luxury house for sale Hinsdale, United States

Set on 2.01 private acres with sweeping western views extending to Ashmere Lake and the mountains beyond, this exceptional residence offers over 4,194 square feet of thoughtfully designed living space where comfort, elegance, and natural beauty come together. Expansive windows, gracious proportions, and multiple outdoor living spaces embrace the remarkable setting, creating an ideal backdrop for spectacular sunsets and year-round enjoyment. Designed with both everyday living and entertaining in mind, the versatile floor plan offers an abundance of inviting spaces. A soaring cathedral ceiling and gas fireplace anchor the living room, while the elegant dining room with a tray ceiling provides the perfect setting for memorable gatherings. The kitchen is a cook's dream, featuring abundant cabinetry, induction cooktop, granite countertops, stainless steel appliances, pot filler and generous workspace. It flows seamlessly into the family room, creating a warm and welcoming space for family and friends, while a private office offers a quiet retreat for working from home. The home features four bedrooms and four full baths, thoughtfully arranged to accommodate a variety of lifestyles. The spacious primary suite serves as a private sanctuary with two walk-in closets, a spa-inspired bath with a jetted tub, and direct access to the expansive deck overlooking landscaped grounds and lake and mountain views. Two additional bedrooms share a Jack-and-Jill bath, providing comfort and convenience for family or guests. The walkout lower level expands the home's versatility with a spacious game room, an oversized laundry room, exceptional storage, a workshop with workbench, and a screened porch that opens to the backyard oasis. Outdoor living is every bit as impressive as the interior. An expansive deck with electric sun awning, accessible from the living room, family room, and primary suite, invites you to relax and take in the breathtaking western vistas stretching across Ashmere Lake to the mountains beyond. Below, the beautifully landscaped grounds feature a resort-style in-ground saltwater pool and spa with a cascading waterfall, a fenced yard, and exceptional privacy, creating an idyllic setting for entertaining or peaceful relaxation. Additional highlights include oak flooring, a two-car attached garage, efficient propane heat, owned solar panels, a whole-house generator, mature landscaping, and exceptional storage throughout. Offering privacy, remarkable views, generous living spaces, refined finishes, and exceptional amenities in a truly picturesque setting, this is a home designed to embrace the very best of Berkshire living.

Unique woodland style home in a private wooded setting on an inviting cul-de-sac in a sought after Dalton neighborhood. Custom designed by and for, well known architect, Brian Pilling. Quality Built and finished with solid wood features by Allegrone. New roof and freshly painted exterior make this home move in ready. Distinctive layout with three levels of living creating privacy and space while close enough for connectedness and fun. Modern open floor plan with flow and ease featuring a unken living room with dramatic floor to ceiling stone masonry fireplace. Remodeled kitchen with granite, artisan style cooks' alcove topped professional grade appliances. Light filled rooms with balcony overlook to master suite with new luxury bath and sitting room-office-den. The finished walk-out lower level offers exceptional bonus living space, ideal for room, fitness studio, home office, recreations room or comfortable accommodations for overnight guests. Walk-out to expansive and private wooded back yard on nearly one acre. Style, space and design like no other and move in ready. Incredible seasonal sunset views. Private country feel yet convenient to all of Dalton's country small town charm.

Set on approximately 3 picturesque acres in Dalton, this beautifully restored New England farmhouse seamlessly blends rich Berkshire history with thoughtful modern updates. Once operated as both an inn and stagecoach stop, the property is filled with timeless character. The home features 5 bedrooms and 3 full baths, including a spacious first-floor primary bedroom along with an additional first-floor bedroom and two full baths, ideal for guests or convenient single-level living. Warm and inviting gathering spaces include a library, living room, family room and formal dining room all filled with natural light and historic architectural details. Cozy gas stoves in both the kitchen and family room add modern touches to the home's classic New England feel. Upstairs, you'll find three additional bedrooms, an office space, full bath, and dedicated laundry room. Throughout the home, original details tell the story of its remarkable past, including a pre-Revolutionary War fireplace complete with crane arm and bread oven, wide plank floors, and unique artifacts uncovered during renovation, including a cannonball hidden within the walls and a historic U.S. Mail horse bridle medallion. The second floor of the original inn once served as a gathering space for town meetings, with original floorboards still spanning the full width of the home. Outside, a welcoming front porch and expansive deck overlook the grounds, creating the perfect setting to relax, entertain or garden. A detached 3-car garage with a storage loft offers ample space for vehicles, hobbies, or workshop potential. The property has also operated successfully as an Airbnb, offering excellent income potential or flexibility for multigenerational living. A new roof provides added peace of mind. A rare opportunity to own a truly special Berkshire property where historic charm, modern comfort, and timeless New England character come together in an unforgettable setting.

