Nestled in a quiet cul-de-sac in one of the area's most desirable neighborhoods, this beautifully maintained 3-bedroom, 2½-bath home offers the perfect combination of comfort, space, and location. Inside, you'll find beautiful hardwood floors and a thoughtfully designed floor plan ideal for everyday living and entertaining. A Spacious kitchen granite counters, cherry cabinets, newer appliances and a breakfast bar. Large sunroom overlooking the backyard offers the perfect place to relax, with plenty of natural light. Charming front porch adds to the home's inviting curb appeal and provides the perfect place to enjoy the quiet rhythm of the cul-de-sac. With its ideal location, inviting spaces, and effortless livability, this home isn't just a place to live-it's a place to truly feel at home.

Presenting a distinguished multi-family property located at 53 Orchard St, Pittsfield, MA.. This expansive 4 unit spans 2688 square feet of living area, offering a rare opportunity for sophisticated urban living or a strategic investment. This property includes eight generously proportioned bedrooms, providing ample private accommodations across its two stories. The property's substantial lot size of 4160 square feet provides a significant footprint within the urban landscape. We invite you to discover the potential and unique character of this Pittsfield address. Three Units are vacant and recently remodeled with market rents averaging about 1395.00 in the area. One Unit is rented month to month at 950.00. All units are lead certified.

This spacious in-town single family home offers a flexible five bedroom, 2.5 bath layout with generous living space throughout. Thoughtfully designed for comfort and versatility, it's well suited for a large household, multi-use living needs, or anyone seeking extra room to spread out. The second floor hosts 2 full bathrooms, ensuring convenience for all, while the first floor boasts a half bathroom and a huge laundry room for added practicality. The home showcases stunning wood floors throughout most of the home, adding warmth and character to the living spaces. Enjoy your morning coffee or evening relaxation on the inviting front porch, or take advantage of the large back deck and gazebo, offering a private and peaceful setting overlooking the lush property.

A rare opportunity to own 5.2 acres in Pittsfield for under $400,000! Set in the scenic countryside of West Pittsfield, this spacious 1820s farmhouse offers nearly 2,000 sq. ft. of living space, historic character, and room to make it your own. Inside, you'll find hardwood floors, a fireplace, beautiful central staircase, oversized bedrooms, enclosed porch, and walk-up attic. Updates include a hot water heater (approx. 3 years), boiler and replacement windows (approx. 5 years), carpeting (approx. 1 year), and rebuilt front and side porches. Enjoy the space and privacy of country living while remaining just minutes from the conveniences of Pittsfield.

To Be Built, energy-efficient, low-maintenance 1,375 sq ft gable entry ranch with 3 bedrooms and 2 full baths. This home offers true single-level living with an open-concept layout connecting the kitchen, dining, and living areas, ideal for everyday living and entertaining. The primary suite includes a private full bath, while two additional bedrooms offer flexibility for guests or a home office. A 10' x 10' pressure-treated deck is perfect for relaxing or entertaining. Photos, pricing, and layouts are for display only and may include upgrades. Final specs subject to change. Buyers may select colors and most finishes. Standard finishes included in pricing.

Beautifully maintained Victorian-style home. This move-in-ready home offers character and charm with modern function. This home hosts a spacious open kitchen, formal dining, den, living room and a half bath, with gleaming oak hardwood floor on the main level. Second level hosts bedrooms and full baths. Enjoy the wrap-around porch and private corner lot, complemented by a 2-car garage, a two-story barn, and extensive landscaping. Built circa 1890, this historic home combines character with modern updates like a new natural gas boiler (2025). Prime location provides easy access to biking trails, golf courses, cultural attractions, and outdoor recreation.

