Set just moments from downtown Lenox, this charming New England farmhouse blends classic character with thoughtful modern updates. From the moment you arrive, the home's inviting presence and timeless appeal set the tone for what's inside.The recently renovated kitchen serves as the centerpiece of the home, beautifully designed with quartz countertops and all new appliances--perfectly opened to the dining area to create a seamless and functional space for everyday living and entertaining. A cozy living room is adjacent to the dining room. On the other side of the kitchen, a thoughtfully designed mudroom and bonus space offers the ideal work-from-home office, complete with a half bathroom, laundry and direct access to the backyard and patio.Upstairs, you'll find three comfortable

Set within one of Pittsfield's most established and desirable neighborhoods, this beautifully maintained Colonial blends timeless character with carefully curated updates. From the moment you enter, a gracious living room sets the tone--anchored by a gas fireplace, framed by classic built-ins, and finished with gleaming hardwood floors that carry throughout.The formal dining room offers an elegant setting for entertaining and transitions seamlessly into the thoughtfully renovated kitchen. Designed with both style and function in mind, it features quartz countertops, updated appliances, and a clean, sophisticated aesthetic.

Completely renovated contemporary home on almost 10 acres of marvelous land. The home sits back from the road, offering tranquility and privacy. The first floor features two bedrooms and an additional room with a wood-burning fireplace which can be used as a recreation room or a third bedroom. Downstairs you will also find a large laundry room with epoxy flooring, and a brand new full bathroom. The second floor offers an open concept and features a brand new kitchen with quartz countertops, a great room with a wood stove, a cozy dining area and a new full bathroom with a jetted tub. You will feel like you are at a spa! Relax and enjoy nature from your tub or step outside to the new deck that wraps around the home.

Beautiful 4-bedroom, 2.5-bath Colonial set on 1.78 private acres in desirable New Lebanon. This spacious home offers a bright, open floor plan with hardwood floors, abundant natural light, and comfortable living spaces ideal for everyday living and entertaining. The generous primary suite features a walk-in closet and private bath, while three additional bedrooms provide plenty of space for family, guests, or a home office. Enjoy the walk-out lower level, expansive deck, whole-house backup generator, and peaceful country setting. A standout feature is the exceptional garage space with both an attached garage and detached garage for storage, hobbies, or vehicles. Located just ''seconds'' from the Massachusetts border and convenient to the Berkshires, skiing, dining, and cultural attractions

Beautifully renovated one-level ranch offers the perfect blend of modern convenience and cozy charm. With 3 spacious bedrooms and a well-appointed bathroom, this home is designed for comfort and easy living. Step inside to discover a sunlit living space showcasing modern upgrades throughout, including energy-efficient fixtures and a sleek, new kitchen equipped with top-of-the-line appliances. The open floor plan is perfect for entertaining, seamlessly connecting the living, dining, and kitchen areas.One of the highlights of this home is its commitment to sustainability, featuring solar panels that significantly reduce energy costs. Lots of outdoor space and 2 separate outbuildings with car port. Additional plans available. Separate Screened in porch

Tucked at the end of a peaceful cul-de-sac, this 3,300+sqft Cape is a rarity in today's market - a sprawling main home with the addition of a separate in-law/guest apartment. The main wing shines with refinished wide-plank wood floors, gas fireplace, and premium renovations, including a new chef's kitchen and bathrooms. Upstairs features three gracious bedrooms, including a primary suite with massive walk-in closets, en-suite full bath, and secret spaces awaiting your imagination. The private apartment--with its own entrance, full kitchen, den, and 2 bedrooms, is ideal for guests, income, or multi-generational living. Enjoy proximity to downtown Lee's dining and golf, all while being under 10 minutes to downtown Lenox and Stockbridge. A multi-generational gem in a prime locale!

Charming Condominium at South Pond Farm. 2 bedrooms 2-1/2 baths, brand new kitchen. Panoramic views of Richmond Pond from the living room/dining room and bedrooms. The community offers tennis, heated gunite swimming pool, private beach, kayak, /canoe racks, water aerobics, organized book groups and active social environment.

