This approximately 155-acre Berkshire nature preserve has enough frontage on Johnnycake Hill Road to accommodate four building lots. Nestled in the beautiful corner of the world where the Pioneer Valley meets the Berkshire Hills, the property is ideal for a myriad of outdoor uses including horseback riding and cross-country skiing. The land contains well over a mile of logging trails and old roads, past old house and school foundations, wells, and stone walls enclosing abandoned sheep pastures. The property is up the hill from the Chester Theatre, and within easy reach of many cultural venues including Jacob's Pillow, the Mahaiwe, Tanglewood, Mass MoCA, and the vibrant four college community. This peaceful hardwood forest offers a natural wildlife habitat,and significant timber value

Nestled on a picturesque 2 acre lot and set well back from the road for added privacy, this beautiful 2 bedroom, 2 bath home offers both comfort, character and outdoor living. Step inside to a sunken livingroom centered around a stunning fieldstone fireplace. A large den offers flexible living space, and the finished lower level features a bedroom and full bath. French doors lead to an exceptional backyard oasis complete with in ground pool, pool house, deck, and plenty of room for entertaining. Enjoy the tranquility of country living with the convenience of nearby amenities. This exceptional property is a rare opportunity to enjoy indoor comfort and outdoor beauty in one remarkable home.

Grand, timeless, & beautifully situated in one of Pittsfield's most beloved neighborhoods, this classic 5-bedroom, 5-bath home offers the perfect blend of elegance, character, & space. Its stately presence, gracious proportions, & inviting warmth are just exceptional. Inside, spacious living areas, beautiful architectural details, & abundant natural light create an atmosphere that feels both sophisticated & welcoming. With room for everyone & ideal spaces for entertaining, working from home, or simply enjoying everyday life, this home is as functional as it is beautiful. The sweet, tucked-away location offers privacy & tranquility while remaining close to all the Berkshires has to offer. A rare opportunity to own a truly classic home filled with charm, character & endless possibilities!

Completely renovated New England farmhouse offering the perfect blend of historic charm and modern convenience. Thoughtfully remodeled throughout with updated kitchen, baths, systems, and finishes while preserving the character and warmth of a classic Berkshire home. Bright, inviting living spaces, abundant natural light, and quality craftsmanship create a move-in-ready residence with potentially two primary suites, one up and one down.. Conveniently located near Gt Barrington's shops, restaurants, Berkshire County cultural attractions and ski/outdoor recreation. A rare opportunity to enjoy modern living in a beautifully restored farmhouse with lush private setting and fenced yard. A garden level pergola with seating area invites conversation with family and friends in complete privacy.

Set in one of Southeast Pittsfield's most desirable neighborhoods, this very sunny and impeccably maintained home offers the perfect balance of gracious living, flexible space, and effortless entertaining. Lovingly cared for by its current owner, the home unfolds with elegant formal rooms, hardwood floors, and a warm wood burning fireplace anchoring the living room. The heart of the home is an open concept kitchen and family room with cathedral ceilings, where sliders lead seamlessly to a large rear deck overlooking a spacious, flat, and fenced backyard; ideal for gatherings, play, or quiet relaxation amid mature landscaping and beautiful gardens.

Mixed-use property in vibrant Housatonic village center. Three flexible units: two residential apartments above commercial space. Prime location within walking distance to local shops, art galleries, restaurants, town library, and neighborhood park with playground. Stunning views of the iconic Housatonic water tower and historic mill town industrial architecture. Property features mature gardens, private walled patio area, three dedicated parking spaces, plus rear garage requiring renovation work. Perfect investment opportunity for entrepreneurs seeking rental income or business owners wanting live-work space. The building offers excellent potential in this growing creative community hub with strong local character and charm. A must see!

Mixed-use property in vibrant Housatonic village center. Three flexible units: two residential apartments above commercial space. Prime location within walking distance to local shops, art galleries, restaurants, town library, and neighborhood park with playground. Stunning views of the iconic Housatonic water tower and historic mill town industrial architecture. Property features mature gardens, private walled patio area, three dedicated parking spaces, plus rear garage requiring renovation work. Perfect investment opportunity for entrepreneurs seeking rental income or business owners wanting live-work space. The building offers excellent potential in this growing creative community hub with strong local character and charm. A must see!

