TWO charming homes! The main home was a beloved family retreat known as WIC - Window in the Chimney and an income producing Red Barn guest house for the last 42 years. It's time for the next owner to bring their vision while delighting in the charm, history and possibilities this property offers. Two distinct homes with their own personalities, water & septic systems situated on a beautiful 4 acre lot. The main home, a gothic revival cottage speaks to a rich history with its distinguishing architectural details. Highlights include the front entry with its gabled portico, the rich patina of wide plank wood floors, two natural stone fireplaces assuring both dining and living room ambiance. Several flex spaces add to the options of its generous 4 bedroom, 2 bath floor plan.

Loads of room for family and friends in this semi-private home nearby the Old Inn on the Green and The Southfield Store Cafe. Along with an attached two-car garage, the first floor has large public rooms - a living room with a wood-burning fireplace, a large eat-in kitchen/dining area and a paneled den. Two of the six bedrooms are on the first floor, one of which is the primary and the other is currently being used as a home office. Its adjacent to the primary, so may be converted to an en-suite walk-in closet and bathroom. The second floor holds four generous bedrooms, a full bath and a large laundry room. There's a full basement under the house with a new Buderus boiler. The house is set well back from the road with a large, private backyard. A new septic tank has been installed.

Beautiful 4-bedroom, 2 1/2 bathroom home in Pownal VT on 45 acres, with mountain views. Private retreat, with fiber optic internet available to keep you connected to the world when you want to be. Walk in through the attached single car garage, and you'll find a mud room leading into a lower level with living area, hot tub room, 3/4 bathroom, and plenty of storage. There's also a mechanical room that houses the 200-amp electrical panel, heat pump hot water heater, and Tesla wall - a home battery that stores power from the solar panels on the roof. Walk upstairs to the main floor where you'll find the open kitchen/dining area (with an enclosed sun porch off the kitchen that leads to the front deck), a large living room with vaulted ceilings and stone fireplace, with a second deck off the

Enjoy entertaining in this light-filled, well-designed Allegrone built contemporary situated in the desirable Meadow Ridge community. Located on a quiet cul-de-sac, this home sits on just under an acre of land with mature landscaping. Entering through the large front porch into a gracious foyer, the first floor offers an open layout with kitchen, informal dining and vaulted living room with custom built-ins and gas fireplace. A formal dining room off the living room offers space to gather for holidays. In addition, the first floor offers a spacious den, a primary bedroom with en-suite bathroom and walk-in closet, half bathroom, laundry room and mudroom. The eat-in kitchen boasts high ceilings, granite countertops, and a slider to the deck. The second-floor features three

Perched at the edge of South Egremont, this stately 1900's structure offers the ideal confluence of residential home and business opportunity. The residence section is a meandering home that has four bedrooms and 2.5 baths, and is filled with sought-after details including post and beam framework throughout and a great room with cathedral ceilings, a roomy loft and a double-height wall of southern exposure windows that allow the sun to stream in. The adjacent commercial section is comprised of sprawling, expansive rooms on both floors, with an elevator for easy access. Its finished condition makes it ideal for a yoga studio, gallery, boutique, co-working space -- the only limits are its new owner's imaginations. And in a charming hamlet that already boasts Berkshire favorites

Perfectly sited on 40+ acres and abutting over 350+ acres of state land which offers total privacy, this Berkshire Colonial was meticulously designed in every detail. If you're searching for a private sanctuary that you could move right into, then you've found your place. The spacious kitchen opens into the living room and sun room making it ideal for entertaining. The living room features an impressive floor to ceiling Masonry Heater and 23' ceilings and loads natural light from the wall of windows. The 1st floor also includes a formal dining room, office/den, family room, 1/2 bath and laundry room. You walk up the open stairwell and you overlook the living room and views of the outdoors. The spacious primary bedroom has a huge walk-in closet, dressing area and en suite. The 2nd

Experience your dream home in a superb location in one of Williamstown's desirable neighborhoods! This classic Garrison Colonial provides 2,752 sq ft of living space with 4 bedrooms, 2.5 baths, and hardwood floors. The double living room features a wood-burning fireplace, and there's a convenient first-floor laundry room, full unfinished basement and two-car attached garage. The 1.24-acre lot on a cul-de-sac offers mountain views and hiking trail access. Minutes from downtown, Williams College, schools, Clark Art, and Taconic Golf Club. This listing is in high demand--schedule your viewing today!

