Warm and inviting, this light-filled 4-bedroom, 1.5-bath home in the desirable White Oaks neighborhood blends timeless character with comfortable living. Built circa 1945, the home is filled with charm and thoughtful spaces throughout. A spacious, south-facing sunroom with a cozy wood-burning stove is perfect for year-round enjoyment and opens seamlessly into a formal dining room with glass doors leading to a large deck--ideal for entertaining or relaxing outdoors. The kitchen features engineered wood flooring, generous counter and cupboard space, and a convenient built-in desk area. Upstairs, the second floor offers four bedrooms and a full bath, including a primary bedroom with glass doors opening to a private, south-facing deck with lovely mountain views.

Ideally located in desirable street in Lee, this well-maintained Cape blends classic charm with thoughtful modern updates. Surrounded by beautiful landscaping, the home features 4 bedrooms and 2 full baths, including 2 bedrooms and a full bath on the first floor for convenient one-level living. The updated 2022 kitchen offers granite countertops, modern appliances, and stylish finishes. Recent improvements include new windows, doors, and boiler. Enjoy warm wood floors throughout, a gorgeous wood-burning fireplace, and a generously sized partially finished basement for added living or recreational space. Relax on the spacious backyard deck overlooking the landscaped yard. An oversized 2-car garage provides ample storage and workspace.

Move right into this low maintenance country retreat and enjoy your summers by the pool!! Natural light illuminates the home in every room. Open flow between the kitchen, living room, and dining/sitting room. Sliding glass doors from the kitchen and sitting room lead out to a large deck where you can enter the screened-in-porch, which also shares an entrance into the primary bedroom. The primary BR is a quiet suite with a full bath and washer/dryer. The guest suite is very private with its own entry off the driveway and full bath. Outside you'll be lulled by the wonderful sounds of nature as a branch of the Frisbee Creek snakes through the corner of your land. Central AC, close to the Berkshires (@20 minutes to Tanglewood), 40 minutes to Albany Airport. *Most furnishings are negotiable.

Lovely Cape-style home built in 1982, privately set back from the road and conveniently located close to the center of South Egremont. This well-maintained property features 4 bedrooms and 2 full baths, with 2 bedrooms and 1 bath on the first floor and 2 additional bedrooms and a bath on the second floor. Recent updates include a new roof, passed Title V inspection, and a new well water treatment and UV filtration system. Set on 1.2 beautifully maintained acres, this special property offers comfort, privacy, and move-in-ready condition. Ideally located close to Catamount Ski Area and New York State, offering easy access to year-round recreation, dining, and cultural attractions.

Set high up on a knoll, this home boasts good, solid construction, wood floors throughout and an easy, manageable floor plan. Within walking distance to Main Street, this adorable home has been lovingly cared for. Immaculate condition, a cozy fireplace and a detached garage. A sweet place to call home in a convenient location. So much potential but move-in ready. The yard has perennials & mature trees and privacy. One block from NYC bus stop, restaurants, shops and markets.

Enjoy Pontoosuc Lake views year round in this peaceful Lanesborough home with walkable lake access! Thoughtfully updated throughout, this move-in-ready 3 BR, 2 Full Bath home offers additional flex space with a first floor bath to suit your needs. The large lot with patio & firepit are excellent for entertaining, while leaving plenty of yard space for gardening & other hobbies. Ideally located, you'll also be just minutes from some of the Berkshires' most popular ski areas, easy access to hiking, golf, pickle ball, shopping, dining, and the world-class arts & cultural attractions that make the Berkshires such a special place to call home.

Move-in ready and filled with upgrades, this southeast Pittsfield colonial home offers five bedrooms and flexible living space. The first floor includes a bedroom and full bath, while the second floor features a primary ensuite plus three additional spacious bedrooms. Enjoy a beautifully landscaped, very private backyard with an above-ground pool and convenient access from the kitchen deck--perfect for summer entertaining. The finished basement recreation room w/660 sq.ft. is included in total sq.ft. Centrally located, the home is approximately 10 minutes from major shopping centers and less than 10 minutes to Lenox center and Tanglewood.

A Berkshire landmark ready for its next chapter. Once home to the beloved BONDHU and Mill on the Floss restaurants, this multi-use property offers endless opportunity -- from a charming single-family residence to a live/work haven, a boutique inn, or a luxury destination dining experience reborn. The second-floor living quarters feature four bedrooms, including a primary suite, plus an open living and dining area. A chef's kitchen with granite countertops and high-end stainless steel appliances completes the space. Perfectly situated along the scenic Route 7 corridor between Williamstown and Pittsfield, this one-of-a-kind property invites vision and imagination to bring it to life once again. Call today for a private tour!

Reintroducing 56 Victoria Lane, with a new roof, freshly painted rooms, areas with new landscaping and more! Set on a hilltop, the end of a cul-de-sac in desirable Lanesborough, offering the perfect blend of privacy, space & functionality. This 3-bedroom, 2-bath home features over 2,600 square feet of living space & a versatile layout designed to fit a variety of lifestyles. The first floor offers 2 bedrooms & a full bath, ideal for guests, one-level living, or a convenient home office. The main living areas are filled with natural light & offer a comfortable flow for entertaining. Upstairs offers a spacious primary en-suite complete with a walk-in closet and a jetted tub.