Perfectly positioned on a generous corner lot in one of Dalton's most sought after neighborhoods, this thoughtfully maintained home offers the ideal blend of comfort, convenience, and everyday living. With three bedrooms, a beautifully tiled bath, and 1,104 square feet of inviting living space, the home is perfectly suited for those seeking a move-in ready property in an exceptional location. The level, fully fenced backyard extends your living space outdoors, offering room to entertain, garden, play, or simply unwind. A storage shed adds everyday functionality, while the quarter-acre lot provides a wonderful sense of openness rarely found at this price point. Significant improvements have already been completed for the next owner, including a natural gas boiler (2018), newer roof, new driveway (2025), Mass Save insulation (2021), aluminum seamless gutters, and on-demand hot water. Just moments from Dalton's schools, parks, local shops, restaurants, and commuter routes, this home offers the ease of town living with everything you need close at hand. Whether you're purchasing your first home, downsizing, or simply looking for a property in one of the Berkshires' most desirable communities, this is an exceptional opportunity to enjoy a lifestyle defined by comfort, convenience, and location.

Country Charmer set atop of Washington Mountain on 1.2 wooded acres offering privacy and a view for a four spacious bedroom, two-and-a-half bath cape style home and close to all city conveniences. Treetop views greet you at the front door with a picturesque view of distant Mount Greylock welcoming you home every day. Quality built one-owner home grounds you with gleaming hard wood floors and oversized windows surround you with the calming view. A gracious fireplaced living room frames the view with a statement picture window. Enjoy a formal dining room with custom built-ins and bay window filled with sunshine perfect for flourishing flowers and house plants. Cozy kitchen with counter space designed for cooking, serving, dining and family schedule planning with the built-in desk, set comfortably next to a full wall brick fireplace warming family and friends while eating and gathering. Thoughtfully designed for everyday dining and another 6' wall of windows with a window seat to watch the birds and wildlife from while enjoying the outdoors indoors. Easy one level living with two bedrooms: a primary king-size bedroom and queen-size bedroom or first floor office with lovely full bath off the hall. Upstairs more gleaming wood floors finish the two grande bedrooms, adjoined by a full bath and incredible eave storage that could be converted into more living space, possibly a full bath, office or toy room. Lower level accommodates laundry, workshop, furnace and utilities with a two-car garage entrance off the driveway. Escape home to the woods after a long day and live close to hiking the Appalachian Trail, blueberry patches, the town reservoir and incredible bee hives with a nearby neighbor. Minutes to all city conveniences yet surrounded in country beauty and nature out your doorstep. See it today and create the home you have dreamed of... quaint and sweet at home in Dalton MA, the Berkshires.

