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!

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.

Coveted south side of Pittsfield location! Close to shopping, both in downtown Pittsfield and Lenox. Located just a short 14 minutes to Tanglewood and close to many other cultural attractions here in the Berkshires.A great home base with your own oasis of nearly half an acre for your enjoyment. An extensive private backyard, including a new 500 square foot stone patio, a fully fenced 4,800 square foot yard, leading to an additional large open lawn that meets the river. The main level offers a living room with great natural light, spacious dining room and country kitchen. A fully renovated bath and new washer and dryer. Additionally, there is a comfortable living wrap around enclosed front sun porch. The second level boasts three bedrooms with great storage and a full bath with a

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 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 with 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 large 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.

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.

Newly renovated single floor home in Housatonic, just minutes from downtown Great Barrington, Tanglewood, and everything the Berkshires have to offer. With direct access to the Rail Trail, this move-in ready home is set on .93 acres, the property features a spacious yard and greenhouse, offering plenty of room to relax, garden, or entertain.The updated kitchen features stone countertops, stainless steel appliances, an induction range, and new LVP flooring. Both bathrooms have been fully renovated with Schluter waterproof systems. Additional upgrades include smart Lutron lighting with Alexa control, a Rheem smart hot water heater, Ring cameras, new 200-amp electrical service, a new driveway and retaining wall, irrigation system, freshly painted exterior & a new septic installed in 2025

Welcome to 13149 NY 22, Canaan, NY 12029 a beautifully updated 3 bedroom, 1.5 bath ranch set on two open, usable acres. This home has been thoughtfully refreshed from top to bottom, offering true ease of living in a peaceful countryside setting. Step inside to find gleaming wood floors throughout, freshly painted interiors, and renovated bathrooms with crisp, modern finishes. The efficient single level layout provides comfortable flow between the bright living spaces and the three well sized bedrooms. Recent improvements include a brand new roof, ensuring years of worry free ownership. An attached heated two car garage adds convenience and storage, while the expansive yard gives you plenty of room to garden, relax, or simply enjoy the quiet surroundings.

Opportunity meets lifestyle in this affordable ranch-style home perfectly positioned next to The Spruces--Williamstown's beloved off-leash dog park and walking trail. If you're looking for a budget-friendly entry into the highly desirable Williamstown market, a home within the school district, or a smart investment with strong community appeal, this is it. Just 2 minutes to Williams College and The Clark Art Institute, and 5 minutes to MASS MoCA, offering world-class art and culture nearby. Directly adjacent to The Spruces, enjoy immediate access to scenic trails and a vibrant community space loved by walkers, runners, dog owners, and families alike. Being sold as-is, the home features hardwood floors, high ceilings, and a functional layout.