The charm of yesteryear meets the comfort and convenience of today in this beautifully maintained 3 Bedroom, 2 Full Bath Lenox Colonial, set high on a picturesque village knoll. Enjoy wood floors, an open-concept kitchen and dining area with exposed brick, and a central yet wonderfully private location.All the major updates have been thoughtfully completed, including a newer roof (2021), updated furnace and hot water heater, replacement windows, and fresh interior and exterior paint. Efficient natural gas heat and hot water keep living comfortable year-round.

The Woolen House stands as a rare piece of prestigious Hinsdale history. Once the home of the Woolen Mill superintendent, it has been fully reimagined for modern living. The craftsmanship is unmistakable: original woodwork, 16 inch brick construction, and a sense of permanence rarely found today. Inside, five bedrooms, two full bathrooms, a spacious laundry, and a versatile first floor room offer function & flexibility. At its heart is a brand new kitchen with never used stainless steel appliances, custom cabinetry, & fresh finishes ready for its first chapter. Ten high-efficiency mini splits, each backed by a 7-year warranty, ensure comfort year-round. Set in a quiet rural corner of the Berkshires, yet an easy drive to Ashmere Lake, trails, Tanglewood, Jiminy Peak, & other cultural hubs.

Nestled between forest and garden in the serene, secluded Crystal Pond neighborhood, this bright and breezy home offers rustic charm, serenity and convenience, & central A/C.The open concept floorplan seamlessly merges the dining, kitchen areas into a vaulted great room that boasts threewalls of windows, and skylights. Two bedrooms, new bath and laundry on the first floor, with a beautiful summer screened porch. The primary is on the second floor, offering a small office area and bath attached. Lower level has an extra-long garage and a playroom for more living space. Short walk to private beach and pond. So Close to all Berkshire cultural venues. With in 5 miles Hiking, Becket Beach, the Art center, Appalachian trail, skiing, restaurants. Available w/ contemporary neutral furnishing.

Open House 10-11-25, 11:00-1:00. Inside pictures to follow soon. Experience the perfect blend of modern comfort and historical charm in this beautifully maintained home. Featuring 4 spacious bedrooms and 2 baths, this home offers over 1,500 sq. ft. of living space. Enjoy the character of the 1850s with updates, including new mechanicals. Freshly painted inside and out, this home is truly move-in ready. The stonework patio provides a picturesque setting with a fabulous screened porch. There is a convenient shed and generous oversized garage space. Ample storage throughout ensures all your needs are met. Discover the perfect balance of history and modernity in this delightful property.

Contemporary cape with an open, single floor design combines charm and practicality on two private acres. The walk out lower level features an expansive family room with two additional rooms. Heated garage, central vac, Vt Castings wood stove, underground propane, whole house generator and a screened porch to observe the private, landscaped lawn and gardens. This beautifully designed, well constructed, easy maintenance home provides the perfect oasis for every season!

An 1825 colonial has much of its original charm and features in place - wide plank floors, beamed ceiling, original hardware and fully renovated kitchen. Many new appliances, new windows, and foam insulation in the basement. The well insulated attic and walls along with a high efficiency furnace gives you modern comfort. The house is a legal two family. The Studio apartment is attached and could be a private primary 1st floor suite. The current owner has solid Air BnB income from it as is, or it could be rented year-round. The fully insulated barn/garage has it's own 100-amp service and is currently being used as a woodworking shop. A wood stove and a large loft for storage adds to its utility.

A unique opportunity to make this terrific property your own, with a separate bungalow apartment for income or other home business uses. Property features a 6 bedroom, 2 bath 1880's Victorian with a classic yet casual style. First floor features a sunny living room, large country kitchen, formal dining room w/ built-ins, and front parlor/bedroom. Second floor offers 5 bedrooms, 2 full baths, and laundry room. A separate 25' x 50' building, originally built in 1990 as an antique shop, now features a recently updated spacious 2 bedroom bungalow apartment currently rented for $2,200/mo. Additional space includes a large 3 bay workshop / garage for projects or other income uses. Close to Sheffield Green, Library, Dewey Hall, 10 min to GB or CT. House needs updating, but well worth the effort!