Well cared for, welcoming, and made for enjoying life in the Berkshires. Inside, a spacious kitchen and dining area opens effortlessly to the back deck, creating an inviting setting for morning coffee, summer dinners, and gatherings with friends. The living room offers a cozy fireplace for quiet evenings at home. Outdoors, the fully fenced backyard is an extension of the living space, with an in-ground pool, new pump and liner, and retractable awning for lingering summer afternoons. A new roof, 200-amp electrical service, and newer mini-splits add comfort and peace of mind. Just beyond home, enjoy hiking trails toward Mount Greylock, the natural beauty of Greylock Glen, and the cultural energy of nearby North Adams, including MASS MoCA, galleries, restaurants, and shops to explore.

Ready to build! Build your own Berkshire Home on this beautiful 3.44 acre parcel in the heart of the Berkshires! The land is partially cleared and ready for construction, with septic design plans already with public water and power on the street. Set on a quiet road, this property offers privacy with a true Berkshire feel while being close to many cultural attractions including, Tanglewood, The Mount, Ventfort Hall, great restaurants & shopping with seasonal fun such as Bousquet, summer concerts and more!

Bring your contractors and your imagination to this unique fixer-upper, an old carriage barn with an attached apartment. The spacious barn features original beams with large open areas. The lush grounds are complemented by charming rock walls and rustic outbuildings. With a convenient location close to all the Berkshire attractions, this property is ideal for transformation into a one-of-a-kind retreat!!

This attractive multi level townhome has been renovated and ready for a new owner to enjoy this well cared for community. The spacious great room boasts open living/dining/kitchen w/direct access to private decking w/Mountain View & new awning, primary bedroom en suite & guest bedroom ensuite. The lower level, with convenient access by chair lift if wanted, offers desirable flex space; in unit laundry, lots of storage, family rm/office/overflow sleeping & 3rd full bath w/one of the few units that has ground level walkout w/slider to private patio. Amenities include outdoor pool, clubhouse with hot tub & sauna, tennis court, walking trails, kayak storage, fenced dog park & a plot in the community garden if you wish! All this in Lenox and minutes from music, theatre, shopping & fine dining!

Modern ranch home perched high above North Street offering views to the east and bordering the approximate 370,000 acre Appalachian trail on two sides! Enjoy direct access for hiking right off your property! Offering 3 bedrooms, 3 full baths and extremely nice mechanicals updated in recent years. The lower level consists of a one bay garage/storage area and a beautiful in-law accommodations. The location is ideal and convenient to all things Berkshire County from cultural, restaurants and attractions with Williamstown / North Adams only 10-16 miles to the north and Tanglewood in Lenox roughly 19 miles to the south. Fishing and boating in Cheshire Lake or Pontoosuc Lake and Jiminy Peak Ski resort within a short drive.

Bright, fresh and fabulous, this hip, rustic getaway is perched on a hill with forest and pond views. Open living-dining-kitchen, wonderful screened porch, two bedrooms and a bath on the first floor. Upstairs, an airy loft features plenty of windows and cathedral ceiling. Many improvements include updated electric & roof. Enjoy this lovely spot, with hiking trails to a fire pit for star-gazing. Peaceful location on quiet country road near York Lake(5min), Sandisfield State Forest (13 min), Riiska Brook Orchards(3min) for apple & blueberry picking. Inn on the Green and Gedney Farm(8 min),New Marlborough Reserve for hiking (7min,),Southfield Store for Coffee,Breakfast or Lunch (10 min) Butternut Ski Area (20 min) are just down the road. Escape to this terrific property!

Idyllic Berkshire living on 3 open acres with views of Mt. Greylock and no close neighbors! This 3-bedroom ranch offers easy single-level living with hardwood floors, a spacious eat-in kitchen with new appliances, and a striking floor-to-ceiling stone fireplace that gives the home so much character. Outside, the property is made to be enjoyed, with a newer deck, raised garden beds, expansive lawn, golf hole with tee box, stadium lights, firepit, and even a hot-water hose hookup current owners use for a backyard ice rink in the winter. A full walkout basement adds flexible space, while the oversized barn/garage with power, lighting, and a large loft offers endless possibilities for storage, hobbies, or a workshop. This is the kind of place that makes you want to stay home!