If your dream is to have a Berkshire country getaway that is large enough to have the whole family come and enjoy. We can make your dream come true. Imagine sitting on your very private deck sipping on your morning coffee with only the sights and sounds of nature waking with you. Minutes to Jacobs Pillow Dance Festival and a short country ride to Tanglewood. Indian Lake is right there for a refreshing swim, a paddle, or a game of tennis. Come and start your Berkshire memories with Family and friends.

Must see offering in Indian Lake Estates! This contemporary truly has it all! Enter into the great room with vaulted ceiling, woodstove for chilly evenings, wood floors, and featuring natural woodwork and built-ins in the dining area. Open kitchen, guest bedroom/full bath on the main level along with den/office that leads to the primary suite. Stairway leads to an open loft and private third bedroom/full bath. Nature surrounds you here! Year-round sunroom w wall of windows; then entertain in style on the screened porch that opens to rear deck. Stay-cation on one of the three beaches at Indian Lake, non-motorized with canoe/kayak storage. Tennis courts and play area. Location on a paved road for easy access to Jacob's Pillow, and other nearby Berkshire attractions.

Move right into this beautifully renovated mid-century Cape, where modern updates blend seamlessly with timeless charm. Designed for easy single-floor living, this bright and airy home features an open-concept kitchen, dining, and living area that creates an inviting space for both everyday living and entertaining. The living room is highlighted by a soaring cathedral ceiling and abundant natural light, enhancing the home's spacious feel.The thoughtfully designed layout includes a private primary suite with an en suite bath,offering comfort and convenience. French doors open from the living room to a rear deck overlooking a fire pit area, creating the perfect setting for outdoor gatherings, relaxing evenings, and enjoying the surrounding landscape.Ideally located just minutes from downtown

Beautiful 4 bedroom contemporary on Lilybrook Road. Vaulted entry way leads to living (sitting) room flanked by formal dining room. Also on the first floor is oversized great (family) room with fireplace, large eat-in kitchen and private master (in-law) suite with full bath and jet tub. The second floor has another master suite with full private bath, two additional bedrooms, and a second full bath. This is perfect for a multi generational family. The basement has plenty of storage and a dry, carpeted rec room with a wet bar and a half bath. The grounds feature mature landscaping and privacy. The roof, skylights, and gas fireplace are newer (installed in 2016). Home is on a private street with a cul-de-sac and is within walking distance to BCC and the state forest. Bosquet and Jiminy Pe

Welcome to 4 Birch Hill Rd. By appointment only. This private retreat set on over 44 acres is the perfect fit for the Auto enthusiast, woodcraft, cabinet making, Hobby farm, the options are endless!Live off the grid with solar power. The owner has not had an electric bill in over 10 years. There is an Eversource credit as well as quarterly renewable energy credits that transfer with the property. The wood furnace will heat the house and Steel garage. There is also oil and propane. Live the easy life in the 3/4 bedroom home with a beautiful three season room to enjoy your morning coffee, Hot tub on the back maintenance free Trex deck to savor the beautiful starry sky and peaceful nights.The owner of this home is the original builder. Pride in homeownership is evident throughout.

Custom-designed & beautifully maintained, one-owner residence offers 4 bedrooms, 3.5 baths, in the most desirable location in the Berkshires. CALM & QUIET with direct access to Kennedy Park - you'll enjoy the perfect balance of nature, community & the Arts. Lenox offers quality shops, food, farmers markets, banks & music. A beautiful open floor plan features a totally upgraded kitchen with a gas stone fireplace overlooking the woods. The adjacent screened porch opens to a private patio surrounded by native gardens. The 1st floor en-suite bedroom provides an ideal 1-level living option. Upstairs, the spacious primary suite offers double closets, a beautifully appointed bath with quartz countertops, double sinks, generous linen closet, tile tub & shower. A 3rd en-suite bedroom plus

This charming New England farmhouse is located in the heart of West Stockbridge Village. You'll feel right at home in this updated, open-floor-plan, 3 bedroom, two bath home featuring beautiful hardwood floors throughout. The modern kitchen with newer appliances, butcher block island, and breakfast bar is perfect for entertaining as well as enjoying quiet home-cooked meals. Relax on your spacious seasonal front porch and back deck as additional living spaces. Gather around the new propane fueled fireplace in the living area for a cozy evening during chilly days. The end of driveway sidewalk leads you to local shops, restaurants, entertainment and the Williams River/Shaker Mill Pond - just a just a block away.

