Comfortable 4 bedroom Cape style home in the quaint village of Southfield. This well thought out floorpan boasts a Large living/dining area, newly renovated kitchen, 2 large sun filled bedroom, a full bath, and even a laundry area all on the first floor. the second floor includes two bedroom areas and a large storage room. A fantastic front porch mudroom area , a beautiful gazebo and a swimming pool add to this great home. Walk to Southfield Store and just 2 miles to The Inn on the Green and Gedney Farm.

You'll find classical charm around every corner in this beautiful Victorian farmhouse nestled in the town of Cheshire. The main residence showcases timeless details including hardwood floors, granite countertops, original millwork, and beautifully preserved staircases and trim. The living space features three bedrooms, a full bath, formal dining room, living room and den. An attached two-bedroom guest house or in-law suite provides ideal accommodations for guests or multi-generational living and can also serve as a potential income-producing apartment. Situated on almost a half acre with an oversized barn-style garage. Relax and enjoy Berkshire summer evenings on the spacious front porch, the perfect spot for a hot coffee and a good book.

You'll find classical charm around every corner in this beautiful Victorian farmhouse nestled in the town of Cheshire. The main residence showcases timeless details including hardwood floors, granite countertops, original millwork, and beautifully preserved staircases and trim. The living space features three bedrooms, a full bath, formal dining room, living room and den. An attached two-bedroom guest house or in-law suite provides ideal accommodations for guests or multi-generational living and can also serve as a potential income-producing apartment. Situated on almost a half acre with an oversized barn-style garage. Relax and enjoy Berkshire summer evenings on the spacious front porch, the perfect spot for a hot coffee and a good book.

Neat as a pin cape walking distance to downtown Great Barrington and amenities, this home has been thoughtfully renovated top to bottom. This sweet property, also zoned commercially, has 4 bedrooms, a full bath, and even a partially finished basement. The kitchen, complete with a large pantry, retains the charming mid century details, while appealing to the modern aesthetic. Outside, there is a nice flat side yard, and views of the Housatonic river winding below. Clean and classic, all you have to do is move in and start making it your own!

Step into this timeless elegance with this spacious 5-bedroom, 2-bath Colonial built in 1900 in a historic district. Full of classic charm inside and out, including original architectural details, hardwood floors, wide trim, and tall ceilings. Two full staircases, a formal front staircase, and a more private back staircase that adds historic charm and functionality. The main floor boasts of generously sized living room and a formal dining room. The kitchen includes a walk-in pantry and a laundry room, PLUS A 1ST FLOOR BEDROOM & FULL BATH. Upstairs, you'll find 4 well-sized bedrooms, an office, & bonus room. This versatile barn-style garage blends function with electric and EV CAPABILITY. The 2nd floor of the barn currently used as craft room with endless possibilities to fit your needs

Welcome to this charming Cape-style home, set on 3.8 acres of peaceful, wooded land. With five bedrooms and two bathrooms, this spacious residence is perfect for a large family or hosting guests. The primary bathroom features a luxurious whirlpool tub, offering a perfect retreat for relaxation. Additional highlights include a walkout basement, providing extra living space or storage potential, and a wheelchair-accessible front entrance for added convenience. Stay connected with high-speed Internet from Spectrum while enjoying the privacy and natural beauty of this serene property - a true gem in a picturesque setting

Discover the Opportunity of owning 102 Acres in Becket! - Step into a world of possibilities with this extraordinary 100 + acres property located in the heart of Becket, Massachusetts. Offering frontage on Stoney Brook Road, Route 8, and Main Street, this expansive parcel is ready to meet your vision. Whether you're dreaming of a private estate or seeking a lucrative development project, this land is your blank canvas. The 1988 attached subdivision map outlines the possibility of 32 individual lots, each with its own completed perc test. This makes the property ideal for residential construction or subdivision, streamlining your project from the start. The property is bordered by Hamilton Brook on the north and Walker Brook on the northeast, creating a serene and picturesque

This most charming home offers a perfect blend of mid-century craftsmanship and modern comforts in a wonderful location. The updated kitchen features porcelain tile floors, black granite counters, a beverage nook, and SS appliances. It flows seamlessly into the dining and living areas, which boast wide-plank wood floors and classic built-ins for storage of treasures. Large picture windows flood the interior with natural light, highlighting the gracious living room with its fireplace and cozy study nook. A dedicated office and powder room round out the first floor. Upstairs, three spacious bedrooms feature glowing oak floors, including a primary suite with a walk-in closet. Complete with an updated full bath, and partially finished lower level, this well-loved home is a true Pittsfield gem.

Four-family investment opportunity that checks all the boxes! Great location. Fully rented. Turnkey. Robust net operating income. This well-maintained home, comprising three 2-bedroom units and one 1-bedroom unit all with separate utilities, is an instant profit generator and offers real value in today's market.

Proudly offered for the first time, this well-cared-for one-owner Colonial is set in a highly desirable neighborhood on corner lot. Offering 4 spacious bedrooms and 2.5 baths, the home features gleaming hardwood floors and a classic, timeless layout ideal for both everyday living and entertaining. Step outside to a large, lush backyard perfect for relaxing, play, or gatherings. Thoughtfully maintained over the years, this home combines warmth, space, and location, presenting a wonderful opportunity to enjoy a true neighborhood setting in a home that has been genuinely loved. Natural gas, multi zoned heating, and underground utilities.

