Welcome home to this beautifully maintained and thoughtfully cared-for residence, ideally situated on one of Southeast Pittsfield's most desirable dead-end streets. Offering exceptional curb appeal, mature landscaping, and a peaceful garden-like setting with a wonderfully private backyard, this charming home showcases quality craftsmanship, timeless character, and pride of ownership throughout. Designed for both everyday living and entertaining, the spacious sunroom is filled with natural light and overlooks the backyard, creating the perfect place to relax or gather with family and friends. Step outside to enjoy the inviting in-ground pool, private patio, and tranquil outdoor setting.

''The Other Hill' Tucked into one of Great Barrington's coveted residential enclaves surrounded by million-dollar-plus estates, this home offers an unbeatable entry point into luxury Berkshire living. Designed with distinct living zones, the two-level layout provides the ultimate setup for weekend guests, remote working, family room or great potential for multi-generational living. The main living level features bright, flowing living space framed by natural views, perfect for effortless entertaining after a day in town or on the trails. Enjoy beautiful mature landscaping, outdoor living spaces and prime proximity to downtown Great Barrington at an accessible price point

This beautiful home offers an abundance of natural light through its large, expansive windows, creating a warm and inviting atmosphere throughout. Post and beam construction, well equipped kitchen open to living room (with 30' ceilings) and dining room create ease of entertaining. First floor primary en-suite with a private deck overlooking the back yard and beautiful view. This home also offers a private, spacious first floor in-law suite, plenty of closet space, and sliders leading out to the pool, ideal for extended family or guests. The den is a comfortable meeting space between the in-law suite and the main part of the home where you can sit by then fire on chilly days. Between the hot tub, in-ground pool, and yard it's a complete package! 20 minutes to Williamstown, MA.

Dating from the late eighteenth century, this handsome, hip-roofed Colonial home is a distinctive and stately presence gracing its two and one half acre site in historic South Williamstown and provides a glimpse into its storied past. The finely proportioned residence offers casual elegance with its three fireplaces, wide board flooring and extensive built-in cabinetry and shelving. With a unique hand-painted wall mural of Williamstown's iconic scenery complementing the warmth of the original old world architectural details, the spacious dining room awaits the hosting of many gatherings both intimate and large. The kitchen overlooks a bright solarium with woodburning stove and ample bookshelves, perfect for relaxation and reading or simply viewing the meadows beyond. Three to four bedrooms

Nestled in the heart of the Berkshires, this exceptional Williamstown residence offers more than 4,000 square feet of thoughtfully designed living space, featuring 4 spacious bedrooms and 3 bathrooms. Enjoy breathtaking mountain views from the expansive wrap-around deck--an ideal setting for morning coffee, outdoor entertaining, or simply taking in the beauty of every season. Inside, generous living spaces provide the perfect balance of comfort and elegance, making this home equally suited for everyday living or hosting family and friends. Ideally located just minutes from the cultural and recreational attractions that make Williamstown one of New England's most desirable destinations.

Immaculate Center Hall Colonial in one of Lee's most desirable neighborhoods. Beautifully maintained and move-in ready, this inviting home offers 3 bedrooms, 2.5 baths, plus a spacious game/bonus room. The first floor features a wonderful eat-in kitchen with granite counters and abundant cabinetry for the home chef, a large living room with fireplace, formal dining room, and gleaming hardwood floors. Upstairs, the en-suite primary provides a comfortable private retreat with two additional bedrooms. An attached two-car garage adds everyday convenience. Set on a beautiful residential street with a deck--perfect for grilling, morning coffee, or a glass of wine at the end of the day. Exceptionally well cared for plus, need more space, there is a walk out lower level waiting to be finished.

Tucked away on 3.24 wooded acres, this one-of-a-kind Contemporary offers 3,744 sq. ft. of living space across multiple finished levels. The main home features four bedrooms, 2.5 baths, spacious living, family and dining rooms, plus a third-floor great room and additional flex space. A separate in-law suite adds exceptional versatility with its own kitchen, living room, bedroom, full bath, deck and upper-level flex room--ideal for extended living, guests or a variety of household needs. Soaring ceilings, exposed timber beams, hardwood floors and a dramatic center chimney add character throughout, complemented by multiple wood-burning fireplaces, a pellet stove and abundant natural light.

