A RARE BERKSHIRE RETREAT WITH INCREDIBLE BONUS SPACE! Discover this beautifully maintained 1999 Colonial nestled on 13.75 private acres. Offering 3 bedrooms, 2.5 baths, a gorgeous kitchen, hardwood floors, and beautiful mountain views, this spacious home combines comfort, privacy, and convenience just minutes from downtown and area amenities. Enjoy outdoor living at its best with a beautiful in-ground swimming pool and cabana area, perfect for entertaining family and friends. The ultimate bonus? A newly constructed 1,876 sq. ft. barn/garage featuring a concrete floor, 200-amp electrical service lines in place, and radiant heat lines installed in the floor.

Charming 3 BR Cape in Pittsfield, this home perfectly blends classic warmth with versatile living spaces. Glowing hardwood floors throughout and an expansive primary bedroom that spans the second floor to serve as a private retreat. First floor features 2 bedrooms, full bath, cozy living room & eat-in kitchen. The lower level features a spacious basement room perfect for a family room. Outdoor living is a highlight, starting with a brand-new front porch that offers fantastic curb appeal. The large back deck overlooks a beautifully maintained yard ideal for entertaining, gardening, or outdoor relaxation. Complete with a one-car garage & a handy 8x10 storage shed, this inviting Berkshires home delivers exceptional comfort, convenient storage, and great space both inside and out - A must see!

This property is sure to please those who are seeking privacy, land, and room for all the toys! Over three acres accompany this privately sited ranch home. Scenic and mountain views form the covered front porch. Living room w fireplace; eat-in kitchen, 3 bedrooms, 2.5 baths. Partially finished lower level with family room and second fireplace. The back yard has a generously fenced section. The attached/oversized two-car garage is heated for multi-purpose use. The first outbuilding includes two garage bays, has power and heat; there is an additional spacious storage shed, too. Enjoy the private rear patio and take in the open cleared lawn, ready for your own gardens, orchard, recreational space.

If you are looking for easy one-level living - don't miss this opportunity! The Maplewood is an elegant condo conversion consisting of eighteen units centrally located in downtown Pittsfield. You'll enjoy this light-filled corner/end unit on the first floor. High ceilings and an open-living plan give a very spacious feel to this two-bedroom unit. Kitchen with granite and stainless, hardwood flooring, stack laundry in the unit, central a/c and natural gas heat. Off street parking, plenty of green space to enjoy nature in this in-town oasis. Conveniently located close to shopping, medical, public transportation and all cultural attractions. Priced well below assessment for immediate sale!

Rare 22-acre wooded parcel offering exceptional scale and privacy in scenic Egremont. With over 300 feet of continuous road frontage, the property delivers easy access and versatile building site options--ideal for a private multi-structure compound, a substantial country estate, or thoughtful division. The acreage features mature hardwood canopy, rolling topography, and established trails throughout, providing complete rural seclusion just minutes from South Egremont village, Catamount Mountain Resort, and downtown Great Barrington. A versatile South County land holding built for quiet country living.

Rare 44-acre wooded parcel offering exceptional scale and privacy in scenic Egremont. With over 1,000 feet of road frontage anchored by dual access points at both the east and west ends, the property delivers rare site flexibility and seamless ingress/egress--ideal for a private multi-structure family compound, a substantial country estate, or thoughtful division. The acreage features mature hardwood canopy, rolling topography, and established trails throughout, providing complete rural seclusion just minutes from South Egremont village, Catamount Mountain Resort, and downtown Great Barrington. A versatile South County land holding built for scale.

Rare 22-acre wooded parcel offering exceptional scale and privacy in scenic Egremont. With over 700 feet of continuous road frontage, the property delivers easy access and versatile building site options--ideal for a private multi-structure compound, a substantial country estate, or thoughtful division. The acreage features mature hardwood canopy, rolling topography, and established trails throughout, providing complete rural seclusion just minutes from South Egremont village, Catamount Mountain Resort, and downtown Great Barrington. A versatile South County land holding built for quiet country living.

Nestled on 5.6 private acres across the street from Catamount Mountain Resort, this updated contemporary home offers the quintessential Berkshires escape. Sunlight fills the living area, framed by vaulted ceilings, hardwood floors, and a cozy fireplace made for crisp mountain evenings. Each level flows effortlessly towards spa-like features including an expansive deck and 3 season porch from main living level. Access to the heated fiberglass pool and hot tub from the ground level rooms makes this a private sanctuary for all season entertaining against scenic mountain views. Bonus flex room for a home gym, media room, or extra guest sleeping space. This retreat balances privacy with effortless access to skiing, hiking, dining, and the vibrant town of Great Barrington just minutes aw

This is the private, lush, estate property with 23 acres, and the opportunity for additional lots, that you have been waiting for! A gorgeous gentle sweep brings you to distant ridge views. The large open clearing is ready and (originally) perc-tested and passed. 7 acres of rich hardwood forest, and two established stone entrances open in from Cross Rd and the other on Leffingwell. Equestrian or hobby farm potential, perfect for a family compound, or just build your dream home and enjoy the space around you!

Space, convenience, and an expansive backyard and deck with an above-ground pool come together at 26 Harvard Street! This inviting three-bedroom, one-bath home offers an open floor plan with the living room, dining room, and kitchen flowing seamlessly together. The updated bathroom features an oversized walk-in shower. Vinyl siding and a generously sized, FULLY FENCED backyard provide plenty of space to enjoy the outdoors, garden, play, or entertain. Conveniently located close to Pittsfield's shopping, dining, parks, schools, and other amenities. If you're looking for a home with room to spread out, a private fenced yard, and the opportunity to make it your own, come see the possibilities at 26 Harvard Street!

Step into a piece of history with the once Iconic Card Lake Inn Tavern, now transformed into a stunning residential haven in the heart of downtown West Stockbridge. This property offers not only a prime location but also an exceptional living experience, combining modern amenities with charming historic character. The building houses six completely renovated high-end apartments, each thoughtfully designed to meet the needs of modern living. These units feature elegant wood floors and come equipped with all necessary appliances, including dishwashers and in-unit laundry facilities. Central air conditioning ensures comfort year-round, while tiled double-sink bathrooms add a touch of luxury. Ample storage space is available in each unit, allowing residents to keep their living areas tidy.

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

A welcoming, lead-compliant 3 bedroom, 2 bath home in a peaceful Williamstown neighborhood, thoughtfully updated to offer comfort, character, and easy living. The first floor features two bedrooms, a full bath, an open kitchen and dining area, and a comfortable living room with a working fireplace. Upstairs, the entire floor is dedicated to a private primary suite with its own ensuite bath.

Come relax amid sweeping pastoral and mountain views in this exceptional retreat designed for both entertaining and everyday comfort. The impressive great room, anchored by a massive stone fireplace, offers a welcoming focal point and flows into a spacious well-designed kitchen/dining area. A screened porch with fireplace overlooks the pool and rolling landscape, creating a seamless indoor-outdoor experience. The first-floor primary suite features a luxurious bath and tranquil views. An exceptional cinema room includes theater-style reclining seats and a half bath. Generous guest accommodations throughout. A private office suite with full bath. Outdoors, enjoy an infinity pool, bluestone patios, lush gardens, a charming pool house — all just three miles from downtown Great Barrington.

Investor and contractor opportunity! This two-story colonial is being sold strictly as-is and is ready for a complete transformation. The exterior gives you a head start with vinyl siding and replacement windows, while the interior awaits a full renovation and your personal touch. Bring your vision: restore it as a single-family or explore the potential to convert to a two-family, subject to town approval. This is a great project for flippers, builders, or investors, looking to add value!