luxury house for sale Lanesborough, United States

A Berkshire landmark ready for its next chapter. Once home to the beloved BONDHU and Mill on the Floss restaurants, this multi-use property offers endless opportunity — from a charming single-family residence to a live/work haven, a boutique inn, or a luxury destination dining experience reborn. The second-floor living quarters feature four bedrooms, including a primary suite, plus an open living and dining area. A chef's kitchen with granite countertops and high-end stainless steel appliances completes the space. Perfectly situated along the scenic Route 7 corridor between Williamstown and Pittsfield, this one-of-a-kind property invites vision and imagination to bring it to life once again.

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.

Maggie Gavin [email protected] 413-822-4580 WILLIAM PITT SOTHEBY''S - LENOX

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.

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.

Surprisingly spacious cape style home with beautiful hardwood floors, offering comfortable living for everyone. First floor blends traditional floorplan with certain wheelchair-access conveniences that make for easy one-level living. First floor kitchen sink access, two full baths, primary bedroom suite, inside and outside deck access with ramps. Upstairs enjoy three private bedrooms--great options for multi-generational shared living. Lovely southeast neighborhood close to the famous East Side Pizza, Lakewood Creamery and nestled between three parks to enjoy baseball fields, tennis courts, pickleball, basketball, tracks or nature near Goodrich Pond. Surround yourself with nostalgia and the good life.

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!

Welcome to this immaculately maintained two-family home--a turnkey property that meets today's timeless standards! This choice 2-family home beautifully balances sophisticated living with incredible versatility, making it an ideal match for owner-occupants, multigenerational families, or savvy investors alike. Including features you are sure to love: Modern Living: Bright, open floor plan living areas featuring fresh paint and updated appliances. Comfort and Convenience: Both units boast primary bedrooms with ensuite baths, large dedicated laundry areas, updated windows, and pristine ceramic-tile bathrooms. Flex Space: A partially finished basement offers the perfect canvas for storage, workshop, craft area, home gym, etc. Outdoor Oasis: Enjoy your morning coffee or warm evenings from the screened-in porch or private second-floor deck, all overlooking a backyard ideal for gardening and relaxing by the charming water fountain. Whether you are looking for rental income or a spacious multifamily retreat, this property offers an extraordinary lifestyle opportunity!

Gracious colonial style home in the heart of the southeast historic neighborhood minutes to upstreet cultural art and theatre district with museums, galleries, theatres, eclectic dining, and more. This home awaits your finishing touches is search of a new homeowner with a sense of style and interior design to make this beauty the show piece it deserves to be. Abundance of living spaces on multi levels, finished attic for six bedrooms boasting three full baths and one half bath. Modern kitchen and primary bath give you the start you need. New hot water baseboard heating system and incredible front yard that is edged in custom cut marble for easy care maintenance. Lower level walk-out offers more space for exercise, crafting and workshop space. Incredible oversized yard for fun and enjoyment

Welcome to 100 Boyston Street Ext, an extensively updated Pittsfield home with every major element renewed for a warm, modern, turnkey feel. The first floor features a bright open layout, a brand new contemporary kitchen, and connected living and dining spaces. Two first floor bedrooms and a full bath add flexibility for single level living or guests. Upstairs primary suite with refinished hardwood floors and a renovated bath. The layout is functional and offers more space than expected. Major updates include a new roof, new heating and cooling with a heat pump, all new bathrooms, a new kitchen, new main level flooring, and refinished floors upstairs. Fully move in ready in a convenient Pittsfield location.

Enjoy easy, turn key living in this spotless, beautifully maintained 3 bedroom, 1 bath ranch style home! Ideally situated in one of Southeast Pittsfield's most desirable neighborhoods, this classic residence combines quality construction, timeless appeal, and exceptional value. Beautiful hardwood floors extend throughout the thoughtfully designed main level floor plan. The warm and inviting living room features custom built in cabinetry, a cozy fireplace, and a picture window offering seasonal mountain views. The dining room features built ins and is complemented by a well appointed kitchen with stainless appliances. Three bedrooms include a generously sized primary bedroom with a walk-in closet. The living space extends naturally into the scenic three season sunroom, which offers direct access to the deck and overlooks the lovely, level backyard. The lower level provides abundant storage and includes a spacious area with excellent potential to create additional finished living space, a playroom, home office, or recreation area. Outside, enjoy the level backyard and outdoor deck, perfect for relaxing or entertaining. Central air conditioning, replacement windows and a convenient one car attached garage add to the comfort and practicality of this well maintained home. A wonderful opportunity to own a quality built property in a highly desirable Pittsfield location! Note: Total square footage excludes the three-season sunroom.

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!

