted at one end. Winchester steps out onto the studio stoop on mornings and breathes the air. Apple blossoms in May. Apple pressing parties in October. Winchester is taking the books and art with him. Everything else remains. The Art Studio, the Barn, and the Outbuildings The main barn is a weathered timber-frame structure whose interior Setsuko Winchester, a former journalist turned artist and historian, fitted with a chandelier from their Chelsea apartment and a mezzanine level. The design borrowed from a nearby barn she admired. An art studio and woodshop occupy the lower level. All windows in the main house were replaced with insulated units designed to match the character of the old house, and solar panels on the barn's south-facing roof cover electrical costs without disturbing the 19th century feel. The red equipment barn nearby provides an EV charging outlet and stands closer to the road. The Land The property moves from one outdoor space to the next, and no two are alike. Close to the house, a stone patio with a fire pit. Beyond it, a raised bed garden, and frog pond give you other spots to sit and contemplate, quietly listen to birdsong in the morning, or hear the peepers start at dusk. The orchard produces cider apples, and an abundance of peaches. Wild blueberry bushes run along the treeline where the old growth apple trees give way to forest. Setsuko has never used a pesticide or artificially fertilized the plants, relying instead on the compost produced on the property and finding the right spot for each varietal. In the pine grove beyond the meadow, the light changes completely. Pine needles carpet the ground. Adirondack chairs and a hammock have lived in here for years. Even in July it is cool and unhurried, the kind of place where time moves differently. A vernal stream meanders through the woodland beyond, heard before it is seen. The property borders protected land. 50' into the woods and the house is completely gone. The canopy closes. It is quiet in a way that is easier to feel than to explain. What This Is Edmund Hamilton Sears grew up down the road and never forgot the night-time sky which came upon a midnight clear. Simon Winchester found it, wrote his books and stayed 25 years. Setsuko Winchester arrived to continue work on the property while carefully maintaining its early American character. She shaped the land, the barn, the gardens, into what they are today. The house has been restored with skill and lived in with intelligence. The granary is intact. The orchard blooms every May. The sky has not changed. Come and see what that feels like.

Historic Norfolk Village Home on 3.4 Acres Classic Litchfield County setting defines this 3.4-acre property at the edge of Norfolk village. Lovingly held within the same family for generations, this captivating 1907 antique home sits on flat, open land with a classic large country barn, hay fields, and a spring-fed seasonal brook. The charming five-bedroom, two-bath residence retains its finest period details: welcoming front and side porches, original wood trim, stained glass windows, and hardwood floors. The full two-story layout features 9.5-foot ceilings and generous room proportions on the first floor, various sized bedrooms on the second, a walk-up attic above, and a full basement below. Sun-filled and tranquil, this home awaits your vision - whether renovation or preservation, the bones are excellent. Nestled in a lovely neighborhood and only minutes away from Norfolk's coveted amenities, this offering is a rare opportunity.

This beautiful modern farmhouse in the Twin Lakes community enjoys shared access on Lake Washinee. The home's minimalist design melds simplicity with sophistication. First floor en-suite bedroom, light filled rooms all have seamless vantage points to take in the natural beauty of the out-of-doors. Fresh timbered beams, two story windows, solid white oak floors, solid hemlock & mahogany doors, Carrara countertops, just some of the finishing's. Energy efficient building standards in a new home and an energy savings HVAC system provide for lower energy costs. Whether entertaining or the desire for quietude there are spaces to accommodate everyone's needs..an Adirondack room off the kitchen, an intimate patio setting off the dining room, huge deck off the great room.The lower level has a delightful entertainment room with fireplace & walk out to a large patio with swing chairs & hammock, a nudge to relax. The great room has a 28ft ceiling, stone surround wood-burning fireplace and a ton of ambiance. Paneled walls and a gas fireplace in the library/bedroom add a a level of comfort and warmth. The primary bedroom has a beautiful ensuite bath. Open the double doors to its charming balcony, sun rays & soft breezes. Private schools, train, hospital, shopping, all within minutes. Hiking and biking trails, kayak, play and fish in our many lakes, rivers and streams. Less than 2 hrs & 1.25 hrs to NYC and Bradley Int airports respectively.

This 70s Modern home has been revamped to a 21st century Contemporary. Perfectly situated between the spectacular east and west lakes in the Twin Lakes region of Salisbury, it's an easy walk to the lake to enjoy part ownership of the beach/lake access point, or relax in the back yard by the pool, relishing in the privacy and beauty of your surroundings. The upper level features an open floor plan with vaulted ceilings, lots of light, and wood beams. Walk out right onto the expansive deck, or enjoy the private balcony off the Master bedroom suite. The lower level has two additional bedrooms, an office, a full bath, a laundry area, and a central family room. Other features include a whole house generator, an owned solar electric system, mini-splits for climate control (heat & AC), and professionally maintained grounds. This is a clean, well kept home and property in the middle of a lake community in one of the most desirable areas in the Berkshires. Close to Salisbury, Hotchkiss, Berkshire, and Indian Mountain schools, and less than 30 minutes to the Wassaic train station.