Lakefront!!! Two bedroom contemporary home on Otis Reservoir with a long lawn leading to the shoreline and your own private dock. The main floor features an open floor plan, full bath and a large, inviting covered porch- a great place for grabbing a chair and looking at the water. Two bedrooms and a half bath in the lower level with access to the covered patio. Being sold as is with design for new septic system.

Private Beach on Lake Buel includes separate building lot, offering a lifestyle of luxury and leisure. Nestled in a prime location, this contemporary-style home presents a unique blend of modern living and outdoor recreation. Private beach area were residents can indulge in the serene surroundings and even potentially secure a boat slip for easy access to the water. Additionally, the property boasts access to pickleball and tennis facilities, providing ample opportunities for staying active and enjoying the great outdoors. The main residence features three bedrooms and three bathrooms, complemented by wood floors, an open kitchen, and a spacious living and dining area. Upstairs, an open balcony serves as an office space, with a screened-in porch and first-floor laundry. Come and enjoy

This 5BR, 3 full bath, is 3600 sq feet of living space with an oversized two car garage. The home has been beautifully maintained and has new roof and new driveway. South West views over looking October and Washington Mountains. A short five minute walk to the Silver Maple Clubhouse Facility. Amenities include, two tennis courts, swimming pool, gym, pickle ball and library. Silver Maple Farm is at the epicenter of all the cultural and outdoor activities The Berkshires has to offer and close to shopping and The Berkshire Medical Center.

Discover the timeless allure of 'The Turning Point,' a quintessential Berkshire retreat nestled in the hills of Great Barrington. Originally a 1800's stagecoach stop, this enchanting 3600-square-foot property boasts a rich history as a thriving inn, short-term rental and home, offering 7 bedrooms and 6.5 bathrooms. Immerse yourself in its New England charm, complete with a wood stove, propane fireplace, wide plank floors, large kitchen, first floor bedroom, office and a welcoming floorplan emanating warmth and comfort. Perfectly situated mere moments from Butternut Basin (one of the Berkshires top ski destinations) and a short drive from vibrant downtown Great Barrington, this charming sanctuary invites you to experience the best of Berkshire living.

Cable Mills consists of three former industrial mill buildings restored into beautiful homes featuring 12ft to 16ft tall ceilings, massive windows, and exposed brick and beam, steel and timber throughout, stainless steel appliances, granite countertops, gas-fired ranges, generous closets and in home laundry. Cable Mills offers stunning views of the famed 'Purple Mountains' and the rolling Green River. Homes are one, two or three bedrooms in single level flats, lofts and townhome styles totaling 61 residences. Outdoor spaces including the Outdoor Living Room with a fire pit, grills and seating along the river walk. The main building offers a community lounge, fitness center, interior bike storage, package delivery room, dog wash and on-site professional management.

This appealing Richmond Cape, with a delightful two story renovated pole barn, is conveniently located on a country lane minutes from the Village of West Stockbridge and just over the hill to Lenox & Tanglewood. Surrounded by 2+ acres of privacy, with mature trees and landscaping, it's the perfect spot to enjoy every season! From the rocking chair front porch to the deck overlooking the backyard you will find living spaces that can be adapted to your individual style with 3 bedrooms and 2.5 baths....come find out if this is your perfect future Berkshire home!!

First time on the market in over 50 years and what a CHARMER! The former Chauffeur's cottage for the original Bishop Estate, you can enjoy the short walk to town, Shakespeare & Co, Canyon Ranch or sit on your rocking chair front porch and enjoy the view! Slate roof (including plywood underlayment) replaced 2004, Arkansas Pine Floors throughout (and in beautiful condition), Steam boiler 2003, updated electrical panel (some knob & tube present), full basement with bulkhead (some dampness); 4 Bedrooms on 2nd floor and formal living, dining, den and eat in kitchen and half bath on first. This is a picture postcard home in a gorgeous location (drive through the stone pillars of the Bishop Estate, yet it does not belong to the BE HOA so no HOA fee!) See disclosure in Realtor comments!!