Set within one of Southeast Pittsfield's most desirable neighborhood settings, 53 Greenings offers an exceptional blend of privacy, space, and effortless everyday living. Set on a beautifully landscaped 1.07-acre double lot, this spacious ranch style residence feels wonderfully secluded while remaining connected to the conveniences and amenities of the surrounding community. Mature landscaping, established flower beds, and expansive lawn create a truly park-like setting, an inviting backdrop for morning coffee, summer gatherings, or simply enjoying the quiet of home. Inside, 3,275 square feet of living space unfolds with an appealing sense of openness and flow. Spacious rooms, generous windows, and a freshly painted interior create a warm, welcoming atmosphere, while the open floor plan makes the home equally comfortable for relaxed living and entertaining. At its heart is a stunning chef's kitchen, thoughtfully designed with an amazing oversized island, stainless steel appliances, open shelving, and abundant cabinetry. Large windows and French doors fill the space with natural light while creating a wonderful connection to the rear yard and provide direct access to the expansive rear deck. It is a space that invites both cooking and conversation, with views toward the beautifully landscaped grounds beyond. The primary suite provides a private retreat of its own, complete with a spacious bedroom and en-suite bath. Throughout the home, two fireplaces add warmth and character, while a sunken formal living room provides an intimate space for gathering or quiet evenings. The finished lower level significantly expands the living possibilities, offering additional family and recreational space, a full bath, and versatile sleeping arrangements for guests or extended stays. Abundant storage throughout the home, including substantial lower-level storage, adds an appreciated layer of practicality. Outside, the grounds are as much a part of the property's appeal as the home itself. The expansive rear yard, mature plantings, flower beds, and surrounding greenery create a sense of tranquility that is increasingly rare, particularly within a neighborhood setting. A spacious two-car garage provides ample room for vehicles, equipment, and additional storage. Leased solar adds to the home's thoughtful blend of comfort and energy-conscious living. Numerous updates enhance the home's comfort and ease of ownership, including newer windows (2024), a new hot water heater (2025), freshly painted interiors, and a recently power-washed exterior and deck. The leased solar system is another attractive feature, providing an energy-conscious addition to the property. With its generous proportions, beautifully updated kitchen, private outdoor spaces, mature landscaping, and unusually appealing setting, 53 Greenings offers a rare opportunity to enjoy the best of both worlds: the privacy and feeling of a country retreat, paired with the convenience and community of an established Southeast Pittsfield neighborhood. This is a property best experienced in person!

Be wowed by this southeast sleeper that presents as a traditional-style colonial where you'll be pleasantly surprised by all the upgrades. This home offers custom luxury features and stylish finishes with exceptional indoor-outdoor living. 145 Leona is modernized inside and out. It is situated on a unique lot with a welcoming front porch, spacious side lawn ideal for play plus a bonus hilltop wooded retreat. You get the best of all worlds here. Begin your tour inside with the awe-inspiring heart of the home, a beautifully designed kitchen with quality cabinetry, top-of-the-line Bosch appliances, marble counters, and a sleek tile backsplash that blends artistic symmetry with everyday function. The centrally placed coffee-bar buffet is perfect for morning coffee, casual entertaining, or signature summer cocktails with friends and neighbors. Radiant heated floors add cozy comfort throughout the family room, kitchen and everyday dining area. The mudroom features an updated Kohler half bath/powder room, laundry, and entry from the garage. The dining area and fireplaced family room overlook the full-span TREX deck and 2 goshen stone patios with a firepit--an ideal setting for s'mores, campfires, and memorable evenings outdoors. The east-side backyard lawn is perfect for outdoor sports and a swing set. A stairway built into the hillside leads up to the wooded hilltop and your own backyard forest escape, complete with a stand of trees, picnic table, hammock, and tent area for at-home adventures. As the night wanes and it's time to wander indoors, you will discover a beautiful sweeping circular staircase leading you to the bedroom level. Enjoy four bedrooms and two updated custom finished baths. Choose the designer deep soaking Kohler bathtub to soak and unwind, creating a luxury spa experience before slipping into the freshly carpeted cozy bedroom of your choice. The primary suite is queen-sized for comfort ensuring a restful ending to your day with the soothing water in motion rain shower experience in the designer bath which also has a radiant heated floor. Start the day with a spacious well planned walk in closet and enjoy the central locale for a quick and easy morning commute to school and work. Updated mechanicals complete the quality and value of this home with a lower level family room and an abundance of storage. Everything you need is ready for you to move right in. Join this welcoming neighborhood and the Friends of Leona community, where you can enjoy the perfect blend of comfortable living, nearby parks, city conveniences, and two levels of outdoor space on a manageable wooded home site. This home is a treasure to be discovered.

Situated on highly desirable Mountain Drive, this expanded 3-bedroom, 2-bath Cape delivers classic Berkshire charm, thoughtful updates, and flexible living spaces. Step inside from the welcoming front porch into an inviting layout featuring hardwood floors and abundant natural light. The spacious living room is anchored by a wood-burning fireplace flanked by custom built-ins, flowing into the formal dining room and a tastefully remodeled kitchen. Enjoy year-round tranquility in the heated four-season sunroom or relax in the separate main-floor den featuring a cozy gas fireplace and sliders leading out to the rear deck. A generous first-floor bedroom, full bath, and dedicated laundry room offer effortless single-level living convenience. Upstairs, find a sprawling primary suite with a walk-in closet, a second sizable bedroom, and a fully renovated full bath. The lower level expands your entertaining footprint with a heated family/recreation room and workout space, alongside a large unfinished workshop and mechanical storage area. Out back, the private half-acre lot creates a peaceful retreat complete with a custom storage shed, mature landscaping, and the gentle backdrop of Sackett Brook. Featuring an attached two-car garage, natural gas heat, and public utilities, this turnkey home offers suburban tranquility just minutes from downtown Pittsfield, Lenox, and all Berkshire cultural attractions.

