luxury house for sale Tyringham, United States

Nestled on over 3 private acres with an extraordinary 650 feet of frontage on Hayes Pond, this exceptional waterfront retreat offers sweeping elevated views, a private dock, sandy beach, and direct access to swimming, kayaking, and fishing. Designed to embrace its stunning natural setting, the home features expansive windows and multiple outdoor living spaces, including a wraparound deck, waterside gazebo, and screened porch with hot tub connection--perfect for entertaining or relaxing in every season. The bright open-concept interior includes 4 bedrooms and 3 full baths, highlighted by a dramatic great room with knotty pine ceilings, a wood-burning stove with stone hearth, and direct deck access overlooking the water. The spacious primary suite also opens to the deck and features its own and features its own wood-burning stove and en suite bath. The walkout lower level offers additional living space with a family room, full bath, and two bedrooms ideal for guests or extended family. Additional features include solid wood floors throughout, an attached two-car garage with EV charging, and easy access to the very best of the Berkshires. Located just minutes from Lee and Lenox, with nearby hiking, skiing, dining, Tanglewood, and year-round cultural attractions, this is a rare opportunity to enjoy the ultimate Berkshire waterfront lifestyle. Sale includes lots 34 and 35.

Welcome to this wonderful Colonial in a quiet, sought after neighborhood in Lee, MA. 3 bedrooms, 2.5 baths, and a finished lower level. Enjoy an expansive deck overlooking the rear yard; providing plenty of outdoor living space. Amenities include vinyl siding, gas heat, hardwood floors, eat-in kitchen, dog fence, and a two car attached garage.

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!

Located in Lee, MA is a waterfront property built in 1880 and renovated in 1987. A bucolic location with views of rushing water and mountains. A perfect home for a variety of birds and established gardens. This 3500 sq. ft home offers an open floor plan that includes living room with fireplace, cooks kitchen with island and dining area. Main level includes a private bedroom and bath; screen porch, deck, laundry room/office, powder room, attached one car garage and office with separate entrance. The second floor offers 2 guest bedroom with private baths and primary with walk in closet, access to a Juliet deck and private studio space. Free standing single garage located at the rear of the property. This property has multiple uses!

Welcome to 140 Orchard Street, an inviting three-bedroom, one-bathroom Lee home that effortlessly combines everyday convenience with a warm, relaxed atmosphere. Bathed in natural sunlight, the cozy interior features an easy-flowing floor plan anchored by a desirable first-floor bedroom and full bathroom, creating a comfortable and welcoming layout the moment you step through the front door and offering a wonderfully bright canvas ready for your personal touch. The home's exterior is an outdoor lover's delight, featuring an expansive, partially fenced yard that provides a serene setting for summer barbecues, lawn games, or simply relaxing in the fresh Berkshire air. An attached one-car garage offers convenient shelter from New England winter weather along with extra storage space. Ideally situated within easy walking distance of Lee's charming storefronts, local dining, and everyday essentials, this sweet property also offers quick access to Route 20 and the Turnpike, making commuting and weekend exploring a breeze. Property is subject to a 72-hour (3-day) Right of First Refusal (ROFR) by designated party.

A private Berkshire lodge with room for everyone. Set on 4.89 acres in Becket Woods, this five-bedroom, four-bath home offers more than 4,000 square feet of living space across three finished levels. It is an ideal retreat for gatherings, with ample space for everyone to spread out. At the center of the home is a dramatic two-story great room, where a massive stone fireplace rises through the soaring wood-paneled space. Large arched windows fill the room with natural light and views of the surrounding trees, while the open loft above adds to the lodge-like scale and character. The bright kitchen opens directly to the great room and features a Viking range, butcher-block island, generous workspace, and an eat-in area. An adjoining dining area leads to the screened porch, while the great room opens to an expansive deck overlooking the lawn and surrounding woods. Together, the spaces make it easy to move between indoors and out through the warmer months. A spacious first-floor primary suite is one of the home's standout features, offering comfortable one-level living without sacrificing space. Two additional bedrooms and another full bath are also on the main level, giving family and guests plenty of flexibility. Upstairs, the open loft overlooks the great room and offers space for an office, reading area, or exercise room. Two more generously sized bedrooms and a full bath complete the upper level. The finished lower level adds another large recreation space, along with a full bath, wine cellar, and additional storage. There is room here for movie nights and games, overflow guests, or simply another place to get away within the house. Outside, a broad, level lawn wraps around the house, framed by mature woods and established landscaping. The setting feels private and tucked away, with plenty of open space to enjoy without losing the sense of being in the woods. Becket Woods adds another dimension to the property, with a swimming pond and sandy beach, tennis and basketball courts, and more than five miles of trails for hiking, snowshoeing, and cross-country skiing. Jacob's Pillow is nearby, with Lee, Lenox, Tanglewood, and the cultural, dining, and outdoor attractions of the Berkshires within easy reach. Private and peaceful without feeling isolated, this is a Berkshire retreat with the space to bring everyone together.