Designed and custom built for American author, designer and illustrator of children's books, Eric Carle who could have lived just about anywhere but chose a road less traveled with farms and livestock for neighbors and wildlife in every direction. Delicately sited on 50 secluded, country acres with extensive landscaping documented with a list of 65+ species of shrub, dwarf trees and colorful perennials throughout. This 4 bedroom, 3 bath contemporary home offers so much for so many wanting solitude yet all the conveniences found within 40-50 minutes in the Berkshires or Northampton areas. Enjoy snow shoeing, X-Country Skiing or hiking on Stump Sprouts 450 protected acres adjacent to your property or enjoy white water activities and fishing at the Deerfield River within a short drive.

Back in the day when an abundance of Land was the custom, this recently renovated Colonialhome, which is set on 139 acres, provided its homeowners then and now the perfect countrysetting to enjoy life as it should be. The beautiful Deerfield River and all that it provides isdirectly across the road, so if fishing or kayaking is your preference, then it is an easy wishfulfillment. On the other hand, if you prefer a walk in the woods along the many hiking trailsaround the property, this wonderful home is an open door to the life you want to enjoy! Seeingis believing; call for a showing today.

Nestled on a tidy 1.3-acre parcel, surrounded by trees and mature landscaping, this delightful 3-bedroom/2.5-bath home is beautifully maintained and move-in ready. With a well-designed layout that can easily accommodate single-floor living, the main level features a Primary Bedroom with its own heated sunroom and en suite bath. Also on the 1st floor is a 2nd bedroom, a convenient 1/2 bath, a cozy living room with a wood-burning fireplace, and a sunlit kitchen/dining area which opens onto a splendid south-facing deck. On the 2nd floor is a 3rd bedroom, a large bonus room, a shared full bath, and a practical laundry room. Recent improvements include mini split system, a brand-new roof completed in April 2024, and many updates throughout.

Berkshire Country Meadows. Looking for new construction? Work with the builder to fine-tune from a selection of floor plan options! Your new 2000 sf home is a stand-alone condo. It features natural gas heat, central a/c, and a gas fireplace. The open living plan can be customized to meet your needs. Living space consists of two or three bedrooms, two full baths, laundry and attached garage. - all with the convenience of one-level living! Amenities on site with this almost fully built-out development include a clubhouse with fitness center, pool and tennis. Low HOA fees., public water/sewer. If you envision lake-access - Pontoosuc Lake is less than a mile away. Skiing at nearby Bousquet or Jiminy Peak and close to all cultural attractions.

Nestled on a corner lot in the quaint village of Ashley Falls, this c. 1900 New England farmhouse blends timeless charm with modern comfort and energy efficiency. This completely renovated 4-bedroom 3-bath home preserves its classic allure with numerous modern upgrades and all new mechanicals. Step onto the white-washed front porch and into the front parlor, where a wood-burning fireplace and engineered oak floors greet you with warmth and character. The bright open kitchen/dining area with exposed original beams and vaulted ceiling invites gatherings of family and friends. Sliding doors offer sunshine from the south-facing patio. Rounding out the first floor is a spacious 1st-floor bedroom and full bath, plus a side entry mudroom.

Introducing the perfect home for your family - a stunning 4 bedroom, 2.5 bath contemporary located just a short walk to breathtaking Goose Pond. This home boasts a spacious 2,659 sq ft of living space with an open floor plan and gleaming hardwood floors that reflect the natural light which fills every corner of this beautiful home. On the first floor, you'll find a generously sized bedroom and a full bath plus a linen closet, perfect for those who prefer single-level living. There is also a half bath for guests, plus laundry facilities, and a kitchen pantry. Upstairs, there are three more nicely sized bedrooms and another full bath with a second linen closet, providing ample space for your growing family. The two-car oversized attached garage leads into a large front hall/mudroom with