Enjoy lake access to Prospect Lake in a desirable low-tax area! This beautifully maintained contemporary home offers a first-floor primary bedroom with full bath, an open-concept kitchen, dining, and living area, plus an additional sitting room for flexible living space. Cherry wood floors, central air conditioning, and multiple skylights fill the home with natural light. Double French doors lead out to a spacious deck perfect for outdoor entertaining, with serene views of the lake. The second floor features two additional bedrooms and a full bath. Mature perennial gardens surround the property, creating a private backyard oasis ideal for relaxation. Close proximity to Cliff House restaurant, close to French Park, just 5 minutes to Catamount Ski Resort 10 minutes to Great Barrington.

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. Call today for a private tour!

Loft 208 at Greylock WORKS is a beautifully proportioned 1BR | 1.5BA + Study Berkshires residence set within the region's most celebrated mill conversion, offering 1,150 SF of refined, light-filled living. With 12.5-foot ceilings, expansive volume, and an elegant L-shaped living and dining area, the home blends the character of the original mill with elevated contemporary detailing to create a warm and versatile modern loft. The open kitchen and main living space feature restored hardwood floors, hand-burnished structural elements, and regionally sourced schist countertops selected to heighten the building's material richness.

This beautifully positioned Berkshire retreat offers the perfect blend of privacy, comfort and natural beauty. Nestled on a peaceful country road, this inviting home is surrounded by scenic woodlands and mountain views while remaining conveniently close to the cultural attractions, outdoor recreation, and vibrant communities that make Berkshire County so desirable. Inside, you'll find warm and welcoming living spaces, ideal for both everyday living and entertaining. Enjoy a quiet morning coffee overlooking the views or simply unwinding after a day of hiking, skiing, or exploring the Berkshires, this property delivers the lifestyle buyers search for. An oversized heated workshop/garage with artist loft & half bath is simply magnificent for a multitude of occupations or hobbies. Incredible

Step into this beautifully updated 3-bedroom, 3-bathroom with a lretreat nestled in one of Jiminy's most family-friendly neighborhoods. 2 bedrooms and 2 Full baths on the 1st floor. The open-concept living area features floor-to-ceiling windows that flood the space with natural light, highlighting the elegant hardwood flooring and cozy fireplace. The gourmet kitchen boasts quartz countertops and top-of-the-line stainless steel appliances, perfect for entertaining. The primary suite offers a spa-inspired bathroom with a walk-in shower. Outside, the meticulously landscaped, fenced-in patio provides a private sanctuary, complete with plenty of room for al fresco dining. Enjoy the convenience of being just a short walk from the slopes and local shops. Upstairs boosts a spacious loft.

Immaculate and beautifully updated free-standing home offering effortless one-level living. The open-concept floor plan seamlessly connects the living, dining, kitchen, and den areas, all enhanced by abundant windows that fill the space with natural light. The chef's kitchen features quartz countertops, stainless steel appliances, and a generous center island ideal for entertaining. Three spacious bedrooms and two full baths provide comfort and flexibility. Highlights include gleaming wood floors, a gas fireplace, and an oversized two-car garage. Enjoy exceptional amenities including a clubhouse, swimming pool, tennis courts, and a fully equipped fitness center. Ideally located with convenient access to all that the Berkshires have to offer.

Renovated, well-maintained, multi-use building perfect for a live-work situation in prime location! All 4 floors offer opportunity for offices, a studio, storage, retail showroom and more! Highlights include: a large parking lot, handicap accessible ramp, 2 half baths & finished 3rd floor attic. Finished basement w/ vault & video security system. The current retail space is bright & sunny with a large quartz sales counter, display shelves, spot lights, fresh paint, with modern pendant lighting. The impressive metal roof & boiler were both installed in 2019, along with the emergency generator & mini splits throughout. The building's total of 3000 sq ft is based upon renovations. (See floor plans in documents.) B2 zoning offers many options for permitted use! (See GB bylaws in documents.)