On the Dalton/Hinsdale line atop Tully Mountain! A wonderful chalet style raised ranch on just over 5 acres offering the kind of privacy, space, and versatility that makes a home feel truly special! Built and maintained by its original owners, this is a solid, well-constructed home that has been exceptionally well cared for over the years. Generous rooms, abundant closet space, and seasonal mountain views add to its appeal! The main level features an inviting living and dining area centered around a wood burning fireplace with a substantial hearth and sturdy mantel. Sliders from both the living room and dining room open to the wonderful south facing composite deck, creating an effortless connection between the interior and outdoor living spaces. The expansive deck spans the entire front of the house and continues along part of the side, offering an exceptional setting for entertaining, relaxing, and enjoying the surrounding privacy and views. The spacious kitchen features solid cherry cabinetry, a peninsula providing additional cabinet space and storage, and an easy connection to both the dining area and side deck. It is a wonderful space for gathering and entertaining. All three bedrooms are generously sized, with one featuring wood flooring. The primary bedroom offers the added convenience of double closets, while the upstairs full bath includes a vanity with excellent storage. The walkout lower level adds even more living space, including a large family room with built-ins, a generous laundry room, full bath, and direct access to the oversized two-car attached garage. Efficient electric heat is complemented by a gravity-fed oil stove, offering flexibility and comfort throughout the seasons. A brand-new septic system is another significant improvement. A shed provides additional storage. Solidly built by its original owners and well loved through the years, 820 Robinson Road offers a wonderful combination of character, comfort, privacy, and exceptional indoor and outdoor living space. A true Berkshire home with room to gather, relax, entertain, and enjoy the seasons.

Welcome to the historic Simmons Cottage located at 2 Melrose Street in Adams, MA. This Victorian gem, completed in 1901, perfectly blends its 19th-century character with modern convenience. Situated on a .24-acre lot in the heart of Adams, the 2,406-square-foot residence features 4 bedrooms, three bathrooms, office, and full attic. The home's historic elegance shines through its preserved curved front porch, original woodwork, stained-glass windows, and rare Lincrusta ceilings. This home has been updated to provide efficiency, including a new roof, upgraded heating system, and a modernized kitchen. A standout feature is the unique historic carriage barn, relocated and repurposed into an incredible five-car detached garage for your vehicles and hobbies!

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.

Rare opportunity to acquire two apartment buildings totaling nine units in a convenient Adams location. These properties are thoughtfully updated throughout, with a newer roof, boilers, hot water, windows, electrical systems, and modern finishes. Kitchens are remodeled with stylish touches, including quartz countertops, newer cabinetry, and updated appliances. with stylish touches including marble countertops, new cabinetry, and updated appliances. 16 North Summer Street, Adams offers six units, providing immediate value potential for investors looking to maximize rental income. The units are solid and updated, presenting a strong foundation for your portfolio. 18 North Summer Street features three fully renovated units! These two bedroom apartments offer well designed living spaces. The result is a turnkey component with strong, healthy rental income already in place. The property includes a mix of garden style and townhouse style units, appealing to a variety of tenants, and offers the added convenience of off-street parking. Ideally located near downtown Adams and the Ashuwillticook Rail Trail, residents enjoy easy access to local dining, shopping, and outdoor recreation. Just minutes away from cultural destinations including Mass MoCA and The Clark Art Institute, as well as Mount Greylock State Reservation, Greylock Glen, and the Thunderbolt Ski Trail, offering year round lifestyle appeal in the Berkshires. An excellent opportunity to blend immediate cash flow with long term upside in a desirable and growing area!

Be pleasantly surprised by this lovingly transformed home! Once a multigenerational home, it has been beautifully updated from top to bottom, thoughtfully preserving its warmth and character while creating a fresh, modern setting for your next chapter. Major upgrades--including a newer roof, vinyl siding, numerous new windows, updated boiler and hot water heater, new plumbing, and modern electrical--offer peace of mind and true move-in readiness. The bright new kitchen features quality butcher-block countertops, brand-new stainless-steel appliances, abundant cabinetry, and plenty of room for baking and preparing meals together. The open living-dining layout makes gatherings easy, with an island for quick meals, a charming coffee-tea station, and space around the dining table for relaxed conversation. A new first-floor full bath adds convenience, especially after enjoying the spacious backyard and its remarkable distant westerly mountain views. Upstairs, three bedrooms share a beautifully updated full bath, along with a convenient second-floor laundry featuring a premium new stackable washer and dryer. One bedroom opens onto an east-facing back porch overlooking the yard--a perfect spot for morning coffee and a little scrolling. Enjoy weekend hikes or mountain biking at Greylock Glen, or retreat to the downstairs den-TV-exercise room for yoga, workouts, or a cozy rainy-day escape. Downtown is within walking distance, with small-town charm, grassroots entertainment at the Adams Theater, and nearby MASS MoCA offering contemporary art, performances, and music festivals. Add delicious Mexican food, a famed pizza spot, Chinese takeout, and ice cream at the Rainbow Shack, and you have the makings of a sweet northern Berkshire life. Come see this sweetheart of a home soon--it won't last!

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.

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.

