Imagine mornings spent fishing just across the quiet country road, days watching horses graze in the field, and nights beneath dark skies filled with stars. Welcome to The Cottage at Trout Brook, a peaceful country retreat, set on 6.25 acres, where privacy, nature, and simple living come together. Shaded by large mature maples, this charming cottage offers three spacious bedrooms along with an additional room perfect for a home office, den, or guest room. Inside, the home feels warm and inviting year-round with both a new furnace and a supplemental wood furnace, creating the kind of cozy winters that make country living so special. From the living room, listen to the soothing sounds of the year-round brook flowing nearby.

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!

Attention outdoor enthusiasts, this is the ultimate retreat you've been waiting for! Tucked away in a peaceful and private setting, this 122-acre property features a babbling brook, streams and meandering trails providing endless opportunities to explore and enjoy nature. Whether you're seeking solitude or adventure, this serene escape offers the perfect balance. The rustic Cape-style home, while ready for updates, provides a warm and functional layout with an open kitchen and living area accented by cathedral ceiling, two bedrooms, a loft, a full bath, and a full walk-out basement. Ideally located near a variety of recreational activities, you're just 15 minutes from Berkshire East Resort and the Vermont border is just up the road. Enjoy skiing, fly-fishing, whitewater rafting, mountain

An enchanting parcel of land with a 2 Bedroom Ranch, in need of updates and cosmetics. The land is beautiful, 7.87 acres, with the house nicely sited up on the knoll. So much potential! There is an attached garage and full basement.The septic design is available and estimate is in hand. Being sold ''as is''. A worthwhile project in a private, natural setting.

Spectacular Shelburne Falls upper-level condominium with a dramatic interior featuring a spacious and bright open floor plan. This stunning condo features exposed original mill beams, high ceilings, and beautiful hardwood floors throughout. The kitchen is a dream for cooking enthusiasts, with open shelves perfect for displaying your favorite cookbooks and pottery. Additional features include ample closet space, a beautifully tiled full bath, laundry facilities, and a private balcony. Conveniently located in the heart of downtown, you're just a short walk from banks, pharmacies, grocery stores, the library, restaurants, artisan shops, bookstores, and the iconic Bridge of Flowers. The site overlooks the glacial potholes and picturesque Deerfield River.

Beautifully maintained condominium in Plunkett Hill offering spacious, light-filled living in a peaceful Berkshire setting. This 2,141 square foot unit features hardwood floors, soaring ceilings, skylights, and oversized windows that bring in abundant natural light and showcase mountain views throughout the home.The updated kitchen is thoughtfully pointed with granite countertops, stainless steel appliances, and a chefs range! Generous storage can be found throughout the unit, including a cedar closet in the second bedroom.The primary bedroom offers exceptional space, complete with a charming window nook and skylights that add warmth and character. Well-maintained common areas and beautifully kept grounds further enhance the appeal of this property.

Enjoy easy living at the beautiful Greylock Village. This bright and beautifully maintained 3-bedroom, 2-bath condominium offers a thoughtfully designed floor plan with abundant natural light throughout. The main living area features a wood burning fireplace and cathedral ceilings which create an open and inviting space perfect for everyday living and entertaining. The living room opens through a sliding glass door to a private rear deck, providing a peaceful spot to relax and enjoy the surroundings. A first-floor bedroom and full bath offer flexibility and convenience for guests, one-level living, or a home office.This move-in-ready home has been well cared for and thoughtfully updated, including replacement windows, added roof insulation, new flooring and a 4 year old furnace.

Spacious 4 bedroom Cape with several useful storage buildings for anyone with a business and attached 2 car garage. Heated sunroom with sliding windows, Eat in kitchen with access to back patio, Livingroom with knotty pine paneling and fireplace with wood burning stove. First floor has 2 bedrooms and a full bathroom with walk in shower offering first floor living. Two additional bedrooms upstairs and a half bath complete this well-kept 1950's home. Large wood furnace for basement heat and separate oil furnace for entire house. Passing Title V. Backup generator. Don't miss this one !

Pride of ownership shines throughout this beautifully updated ranch situated on a corner lot in a walkable, sought-after neighborhood, close to bike trails, hiking and shopping. This well maintained 3-bedroom, 2 full bath home features central air, a bright modern kitchen with Instaview refrigerator, double oven, 2 filtered water sites and a spacious dining area with cathedral ceiling. The beautifully renovated main bath features a spa style rain shower with dual heads, heated fan, tiled flooring and generous storage. This home offers hardwood floors and cedar closets throughout its comfortable, well-designed space.The private backyard features a pebble epoxy finished patio, a convenient electric awning and a charming stone fire pit for cool evenings, and entertaining

This lovely antique home is ready for its next chapter. Located close to downtown Great Barrington on over 2 acres, this property has mature perennial gardens and flowering trees galore. The home itself has a great layout and strong bones but will take imagination and work to make it into the dream home it deserves to be. An amazing opportunity in a beautiful location. House being sold as is.