Set in a desirable southeast Pittsfield neighborhood, this charming 3 bedroom, 1 bath Colonial offers a compelling blend of timeless character, natural light, and thoughtfully addressed updates. Original hardwood floors lend warmth and authenticity throughout the living spaces, while updated windows bring added brightness to the home. The updated kitchen, with granite countertops, provides a comfortable foundation for everyday living and entertaining, while a fully heated sunroom adds an especially appealing dimension to the home; an inviting year-round retreat for morning coffee, reading, or simply enjoying the changing seasons. Important improvements, including updated electrical, have already been completed, offering peace of mind while leaving room for the next owner to bring their own vision and personal style. Ideally located in southeast Pittsfield, this welcoming Colonial presents an opportunity to enjoy the character of a classic New England home with many of the essential updates already in place. A must see!

Introducing 444 Pomeroy Ave, a true neighborhood icon! This one ticks all the boxes: Curb appeal to the max with mature perennial plantings, gracious front yard, private side yard with hot tub, and the true star of the show--the screened porch, which you won't want to leave in the summer. The home is spacious with a cook's kitchen and dining room, plus an ample, fire-placed living room with built-ins galore. First floor 1/2 bath and period details and charm that cannot be replicated today. Upstairs, 3 sizable bedrooms, and a fully renovated bathroom with Italian marble counters, tiled walk-in shower, and radiant heat. The partially finished lower level features another bedroom for guests. A large two car garage was added, with exceptional loft storage space above. Be ready to fall in love!

Gracefully situated on a gentle sloping hillside street this distinctively designed multi-level home offers distant and seasonal Berkshire mountain views. Abutting the rolling meadows of Arrowhead, Melville's historic home and grounds, you can embrace the vast privacy, open land and natural beauty much like the famed author. Surrounded by artfully designed gardens, this architecturally refined residence is a private enclave offering 4-5 bedrooms, 3 full bath, masterfully landscaped set on 1.5 acres with unique tree selection, blooming shrubs and pollinator flowering perrenials. Just 10 minutes to the culture, cuisine and art offerings of Lenox especially the sounds of Tanglewood. Minutes to all that is Berkshire while being immersed in renowned peacefulness. Follow the gently curved stone stairway to the covered front porch and enter into an open and spacious entry with an intriguing glimpse of flowers exquisitely private. Be welcomed into a graciously sized formal living and dining rooms ideal for entertainment, memories and laughs to be shared. Relax in comfort and warmth of the brick fireplace fully framed with wall to wall windows balancing light while inviting the outdoors in. Adjoined to the expansive cooks kitchen topped with granite countertops, triple windows for full backyard viewing, and spacious everyday dining which leads to a private and expansive rear deck and screened sunroom. Step inside and ascend a half flight of stairs to the bedroom level, where four generously sized bedrooms offer both comfort and ample space. These rooms share a spacious full hall bath. The private, king-sized primary suite welcomes you each morning with cheerful and soothing sunrise views over the October Mountain ridgeline. Descend to the walk-out entry level, which features a versatile home office or guest suite, a third full bath, and a convenient shared laundry area all situated on the lower entry level close to the oversized two-car garage. The next lowest level remains unfinished, providing an excellent opportunity for large-scale storage, a workshop, or additional creative uses. This is a unique opportunity in this glorious Berkshire Summer market, situated close to Lenox for enriched entertainment, Pittsfield's Guido's Fresh Marketplace for gourmet, farm-fresh foods. Enjoy lake activities at Pontoosuc or Onota Lake within 20 minutes or indulge in hiking and mountain biking at October Mountain and kayaking or hunting at Canoe Meadows Wildlife Sanctuary. With incredible views at home and endless outdoor adventures nearby, this residence offers the best of Berkshire living.