Unique woodland style home in a private wooded setting on an inviting cul-de-sac in a sought after Dalton neighborhood. Custom designed by and for, well known architect, Brian Pilling. Quality Built and finished with solid wood features by Allegrone. New roof and freshly painted exterior make this home move in ready. Distinctive layout with three levels of living creating privacy and space while close enough for connectedness and fun. Modern floor plan with flow and ease featuring a sunken living room with dramatic floor to ceiling stone masonry fireplace. Remodeled kitchen with granite, artisan style cooks' alcove topped professional grade appliances. Light filled rooms with balcony overlook to master suite with new luxury bath and sitting room-office-den. The finished walk-out

Beautifully updated and maintained four bedroom, three and a half bath colonial. Spacious common areas washed with natural light make this home special. The main level boasts a large eat in kitchen, dining room, expansive living room with wood floors, family room with built ins and fireplace, separate laundry room, half bath, two car oversized garage and beautiful screened porch overlooking the landscaped large yard. The second level has three guest bedrooms, full bath and large primary bedroom with en suite and double closets. The finished lower level offers a media/flex room, office, bathroom and storage. This Convenient location is on the Southeast side of Pittsfield near Lenox and under 15 minutes to Tangelwood!

Experience the ease of downtown living in this immaculate Maple Grove condominium. Positioned just a short walk from Main Street, this residence offers immediate access to local shops, restaurants, and town amenities. The main level centers on a modern, open floor plan defined by beautiful wood floors and abundant natural light. An open kitchen anchors the living space, allowing for seamless interaction during meals and gatherings. The living area extends outward to two distinct private spaces: a screened-in porch for three-season relaxation and a separate private deck. Designed for convenience and longevity, the first floor features a primary bedroom suite complete with a spacious en-suite bathroom and laundry.

This move-in-ready 4-bedroom, 2.5-bath Colonial in Southeast Pittsfield sits on over half an acre and blends classic charm with thoughtful updates. The welcoming chefs kitchen opens to a screened porch and flows into a generous dining room with built-in cabinetry, perfect for everyday living and entertaining. A light-filled living room anchored by a wood-burning fireplace creates a warm and inviting gathering space. Upstairs offers four comfortable bedrooms, two full baths, a large cedar closet, and abundant storage. A two-car garage and partially finished basement with a second wood-burning fireplace complete this exceptional home. Outside, the professionally landscaped, fully fenced backyard offers exceptional privacy and outdoor living space.

Showings start: Friday, Sept. 18th. Set in the desirable Longview Terrace neighborhood, this well-maintained contemporary offers mountain views, privacy and a natural setting, with its rear western corner adjoining Burbank conservation land and Chenaille Farm visible beyond. The four-bedroom, two-and-a-half-bath home provides approximately 2,688 square feet of living space, including a finished lower level. Highlights include hardwood floors, a wood-burning fireplace, attached two-car garage, mahogany deck and in-ground swimming pool. Thoughtfully cared for by its longtime owners, the property has benefited from significant improvements to major systems, including the roof, boiler, oil tank, electrical service and drainage. PHOTOS ARE COMING SOON!

Move in ready with frontage on the Williams River. This beautifully updated and and well maintained contemporary home is the perfect landing spot for easy Berkshire living. The airy living room flows seamlessly into the spacious dining room and efficiently renovated kitchen which is also accessible through the 2 car attached garage. The large en suite primary bedroom is also on the first floor as well as a half bath and laundry area. Upstairs are 2 more bedrooms that share a bath; perfect for guests and/or office or den, as well as a huge storage closet. The property is perfectly located with 3.5 acres on the end of a quiet cul de sac, with frontage on the bucolic and clean Williams River for swimming, floating, and nature watching. Just minutes to downtown GB, Guido's, and Taft Farm's.

