Privately set down a long drive in the scenic hills of New Marlborough, this charming shingle-style home sits on over 45 acres of beautiful Berkshire countryside. Built circa 1950, the home offers more than 2,100 square feet of living space with four bedrooms and two full bathrooms. The first floor includes a living room, dining room, kitchen, mudroom, and full bath, while the second floor features four bedrooms and an additional full bath. Surrounded by mature trees and open land, the property offers exceptional privacy and endless possibilities for recreation, farming, or a peaceful country retreat within a Berkshires community.

Lenox MA Colonial on 0.92 acres with 4 bedrooms, 2.5 baths, and 2,184 sq ft of well maintained living space. This move in ready Berkshire home features a spacious eat-in kitchen, formal dining room, bright living room with wood floors, and a screened porch overlooking the yard. Enjoy outdoor living with two decks, a paver patio with BBQ area, and beautiful perennial gardens. Upstairs offers four bedrooms, two full baths, and second floor laundry. Additional highlights include updated kitchen and baths, newer propane boiler, central air, partially finished basement, and two car under garage. Convenient to downtown Lenox, Tanglewood, shopping, dining, and Berkshire cultural attractions.

Beautifully updated and maintained four bedroom, three and a half bath colonial. Spacious common areas washed with natural light make this home special. The main level boasts a large eat in kitchen, dining room, expansive living room with wood floors, family room with built ins and fireplace, separate laundry room, half bath, two car oversized garage and beautiful screened porch overlooking the landscaped large yard. The second level has three guest bedrooms, full bath and large primary bedroom with en suite and double closets. The finished lower level offers a media/flex room, office, bathroom and storage. This Convenient location is on the Southeast side of Pittsfield near Lenox and under 15 minutes to Tangelwood!

Beautifully renovated and thoughtfully designed South Pond Farm unit located in a serene setting. Great circular flow with walls of windows bringing in the wooded view and natural light. The main level offers a great room with wood burning fireplace and built ins, open brand new kitchen and dining, charming den, new washer and dryer and refreshed half bath. Second floor boasts the gracious primary with en suite new bath, second guest bedroom, new guest bath and flex space with skylight. The lower level has been modified into a second primary bedroom retreat with sitting/media area, new bathroom, office and bedroom with walk out. Front patio, attached oversized garage with new EV charger and spacious deck complete this property. Association beach on Richmond Pond, pool and tennis

Discover the charm and character of this inviting Cape, tucked away on a private road in one of Williamstown's most coveted locations. Set on .61 acres, this special property offers scenic views, a fenced backyard, and a peaceful setting in the heart of town, with access to the beautiful grounds of the Clark Art Institute at the end of the street. Inside, timeless character shines through, including three fireplaces, one featuring intricate woodwork salvaged from the demolition of the original Cole Porter Estate. The second-floor primary suite offers its own fireplace and private balcony, while a third fireplace in the kitchen adds warmth and charm. Replacement windows throughout and a new natural gas furnace. A rare opportunity to enjoy classic New England character with scenic views.

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 and a 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.

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.

Just a four-minute drive from Jiminy Peak, this renovated Hancock farmhouse is offered fully furnished and turnkey, pairing modern interiors with a pool and sauna for four-season living in the Berkshires. Set on one acre, the five-bedroom, two-and-a-half-bath home offers an inviting retreat with room to gather in every season. Wood floors and a fresh, neutral palette carry throughout the interiors. The spacious kitchen features white cabinetry, stone countertops, stainless steel appliances, a decorative tile backsplash, and an oversized island with seating and a beverage refrigerator. The adjacent dining area connects naturally to the kitchen, creating a comfortable setting for everyday meals and larger gatherings.

Embrace the extraordinary at 395 Park St. North, where history meets opportunity. This stunning red brick 6,833 sq.ft. warehouse, once a bustling trolley barn, boasts high ceilings and a rich industrial charm, with river views while exploring the spacious layout, featuring 3 updated bathrooms, a newer roof and building updates. It has versatile separate offices and garage/shop areas. With ample parking and loading docks, envision endless possibilities from manufacturing to art gallery or more. Conveniently located near dining, parks, and cultural attractions, this property invites you to re-imagine living or workspace with style and creativity. Total acreage and assessment include two lots.

Styled, spacious, and serene, this exceptional French Country-inspired contemporary residence offers a rare balance of peaceful seclusion and remarkable accessibility. Perfectly positioned just moments from the cultural richness of the Berkshires, idyllic New England country living, and convenient routes to both Boston and New York, it is a home that effortlessly connects tranquility with convenience. Bordering the pristine 115-year-old grounds of the historic Blandford Golf Club, the property enjoys an extraordinary setting where protected fairways create an ever-changing natural canvas and uninterrupted views stretching for miles. The approach is equally captivating, with thoughtful landscaping featuring a striking Rising Sun Redbud and elegant Yellow Magnolia.

Welcome to this large expansive dwelling that features great privacy! Enjoy outdoor cooking and refreshments on the enlarged deck for these hot summer days. Also featuring a separate personal deck off the Primary bedroom. This great home boasts an oversized living room with a Grand fireplace place that will impress any viewer. An interior balcony from the sizable Primary Bedroom overlooks the oversized living room. A large kitchen leading to your dining room that opens up to the back deck. Updated bathrooms with amazing tilework will be found throughout the home. An oversized garage to store your personal vehicle or off-road vehicles of your choice. The lower level including a bonus room that is currently being used a game room completes the interior. It's a Perfect opportunity to finish

Private Lake Buel access is just steps from this one-level, 4-bedroom, 3-bath ranch--your perfect year-round getaway or full-time retreat. Inside, you'll find a striking two-sided fieldstone fireplace anchoring the living and dining areas, complemented by warm wood floors that add timeless charm. Step outside to a spacious back deck overlooking your own private bird sanctuary--an ideal setting for relaxing or entertaining. Enjoy the serenity of lakeside living with plenty of space for family and guests. Complete with a deeded boat dock and storage shed, this property offers everything you need to embrace the ultimate lake lifestyle. Sackman Way is a Private dirt road with 4 houses sharing road maintenance and snow plowing.

