luxury houses for sale Berkshire County, United States (page 2)

This stylish log home on 3+ acres is the complete Berkshire retreat. Recently updated and improved, the home pairs modern lodge character with resort-like amenities. A heated saltwater gunite pool and integrated hot tub anchor the beautifully landscaped grounds. A locust fence encloses the pool area, with bluestone patio, lush lawn, and a stunning renovated pool house designed for entertaining, dining, or remote work. Inside, the home is warm, open, and full of character, with the added benefit of true one-level living. The great room is the centerpiece, with soaring ceilings, exposed log beams, and a substantial stone fireplace. The adjoining kitchen and dining areas are designed for gathering, with cherry floors, custom pine cabinetry, a large island, and stainless appliances. A large screened porch and wraparound deck extend the living space outdoors and take in the wooded setting and ridge views. The luxurious first-floor primary suite offers private porch access and a spacious bath with soaking tub and separate shower. First-floor laundry completes the main-level living arrangement. Upstairs are three additional bedrooms and two full baths. The walk-out lower level includes a dedicated home gym and additional flexible space. Beyond the pool area are several other amenities, including a dramatic fire pit tucked into a natural rock outcropping, a children's playground, and open lawn for games and play. Private but not remote, the property is just minutes from downtown West Stockbridge, with Stockbridge, Lenox, Great Barrington, and Tanglewood all within easy reach.

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

Rare, renovated Berkshire investment compound on 0.59 acres in pedestrian-friendly Housatonic. This turnkey property features two separate legal duplexes (4 units total) offering stellar cash flow. The front home (392 Park St) features a 5BR/2BA unit, a sleek 2BR flat, and a prominent street-front walk-out lower level with incredible commercial/addition potential. The rear Swiss-Gothic home (394 Park St) hosts two updated 2BR units. Enjoy a sprawling backyard with mountain views, a community garden, and fruit-bearing trees. Fully insulated and optimized for easy management with 4 separate heating/electric systems, town sewer/water, and off-street parking for 10+ cars. Moments from Berkshire Mountain Bakery; minutes to downtown Great Barrington and Tanglewood. A rare, turnkey find!

Turnkey Berkshire cottage on Shales Brook, completely reimagined from top to bottom. This stylish two-bedroom, two-bath retreat pairs thoughtful design with an idyllic waterside setting, just around the corner from Jacob's Pillow and approximately 10 minutes from downtown Lee. Nearly every element of the home has been renewed, including the kitchen, bathrooms, plumbing, electrical, septic system, heating system, and hot water system. The bright, open living space features wood floors, a beautifully renovated kitchen with custom cabinetry finished in a rich Farrow and Ball green, and a striking vintage copper Malm wood-burning stove that adds warmth and character. Two king-size bedrooms and two beautifully updated baths create a comfortable and functional layout. A screened-in porch and spacious deck extend the living space outdoors, surrounded by mature trees and the peaceful sounds of nature. One of the property's most special features is its frontage on Shales Brook. Relax on the screened-in porch or deck and listen to the brook flowing just beyond the house--a wonderfully peaceful backdrop that can be enjoyed throughout the seasons. The property also includes deeded access to the community beach on Shaw Pond, offering another wonderful way to enjoy the water and the Berkshire outdoors. Beautifully landscaped and tucked into the woods, the setting feels private and serene while remaining remarkably convenient to some of the Berkshires' most beloved destinations. Jacob's Pillow is right around the corner, downtown Lee is approximately 10 minutes away, with Tanglewood and the shops, restaurants, galleries and cultural attractions of the Berkshires all within easy reach. The property has also been successfully offered as a short-term rental, with guests consistently praising its beautiful design, cleanliness, spacious rooms, peaceful natural setting, the sounds of the running brook and convenient location. Completely turnkey and ready to enjoy from day one--an ideal Berkshire retreat, full-time residence or investment property.

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.

Moments from Lake Mansfield and Main Street, this turnkey contemporary offers clean lines, natural light, and effortless Berkshire living. The main level features an open-concept floor plan anchored by a show-stopping Duvemåla tiled stove, serving as a striking centerpiece for gatherings and cozy evenings by the fire. Enjoy the convenience of a first-floor bedroom alongside one of the home's three well-appointed full baths. Upstairs, an expansive primary suite impresses with vast cathedral ceilings. The finished lower level adds a versatile bonus room, providing extra square footage for a home gym or game room. Outside, relax and entertain on the sun-soaked deck overlooking the oversized grounds of this rare double-sized parcel.