Tucked away on a quiet country road just minutes from downtown Great Barrington, this charming single-level ranch offers the perfect Berkshire retreat. Set on two private acres, the home is surrounded by mature trees and natural beauty- with nearby access to trails. Step inside to a bright interior featuring a spacious living room anchored by a beautiful stone fireplace. The kitchen offers crisp white cabinetry, and modern countertops. Two bedrooms and a full bath complete the main level. Whether you're seeking a full-time residence or a peaceful getaway, 245 Long Pond offers all the charm and abuts preservation land conveniently located near Tanglewood, theaters, and more.

Woodland Ranch Retreat on 4 acres. Move-in ready and thoughtfully updated, this 3-bedroom, 1-bath ranch offers a clean, modern feel in a serene woodland setting. Efficient, simple one-level living. The home features bright, open living spaces with plenty of natural light and effortless flow. Enjoy outdoor living with expansive deck space at both the front and back perfect for morning coffee, entertaining, or simply soaking in the natural surroundings. Full unfinished basement with lots of potential for finishing. Tucked away for privacy yet minutes from the charm of Ancram and the best of the Hudson Valley, this property makes for an ideal full-time residence or weekend retreat. 8 minutes to Millerton, 20 minutes to Wassaic train station, 20 minutes to Hillsdale

Top Floor unit with views of the slopes! This totally renovated 2-bedroom 1.5 bath unit with brand new everything. New floors. New appliances. New furniture. New Paint. New exposed beams. Private parking spot right out front. Private ski locker for your skis and boots. This unit also comes with a private owners closet that holds all the extras like bikes and rackets. Let's not forget this unit has a wood burning fireplace for the cold winter nights. Tennis courts and summer swimming pool are steps away from this unit. Park your car and walk to everything. Ski right up to the back of the building. Turnkey unit already for the winter snow.

4 Bedroom 1.5 bath brick cape on over half acre lot, wood floors throughout, fireplace, newly painted, dining room, eat in kitchen, one car attached garage, breezeway, family room in basement.Includes separate 720 square foot ranch with 2 bedrooms, 1 bathroom on property, front porch, vinyl siding, separate utilities

Two family minutes from downtown Lenox. First floor unit has 2 bedrooms with spacious living area and kitchen. Upstairs unit is a 1 bedroom 1 bath with fireplace and back deck. Roof replaced in 2021, natural gas, town water and sewer.

Imagine waking up in a sun-splashed home just steps from Great Barrington's lively Main Street--where every cafe, bookstore, and gallery feels like an extension of your neighborhood. This second-floor floor-through condo is more than a home; it's a canvas for your life.Over 1,800 sq. ft. of expansive living space unfolds with towering ceilings, oversized windows, and graceful arched doorways that evoke another era. Every detail--from the textured walls to the light pouring in at all hours--creates a sense of romance and possibility.The home is thoughtfully divided: one wing offers a spacious bedroom and lounge with guest alcove, while the other wing hosts a dining area, kitchen, and charming nook for work or rest.

Charming home in a private setting, close to all area attractions. The oversized front porch leads you inside to a light filled first floor, with newly finished hardwood floors and high ceilings. The living and dining rooms offer flexible space for relaxing or entertaining. The kitchen has lovely southern light, as well as access to the back deck for summer dining. Upstairs are two generously sized bedrooms, and a full bathroom w/ laundry. The third floor has a finished bonus space as well as an unfinished storage area. Outdoor amenities include a nice size yard, storage shed, and an in-ground pool.The property has a new 3 bedroom septic system, and a full de-leading compliance certificate. Minutes to downtown W. Stockbridge, 10 minutes to Tanglewood, and 35 minutes to Albany.

NORTH EGREMONT - Almost 18 elevated acres with sweeping views of the Berkshire Hills that has been surveyed, flagged with enough road frontage to subdivide once. An open meadow with woodlands as a backdrop make this parcel most desirable....a must see!

Charming Light-Filled Farmhouse with Additional AcreageThis beautiful 4-bedroom, 2.5-bath farmhouse is rich with character and filled with natural light throughout. Timeless wide-plank wooden floors add warmth and charm, perfectly complementing the home's classic farmhouse style.Set in a picturesque country setting, the property sits on a one-acre lot with an additional acre included, offering space, privacy, and endless possibilities. Two outbuildings provide flexible use for storage, workshops, hobbies, or future projects.Peaceful, bright, and full of charm, this property offers the perfect balance of updated, comfortable living and open land--an ideal retreat for those seeking the beauty of country life with room to grow.

This recently renovated 1890 Colonial offers four bedrooms and two full bathrooms on 38 private acres in Otis. The home features a wood-burning fireplace, updated kitchen and bathrooms, and a first-floor bedroom addition with vaulted ceilings. It is connected to town sewer and has a private well. A detached garage and several outbuildings provide extra space for storage or projects. This home awaits your finishing touches. The property combines historic character with modern updates and plenty of outdoor space for year-round or seasonal living.