Introducing Green River Meadows, a new luxury development that prioritizes healthy, sustainable living—ideal for those seeking an eco-friendly lifestyle without sacrificing luxury. Nestled alongside the Green River in Williamstown, just a short distance from the prestigious Williams College and surrounded by the cultural richness of the Berkshires, this community offers an exceptional lifestyle in a prime location. These to-be-built homes reflect a deep commitment to sustainability, seamlessly blending innovative design with environmental stewardship. Built using Passive House principles, the homes are designed to achieve optimal energy efficiency through superior insulation, triple-pane windows, airtight construction, and continuous fresh air ventilation, ensuring year-round comfort without heavy reliance on traditional heating or cooling systems. A key feature of these homes is their combustion-free design, which eliminates the need for fossil fuels in heating, cooking, and other household needs. Instead, electric heating systems and energy-efficient appliances will be utilized, with clean, renewable energy as the foundation of everyday living. Inside, the modern, functional layout creates a seamless flow between spacious living areas, perfect for both daily life and entertaining. The open kitchen and dining area anchor the first floor, alongside a large living room that opens to a back porch with breathtaking views of Mount Prospect. A first floor en suite bedroom with a spacious walk-in closet completes the first level. Upstairs, the second floor boasts a spacious primary bedroom with an ensuite bathroom and generous walk-in closet, an additional ensuite bedroom and a convenient laundry room. Landscaping will also play a crucial role in the community's environmental strategy. Native plants and sustainable gardening practices will be encouraged to promote biodiversity and minimize water usage, aligning with the homes' commitment to ecological integrity. Overall, these environmentally conscious homes represent a forward-thinking approach to modern living. By harmonizing design with sustainability, they provide not only a healthy, comfortable, and energy-efficient living space but also foster a sense of community responsibility toward the environment. Whether you're seeking a full-time residence or a second home, these homes offer the perfect balance of luxury and sustainability in one of the most desirable settings in the Berkshires. Experience high-end living while contributing to a healthier planet.

Nestled in the heart of the Berkshires, this historic Richmond compound presents a rare colonial charm. The legendary c. 1776 estate boasts a well maintained main residence/Inn, three cottages and a great barn for entertaining. The residence/Inn features 7 bedrooms and 7.5 baths, each room telling a story of centuries past. Its dignified presence is complemented by a dining room, entrance parlor, library, den, period greenhouse, and a well-appointed kitchen that caters to both intimate family gatherings and grand celebrations. For the serious equestrian, the estate offers multiple barns and paddocks. Training is a year-round luxury thanks to the 6,000 square foot heated indoor arena, which includes an owner's apartment and viewing area--and a professional-grade outdoor ring.

Set on eight acres, between the Hudson Valley and the Berkshires, this idyllic, light-filled house offers ample opportunity for living, work, and entertaining. With three bedrooms, four full baths, and a recent addition, the property has stunning views of the surrounding hills, a large deck, a two-car garage, a creative studio, and a picturesque pond. Enter through a breezeway with floor-to-ceiling windows and a tiled floor. The foyer leads into the living room, with a wood burning fireplace, and a large dining area. The kitchen and the adjacent great room make it easy to host gatherings. Wide-board floors are throughout the house. French doors open from the great room to the large deck outside, overlooking the pond. The first floor bedroom, which is currently used as an office, has an ensuite full bath. Upstairs, comfort and convenience are a priority for both the primary bedroom and the guest bedroom, which have ensuite bathrooms and large walk-in closets. The primary bedroom looks out over the Berkshire hills, including views of Jiminy Peak. The recent two-story, 1,433 square-foot addition conveniently connects via the breezeway to the main section of the house. The first floor of the addition has a very large, flex room, which can be additional living or work space or as a place for entertaining. It opens to a separate area that is currently being used as an exercise room. Upstairs is a spectacular studio space with vaulted ceilings, walls of windows, and features a full bath that includes a Japanese style soaking tub. It has been used as an artist's studio, but could easily be repurposed for meditation, yoga, music--the possibilities are endless. Outside, you can relax on the deck, looking out at the pond, enjoying the hot tub or walking the trails on the property; a small bridge leads you to a gazebo. Just minutes away is the farm market store and The Blueberry Café for delicious breakfast, lunch and dinner. Chatham Village has restaurants, The Crandell movie theater, bookstore, along with many other shops. A short drive into The Berkshires for music and theater or head the other direction to Hudson for the vibrant scene on Warren Street and access to Amtrak. Only a two-and-a-half-hour car ride to NYC. This peaceful, scenic and spacious house offers so much for the next owner.

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.

Step through the signature wooden Dutch door of 41 Quincy Street into a light-filled 1850 Colonial where historic charm meets playful, vibrant design. A grand foyer welcomes you with original wooden floors throughout, a stone fireplace, and a majestic wooden staircase. Spanning 2,808 sq ft across 10 rooms, the home features two entrances, 4 bedrooms, 2 baths upstairs, a main-level office and half-bath, and a primary suite with a dressing room. Highlights include a spacious kitchen with direct access to a back deck, main-floor laundry, and a flexible walk-up attic. The layout of the home provides flexibility and lots of space. Outside is a private fenced in yard. Situated just minutes from the vibrant cultural center of downtown North Adams, MASS MoCA, local dining.