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.

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!

Classic Clarksburg Cape on 2.4 Acres - A Home Everyone Knows and Admires Welcome to one of Clarksburg's most recognized properties. Lovingly maintained by its original owner, this classic Cape sits on 2.4 acres of level land in a desirable location that offers the perfect balance of privacy, nature, and convenience. This spacious home features three bedrooms, one and a half baths, hardwood floors, generously sized rooms, a one car garage, and a convenient breezeway connecting home and garage. Step outside to a large rear deck overlooking your private backyard oasis, complete with outbuildings and plenty of open space for gardening, recreation, pets, or simply enjoying the peaceful surroundings....see more

Welcome to your charming lakefront retreat on beautiful Cheshire Lake! Set along the water's edge with a beautiful yard and picturesque views, this inviting home offers the perfect setting to enjoy all that lakefront living has to offer. Relax on the deck with your morning coffee while watching the sunrise over the lake, host family and friends for summer gatherings, or unwind with evening drinks as the sun reflects across the peaceful water. A spacious sunroom, currently used as a dining area, provides the perfect place to gather while enjoying breathtaking lake views throughout the seasons. With beautiful water views from most rooms, this home offers a tranquil backdrop for everyday living and year-round enjoyment.

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.

Nestled into the hillside on East St., this one owner home is awaiting your touches! Set on 1.4 private acres, there is plenty of space to expand this 3 BR embankment ranch. Two fireplaces, one in the first floor LR, the 2nd in the walk out lower level FR, there are also 2 decks, a screened porch and a 3 season room off the family room. House is all electric; a new septic system to be installed post closing ($$ will be escrowed). Very pretty setting and a great place to start home ownership!

Immaculate unit in move-in condition. 1st floor bedroom and a 1st floor stall shower with glass door. Hugh 3 season room with glass and screens to enjoy the Berkshire air. Hardwood floors in living and dining area. Upscale stainless steel refrigerator and Bosch Dishwasher. Two bedrooms and full bath with tub/shower upstairs. Unfinished lower level with work bench, washer and dryer. Village at Oct Mtn offers heated pool, har-tru tennix courts, EV charging, canoe/kayak racks. Cental location to all the culltural activities and restaurants.

Charming solid brick cottage on Cottage St. in the heart of Gt Barrington. This distinctive polychrome-style home features 2BRs, with the option to convert back to 3, & 2 full BAs. Inside, you'll find antique doors, hardwood floors & built-ins that add warmth & character. The sunroom is bright & inviting, filled with natural light, while the downstairs bathroom includes a convenient laundry area. Outside, a spacious backyard with mature landscaping offers great potential to make it your own. Ideally located near shopping, dining, hiking, skiing, & community events, this home is a wonderful opportunity to enjoy life in the Berkshires. House will need new roof, it's near end of life, price reflects updates needed. Pellet stove does not have permit and will be disconnected prior to close.

Charming three-bedroom, one full bath ranch offering the ease and convenience of one level living in a highly desirable neighborhood. Situated on a spacious lot, just shy of a half-acre, this home features a large, fenced backyard perfect for entertaining, gardening or simply enjoying the outdoors. Wrap around deck overlooking above ground pool, creating the ideal summer setting. Inside you will find a comfortable eat-in kitchen, front living room, updated bathroom and 3 bedrooms. Partially finished basement that provides additional room for a family room, home office, gym and laundry. Conveniently located close to schools and downtown Lee, ''Gateway to the Berkshires''.

Welcome to Heron Pond Condominiums in charming Stockbridge, where comfort meets convenience in a tranquil setting. This beautiful condominium offers an ideal combination of spacious living and cozy charm, featuring 2 or 3 bedrooms and 2 full baths. The screened porch is ideal to relax and enjoy nature without the bugs, a serene space to unwind, whether you're enjoying morning coffee or evening breezes. The flexible floor plan allows you to choose between 2 or 3 bedrooms to best fit your needs - perfect for guests, an office, or extra sleeping space. Two stylish full bathrooms ensure everyone has plenty of space and comfort. Nestled in Stockbridge, you'll have easy access to all the charm and amenities the area has to offer, with nature at your doorstep. Offered fully furnished.