Perfectly situated with distant views on a private but not isolated lot, this meticulously maintained home has exceptional charm. The beamed living room has a gorgeous pine ceiling, a wood-burning fireplace with distinctive natural stone surround and mantle, and a delightful ''musician's balcony.'' The spacious,, beautifully renovated kitchen opens to both a screened and an open-air porch overlooking the large backyard. On the lower level is an inviting guest unit, with large separate kitchen, full bath, and a private entrance. A new 3 bedroom septic system was installed this past year. Some furniture is available for separate purchase. Just a 5 minute drive from the West Stockbridge village, this is truly a move-in condition home, ready for its next lucky owner.

Charming c.1825 Colonial-style home perfectly situated on a quiet country lane lined with majestic old maple trees, offering the quintessential New England homestead setting. This picturesque property rests on 3.75 mostly open acres, idea for gardening and animals or to continue the ''Cut Your Own'' Christmas Tree family tradition. The lovingly maintained home, updated over the years, offers a warm and comfortable living environment featuring four decorative fireplaces, nice woodwork and beautiful wood floors. The spacious eat-in kitchen includes a Garland gas cooking range, ample cabinetry, and a pellet stove for added warmth. The first floor also offers a living room, dining room, full bath, laundry, and an entry area currently used as an office. Upstairs, there are three bedrooms,

Don't miss this charming 4-bed, 2-bath home with 2 first-floor bedrooms and a full bath! Offering nearly 2,100 sq. ft. of living space and almost 1 acre of flat, dry land, this home provides plenty of room to grow. The breezeway connects the 2-car garage with newer doors and electric openers. Outside, enjoy a private patio, stone wall, and a shed for extra storage. The home has also just had the exterior fully painted. Gorgeous flowering crabapple trees grace the front yard. This beautiful home blends comfort, convenience, and outdoor charm--schedule your visit today!

Two homes on almost 5 acres! Have you always dreamed of living a sustainable, homesteading life with your family and extended family? This property makes generational living possible! The ''cabin'' is 2,106 sq ft with updated bathrooms, mainfloor laundry, 2 fireplaces with wood and pellet stove inserts, primary bedroom with large cedar lined walk in closet. Impressive P&B exposed wood throughout the home adds character and a rustic feel. Second home is 1728 sq ft has updated bathrooms, 2 fireplaces, updated kitchen and large bedrooms. Both homes are surrounded by gardens, fruit trees and some open pasture. A barn on the property can be converted for livestock or can be used as a workshop and potting shed. 6.51 acres across the street may also be available.

Let's imagine extreme privacy for a moment, yet your loved ones are simply a three minute walk away or a quick drive; because each one has their own home! With connecting roads this home is 1 of 3. This home has a hot tub, 3 fireplaces and a garage for winter parking. A parcel on Indian lakes is also an attractive feature that is available. This will give you access to the tennis court and the lake itself. This home has a bedroom on the first level. The laundry is conveniently located on the 2nd level between the other 2 bedrooms. Extra Living space is found in the lower level and direct access to the garage is very convenient. An amazing deck with an exterior fireplace makes for a lovely ambiance. It is easy to get to and from the nearby majoring cities.

Unique Opportunity! Lakefront on Center Pond. Original lake cabin built circa 1950 set on .79 acres with 100 feet of lake frontage. Located within 25 feet of the lake the structure will require extensive renovations. The cabin does have electricity and will need well and septic. Great spot and well worth the effort!