Set on just under an acre along one of Lee's most desirable roads, this beautifully maintained home combines timeless design, quality craftsmanship, and exceptional outdoor living. Overlooking peaceful meadows with stunning sunset views, the setting offers the perfect balance of privacy and natural beauty. Designed for both entertaining and everyday living, the backyard is truly the centerpiece of the property. A tiered bluestone patio creates multiple spaces to gather and relax, featuring a built-in outdoor kitchen, gas fire pit, and a heated saltwater plunge pool by Soake Pools. Mature landscaping, professionally designed landscape lighting, and a charming storage building complete the outdoor space, creating a backyard that feels like your own private retreat. Inside, the home is warm, inviting, and thoughtfully designed. The eat-in kitchen is the heart of the home with a large center island, custom cabinetry, premium JennAir appliances, and direct access to the patio for seamless indoor-outdoor living. Just off the kitchen, the family room offers a comfortable place to unwind, while the formal living and dining rooms provide the perfect setting for holidays and entertaining. A powder room and first-floor laundry add convenience to the main level. Upstairs, the spacious primary suite offers a walk-in closet and a beautifully appointed en-suite bathroom featuring a soaking tub and walk-in shower. Two additional bedrooms share a full bath, while the oversized bonus room provides incredible flexibility. Filled with natural light from a dramatic picture window overlooking the backyard and rolling meadows with distant mountain views, it's the perfect space for a media room, playroom, home office, or fourth bedroom/guest suite. A second staircase offers easy access and enhances the home's thoughtful layout. Additional features include a new roof in 2022, an attached two-car garage and a full basement with radiant heat, providing ample storage and endless potential for future finishing. From the quality craftsmanship and thoughtfully designed floor plan to the incredible outdoor spaces and picturesque setting, this is a home that has been exceptionally cared for and is ready to be enjoyed for years to come.

Welcome home to this sweet and petite one level easy living ranch style home. Sun-filled bright spaces invite you to relax and enjoy the end of each day in this thoughtfully planned layout. Boasting a king size bedroom, two other bedrooms, and an updated full bath. The galley style kitchen is comfortable for baking and creating all the dinner gatherings you wish. Comfortable everyday dining is open to living and a lovely added sunroom for extra living space and enjoyment. French doors lead to a generously sized back yard with perennial plantings and a shade tree for an outdoor cool evening escape and playtime. Central to all that is Berkshire and Lee with a quaint downtown, shopping, schools, dining, and antiques. Close to parks, playgrounds and October Mountain State Forest for fun!

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 into the woods of Sherwood Greens and just a short walk to Long Bow Lake's private beach, this home is the kind of Berkshire retreat you have been looking for. Set on 2.35 acres with privacy on both sides, it offers the peaceful, tucked-away feeling of a cabin in the woods while remaining just minutes from Lee and the Berkshires' renowned cultural attractions, including Jacob's Pillow, Tanglewood, and the area's vibrant restaurants, shops, and hiking trails. One of the community's greatest attractions is Long Bow Lake itself, a quiet non-motorized lake enjoyed by kayakers, canoeists, paddleboarders, and those seeking a more peaceful pace. Inside, cathedral ceilings, warm pine walls, and a wood stove create an inviting atmosphere that feels instantly welcoming. Offering 1,764 square feet, the spacious living room opens to the dining area, creating a comfortable gathering space filled with natural light and character. Sliding glass doors lead to a brand new deck overlooking the surrounding woods, while a cozy den, kitchen, and half bath complete the first floor. Upstairs, the primary suite features a private bath with a soaking tub, while two additional bedrooms share a full guest bath. Whether you're spending the day at the community beach, paddling across the lake, exploring nearby Berkshire attractions, or relaxing by the fire after a day outdoors, this home captures the laid-back lake lifestyle that makes Sherwood Greens so special. Private, peaceful, and full of charm, 410 Long Bow Lane is the kind of place where weekends turn into entire summers.

