Handyman's special! Approximately half an acre in the center of Chester, MA. The first floor has hardwood floors that will shine up nicely. The second floor has three bedrooms and a full bath that is in need of renovation. Foundation is solid but use caution going down the stairs in the basement.

A truly rare offering, this meticulously-maintained, move-in ready Colonial delivers the perfect blend of comfort, style and functionality. Thoughtfully designed for both everyday living and entertaining, the main level features a nearly 400 square foot family room perfect for hosting friends and family. Rich hardwood floors and ceramic tile throughout the home add timeless appeal. The modern kitchen features granite countertops and stainless steel appliances and flows into a cozy sunken living room with a wood-burning fireplace, creating a welcoming space to relax at the end of the day. A formal dining room, convenient half bath and access to the two-car garage complete the first floor highlights. Upstairs, the spacious primary suite provides a private retreat, with en-suite full bath...

Beautifully renovated New England Farmhouse with thoughtful modern updates! The home retains original character with wood floors, some exposed timber framing, and a cozy fireplace. Chef's kitchen with high end appliances for serious cooking and easy entertaining. Four comfortable bedrooms, one a primary ensuite, with two additional flex spaces that work for offices, guests , den or creative studios. The screened porch is a three season favorite! EV charger and efficient systems. Set in a prime Berkshire location close to skiing, and minutes to Main Streets of Great Barrington & Stockbridge. Authentic, soulful and elevated, whether full-time or as a vacation home..

You won't need to do a thing! This charming, renovated bungalow has had many new investments and upgrades including a new roof, gutters, driveway, triple pane windows, window treatments, refinished hardwood floors, front walkway, porch railings, garage door, backyard fence, patio, pergola, and a beautiful hot tub, to name a few. Conveniently located on a tree lined street near quaint shops and restaurants, Canoe Meadows Wildlife Sanctuary, Kirvin Park and Deming Park. This light-filled home offers a central location to explore and experience all that the beautiful Berkshires has to offer. Immaculately maintained, and ready for you to move right in!

Imagine starting your mornings with coffee on the deck and ending your evenings under the open sky. This charming 2 bedroom, 1 bathroom home offers the perfect balance of comfort and simplicity, with inviting indoor spaces and Excalibur Lake front views. Whether you're looking for a peaceful retreat or a place to gather with loved ones, this home is designed for entertaining and making memories. With a history of short-term rental use, this home presents a unique opportunity for those seeking both a personal retreat and income potential. 10 minutes from Jacobs Pillow Dance Festival. Boat, Swim, Relax-Repeat! Everyday feels like a vacation in this ranch home.

Spacious Lake View Mobile home in Lake Onota Village, the home boasts a wood fireplace and covered patio with view of lake. modern kitchen and 2 full baths.

Welcome to 15 High Street in Pittsfield -- a well-located two-family flat offering versatility, investment potential, & everyday convenience. Situated within walking distance to local schools, banking, restaurants, & shops, this property makes it easy to enjoy all that city living has to offer.Each unit provides comfortable living space with functional layouts, making it ideal for owner-occupants looking to offset their mortgage or investors seeking solid rental income. The property offers separate living areas, ample natural light, & the charm of a classic multi-family home.Whether you're expanding your portfolio or searching for a smart owner-occupied opportunity, this centrally located two-family is a fantastic option close to downtown amenities, public & transportation.

Why rent when you can own in a delightful neighborhood. Immaculate ground level unit in the private country community of Forest Row., located just a few minutes from downtown Great Barrington. Forest Row is a Community Land Trust Neighborhood. Easy care one level living with an open floor plan, private screened porch and a patio bordered by gardens and woods, surrounded by 21 acres of protected land for your enjoyment. Carport and garden shed. Easy access to Rudolf Steiner School, Great Barrington town center, Tanglewood, Skiing and other local attractions. This is a community land trust neighborhood for full-time year round living.

Tucked away on a quiet country road just minutes from the heart of historic Stockbridge, this 3.49-acre property pairs timeless New England charm with modern comforts. The star of the show is a beautifully updated red farmhouse with 3 bedrooms and 2.5 bathrooms, set on a sunny, bucolic lot that feels worlds away--yet is moments from downtown.The main house has been thoughtfully renovated, blending original character with contemporary upgrades. Post and beam construction adds warmth and architectural texture, while a sleek gas fireplace anchors the open living and dining areas. The updated kitchen is ideal for gatherings both casual and festive. The first-floor primary suite includes a walk-in closet and private bath. Upstairs, two additional bedrooms and a full bath complete the

Set on over 10 private acres along State Road, this 3-bedroom, 1.5-bath Cape offers a rare blend of convenience and seclusion. Enjoy mountain views and a spacious backyard perfect for recreation, gardening, horses, or a hobby farm. Inside, a classic Cape layout with a flexible floor plan awaits your personal touch, whether you're looking to update, expand, or build new, the possibilities are endless. Minutes from Bartlett's Orchard, Balderdash Cellars, Richmond Pond, and Tanglewood, this property is positioned to enjoy everything the Berkshires has to offer. The perfect canvas for your dream retreat.

This lovingly preserved 1845 Cape exudes charm and timeless character. Step inside to find wide-plank floors, hand-hewn beams, and sun-filled rooms that feel warm and inviting from the start.Spring breathes new life into this special home--windows open to fresh country air, birdsong fills the mornings, and soft light pours in as the landscape begins to bloom. It's the perfect season to enjoy peaceful mornings with coffee, gentle breezes, and the beauty of nature awakening all around you.Surrounded by the serene Berkshires, the property offers a daily connection to the outdoors. Deer wander through the yard, flowers begin to blossom, and each day unfolds with the quiet rhythm of country living. This is more than a home--it's a place to slow down, recharge, and truly feel at peace.

Majestic 71 acre Tudor Estate atop Tom Ball Mountain in the quaint hamlet of Alford, MA. Enjoy total privacy and breathtaking views from nearly every room. The main house features 5 en-suite bedrooms, a gourmet kitchen, formal living and dining rooms, den, family room, gym, billiard room and massage room. A separate 2-bedroom guest house offers beamed ceilings and full amenities. Manicured grounds include an infinity pool, hot tub, pool house with full bath, tennis and pickleball courts, 7 garage bays, and a barn. State-of-the-art lighting, whole-house generator, smart tech, and security. Fully furnished and ready to enjoy for the holidays.

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.

Fabulous Property with ponds, rushing streams, huge acreage and a gem of a house. The 220 acres abuts state forest and beautiful Walker & Spark Brooks both run through the property. The 2BR/2.5B home has lovely views of the pond and hills beyond, and was totally renovated to the highest standards in 2023 and 2024. Native stone fireplace, heart pine floors, new kitchen, baths, heating, windows & insulation. There is a large post & beam barn plus stone foundations from an earlier barn. The fishing is great and trails have been cleared for hiking and horseback riding. Conveniently located near Tanglewood, Jacobs Pillow and most other Berkshire cultural attractions as well as state forests and wildlife management areas. Under 3 hrs. to NYC, 2.5 hrs. to Boston.

Centrally located two family home situated on a corner lot. Short walk to downtown and MCLA. Each unit includes ample off street parking, laundry hookups, hardwood floors, and attached porches. Lower unit features a total of three bedrooms and two full bathrooms. Set up as a traditional two bedroom unit with an attached in-law suite with a separate entrance, bathroom, and kitchen that is currently used as a laundry room. Upper unit includes two bedrooms and one bathroom with a spacious living and formal dining room.