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!

Tucked away at the end of a private cul-de-sac on 1.22 acres, this 4-bedroom, 4-bathroom contemporary home delivers sophisticated Berkshire living just minutes from downtown Great Barrington. Offering the perfect footprint for full-time remote professionals, weekend escapees, or downsizers, this property pairs a spacious layout with the effortless lifestyle of a premier community association. The heart of the home is a dramatic, light-filled great room anchored by soaring cathedral ceilings and a brick fireplace paired with charming built-ins. The main level is designed for entertainment and ease, featuring a lavish first-floor primary suite with walk-in closets and a spacious ensuite bath. Upstairs, three additional guest bedrooms are complemented by a private, separate bonus studio above the den--offering an ideal, quiet space for an executive home office or fitness room. Outdoor living is built for relaxation, featuring an expansive wrap-around deck with scenic views, a stone patio, and a spectacular 3-season screened porch overlooking mature perennial gardens. Modern mechanicals include central air and a full backup generator system for ultimate peace of mind. As a resident of this coveted neighborhood, you'll enjoy exclusive access to the heated community pool. Simply lock up, leave, and enjoy nearby Tanglewood, local ski mountains, and Main Street dining.

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

Set on six picturesque acres in Stockbridge, this beautiful contemporary home offers privacy, comfort and stunning views. The thoughtfully designed layout features five bedrooms and 4.5 baths, including a spacious main-level primary suite with a luxurious en-suite bath. The chef's kitchen is equipped with premium Wolf and Sub-Zero appliances, perfect for entertaining or everyday living. An oversized three-car garage and finished lower level provide ample storage, while expansive windows showcase the surrounding landscape. Available furnished. This exceptional property is move-in ready and an ideal Berkshire retreat.

Embrace effortless seasonal living in this beautifully maintained, vintage three-season cottage. Nestled on a quiet, unpaved lane in the desirable Mahkeenac Heights community, this two-bedroom home offers the quintessential Berkshires getaway. Recent thoughtful updates include fresh flooring and an opened-up floor plan that maximizes natural light and flow. Step outside onto expansive decking designed for alfresco dining. Whether you are spending your mornings at the local lake beach or your evenings taking in world-class music at nearby Tanglewood, this private haven offers prime proximity to the best of Lenox and Stockbridge.

Crosby House, a property with a storied Lenox history and a location second to none, presents a rare opportunity to own a residence of remarkable character, scale, and flexibility in the heart of the village. Currently configured as two spacious residences, this distinctive multifamily property offers an exceptional array of possibilities. Subject to applicable zoning, permitting, and approvals, the existing configuration may offer the potential to be thoughtfully combined into one extraordinary single-family residence or could provide the foundation for two highly distinctive condominium residences. Each residence offers two plus bedrooms and two full baths, along with generous kitchens featuring high-end Bosch appliances, hardwood floors, tiled baths, in-unit laundry, central air, natural gas heat, and an abundance of windows. All major systems have been updated, providing modern comfort and efficiency while complementing the property's historic character. Both primary bedrooms feature adjoining flexible spaces ideally suited to an office, nursery, sitting room, dressing room, or private retreat. The first-floor residence features a magnificent screened porch opening to the front porch, as well as a separate rear deck; wonderful spaces for outdoor dining, entertaining, and enjoying the seasons. The upper residence offers its own private deck, while cathedral ceilings and both front and rear landings add architectural interest and a wonderful sense of space. The property is further enhanced by an oversized two-car garage with an attached greenhouse, ample parking, owned solar, and separate utilities. These thoughtful amenities, together with the updated systems and generous living spaces, create an exceptional blend of historic character and contemporary convenience. With its storied past, substantial proportions, versatile configuration, and enviable in-town setting, Crosby House represents a truly rare Lenox offering. Just minutes from the heart of the village, the property combines the best of location and lifestyle with the opportunity to shape a residence, or residences, of exceptional distinction. Subject to zoning and required approvals, its possibilities are extraordinary; its location is simply second to none.

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.

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 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!

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.

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

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.

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.