This meticulously maintained 1900 farmhouse seamlessly blends timeless historic character with refined modern updates, creating a move-in ready retreat just minutes from the vibrant energy of downtown Great Barrington. Every corner of this classic three-bedroom, two-bathroom home reflects thoughtful care and craftsmanship, offering an ideal balance of warmth, functionality, and quintessential Berkshire charm. At the heart of the residence is a stunning cook's kitchen, thoughtfully renovated and fully outfitted with updated appliances, expansive counter space, and storage. Sunlit living spaces flow naturally throughout the main floor, showcased by rich, beautifully preserved wood floors that anchor the

Spacious single-level living in Woodmont Estates! Set on 3.04 acres across two lots, this 3,400 sq. ft. home offers 4 bedrooms, 2.5 baths, an updated kitchen, renovated primary bath, custom library, private office, four-season sunroom with newer Andersen windows, and a large bonus room with endless possibilities. Recent improvements include a repaired retaining wall and tree removal that opened up the front entry, bringing in more natural light and enhancing curb appeal. Enjoy mature landscaping, seasonal water views, a brook, sunrise views, protected land beyond, central air, natural gas heat, and a full walkout lower level with abundant storage and future potential.

Don't miss this hard to find single floor living opportunity in the highly sought after town of Stockbridge. Offering nearly 2500 sq ft of thoughtful living space, this 3 bedroom, 2 full bath home blends main level convenience and genuine rustic warmth and modern versatility. Inside the home features multiple cozy heat sources for New England winters, including a classic wood burning fireplace as well as two seperate wood stoves. Outside, the property sits on almost 6 acres of private land just 3 minutes from downtown Stockbridge. Open lawn areas offer plenty of room for vibrant flower beds, rich vegetable gardens, or custom outdoor entertaining spaces. Complete with an oversized garage providing ample room for vehicles, storage or workshop. Close to everything the Berkshires offer.

Styled, spacious, and serene, this exceptional French Country-inspired contemporary residence offers a rare balance of peaceful seclusion and remarkable accessibility. Perfectly positioned just moments from the cultural richness of the Berkshires, idyllic New England country living, and convenient routes to both Boston and New York, it is a home that effortlessly connects tranquility with convenience. Bordering the pristine 115-year-old grounds of the historic Blandford Golf Club, the property enjoys an extraordinary setting where protected fairways create an ever-changing natural canvas and uninterrupted views stretching for miles. The approach is equally captivating, with thoughtful landscaping featuring a striking Rising Sun Redbud and elegant Yellow Magnolia.

Set on 2.01 private acres with sweeping western views extending to Ashmere Lake and the mountains beyond, this exceptional residence offers over 4,194 square feet of thoughtfully designed living space where comfort, elegance, and natural beauty come together. Expansive windows, gracious proportions, and multiple outdoor living spaces embrace the remarkable setting, creating an ideal backdrop for spectacular sunsets and year-round enjoyment.

Welcome home to Silver Maple Farm. Stand-alone condo in established community of 59 homes. Here you'll meet new friends and neighbors at the clubhouse with fitness center, out on the tennis/pickle-ball courts or around the pool. This Cider Lane beauty has been lovingly maintained by the original owner. Privately sited at the end of the cul-de-sac, you'll enjoy the convenience of one-level living. Main level with primary suite, guest bedroom/full bath, den w pocket door. The great room features built-ins, gas fireplace and opens to spacious screened porch and open deck to savor sights and sounds of nature. Lower level is fully finished and walk-out with two additional bedrooms, full bath and large family room. Just in time to enjoy the Berkshire fall colors as the seasons change.

Set in a peaceful West Pittsfield neighborhood, 35 Meadow Ridge is a sophisticated contemporary home with spacious thoughtfully designed living. Soaring 12 foot ceilings and cherry hardwood floors welcome you inside. The main level features a family room with built-ins, living room with gas fireplace, dining room, eat-in kitchen and access to the outdoor deck. The second floor offers an expansive primary suite, 2 additional bedrooms, 2 full baths, and flexible fourth room for use as bedroom, den or gym.A finished walk-out basement includes a family room and ensuite bedroom adding valuable space. This versatile home offers exceptional comfort and flexibility.Moments from Pittsfield State Forest, Onota Lake, downtown dining and short drive to Tanglewood. This is Berkshire living at its best!