Elegance meets history on 1 Eaton Lane! Tucked away on a quiet, sought-after street just minutes from the Country Club of Pittsfield and only 10 minutes to vibrant downtown Lenox, this remarkable Colonial seamlessly blends timeless character with extraordinary versatility. Offering just under 5,000 square feet of living space, this historic estate presents a rare opportunity for those seeking a home with a story. The main house is a masterclass in classic architecture, featuring period details enhanced by thoughtful modern updates. High ceilings, gleaming hardwood floors, and charming front and back staircases ground the home in history, while the spacious layout provides endless room to breathe. The heart of the home is a sophisticated kitchen, featuring rich cherry cabinetry, new stainless appliances, brand-new quartz countertops, and a dedicated coffee bar. The living room is a large inviting retreat, anchored by a wood burning fireplace and striking exposed joist-and-beam ceilings. The dining room has been beautifully refreshed with crisp finishes and refined crown molding, offering a bright, modern aesthetic while honoring the home's traditional roots. With five bedrooms, two full baths in the main house, a convenient first-floor laundry, and a newly constructed one-car garage every detail has been attended to. Other recent upgrades include a new 200 AMP electrical panel, a newly installed water meter, and a renovated upstairs full bath. Connected to the main residence is a captivating guest house with a unique pedigree--originally purchased from Berkshire Life for $1 and relocated to this site. This versatile space is perfect for multi-generational living, an in-law suite, or a private studio. It is defined by soaring cathedral ceilings, rustic barnwood doors, and an expansive loft bedroom, all echoing the property's rich history. The Grounds , Situated on a beautifully manicured half-acre lot, the property offers a serene outdoor escape. Whether you are enjoying a morning coffee on the tranquil front porch or hosting an evening on the new composite deck overlooking the grounds, the curated landscape provides the perfect backdrop for gracious living. This historic estate is not just a home--it is an incredible collection of possibilities for its new successor. Viewings scheduled exclusively by appointment.

Set on an oversized corner lot at the end of a quiet dead-end street, this bright renovated 3-bedroom, 2-bath home offers an impressive amount of outdoor space in a neighborhood setting. The expansive yard is the standout feature, with established gardens, mature trees, a firepit area, open lawn space, and a fenced section for pets. Inside, the home has been thoughtfully updated throughout. The bright eat-in kitchen features new appliances, stylish finishes, and a generous pantry. The main level also includes a living room, first-floor bedroom, full bath, and a three-season porch. Upstairs you'll find two additional bedrooms, a home office, a renovated full bath, and a covered porch overlooking the neighborhood. The lower level provides laundry and storage space, while the detached garage offers additional room for tools, equipment, and seasonal items. The established gardens, firepit, and oversized yard are what make this property special, creating a home that feels welcoming and well-loved.

2 bed, 2 full bath Berkshire retreat. The bright, airy living room features warm wood floors that lead into a cozy eat-in kitchen. With a heated sunporch and 1st floor full bath, the home offers multiple inviting spaces to relax or entertain. Step outside to a brand new back deck, an ideal setting for summer evenings. 2 bedrooms on the second floor, with a full bath and dreamy tub. Meticulously-maintained home with a new 200-amp electrical service, this turnkey retreat ensures total peace of mind. Expansive back yard with basketball court and shed. Whether you're enjoying the classic rocking-chair porch or exploring nearby trails and boutiques, this sweet sanctuary is a rare find in the heart of Berkshires.