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.

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.

Tucked away deep in the quiet woods of New Marlborough, a low tax town, this distinctive property sits on 18+ very private acres. Perfect for anyone seeking true seclusion, natural beauty, and a life off the beaten trail. Surrounded by mature trees and untouched wilderness, it offers exceptional privacy and a peaceful atmosphere where the only sounds are birdsong, flowing breeze, and the soft rustle of leaves. The house itself has a rustic, character-filled presence, with a warm red exterior that blends naturally into its wooded surroundings. One of its most inviting features is the large covered porch, an ideal space to relax, sip coffee, gather with friends, BBQ and picnic, or simply take in the scenic landscape all year long. With 18+ acres to explore, the property is ideal for anyone who loves spending time outdoors. Whether you enjoy hiking, wildlife watching, creating your own trails, or simply wandering through the woods on the existing trails, there's endless opportunity for outdoor adventure right outside your door. Whether you're drawn to its uniqueness, the tranquility of nature, or the rare sense of solitude it provides, this property offers a retreat-like living experience that's hard to find anywhere else.

Envision waking up in this beautifully renovated New England farmhouse in quaint Lenoxdale Village. Enjoy morning sunrises on the front patio and quiet evening dinners on the terrace, all just minutes from the world-class culture of Tanglewood and the iconic downtowns of Lenox and Stockbridge. Inside, original hardwood floors flow throughout a versatile layout featuring 3-4 bedrooms, a cozy office space, and a spacious, freshly updated kitchen with a breakfast nook and extra pantry space. Outside, the large open yard is anchored by a charming car barn--ideal for summer projects, kayaks, bicycles, and flexible loft space. Come make this home your Berkshire dream!

Don't miss this hard to find single floor living opportunity in the highly sought after town of Stockbridge. Offering nearly 2500 sq ft of thoughtful living space, this 3 bedroom, 2 full bath home blends main level convenience and genuine rustic warmth and modern versatility. Inside the home features multiple cozy heat sources for New England winters, including a classic wood burning fireplace as well as two separate wood stoves. Outside, the property sits on almost 6 acres of private land just 3 minutes from downtown Stockbridge. Open lawn areas offer plenty of room for vibrant flower beds, rich vegetable gardens, or custom outdoor entertaining spaces. Complete with an oversized garage providing ample room for vehicles, storage or workshop. Close to everything the Berkshires offer.

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.

Tucked into the rolling hills of Great Barrington just minutes from downtown and the slopes of Ski Butternut, The Turning Point is a storied 3,600-square-foot Berkshire landmark operating as an active short-term rental. Steeped in history dating back to its 1800s stagecoach tavern roots, the property showcases an enduring dual-facade of classic New England brick and weathered clapboard. Inside, original period charm takes center stage with wide-plank wood floors and glowing fireplaces, perfectly paired with a rare, substantial footprint featuring 7 generous bedrooms and 6.5 bathrooms. Designed for effortless hosting, this expansive retreat offers an incredible canvas for a lucrative rental investment, a boutique bed-and-breakfast, or a magnificent private country compound.

Perfectly-timed for summer in the Berkshires, this 1,320-square-foot contemporary retreat at 311 Tamarack Trail is refreshed and ready for immediate move-in. Tucked away in the private Otis Wood Lands community, the home borders protected state forest land, offering a serene and private wooded setting for your seasonal escape. The interior features a bright, open-concept layout with soaring vaulted ceilings, skylights, and expansive windows that bring the beauty of the forest indoors. For effortless year-round comfort, the home is equipped with a brand-new pellet stove and high-efficiency mini-split units in every room for customized heating and cooling. The kitchen has been thoughtfully refreshed for the modern cook, featuring a brand-new built-in oven and microwave alongside stainless steel appliances. The three-bedroom, two-bathroom floor plan is supported by a septic system installed just three years ago, providing peace of mind for the long term. Designed for summer enjoyment, the outdoor space includes a deck with a direct propane line for easy grilling and a large screened-in porch featuring a projector screen for cinematic movie nights. Residents also enjoy full access to premium community amenities, including a private lake, beach, pool, club house, and tennis courts. This turnkey property is the perfect low-maintenance opportunity to start enjoying the best of Berkshire living the moment you turn the key.