Charming 4-bedroom, 1.5 bathroom house on private lane in desirable North Bennington, steps from Bennington College and a short walk to the Village center's restaurants, library, and shops. The home's first floor features an updated eat-in kitchen with granite countertops, dining room, living room with fireplace, half bath, and study with built-in bookcases, as well as a sun room which leads to the covered back porch. Upstairs, there are 4 bedrooms and a full bath. An airy sunroom off the primary bedroom could function as an office or a yoga/exercise room. With beautiful hardwood floors and kitchen and bathroom tile installed in 2018, the house features wildlife and tree-filled views from nearly every window.

This renovated former storefront offers a rare blend of historic charm and modern flexibility. Currently used as a single-family home, this legal 3-family property is a prime investment opportunity. The Living Spaces: • Apt #1 (Garden Level): 3-bed, 1-bath with laundry and private side deck. • Apt #2 (2nd Level): Configured as a 2-bedroom; original kitchen plumbing/electric remain for easy reconversion. • Apt #3 (Studio): Efficient space with kitchenette and washer/dryer. Outbuildings & Grounds: • Storefront: 500 sq. ft. street-level space with private entrance. • The Barn: 2-car garage with historic flair. • Outdoors: Larg e deck overlooking Otis Ridge, plus a chicken coop and gardens. • Bonus Lot: Includes an extra lot for ample parking or gardening.

3 BR 2 Bath Home with tons of storage and lots of space. Great opportunity for a small homestead or someone looking for a home with shope space and outbuilding. BEING SOLD AS IS

This recently renovated cottage, set on 4 woodland acres in beautiful Monterey enjoys close proximity to Lake Garfield, for boating and swimming, and plentiful hiking trails throughout the town. With 750 square feet of bright, clean, efficient living space, and a large detached garage, the cottage is the perfect Berkshires getaway. Recent upgrades include a spacious deck, interior painting, a refurbished bath and partially fenced back yard. Truly a little gem in the woods! Offered fully furnished. Move in for the Summer!

This charming 3-bedroom home is ready to move in! Great west Pittsfield neighborhood. Just 5 minutes from downtown, less than 20 to Tanglewood, a half hour drive to Williams College and the Clark Art Institute. Wood burning fireplace, lots of natural light, heated sun porch, and a beautiful backyard with a large deck, berry bushes, and fruit trees. The first floor features the kitchen with stainless steel appliances, dining area, living room, and sun room. The sun porch off the garage is heated and is not included in the square footage of the house. The second floor features 3 bedrooms, beautiful wood floors, and a full bath with jetted tub. The basement houses the laundry and a half bath, with lots of room for storage. Most windows in the house are just a few years old.

Two property's for one Price, This rare Adams opportunity offers a beautifully updated two family and a single-family property next door--all on one purchase and move into ready The immaculate main home features a spacious bedroom, open living and dining areas, updated kitchen, laundry room, enclosed porch, 1.5 baths, vinyl windows, dry basement storage, and a one-car garage. Every major update has been completed, including roof, heating system, and mechanicals. The neighboring duplex offers two one-bedroom apartments with reliable long-term tenants, creating immediate income. It, too, has been meticulously maintained with updated systems and its own garage. Enjoy yards, ample parking, peaceful river views, and stunning views of Mount Greylock, all within walking distance to downtown Adam

Located in the historic Monument Square, this unique mixed-use property offers a rare opportunity to own a building listed on the National Register of Historic Places. Rich in historic character and architectural charm, the property provides flexible space suitable for a variety of commercial uses on the main level with additional space above for residential, office, or creative use. Its convenient location offers easy access to downtown amenities and restaurants, making it ideal for investors or owner-occupants seeking a distinctive property with both character and versatility. A true blend of history, opportunity, and location.