Welcome to a custom-designed architectural haven where clean, modern design meets inviting warmth. Meticulously maintained and lightly lived-in, this spotless, move-in ready retreat offers the ultimate in effortless, single-floor living set against a backdrop of mature perennial gardens, custom walking paths, and complete privacy. Step through the inviting front porch into a bright, open-air floor plan anchored by soaring ceilings, oversized windows, and rich bamboo floors that seamlessly bring the outdoors in. The heart of the home features a cozy gas fireplace and radiant-heated floors for year-round comfort. The chef's kitchen and main living spaces flow effortlessly onto an expansive wraparound deck, perfect for alfresco dining while taking in views of the private grounds. The primary suite serves as a true sanctuary, complete with a spa-inspired bath and a private sunroom to enjoy your morning coffee. The finished lower-level walk-out extends your living space exponentially. Featuring a second family room, a guest bedroom with a full bath, a convenient kitchenette, and a versatile bonus room (unfinished, ideal for a gym, studio, or home office), this level provides an ideal setup for hosting guests or multi-generational living. Built with high-end materials and top-tier fixtures throughout, the home boasts high-efficiency mechanicals that ensure sustainable, low-maintenance living. An oversized two-car attached garage offers ample space for vehicles, gear, and storage. Located in the heart of the Berkshires, you are just an easy drive from world-class cultural attractions, fine dining, hiking, and year-round outdoor recreation--all while returning home to your own 20-acre sanctuary. Listing Highlights Breakdown Layout: Single-floor living + finished walk-out lower level (with guest suite, family room, and kitchenette). Heating/Cooling: Radiant-heated main floors, high-efficiency mechanicals, two gas fireplaces. Outdoor Features: 20 private acres, mature perennial gardens, private walking trails, wraparound deck, covered front porch. Garage and Storage: Oversized 2-car attached garage with extra room for recreational gear. Condition: Turnkey, spotless, custom-built, and lightly used.

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.

Just 3 miles from Tanglewood and moments from the heart of Lenox, this 36+ acre estate offers rare scale, privacy, and flexibility in one of the Berkshires' most sought-after settings. A long, tree-lined driveway creates a strong sense of arrival, unfolding into two separate residences surrounded by woods, open land, and long-range possibility. The acreage offers both seclusion and the ability to selectively open views toward October Mountain State Forest. The main residence is thoughtfully configured for multi-generational living. The first floor centers around a large living and dining room anchored by an oversized stone fireplace, an eat-in kitchen with oak cabinetry and granite counters, and multiple access points to the outdoors. A heated sunroom and screened porch extend the living experience across seasons. The primary suite includes an en-suite bath, and this level is further enhanced by a second kitchen and laundry hookups, creating true independence within the home. The second floor functions as its own private level, featuring three bedrooms and two full baths. The guest house feels like a second home entirely. With two bedrooms, two full baths, a dramatic stone fireplace, and a kitchen finished with Caesarstone quartz, it offers independence without compromise. Mini-split systems provide year-round comfort, while a private laundry and generous scale make it equally suited for extended stays or full-time living. Both residences feature claw-foot tubs and roofs replaced within the past three years. A two-car garage at both houses, potting shed, fire pit ring, and expansive grounds complete the offering. This is a property defined by flexibility and scale--where multiple generations can live together while maintaining independence, and where land, light, and structure align to create lasting possibility.

Experience the perfect balance of grand-scale architecture and tranquil nature in this stunning 6,000+ sq. ft. modern Colonial. Nestled on 3.42 manageable acres within a private enclave near Onota Lake, this 5-bedroom, 5.5-bath estate offers sweeping meadow views just minutes from the world-class arts of Tanglewood and The Clark. The entry is marked by dramatic dry-laid stonework, leading into an interior defined by soaring heights. The heart of the home is a two-story living room featuring vaulted ceilings and a floor-to-ceiling stone fireplace. The expansive living space of the great room flows effortlessly into a gourmet chef's kitchen equipped for high-end entertaining with dual refrigerators, double wall ovens, and a center island cooktop with a built-in griddle. High-top island seating allows for social cooking and a sizable breakfast area flanked by a wall-to-wall credenza—ideal for buffet-style hosting. The home's floor plan thoughtfully blends communal areas with distinct privacy across three levels. The main level is designed for complete convenience and the primary suite is a true sanctuary. It features a private egress to the pool and a hidden back staircase leading to a secluded loft—perfect for a library or reading nook overlooking the suite. The upper level offers a sweeping gallery balcony overlooking the great room, leading to four spacious bedrooms. This includes two private ensuites and two additional bedrooms serviced by a full bath and a dedicated laundry room. The lower level is an entertainment hub featuring a home theater, gaming space, gym, full bath, and a secondary egress for easy garage access. The fully-fenced backyard makes for a resort-style oasis. Host movie nights on the expansive deck, or relax by the heated inground pool and custom-finished patio. The designer firepit is anchored by a unique stone compass inlay, and a poolside full bathroom ensures guests never need to track water through the main house. For the automotive hobbyist or enthusiast, a high-end, three-bay attached garage is professionally finished with epoxy floors, industrial-style metal cabinets, and an EV charger. You will also find a massive, 50x40 detached shop with four bays and oversized doors. Whether for housing a car collection, an RV, or a professional art studio, the possibilities of this space are endless. Embrace the Berkshire landscape in a home where every detail has been considered. Whether you are heading out for fine dining or staying in to enjoy your private oasis, Blythewood Estates offers a lifestyle of unparalleled peace and sophistication.

