Welcome to 104 Appleton Ave in the heart of Pittsfield. This 5 family home consists of 5-1 bedroom units and has been meticulously maintained over the years. Currently fully occupied and being sold with the tenants in place, this property is just perfect for an investor. Some of the most recent updates include a new roof, gutters and natural gas steam boiler. Heat and Hot Water are included in the rents. Don't miss this investment opportunity!

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 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!

Welcome to this beautifully maintained ranch offering the perfect blend of comfort, style and functionality. This move in ready home features 4 bedrooms , 2 full baths and a finished basement. Step inside to find wood floors, a warm and inviting layout with plenty of natural lightening. The kitchen opens to the dinning area. Outside enjoy a lovely front porch for morning coffee, in the backyard enjoy a private oasis with a deck and built in pool ideal for relaxing and hosting summer gatherings. The attached garage provides convince and extra storage, completing this picture perfect property. If you're looking for a well cared for home with great outdoor living this one checks all the boxes. Open House 12/13/25 , 10:00-11:30 am.

Mid-century vibe with large light filled spaces creates the perfect setting to let your creativity flow. The expansive multiple purpose room off of the main living area is perfectly suited as a dance, yoga, music, or art studio space. Let your imagination run wild. First floor also includes two bedrooms and a full bath. On the lower level you will find an additional large bedroom with a wood burning fireplace plus bath and laundry area. If this is not enough, there is an additional small living space with bedroom and bath above the garage. Plenty of outdoor space with private back yard and sunbathed deck. Too many special features to add here. Take a tour and be pleasantly surprised! Perfectly located on the border of MA and NY. 15 min to Chatham and 5 min to West Stockbridge.

Waterfront home on Robin Hood Lake. Facing west for sunny days and evening sunsets. Two bedrooms, 1 bath, open floor plan and a big sunny deck. Propane heat and mini splits. Rare opportunity to own a true lakefront home in this price range.

Charming 3BR/2B home in popular Indian Lake Estates. Sunny great room and expansive decks welcome you to this cozy home. Screened porch for al fresco dining and a Vermont Castings wood stove for toasty winter get-togethers. All fogged glass replaced. Community offers two (non-motorboat) lakes with beaches and tennis courts. Excellent location with easy access to Jacob's Pillow Dance Festival, Tanglewood and most other popular Berkshire attractions. There are several larger lakes nearby for kayaking and canoeing as well as state forests for hiking. Abutting building lot is included to ensure privacy. Conveniently located 2 hrs. from Boston and under 3 hrs. from NYC.

1900's cottage set above the village of West Stockbridge. Open plan living with updated kitchen and bath, with laundry tucked in below the stairs and second floor has three bedrooms. Fenced yard creating a nice private space with wraparound deck. Shed at the back of the property providing a lovely additional space.

Seize this rare opportunity to establish your business in one of Great Barrington's most vibrant retail districts. This 2400 sq.ft. retail space offers high visibility, consistent foot traffic, and a welcoming storefront -- ideal for retail, boutique, wellness, or service-based businesses. Located near popular restaurants and shops, this location benefits from strong local and tourist traffic year-round. The property has been completely gutted and ready for your custom renovation. Ground level offers an open, versatile floor space with an opportunity to build an addition that overlooks the municipal parking lot in the rear which can be accessed from lower level and a walkway on the North side of the property. Convenient dedicated parking directly in front of building for customers.

Beautiful views and move-in condition! This home has a new kitchen with SS appliances, stone countertops, tile back splashes and slider to the 2 tiered deck overlooking Noble farm fields. Relax and take in nature's beauty! There are all new floors, interior and exterior paint, and extreme low temp high efficiency heat pump/Air conditioning. Updated 2.5 bathrooms and a 2 car garage make this home everything that you need.

Country Village furnished end unit condo with 3 bedrooms, 2.5 baths walkable to pool, slopes, main lodge and country store. Living room has wood burning fireplace with upstairs open seating area/loft overlooking lower level. nice rear deck with distant mountain views over back meadow. Good storage for skis and outdoor equipment. This unit has been extensively and tastefully renovated with over 120K in upgrades including two mini-split HVAC units resulting in lower heating/cooling costs, and kitchen and bath upgrades. The unit has never been in the rental pool resulting in less wear and tear.

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

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

Wonderful location, 3 bedroom, 3 bath split level. Minutes to the downtowns of Sheffield and Great Barrington. Primary with en suite bath, finished lower level with family room, artists studio plus a two car garage.

A diamond in the rough! Located on a country road with expansive views. Rustic ranch-style farmhouse with a western flair. Notable improvements in the last ten years roof/windows/skylights/furnace and updates to the electrical. Generous open floor plan for the kitchen and living room with peaceful views to expansive skies. Second floor heated studio with approximately 385sf, potential to connect to the main house. Attached 8 stall barn for equestrian lovers or for many other purposes. Fenced in pastures in need of love. Enjoy views and night skies from this special property. Being sold ''As Is''. Title V passed.

Large scale 4 Unit commercial property offers four excellent rental opportunities in the heart of downtown's Park Street. The building features two gleaming residential apartments that capture the vibrant city lifestyle, perfect for residents seeking urban convenience. The retail space is expansive and currently vacant on the right side, providing a blank slate for your business or investment plans, while the left side is already leased, generating immediate income. Ideal for investors or entrepreneurs looking to capitalize on prime downtown location and diverse income streams. Both second floor apartments recently vacant and ready for rent

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

Completely renovated 4-bedroom home in North Adams, near MCLA. Newly renovated kitchen and bathrooms with new cabinets, quartz countertops, and all new appliances. New flooring throughout. The first floor offers the kitchen, a full bathroom, an office, a large open living room/dining area, and an entry with beautiful staircase to second floor. The second floor features three bedrooms, a second full bathroom, and a laundry closet. Finally, the third floor has been transformed into a spacious primary suite with full bath (tile shower), and sitting room or office. The 200-amp electric panel, boiler, and hot water heater are each approximately 1 year old.

Charming 3BR Cape style home with a beautiful solarium, plus a screened porch located on 11 acres. Sit on a bench and enjoy the babbling brook or listen to it from the heated solarium, the screened porch or the deck. This lovingly cared for home is immaculate with a recently renovated kitchen. The walk-out lower level could easily be finished for additional living space. Nicely located on a quiet road, but near Jacobs Pillow, Tanglewood and most other popular Berkshire destinations, the town beach at Center Pond and numerous State Forests and wildlife areas, yet under 3 hrs. to NYC and 2.5 hrs. to Boston.

This stunning, large-scale commercial property offers four excellent rental opportunities in the heart of downtown's Park Street. The building features two gleaming residential apartments that capture the vibrant city lifestyle, perfect for residents seeking urban convenience. The retail space is expansive and currently vacant on the right side, providing a blank slate for your business or investment plans, while the left side is already leased, generating immediate income. Ideal for investors or entrepreneurs looking to capitalize on prime downtown location and diverse income streams. Both second floor apartments recently vacant and ready for rent.

Ski home in Hancock less than 1/2 a mile to the slopes at Jiminy Peak Mountain Resort. This 3 bed 2 bath home sits on 5.25 acres with a private driveway right off of Brodie Mountain Road. This is your opportunity to own a vacation home in the Berkshires.