Enchanting Egremont! Set atop a private drive on 5.3 acres in Egremont, this thoughtfully designed residence offers a rare balance of seclusion and accessibility. Surrounded by nature and positioned for easy access to the Taconic State Parkway, the property captures the essence of Berkshire living. At the heart of the home is a dramatic living and dining room defined by a soaring two story ceiling, skylights, an interior balcony, and a wood-burning fireplace. Filled with natural light, the space creates a striking setting for both everyday living and entertaining.

Loft 208 at Greylock WORKS is a beautifully proportioned 1BR | 1.5BA + Study Berkshires residence set within the region's most celebrated mill conversion, offering 1,150 SF of refined, light-filled living. With 12.5-foot ceilings, expansive volume, and an elegant L-shaped living and dining area, the home blends the character of the original mill with elevated contemporary detailing to create a warm and versatile modern loft. The open kitchen and main living space feature restored hardwood floors, hand-burnished structural elements, and regionally sourced schist countertops selected to heighten the building's material richness.

Just over the hill from Tanglewood, down a quiet country road, this year-round Richmond retreat blends privacy, rustic character, and expert craftsmanship. The heart of the home is the vaulted great room, where exposed beams, a loft balcony, and a wood stove create a warm gathering space that flows seamlessly into a beautifully crafted three-season porch with interchangeable glass and screen panels overlooking the woodland. Thoughtfully designed to preserve the home's original rustic charm, the spacious primary suite is a private retreat featuring vaulted ceilings, a sitting area with a gas stove, an ensuite bath with a soaking tub, and laundry. Wraparound decks further extend the living space outdoors, embracing the natural landscape. The walk-out lower level provides excellent storage

Unbeatable Lenox location! Near the top of Kemble Street, you'll find this charming 1950's-vintage ranch home that's a super short walk to the village. Timeless details merge with everyday comfort! Hardwood floors flow throughout. Living room features a wood-burning fireplace. Dining opens to expanded galley kitchen on one end and to a den/office flexible space on the other. Three bedrooms, two full baths. Home includes an attached two-car garage. Sunny open lot with private back yard. Location is everything here with shopping, dining, library and community life literally around the corner. Enjoy performances at Shakespeare right down the street and a short drive to Tanglewood!

Gracefully situated on a gentle sloping hillside street this distinctively designed multi-level home offers distant and seasonal Berkshire mountain views. Abutting the rolling meadows of Arrowhead, Melville's historic home and grounds, you can embrace the vast privacy, open land and natural beauty much like the famed author. Surrounded by artfully designed gardens, this architecturally refined residence is a private enclave offering 4-5 bedrooms, 3 full bath, masterfully landscaped set on 1.5 acres with unique tree selection, blooming shrubs and pollinator flowering perrenials. Just 10 minutes to the culture, cuisine and art offerings of Lenox especially the sounds of Tanglewood. Minutes to all that is Berkshire while being immersed in renowned peacefulness.

Rare opportunity to own a substantial two-family home in one of the most desirable locations in the Berkshires. Overlooking meadows, sheep pastures, mountains, and Naumkeag, this special property is also just a short walk to Stockbridge Main Street. Each spacious unit offers 3 bedrooms, 1.5 baths, and hardwood floors throughout. The grounds are truly magical, with mature trees and a peaceful setting that feels tucked away while remaining close to everything. Currently fully tenant occupied, one unit will become vacant in September, creating the perfect opportunity for owner occupancy while generating rental income from the second side. Multi-family properties in this area are exceptionally rare. See Supplement

Discover the perfect blend of privacy, space, and comfort in this exceptional 5-bedroom, 4-bath Colonial set on 1.3 acres at the end of a quiet cul-de-sac in one of Dalton's most desirable neighborhoods. Bordering the 368-acre Day Mountain Wildlife Management Area and near the Appalachian Trail, this home offers a peaceful setting close to Berkshire attractions. The exceptional living room with custom built in wall shelving and an inviting country kitchen designed for everday comfort and entertaining. Enjoy landscaped grounds with patio, privacy fencing, and fire pit. The finished lower level offers flexible space with in-law potential, guest area, home office, or recreation room. Oversized two-car garage with loft adds storage. A rare opportunity to enjoy Berkshire living.

Loft 309 at Greylock WORKS is a distinctive north-facing 1BR | 1.5BA Berkshires residence with a generously scaled study, offering approximately 1,340 SF of thoughtfully designed living space. Set on the third floor of the region's most celebrated mill conversion, this home is defined by its warm wood ceilings, varied ceiling heights, and refined blend of historic character and modern finishes. The open living, dining, and kitchen area creates an inviting central gathering space, grounded by restored materials and an easy, functional flow for everyday living and entertaining. Energy Star appliances, Kohler and Grohe fixtures, energy-efficient windows, and an in-unit washer and dryer support both comfort and sustainability.

Set on 2.01 private acres with sweeping western views extending to Ashmere Lake and the mountains beyond, this exceptional residence offers over 4,194 square feet of thoughtfully designed living space where comfort, elegance, and natural beauty come together. Expansive windows, gracious proportions, and multiple outdoor living spaces embrace the remarkable setting, creating an ideal backdrop for spectacular sunsets and year-round enjoyment.