Immaculate and beautifully updated free-standing home offering effortless one-level living. The open-concept floor plan seamlessly connects the living, dining, kitchen, and den areas, all enhanced by abundant windows that fill the space with natural light. The chef's kitchen features quartz countertops, stainless steel appliances, and a generous center island ideal for entertaining. Three spacious bedrooms and two full baths provide comfort and flexibility. Highlights include gleaming wood floors, a gas fireplace, and an oversized two-car garage. Enjoy exceptional amenities including a clubhouse, swimming pool, tennis courts, and a fully equipped fitness center. Ideally located with convenient access to all that the Berkshires have to offer.

Custom-designed Lenox Woods townhome with direct access to Kennedy Park! This beautifully maintained, one-owner residence offers 4 bedrooms, 3.5 baths, and an exceptional blend of comfort, quality, and convenience. Thoughtfully upgraded throughout, the open-concept main level features a stunning kitchen with custom cabinetry, granite countertops, tile flooring, stainless steel appliances, a walk-in pantry, and an expansive breakfast bar that flows seamlessly into the dining area and Great Room. A striking stone gas fireplace serves as the heart of the home, while the adjacent screened porch opens to a private patio surrounded by professionally designed native pollinator gardens and the natural beauty of Kennedy Park beyond. The first-floor en-suite bedroom provides ideal one-level living

Loft 309 at Greylock WORKS is a distinctive north-facing 1BR | 1.5BA Berkshires residence with a generously scaled study, offering approximately 1,340 SF of thoughtfully designed living space. Set on the third floor of the region's most celebrated mill conversion, this home is defined by its warm wood ceilings, varied ceiling heights, and refined blend of historic character and modern finishes. The open living, dining, and kitchen area creates an inviting central gathering space, grounded by restored materials and an easy, functional flow for everyday living and entertaining. Energy Star appliances, Kohler and Grohe fixtures, energy-efficient windows, and an in-unit washer and dryer support both comfort and sustainability.

Experience the ease of downtown living in this immaculate Maple Grove condominium. Positioned just a short walk from Main Street, this residence offers immediate access to local shops, restaurants, and town amenities. The main level centers on a modern, open floor plan defined by beautiful wood floors and abundant natural light. An open kitchen anchors the living space, allowing for seamless interaction during meals and gatherings. The living area extends outward to two distinct private spaces: a screened-in porch for three-season relaxation & separate private deck. Designed for convenience and longevity, the first floor features a primary bedroom suite complete with a spacious en-suite bathroom and laundry.

Steps from the Association beach on Otis Reservoir--the largest recreational lake in Massachusetts--this mint-condition 2005 home offers 4 bedrooms and 3 baths over three levels. Large windows and glass doors open to a deck and a bedroom balcony for year-round enjoyment. The first floor features an open kitchen, dining and living room with a fireplace; a primary bedroom; a full bath and laundry. Upstairs are two bedrooms and a full bath. The walkout lower level has a family room with a fireplace and wet bar, a fourth bedroom, a full bath and a utility room. Impeccably maintained by the sellers and offered furnished with central A/C and fiber internet. Association fee: $100/year for access to two nearby lake lots. A lovely community on a beautiful Berkshire lake, just in time for summer.

Fantastic opportunity to own a home in a peaceful cul-de-sac within the desirable Cornwall Estates. This lovely home sits on a level lot w/ almost 2.5 bucolic acres. Spanning just over 2,000 square feet, the home features a convenient first-floor primary bedroom and bathroom, vaulted ceiling in the living room and a screened in porch that leads to a large, partially fenced in backyard. Many recent updates and upgrades including kitchen,bathrooms as well as furnace and central AC system replacement. All of this and a heated community pool nearby and Great Barrington just minutes away, make this home ready for the next owners to create their own Berkshire journey and memories.