Experience the perfect blend of professional utility and luxurious comfort at 1 Almon Ave., a beautifully constructed and impeccably maintained retreat located in a BG-zoned area. This home offers an exceptional opportunity for those looking to operate a business or maintain a home-office setup without sacrificing lifestyle quality. The main residence provides four spacious bedrooms, including a convenient first-floor bedroom w/ a walk-in closet, complemented by four full bathrooms. At the heart of the home, the gourmet kitchen showcases custom hickory cabinetry paired with solid granite countertops. The second floor--which, along with the stairs, will feature new carpet--includes three additional bedrooms, a family room, a full bath with laundry, and a massive storage closet. Versatility Versatility defines the living space, further highlighted by a finished third floor that includes an additional full bath, perfect for a primary or guest suite, studio, or recreation area. The lower level offers even more flexibility, featuring its own separate entrance and ample space that can be utilized for business needs. Comfort is prioritized year-round with a wood stove that adds warmth to the home. The exterior is equally impressive, featuring meticulously landscaped grounds, a welcoming front porch, and a rear Trex deck ideal for outdoor entertaining. Car enthusiasts and hobbyists will appreciate the standout garage setup, which includes electricity and heated bays fully equipped with a steel beam, as well as a separate, heated, three-bay garage with electricity. Sustainability is a significant benefit here, as the home comes equipped with owned solar panels that have allowed the current owners to eliminate electric bills for the past seven years. Adding to its local charm, this property is famously known as the premier holiday light display destination in the Berkshires.

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!

Charming and ideally located in the heart of Lenox, 24 Franklin Street offers an inviting open-concept layout with two bedrooms and one and a half baths. An open front porch welcomes you into a comfortable home where the kitchen, dining, and living spaces flow naturally together. The generously sized kitchen is equipped with a range, refrigerator, and dishwasher, making it both functional and ready for everyday living. Electric heat with individual room controls provides flexibility and efficiency, while town water and sewer add to the ease of ownership. The open front porch offers a welcoming spot to relax and enjoy this quintessential Lenox setting. With an amazing location near the village, restaurants, shops, and everything that makes Lenox such a special destination, this is an appealing opportunity for a full-time residence, weekend getaway, or investment property. 24 Franklin Street may also be purchased as part of a package with 22 Franklin Street and 85 Church Street, offering an exceptional opportunity to acquire multiple properties in this prime Lenox location.

Adorable and full of character, 22 Franklin Street is a charming cottage-style property with the potential to become something truly special. Offering two bedrooms and one-and-a-half baths, the home features an inviting enclosed front porch and an enclosed rear porch finished in warm knotty pine, adding character and flexible space. The property will require some work and updating, but for the right buyer, that is precisely where the opportunity lies. Bring your vision and transform this cottage into a wonderful Lenox retreat, residence, investment property, or potentially a commercial venture. The property is commercially zoned, offering added flexibility for future use, subject to town approval. Additional features include natural gas, town water and sewer, and some replacement windows. The location offers the convenience and appeal of being in Lenox, with the village, shops, restaurants, and cultural attractions close at hand. An especially compelling opportunity for those looking to acquire multiple properties, 22 Franklin Street may also be purchased as part of a package with 24 Franklin Street and 85 Church Street. There is tremendous potential here to create something special in one of the Berkshires' most desirable communities.

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!

The Kemble, a registered Great Estate built in 1881, is set in the heart of downtown Lenox. Originally a Gilded Age estate, it has been updated and is now offered fully furnished as a turnkey luxury rental. The property is designed for groups, with multiple gathering spaces, a well-equipped kitchen, a mahogany bar, and 13 en-suite bedrooms. It comfortably accommodates 20+ guests and has been a strong performer for weddings, corporate retreats, and multi-generational stays. The grounds feature open lawns, established gardens, and west-facing views. Fully ADA compliant and walkable to Lenox's restaurants, shops, and cultural venues. A rare opportunity to own a large-scale, income-producing property in one of the Berkshires' most established locations.