A Premier Estate Parcel Ready for Immediate Construction This exceptional 33.9 acre property on Beaver Dam Road-one of the most scenic addresses in Salisbury-offers a rare opportunity to create a private estate of lasting beauty and value. Surrounded on two sides by protected land, the property enjoys a remarkable sense of privacy and quiet, while being just minutes from the town center. The land itself is a harmonious blend of open hayfields and mature trees, highlighted by a historic copse originally commissioned over a century ago by Frederick Law Olmsted, the renowned landscape architect of Central Park. The setting is both pastoral and refined, with long views, curated plantings, and a serene natural character that evolves beautifully through the seasons. Over the past two years, the current owners have undertaken an extensive series of improvements. A private homesite has been carefully positioned deep within the property, far from the road, offering the ideal location for a one- or two-story residence. A foundation has already been poured, and all the essential infrastructure is in place-underground electric, a high-yield well, approved septic systems for both the main house and a separate carriage house, propane tanks, and whole-house generators-allowing for immediate construction. A stucco carriage house, thoughtfully designed to complement neighboring architecture, stands near the entrance to the property. It's perfectly suited for use as a guesthouse, caretaker's quarters, or rental. A professionally cleared and graded driveway winds nearly a mile through the woods, where foresters have preserved and pruned a remarkable collection of native trees including oaks, maples, cherries, basswood, and pines. New landscaping adds visual interest and seasonal color, with plantings such as scarlet oaks, hornbeam, crabapples, hydrangeas, and roses. A hoop house on the property allows for year-round gardening and plant overwintering. With ample space and infrastructure to support additional structures-whether a swimming pool, tennis court or barns,-this property offers unmatched potential. The hard work is done and it is ready for you to build your dream estate. This is a rare offering in one of Litchfield County's most desirable locations-a chance to realize your vision immediately on a property that's already prepared to welcome it.

Hidden off a private Egremont drive, this Adirondack retreat is crafted for quiet mountain living. Soaring cathedral ceilings elevate the main floor, centered by a freestanding hearth that warms the open layout. An intimate loft bedroom perches above, while the finished walk-out lower level offers flexible bonus space suited for a media room, home office, or guest overflow--including two finished rooms currently utilized for sleeping (note: larger egress windows needed for official bedroom status). Outside, the large screened porch creates a secluded open-air lounge in total privacy. A South County haven minutes from downtown dining, cultural hubs, and Catamount Skiing and recreation.

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 above the den--offering an ideal, quiet space for an executive home office or fitness room. Outdoor living is built for relaxation, featuring an expansive wrap-around deck with scenic views, a stone patio, and a spectacular 3-season screened porch overlooking mature perennial gardens. Modern mechanicals include central air and a full backup generator system for ultimate peace of mind. As a resident of this coveted neighborhood, you'll enjoy exclusive access to the heated community pool. Simply lock up, leave, and enjoy nearby Tanglewood, local ski mountains, and Main Street dining.

Versatile mixed-use property pairing a sophisticated second-floor apartment with a flexible first-floor residence that doubles as an ideal commercial or gallery space. Overlooking a tranquil year-round brook and a private backyard, the offering sits right downtown Egremont and includes the convenience of an ample garage. | Property Highlights | Second-Floor Apartment: Sophisticated, charming living quarters featuring high-quality finishes, total privacy, and serene views of the brook and grounds. First-Floor Mixed-Use Space: Currently configured as a comfortable residential apartment while offering incredible potential for an art gallery, retail boutique, or commercial enterprise. Ample Garage: Generous garage space providing excellent storage, parking, or workshop potential. Exceptional Septic Infrastructure: Robustly engineered system designed to service a 35-seat restaurant. First floor has been a restaurant, bookshop, and now a residence.

Charming in-town Cape on a spacious lot with inground pool. Located in a delightful neighborhood close to town, this inviting home built in 1951 offers 5 bedrooms and 2 full baths. Inside, the residence seamlessly balances ample room to spread out with warm, light-filled spaces tailored for everyday living and entertaining. Timeless architectural details throughout bring character and charm, including a wood-burning fireplace, graceful arched doorways, and custom built-in cabinetry. Outdoors, a private in-ground pool is set within a large, sunny yard, creating a wonderful oasis. Turn-key peace of mind is provided by recent upgrades, including a newer furnace, water heater, and pool filter. Town water, town sewer, and natural gas from the street. Close to everything; a must see!

Your own sports compound and sanctuary tucked away on a quiet Great Barrington road: this private four-acre retreat centers around an in-ground heated swimming pool and a dedicated tennis/pickleball court framed by natural landscape. Inside, clean mid-century architectural lines deliver remarkable flow, highlighted by two fireplaces, four bedrooms, three baths, space to work from home, and a sunroom overlooking the grounds. Substantial energy upgrades include a high-output ground-mount solar array and an updated heating system that keep operational costs remarkably low, offering a turnkey private playground just minutes from downtown dining, skiing, and cultural landmarks.

Exceptional design and craftsmanship distinguish this stunning home. The single-level interior is warm, sophisticated and filled with natural light, with the kitchen, dining and living areas flowing together in one open space surrounded by specialty windows and French doors. Set on four private acres amid the highest peaks in South County, the home offers immediate access to premier hiking and protected lands. Locally sourced Massachusetts walnut floors, Scavolini cabinetry, Miele and Sub-Zero appliances, extensive custom woodwork, shoji-inspired glass sliding doors, and a dramatic stone fireplace wall speak to the quality and attention to detail throughout. A two-sided gas fireplace connects the living room and primary bedroom, which features rich woodwork and an en-suite bath with an oversized walk-in shower. Two additional bedrooms share a second full bath with a soaking tub. Downstairs, a large heated recreation room provides flexible additional space. A wraparound deck and screened porch extend the living space outdoors. Just beyond, a stream babbles year-round, and a private trail leads out from the home. An oversized heated two-car garage, radiant heat, central air, a whole-house generator and fiber internet add comfort and convenience, including the ability to work easily from home. The Appalachian Trail, Mount Everett, Bash Bish Falls and Alander Mountain are all nearby, with miles of protected land and exceptional hiking just outside the door. Quiet roads, spectacular dark skies and Mount Washington's low property taxes add to the appeal, while Great Barrington and New York City remain within easy reach.