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.

Welcome to 10 Park Drive- a beautifully Maintained 4-Bedroom 3.5-bath Colonial tucked away on a quiet cul-de-sac. Lovingly cared for by its current owners, this inviting home offers gleaming hardwood floors, stunning mountan views, blooming perennials and easy access to the very best of the berkshires, including hiking, cultural attractions, and outdoor recreation. Thoughtful updates provide peace of mind and modern comfort, including new roof and gutters (2022) a beautifully updated primary suite (2022), patio and septic system (2019) And a new stove (2026). Conveniently located in a great school district and just minutes from Pontoosuc Lake and Onota Lake, This home combines privacy, scenic beauty, convenience in one exceptional property.

Welcome to this stately raised ranch nestled in one of Pittsfield's most sought-after neighborhoods--Barkerville. Offering 1,896 square feet of thoughtfully designed living space, this home blends comfort, efficiency, and natural beauty in a truly special setting.Set on a cozy, private lot, the property is framed by mature evergreen trees, classic stone walls, and a peaceful brook flowing through the backyard. A grand entrance and custom walkway create a striking first impression, while the home abuts conservation land, providing direct access to scenic hiking trails and a serene, nature-filled backdrop year-round.Ideally located in the heart of the Berkshires, you're just minutes from world-renowned destinations including Tanglewood, the summer home of the Boston Symphony

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.

Fantastic south lit cook's kitchen in this spacious 3 to 4 bedroom home located near the beautiful hilltop Worthington golf course and its fantastic view. This property has the added bonus of a guest cottage or rental. The kitchen has a restaurant style range and an additional oven plus plenty of counter space made of Black River Stone. Kitchen has door to screened porch for summer dining or to formal dining room with beautiful walnut built-ins. Living room with fireplace and walnut built in bookcases has a door to the Goshen stone patio. 1st floor master bedroom suite. Upstairs are 2 more bedrooms, one has a fireplace, plus an office or bedroom, a full bath and plenty of storage. Lovely grounds have old apples, lilacs, hydrangeas and other mature plantings. Wood floors through out.

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.

Tucked into the rolling hills of Great Barrington just minutes from downtown and the slopes of Ski Butternut, The Turning Point is a storied 3,600-square-foot Berkshire landmark operating as an active short-term rental. Steeped in history dating back to its 1800s stagecoach tavern roots, the property showcases an enduring dual-facade of classic New England brick and weathered clapboard. Inside, original period charm takes center stage with wide-plank wood floors and glowing fireplaces, perfectly paired with a rare, substantial footprint featuring 7 generous bedrooms and 6.5 bathrooms. Designed for effortless hosting, this expansive retreat offers an incredible canvas for a lucrative rental investment, a boutique bed-and-breakfast, or a magnificent private country compound.

Tucked away on a private cul-de-sac, this stunning 4-bedroom, 2.5-bath residence combines elegant upgrades with an effortlessly open and sun-drenched floor plan.The main-level primary suite is a true retreat, offering a walk-in closet and a beautifully appointed en suite with radiant heat tile, a soaking tub, and marble finishes. A convenient first-floor laundry room and a mudroom directly off the garage add everyday practicality without sacrificing style.Three additional bedrooms and a full bath complete the upper level. The walkout basement, already plumbed for a bath, presents exceptional finishing potential.Outside, an expansive deck with a pergola, an above ground saltwater pool, storage shed, and two-car garage round out this exceptional offering.

Positioned within walking distance to the vibrant downtown of Great Barrington, this property offers a unique opportunity for Homeowners, investors, non-profits, or developers seeking flexibility and future upside. Previously utilized as professional offices for mental health services, with vision, this could be converted into a 1 or 2 family home. Significant capital improvements have already been completed, including a newer boiler, newer hot water heater, a fully monitored smoke and CO detection system, and all windows replaced, ensuring efficiency and peace of mind for future ownership. The property sits on over one acre of land and features a large on-site parking lot and adjacent to a beautiful river.

Price Adjustment! Positioned within walking distance to the vibrant downtown of Great Barrington, this property offers a unique opportunity for investors, non-profits, or developers seeking flexibility and future upside. Previously utilized as professional offices for mental health services, the building is thoughtfully configured for continued office use--particularly ideal for a non-profit or service-based organization. Significant capital improvements have already been completed, including a newer boiler, newer hot water heater, a fully monitored smoke and CO detection system, and all windows replaced, ensuring efficiency and peace of mind for future ownership. The property sits on over one acre of land and features a large on-site parking lot, providing ample accessibility for staf

Discover the epitome of lakeside living in this exceptional 4-bedroom, 2-bath home nestled in the desirable Otis Wood Lands community. This fully furnished residence seamlessly combines comfort and entertainment, featuring bright, spacious rooms and an expansive deck perfect for relaxation or hosting gatherings. Enjoy modern conveniences such as energy-efficient heat pumps, remote-controlled security systems, and Alexa-compatible features, all designed to enhance your lifestyle. Step outside to find a private beach and swimming area just moments away, ideal for launching your canoe or kayak. The community offers a wealth of recreational amenities, including a lodge for social events, a fitness center, tennis and pickleball courts, and a heated outdoor pool.