Lovely Dalton Colonial in very nice residential neighborhood. Step into the entry way and see the beautiful living room on the right, dining room off living room.Nice eat in kitchen, open to family room. Off family room very large 3 season with sliding doors out to the deck.Upstairs is 4 bedrooms and 2.5 baths.Roof done in 2007, windows, furnace 1998, water heater 1996Beautiful large, landscaped yard. 2 car garage. Don't miss out on the beautiful homeShowings will start on January 2nd

This is a spacious house with generously sized rooms 5 minutes from town. 4 bedrooms with 1 full bath, 2 3/4 baths and one powder room. First floor has kitchen, living room, dining room, pantry, laundry and a generous master suite with sitting area, office space and full bath. Second floor has 3 bedrooms, one with ensuite 3/4 bath. Lots of closets and plenty of storage space with basement storage or workshop area. New 16k oil burning furnace in 2025. for hot water baseboard heat. New septic to be installed by seller this fall.Charmingly surrounded by neighbor's barns, with a nice .45 acre parcel with lawn or ready for your own garden. Screened in porch, patio and fire pit are perfect for summer in the Berkshires.

Welcome to 41 Pearl Street- a 1900s two-family residence nestled on a quiet street just moments from downtown Great Barrington. This spacious 4-bedroom, 2-bathroom (both sides are 2 BR/1 BA) home offers 1,964 square feet of living space on a generous 0.25-acre lot, blending classic charm with modern comfort.Step inside to discover a welcoming floor plan with ample natural light, hardwood floors, and period details. The kitchen and living areas are perfect for entertaining or relaxing with family. Upstairs, the bedrooms offer privacy and comfort, with plenty of storage throughout. Warm and efficient forced hot water heating.

Home on a dream lot--over 7 secluded acres framed by mountains and backing to the Chalet Wildlife Management Area (7,000+ acres of protected state land). Enjoy total privacy, wide-open views, and dark-night skies away from city lights. Step inside to a grand entrance with a glistening chandelier. The main level features a flowing layout: a spacious kitchen with sufficient storage and generous counter space leading to the bright living room. Another feature on the first floor is that there is an option for private living quarters/in-law suite with its own entrance. The large primary suite offers a cozy fireplace, two walk-in closets, and an en suite bath with shower and jetted tub. Additionally, there is a first-floor laundry off the two-car garage, and an extra room great for an office.

Welcome to this spacious 4-bedroom, 2-bathroom home offering 1,865 sq ft. of comfortable living space on a generous 1.42 acre lot in the beautiful town of Cheshire. This property features a bright and inviting layout, well-sized bedrooms, and ample room for everyday living or entertaining. New vinyl siding, gutters & awnings added in the most recent years. Enjoy the privacy and outdoor possibilities that come with an expansive lot & beautiful Trex deck leading to the above ground pool. Perfect for gardening, recreation or simply taking in the peaceful surroundings. A wonderful opportunity to own a versatile home in a serene Berkshire County location. Schedule your showing today!

Welcome to 7 Park Street a sun-filled, classic New England home tucked on a quiet dead-end lane right in the heart of Stockbridge. With 2 bedrooms, 1 bath, and 1,300 sq ft, this 1900 charmer blends historic warmth with thoughtful updates: wide rooms washed in natural light, an inviting screened porch for morning coffee, and an easy, intuitive layout that lives larger than its footprint. The setting is exceptional, stroll just minutes to the Red Lion Inn, cafes, shops, and the library; at the end of the street, pick up beloved local trails toward Laura's Tower for quick nature escapes. A manageable 6,970 sq ft lot keeps weekends free for play, gardening, or launching out to the Berkshires' cultural highlights: Tanglewood, Norman Rockwell Museum, Naumkeag, and more.

Classic country charm awaits you in the foothills of Cheshire Massachusetts and escape home to privacy and serenity in northern Berkshire to live and play in the great outdoors. Enjoy hiking out your door and follow the Appalachian Trail even reach Mount Greylock, bike ride north and south on the Ashuwillticook Trail exercising and exploring the beautiful farmlands and countryside as you immerse yourself in nature for miles and miles. Stay home and escape on your very own 4.5 wood acres for foraging mushrooms and enjoying your fairytale woodland animals with a trail camera in the comfort and warmth of this Berkshire traditional country colonial. Experience quality craftsmanship with wood paneled walls and ceilings blended beautifully with a country pallet of colors on sheet rocked walls