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.

This updated ranch offers single-level living on a spacious, level yard framed by mature deciduous trees, providing natural privacy in one of Williamstown's most peaceful and desirable neighborhoods. Oak hardwood floors lead you into an inviting open living/dining area, complete with a bay window that frames serene views of the backyard. The renovated cherry kitchen boasts quartz countertops, stainless appliances, and a tile backsplash. The spacious primary suite includes a fireplace and renovated en suite bath, with flexibility for a third bedroom or office. Efficient comfort comes courtesy of leased solar panels, four Daikin mini-splits, and two fireplaces. A sunny deck and patio extend your living outdoors. Just minutes to Williams College...

Charming Renovated Cottage on The Hill - Great Barrington, MADiscover this beautifully renovated Four Square-style cottage in the heart of Great Barrington's coveted ''The Hill'' neighborhood--a rare pied-a-terre offering classic charm with modern upgrades. This delightful 2-bedroom home is nestled in the Southern Berkshires, just moments from downtown, Lake Mansfield, and preserved natural areas.Step inside to a brand-new kitchen, freshly painted interior, and hardwood floors throughout. All windows have been upgraded to energy-efficient Anderson, enhancing comfort and style. The exterior has been professionally repaired and painted. A newly fenced garden provides a private oasis, while dedicated off-street parking ensures convenience.

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!

Nestled in the heart of rural Pownal, this beautifully renovated 4-bedroom, 3-bath home offers the perfect blend of modern comfort and peaceful countryside living. Set on 12.1 picturesque acres, the property features a mix of open level land and serene wooded areas, ideal for hobby farming, equestrian use, or simply enjoying nature. Inside, you'll find a spacious and thoughtfully designed layout with generous living spaces, a contemporary kitchen featuring quartz countertops, and elegantly updated rooms throughout. The sunny breakfast nook opens via French doors to a large newer deck, perfect for entertaining or relaxing. There's ample room to build a barn, raise animals, or create expansive gardens. If you are looking for a tranquil turn key homestead.... Welcome Home!

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!

Welcome to this beautifully appointed & pristinely maintained residence that combines timeless character with modern upgrades. Situated on a desirable corner lot, offering a fully fenced-in yard. This spacious home features generously sized rooms throughout, offering comfort & elegance at every turn. The stunning kitchen is equipped with stainless steel appliances, soapstone countertop, quartz island and classic backsplash. A formal dining room flows seamlessly into the side porch, overlooking the serene side yard, perfect for entertaining. The expansive living room boasts a stacked stone wood-burning fireplace and built-ins. Just off the living room, a cozy sitting area with an electric fireplace provides a perfect spot for an office or a reading nook.

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.

OPEN HOUSE SATURDAY AUGUST 9, 11-1This spectacular contemporary home is situated on a public road and encompasses 9 acres of land, featuring a year-round flowing brook. The property includes a two-car garage with an open room above, and additional garage located beneath house.The interior is characterized by wood walls and floors. A sun-room provides elevated views of the property and the soothing sounds of the brook. The kitchen is equipped with custom cabinets, a pantry, and tile flooring. Main level primary bedroom with walk-in closets and bathroom. Upper loft with bedroom, full bath, and terrace. Lower-level bedroom with slider to exterior. Unique property located in a quaint area of town towards the Village and our beautiful town beach known as Center Pond.

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!