CLASSIC VILLAGE CENTER HOME WITH OFFICE - Graciously restored vintage home. Ideal in town location. Residential/Commercial zone. Private Office/Studio. High ceilings, wonderful light. Large modern Kitchen. Filled with period detail alongside modern updates. Radiant heat in baths. Spacious Primary Bedroom Suite. Wood burning fireplace in Living Room. 1st floor Laundry Room. New 4 bedroom septic 2023. 1,000 square foot outbuilding with water, electric service, and unlimited possibilities. This is a property with a long, rich history. It feels like home. Come see for yourself!

Set back from the road on 12 private acres, this fully renovated 3-bedroom, 3-bathroom Cape seamlessly blends classic Berkshire character with sleek, modern sophistication. Framed by distant views and immersed in a tranquil natural setting, this country retreat is just minutes from downtown Great Barrington, the slopes of Ski Butternut, and year-round recreation at Lake Buell. Inside, the open-concept floor plan is flooded with natural light. Gleaming wood floors flow through a spacious living area anchored by a striking wood-burning stone fireplace and an upgraded chef's kitchen. Designed for effortless living, the main level also features a bedroom, full bathroom, and a dedicated mudroom and laundry area with direct exterior access.

This meticulously maintained 1900 farmhouse seamlessly blends timeless historic character with refined modern updates, creating a move-in ready retreat just minutes from the vibrant energy of downtown Great Barrington. Every corner of this classic three-bedroom, two-bathroom home reflects thoughtful care and craftsmanship, offering an ideal balance of warmth, functionality, and quintessential Berkshire charm. At the heart of the residence is a stunning cook's kitchen, thoughtfully renovated and fully outfitted with updated appliances, expansive counter space, and storage. Sunlit living spaces flow naturally throughout the main floor, showcased by rich, beautifully preserved wood floors that anchor the

Charming North Egremont Village colonial. This sweet New England village farmhouse sits tucked into the loveliest setting with a rocking chair front porch, lovely gardens, mature shade trees and a white picket fence. The first floor holds a comfortable open living / dining room with a wood burning fireplace, a wainscotted kitchen, sunny family room, and a full bath with laundry. Upstairs are 3 comfortable bedrooms, a full bath with lots of storage, and a sunny deck off the primary bedroom. Close by is French Park for tennis, and the North Egremont store is just a short stroll away. Also nearby is Prospect Lake for swimming, paddle boarding, and kayaking , as well as the Cliff House, for lake side dining. This charming home is neat and tidy, and ready to enjoy in every season.

Superb location on a wonderful leafy street in the center of town. In need of updating and refreshing, this offering is an opportunity to make your home in one of the most desirable locations in the Village Beautiful, close by the elementary school, Williams College, and Spring Street's shops and restaurants. With a large kitchen/dining room, hardwood floors, two fireplaces, three full and two half baths, and six bedrooms, as well as two very usable finished third floor rooms, there is ample space not only for family living but also for working and recreational activities at home. A partially finished basement, a two car detached garage and a spacious yard complete the picture. On the market for the first time since 1961, a rare opportunity to bring a fabulous property to its new chapter.

Discover the perfect blend of space, comfort, and craftsmanship in this beautiful 3498 -square-foot home, offering 4 +bedrooms and 2 1/2 baths, set on more than 3 acres of land. The kitchen features a Wolf stove and custom cabinetry handcrafted by a local craftsman. The living room features a propane stone fireplace(2017)flanked by custom cabinetry on either side. Hardwood floors extend throughout the first floor, adding warmth and character. First-floor mudroom with a dedicated laundry area. French doors open to rear composite deck (2024) complete with retractable awning (2025). Siding and windows replaced 2020. The second floor offers a spacious primary bedroom offers a walk-in closet and a beautifully renovated (2025) en-suite bathroom more. Three additional bedrooms, bonus room..

Discover unmatched potential in the heart of West Stockbridge, situated between the Post Office and TurnPark Art Space (See Video Tour)! This expansive commercial property offers 4,200+ sq. ft. of versatile main-floor space, available for purchase or lease-to-own. It is currently configured with a front retail area, side rooms, and a large workshop, plus second-floor office and storage space. Features scenic views, town water & sewer, and a private parking lot with room for expansion. Ideal for a restaurant, marketplace, retail, professional space, or gallery. Offers endless possibilities and close proximity to I-90, the NY line, Tanglewood, and premier Berkshire attractions.

Built in 1824 and filled with authentic Berkshire character, this charming Interlaken Village home offers a rare opportunity to become the next steward of a distinctive piece of local history. Set across from the village park, the home features beautiful original wide-plank pine floors, a Shaker-style staircase, cozy keeping room, and living room with a gas fireplace. A bright rear living space with large windows and skylights opens to the kitchen, where French doors lead to a stone patio completed in 2025. Upstairs are two bedrooms, a full bath, and conveniently located laundry. Thoughtful improvements include replacement windows, spray-foam insulation, recent chimney work, newer garage door, and a clean, recently sealed basement. Town water and sewer add convenience while a detache