The road ends here. At the end of quiet Old Quarry Road, still much as it felt 150 years ago, sits a circa 1840 farmhouse overlooking its own broad lawn, with sixty acres of woodland stretching beyond. Thoughtfully expanded over time, the original farmhouse and later addition are seamlessly integrated, yet retain separate entrances, giving everyone a little space of their own. Three bedrooms are in the original house, two more in the addition, and every bedroom has its own private bath. No sharing necessary. Multiple wood-burning fireplaces, two screened porches, an old tennis court and a stone wall between the dining and living rooms add to the story. Once a farm, now a home with history, land and possibility. The road ends here, but the rest is yours. The current owners weren't looking for this house. They were looking for a small lake cottage. Instead, they found something they hadn't expected. Twenty-six years later, it's easy to see why. You can even feel it when you're here. This became their place to gather. In summer, the back screened porch was their living room and dining room. In winter, they came together in front of the fireplace. Easy to get to from Boston and New York. Easy to get to great restaurants and farmers' markets, world-class dance and theater, skiing and lakes, and secret spots that are crazy beautiful. Life happened here. Memories were made here. This isn't a perfectly restored showpiece. It is a real old house, with history, quirks, and room for the next family to make it their own. That's good. You can move right in, live in it, and let the house help you figure out what you want to change, what you want to preserve, and how you want to live. Inherent to the home is the land. Like much of New England, what were once farm fields and pastures have gradually returned to forest. Old cart roads still wind through the woods, inviting exploration in every season. Follow them toward the remains of a small nineteenth-century quarry just beyond the northern property line. That is living history. Hike, mountain bike, cross-country ski, or just explore, right from your back door. Revive the gardens. Pick blueberries and apples. Spend the afternoon at the nearby beach. Bike to dinner. The house owes you nothing and you owe nothing to the house. The home is what it is, and no apologies are needed. A lovely old farmhouse, with 60 acres, at the end of a quiet country lane, where you can look up at night and the stars are so bright you can see the Milky Way, and hear the peepers and the owls, and that's it. Enjoy the uncommon peace that comes from knowing the road ends at your home. But the end of the road is really just the beginning. The best old houses don't ask to be admired. They ask to be lived in. Not everyone will understand this house. The right person will.

Tucked well back from the road on 3.5 private acres, this modern, lightly used home offers an effortless blend of low-maintenance living, single-story convenience, and quintessential Berkshires charm. Designed with an open, light-filled layout, the main level features gleaming hardwood floors and an seamless flow throughout the common living areas. At the heart of the main floor is a inviting living room with a gas fireplace framed by a stone surround and hearth, an updated kitchen, and a generous primary suite complete with a large walk-in closet. Enjoy indoor-outdoor living with a covered front porch, a spacious screened porch, and an expansive wraparound deck perfect for entertaining or taking in the peaceful surroundings.The expansive finished walk-out lower level extends your living living space, equipped with cozy radiant heated floors, high-efficiency boiler system, and a flexible unfinished bonus room ready for custom expansion, a home gym, or workshop. Located just minutes from Jacob's Pillow Dance Center and the very best of Berkshires dining, recreation, and cultural destinations. Highlights You'll Love: -Main Floor Living: Gleaming hardwoods, updated kitchen, and primary suite with walk-in closet -Cozy Ambiance: Living room gas fireplace with stone surround and hearth -Outdoor Living: Wraparound deck, screened porch, and covered front porch -Lower Level Potential: Walk-out finished space with radiant heat plus bonus unfinished room -Prime Location: Minutes to Jacob's Pillow, culture, dining, and outdoor recreation

