This spacious estate-style home sits in a premier Great Barrington setting, offering ample room to live, work, and entertain. A welcoming porch invites quiet mornings and reflective evenings while overlooking a beautifully landscaped property. . Inside, a large fireplace anchors the living area, delivering cozy warmth and timeless ambiance. The third level serves as an ideal home office or quiet retreat, offering versatility for remote work or creative endeavors. Prime location advant

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 home on almost 4 acres with a private pond and scenic mountain and sunset views year-round, also abuts the Harlem Valley Rail Trail. It is withinwalking distance to the village of Hillsdale. Including the Roe Jan Brewing Co. IGA, the Hillsdale House, and the town park. Less then 5-min driveto Catamount; 25 min to Hudson NY, and 20 min to Great Barrington MA.

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.

Beautifully renovated one-level ranch offers the perfect blend of modern convenience and cozy charm. With 3 spacious bedrooms and a well-appointed bathroom, this home is designed for comfort and easy living. Step inside to discover a sunlit living space showcasing modern upgrades throughout, including energy-efficient fixtures and a sleek, new kitchen equipped with top-of-the-line appliances. The open floor plan is perfect for entertaining, seamlessly connecting the living, dining, and kitchen areas.One of the highlights of this home is its commitment to sustainability, featuring solar panels that significantly reduce energy costs. Lots of outdoor space and 2 separate outbuildings with car port. Additional plans available. Separate Screened in porch

Tucked at the end of a peaceful cul-de-sac, this 3,300+sqft Cape is a rarity in today's market - a sprawling main home with the addition of a separate in-law/guest apartment. The main wing shines with refinished wide-plank wood floors, gas fireplace, and premium renovations, including a new chef's kitchen and bathrooms. Upstairs features three gracious bedrooms, including a primary suite with massive walk-in closets, en-suite full bath, and secret bonus room awaiting your imagination. The private in-law apartment--with its own entrance, full kitchen, and 2 bedrooms, boasts a proven rental history, ideal for guests or income. Enjoy proximity to downtown Lee's dining and golf, all while being under 10 minutes to downtown Lenox and Stockbridge. A multi-generational gem in a prime locale!

Charming Condominium at South Pond Farm. 2 bedrooms 2-1/2 baths, brand new kitchen. Panoramic views of Richmond Pond from the living room/dining room and bedrooms. The community offers tennis, heated gunite swimming pool, private beach, kayak, /canoe racks, water aerobics, organized book groups and active social environment.

Enjoy lake access to Prospect Lake in a desirable low-tax area! This beautifully maintained contemporary home offers a first-floor primary bedroom with full bath, an open-concept kitchen, dining, and living area, plus an additional sitting room for flexible living space. Cherry wood floors, central air conditioning, and multiple skylights fill the home with natural light. Double French doors lead out to a spacious deck perfect for outdoor entertaining, with serene views of the lake. The second floor features two additional bedrooms and a full bath. Mature perennial gardens surround the property, creating a private backyard oasis ideal for relaxation. Close proximity to Cliff House restaurant, close to French Park, just 5 minutes to Catamount Ski Resort 10 minutes to Great Barrington.

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 staff,

Rare opportunity to own a premier .40 acre waterfront parcel on beautiful Ashmere Lake with over 172 feet of lake frontage and exceptional views. Perfectly positioned in a highly sought-after location, this 2-bedroom, 2-bath property offers incredible potential to renovate or reimagine into a spectacular lakeside retreat. The existing home and large garage/barn is being offered in ''as is'' condition presenting a unique chance for investors, builders, or visionaries to create a custom waterfront escape. A truly special offering with expansive frontage, privacy, and endless possibilities on one of the Berkshires' most desirable boating lakes.

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!

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 to schedule your private tour!

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 to schedule your private tour!

Versatile commercial property offering approximately 6,000 square feet in a high-visibility location along Route 7 in Sheffield. Formerly operated as a well-known restaurant, the building includes spacious dining areas, bar, and commercial kitchen infrastructure, providing a strong foundation for a variety of uses.The flexible layout supports multiple potential concepts, including restaurant, cafe, market, event space, or mixed-use commercial venture. The property benefits from steady traffic flow, excellent exposure, and on-site parking, all within close proximity to Great Barrington, Southern Berkshires, & tri-state area.An opportunity to reposition and revitalize an established location with over 75 years of business history.

Discover the ultimate blend of privacy, natural beauty, and waterfront living with this exceptional offering of three lots totaling over 60 acres. Included is an 11-acre waterfront parcel on the serene shores of Ashmere Lake--perfect for boating, fishing, or simply soaking in the views. Whether you're envisioning a private estate, family compound, or future development, this expansive property offers endless possibilities. All three lots are being sold together as one parcel, ensuring unmatched scale and potential in a coveted location. There is a deeded right of way through Lot #14. There is a sewer betterment fee for Lot#15.

Fall in love with this renovated 3BED 2BATH house located just a stone's throw from downtown Stockbridge on nearly half an acre. Inside, the open layout features a cozy living room anchored by a classic fireplace. The kitchen has granite countertops and an expanded pantry with new custom shelving. The primary suite boasts a custom walk-in closet, an updated bathroom and direct access to the backyard. Two additional bedrooms share a 2nd full bathroom. Excellent functionality extends to the basement, which has new custom storage closets. Enjoy your morning coffee from the screened-in porch or step out onto the newly refinished back deck. Entertain in the the partially fenced yard with a new paver patio and built-in fire pit. Move-in-ready at its finest. Furnishings available to purchase

Within walking distance to Main Street, this adorable home has been lovingly cared for.Immaculate condition, wood floors throughout, cozy fireplace and a detached garage. A sweet place to call home in a convenient location.

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.

Property on corner of busy 4 way stoplight in the heart of town with 256 ft of frontage. High visibility and high traffic count: 11,777 on average. Multi-zoned for multiple different uses & possibilities. The source of all representations are from the seller or a public source; broker has not verified same. It is recommended that buyer independently verify all information.