Perched high above a serene, bucolic country setting, this warm and inviting three-level home perfectly blends private seclusion with everyday convenience. Offering spacious open-plan living, the home features a dramatic, floor-to-ceiling stone fireplace in the great room that anchors the space with timeless rustic elegance. The seamless flow connects the living area, dining space, and kitchen--ideal for both quiet evenings and effortless entertaining. Just off the first-floor primary suite, a dedicated hot tub room offers a private year-round retreat. Upstairs, an open office loft looks down over the great room, accompanied by two guest bedrooms and a full bath. The walk-out lower level expands your living space with a large family room and laundry room, complemented by abundant storage throughout. Step outside onto the wrap-around deck to take in breathtaking distant views, or wander through the professionally established, mature perennial gardens. Featuring an attached oversized two-car garage, efficient Buderus heating with dual oil tanks, and central AC, this property delivers comfort in every season. Interior: 3 levels of living, majestic floor-to-ceiling stone fireplace, hot tub room, and open office loft, high speed fiber optic in house Mechanics: Efficient Buderus furnace (two oil tanks) and central AC Outdoor Living: Wrap-around deck, distant views, and mature perennial gardens, solar array and system owned Parking: Attached oversized two-car garage with ample storage Prime Berkshires Location: Minutes to Jacob's Pillow, local hiking trails, skiing, pristine lakes, and downtown Lee, MA Added Potential: Low property taxes, with two abutting lots on either side currently available for purchase alongside the home (plus additional lots for sale) The finished lower level adds approximately another 1,158SF of living space. -Roof: 2021 -Heat pump (heat and AC): 2023 -Solar array owned: installed in 2022

A welcoming, lead-compliant 3 bedroom, 2 bath home in a peaceful Williamstown neighborhood, thoughtfully updated to offer comfort, character, and easy living. The first floor features two bedrooms, a full bath, an open kitchen and dining area, and a comfortable living room with a working fireplace. Upstairs, the entire floor is dedicated to a private primary suite with its own ensuite bath. Extensively updated over the past five years, the home features improvements to the electrical and plumbing systems, heating, windows, and flooring, along with a stylishly renovated kitchen with quartz countertops, soft close cabinetry, and stainless-steel appliances. The bathrooms have also been refreshed with quartz vanities and tiled surrounds. Two fireplaces add warmth and atmosphere on crisp Berkshire evenings. Outdoor living is equally appealing, with three porches, a partially fenced yard, and a screened gazebo offering inviting spaces for morning coffee, quiet afternoons, or entertaining. Conveniently located near Williams College, the Clark Art Institute, Williamstown Theatre Festival, hiking and biking trails, and the many cultural, recreational, and culinary amenities of the Berkshires, this home is a wonderful opportunity to enjoy all that Williamstown has to offer.

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!

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!

Berkshires luxury and new lakeside living. Enjoy distant lake and mountain views from each first floor room. This elevated ranch style home creates one level living with grand open sun-filled spaces. This floorplan features open floor plan capturing lake views from each room on the main living level. This beauty is what you have been waiting for - a brand new never lived in newly constructed home is ready for you to live and enjoy the Berkshires at it's best now. Expansive gourmet kitchen topped with quartz quality counters, stainless appliances, breakfast bar and oversized walk-in pantry. Dining room flows to living room with sliders leading to a glorious continuous wrap-around upper level deck. Custom wire railings enhance views and is oversized for outside dining and chaise lounging. Primary first floor suite gives you vacation views from your king size bedroom, enjoy luxury double sink vanity, Kohler fixtures, and luxury tiles walk in shower. A dream walk in closet is outfitted with shelving, drawers, hanging options you will love for each season of clothing. Walk down to the lower level walkout level giving guests and family the privacy they desire on their own level. Spacious family room with sliders to covered patio invite the outdoors indoors. An office nook can function for work or as a separate TV gaming area. Two additional bedrooms and a tub-shower guest bath for full convenience on this level. Two car garage is finished with gleaming epoxy floor and access to storage-utility room. The homesite embodies so many possibilities for you to design and enjoy with flat rolling lawns and natural scape boulders inviting Berkshire native perennials. Walk to the end of Aqua St and meander into the lake. Seek water entrance with your boat, kayaks and more at the multitude of common rights of way on Pontoosuc Lake for 4 seasons of fun and excitement. Enjoy the beautiful Berkshires in this central location, close to hiking at Pittsfield State Forest, skiing at Jiminy Peak 15 minutes north, Downtown Pittsfield arts, culture, shopping, and dining just 10 minutes away. So much to enjoy and the luxury of move-in ready new.

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!