Tucked away in one of Lenox's most desirable neighborhoods, this contemporary ranch has been completely renovated with no expense spared, offering effortless single-level living and a seamless connection to the outdoors. Vaulted ceilings, walls of glass, and an abundance of natural light create an open, inviting atmosphere, while nearly every room overlooks the beautifully landscaped, private backyard. Designed for both everyday living and entertaining, the thoughtfully planned floor plan centers around a stunning eat-in kitchen featuring quartz countertops, premium Thermador appliances and custom floor to ceiling millwork with an easy flow into the spacious living room with a gas fireplace, formal dining area, and an expansive sunroom with electric heat for extended seasonal enjoyment. A beautifully renovated full bathroom is conveniently located off the main hallway, while central air and a whole-home sound system provide comfort and convenience throughout. The primary suite is a true retreat, complete with direct access to the deck, a custom walk-in closet, and a spa-inspired bath featuring radiant heated floors, a soaking tub, and a walk-in shower. A second bedroom also opens to the outdoor living space, while the third generously sized bedroom offers flexibility for guests, family, or a dedicated home office. Step outside to a backyard designed for making the most of every season. The heated in-ground pool is surrounded by expansive bluestone patios, composite decking, mature landscaping, and multiple areas for dining, relaxing, and entertaining. Beyond the pool, the level lawn extends to a wooded backdrop, creating exceptional privacy and a peaceful Berkshire setting. Three outbuildings provide abundant storage and endless possibilities for a workshop, gardening shed, art studio, or hobby space. An attached two-car garage with epoxy floors and an oversized driveway complete this exceptional property. Recent capital improvements provide additional peace of mind and reflect the exceptional care this home has received. Upgrades include a Generac emergency generator, tankless hot water heater, security system, newer pool heater and brand-new pool liner, as well as front and rear composite decking. Ideally located just minutes from Tanglewood, Shakespeare and Company, The Mount, and the shops and restaurants of downtown Lenox, this turnkey home offers the perfect combination of thoughtful design, modern updates, and exceptional outdoor living in one of the Berkshires' most sought-after locations. Simply unpack and start enjoying everything this remarkable property has to offer.

Completed in 2010 and thoughtfully maintained since, this inviting log home offers a blend of warmth, functionality, and connection to its natural surroundings. A wraparound front deck welcomes you in, setting the tone for the home's relaxed feel. Inside, the main living and dining areas flow comfortably together, anchored by a spacious eat-in kitchen with radiant heat flooring, ideal for both everyday living and gathering. The main level features three bedrooms and two full baths, including a primary suite with its own en-suite. Upstairs, a flexible lofted space can serve as an office, entertainment area, or whatever best fits your needs. Out back, a peaceful setting unfolds with a wildlife pond and frequent visits from local birds and animals, best enjoyed from the rear deck. The lower level adds even more versatility with additional living space, a wood stove for added comfort, and a full in-law apartment complete with kitchen, bath, and walkout access to a private deck, ideal for extended family or rental potential. Recent updates include a new roof (2024), boiler (Dec 2025), high-efficiency water heater, well pump, updated plumbing, and a new sink. The home also features leased solar panels, Pella windows, and wiring for an electric vehicle. Conveniently located near Jacob's Pillow and all that the Berkshires have to offer.

Quitessential 1831 side hall Colonial. Charming home located in the village of Interlaken in the town of Stockbridge, MA. Just minutes to Lenox, downtown Stockbridge, and the Berkshire Botanical Center. Listen to the babbling water from the Larrywaug Brook and visit the nearby town park. Sit on the deck or around the firepit to soak in the atmosphere of privacy and peace. This 3 bedroom, 1.5 bath house has been meticulously updated. These updates include: roof, windows, deck, painting, kitchen, baths, cement clapboard, wood flooring, laundry on main level. Full walkout basement, oil heat, central air, town water, town sewer. Garage is partitioned for a workshop but can easily be converted to a one-car garage again.

Step into effortless Berkshire living in this design-forward mid-century ranch. Perfectly positioned on a quiet downtown dead-end road, this 3-bedroom, 1-bathroom home seamlessly blends crisp, modern style with classic architectural character. Inside, original hardwood floors guide you through a bright, fluid one-level layout. The living room serves as a comfortable anchor for cozy mountain evenings, featuring a striking wood stove that pairs perfectly with the home''s fresh, stylish aesthetic. Outside, the generous 0.41-acre level lot offers a private, shaded yard surrounded by mature trees-a fantastic feature for a property this close to the action. Beyond its residential charm, this property boasts coveted Business zoning, making it perfect for an ideal live-work lifestyle. Antonio M Segalla [email protected] 413-329-4075 WILLIAM PITT SOTHEBY''S - GT BARRINGTON