Located in the Heart of Downtown Lenox on a dead-end street, this move-in ready Colonial is beautifully renovated and features a comfortable open floor plan perfect for the holidays and entertaining. A new Kitchen with a farm sink and 36'' range, hardwood floors, Living Room with fireplace, a half bath on the first floor, 3 bedrooms, 2 full baths and laundry on the second floor and finished basement. You can walk to town and grab a delicious sandwich from Loeb's then to Nejame's for your favorite bottle of wine, head home and enjoy them sitting on your deck overlooking the large backyard. Living in a small town in the Berkshires is the best!

Charming in-town farmhouse enhanced by a modern addition offering the perfect blend of character and contemporary living. The addition features a primary bedroom with walk-in closet & en-suite bath, a second full bathroom, and a bright open-concept kitchen, living, and dining area ideal for everyday living and entertaining. The former main house hosts a den area with access to the enclosed front porch, office space with 2 bedrooms & half bath on the second floor. The home is filled with natural light, highlighted by four sliding glass doors that open directly to the deck and backyard, creating seamless indoor-outdoor living. Enjoy a sunny, in-town location, situated on an over-sized lot, just minutes from Williamstown Elementary School, Williams College, and the bike trail.

Welcome to ''Rice Cabin'', a charming lakeside retreat on beautiful Onota Lake, one of the Berkshire' most sought-after waterfront destinations. Set on over 150 feet of waterfrontage, this darling wood cabin offers a rare opportunity to enjoy lake living at it best. Spend your days swimming, boating, kayaking, fishing or simply relaxing by the water and taking in the peaceful views. Whether you are seeking a weekend getaway, seasonal escape or the perfect place to create lasting memories, Rice Cabin provides an idyllic setting on one of Berkshire' premier lakes. Opportunities like this are few and far between. Don't miss your chance to own a special piece of Onota Lake waterfront.

Welcome to 6 Beacon Hill Rd. where Old world charm meets New world convenience. Antique touches add that history of the Victorian era. If you're lookingfor a quiet neighborhood, walking distance to town and filled with sunlight and style, come and take a look! Enter through the lovely glass enclosed front porch or around back through the muddroom. Get lost in the recent renovated kithen with vaulted ceilings. Great for entertaining. Open back door and it spills right out onto the oversized deck and gardens. Beautiful plantings are found throughtout the property. Outback you'll find an antique tiny house with a wood burning fireplace! and a shed for your garden equipment. A newly installed whole house water filtration system has been added as well as many other upgrade

Welcome to your private retreat in the Crystal Pond community, set on just over 2 acres of beautifully wooded privacy. This 4-bedroom, 3.5-bath residence blends refined comfort with natural serenity, offering a true Berkshire escape. Soaring cathedral ceilings, skylights, and expansive windows fill the home with natural light, highlighting rich wood plank flooring and a warm, elevated design throughout. The main living area features a fireplace, while a separate den is enhanced by a wood stove insert that provides efficient, comfortable heat and a cozy atmosphere. The thoughtfully designed layout includes generously sized bedrooms, including a second-floor bedroom with a private loft space, ideal for a reading nook, office, or creative retreat. Two upstairs bedrooms each enjoy access to

Enjoy the best of Great Barrington from this beautifully updated ground-level condominium in On the Hill. Offering easy one-level living, this inviting home features an updated kitchen with abundant storage, new appliances, and bar seating, plus a spacious dining area perfect for gathering with family and friends. The sunken living room boasts a wood-burning fireplace and opens to a private patio for relaxing outdoors. The primary suite includes a walk-in closet and ensuite bath, while the second bedroom enjoys its own full bath. Complete with in-unit laundry, a private garage stall, community pool, and beautifully maintained grounds, this is Berkshire living at its best.