Stunning and beautifully designed three-level end unit condominium with luxury finishes throughout. Enter into an open-concept main level, highlighted by gleaming hardwood floors, recessed lighting, and expansive windows that flood the space with natural light. The kitchen offers stainless steel appliances, granite countertops, and custom cabinetry. The spacious living and dining areas are perfect for entertaining, with easy access to a private screened in porch. Primary bedroom with en suite offers one level living if desired along with a walk-in closet with ample storage. Upper level includes oversized entry room that allows for a wide-range of functionality. Two additional bedrooms with large closets and a full bathroom. Finishing off in the lower level is a tremendous family room with

Stunning and beautifully designed three-level end unit condominium with luxury finishes throughout. Enter into an open-concept main level, highlighted by gleaming hardwood floors, recessed lighting, and expansive windows that flood the space with natural light. The kitchen offers stainless steel appliances, granite countertops, and custom cabinetry. The spacious living and dining areas are perfect for entertaining, with easy access to a private screened in porch. Primary bedroom with en suite offers one level living if desired along with a walk-in closet with ample storage. Upper level includes oversized entry room that allows for a wide-range of functionality. Two additional bedrooms with large closets and a full bathroom. Finishing off in the lower level is a tremendous family room with

Set on 5.8 acres high on the east face of Mt. Fray (Catamount), ''The Pod'' is a mid-century timber and glass octagon. Surrounded by thousands of acres of protected land with expansive views; trails on the property connect to Catamount, Bash Bish Falls and beyond via the South Taconic Trail. Two streams -- one just behind the house -- run through the property. Upon entry from the wrap around front deck, you are in the open plan living/dining/kitchen space -- outside is inside through floor to ceiling glass. Moving through you'll find the original ''one piece'' modular bathroom in excellent condition, the primary bedroom, and a den/guest room with sliders opening onto a large stone patio cut into the slope. Secluded yet convenient: Great Barrington 12m, Hudson 30m, Hillsdale 10m

Build to suit. This new ranch construction modular home offers an open concept on a double lot. The home features sun-filled spaces with an open floor plan that is designed to capture Pontoosuc lake and mountain views from the dinning, living & primary bedroom. 4 bedrooms 2.5 baths. Lower level ready for additional finished space. Purchase as specked or chose upgrades to finish home to your desires. Lake access available within walking distance. Building plans available at request.

This one-of-a-kind converted historic church offers a rare blend of architectural character and modern comfort. This 3-bed, 3-bath home features soaring cathedral ceilings, original stained-glass window accents, and striking fieldstone fireplaces on all three levels. The open, flexible layout is ideal for entertaining and everyday living, featuring central AC, a screened porch, and a sun-filled solarium with hot tub that flows to a fully fenced yard. Each level includes a private bedroom and full bath for exceptional privacy. Enjoy seasonal water views, a heated in-ground pool, and spacious yard for relaxation and gatherings. Set near the Berkshire line with easy access to Otis Reservoir, Jacob's Pillow and Tanglewood. Leased solar to transfer to buyer.

Welcome to a rare opportunity to own or rent a thriving commercial business that has been family owned and operated since 1966. This unique property offers a range of possibilities, including a full-service auto garage, an auto shop with a two-bay garage, and two separate apartments for rental opportunities. With ample storage for up to six cars and additional parking, this property is a dream come true for entrepreneurs and investors alike. As you step onto the premises, you are immediately greeted by a sense of history and longevity. For over half a century, this gas station and auto service center has been a trusted resource for the local community.

This remarkable investment opportunity in the heart of the historic town of Bennington offers the future owner two beautifully and totally updated and restored historic 19th century buildings with plenty of style, character, and multiple options. The prominent North St. location stands out to the 8,000-12,000 daily traffic count passing by assuring outstanding visibility. Continue leasing to the existing business or locate a new business or professional office here while also receiving the income from the leased building next door housing a locally famous deli. 125 North St. contains 2,225 SF on two floors plus attic and full basement, all renovated in 2001. Also completely renovated in 2001, 100 Pleasant St. contains 1,500 SF on two floors.