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

Experience lakeside living at its best in this beautifully maintained stand alone condo set directly on Ashmere Lake. The main floor offers easy one level living with three bedrooms, two full baths, a welcoming great room with propane fireplace, a sunny breakfast nook, and a formal dining area. Step from the primary bedroom or great room onto the rear deck or relax in the three season porch overlooking Ashmere Lake. The finished lower level is perfect for guests or extended living, complete with a kitchenette, full bath, bedroom, large gathering space along with enclosed under-stair storage. Walk out access to the patio. Ashmere Landings amenities include a heated pool, Har Tru tennis court, pickle ball court, and lake access with kayak storage and dock. A rare blend of comfort, privac

Experience lakeside living at its best in this beautifully maintained stand alone condo set directly on Ashmere Lake. The main floor offers easy one level living with three bedrooms, two full baths, a welcoming great room with propane fireplace, a sunny breakfast nook, and a formal dining area. Step from the primary bedroom or great room onto the rear deck or relax in the three season porch overlooking Ashmere Lake. The finished lower level is perfect for guests or extended living, complete with a kitchenette, full bath, bedroom, large gathering space along with enclosed under-stair storage. Walk out access to the patio. Ashmere Landings amenities include a heated pool, Har Tru tennis court, pickle ball court, and lake access with kayak storage and dock. A rare blend of comfort, privacy,

This efficient turnkey lakefront house offers modern comfort and a stunning view of Ashmere Lake. Tucked on the eastern cove side of the lake, it provides a more sheltered stretch of waterfront. The main level features two bedrooms with oak hardwood floors and individual heat pumps for customizable comfort. The kitchen is finished with granite countertops, soft close cabinetry, and a practical open concept layout. The 2nd floor offers additional living space for a bedroom or quiet lounging, with a lovely front facing view of the lake. Mechanical updates include a new hot water heater, electric service panel, heating panels located in both the full bathroom and the basement, as well as heat pumps in the main living area, the 2nd floor and in the bedrooms. Vacation all year round!

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!

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.

Welcome to this beautifully maintained Cape Cod-style home, built in 2001 and set on 1.13 acres. Offering 3 bedrooms and 2.5 baths, this inviting home combines charm with a thoughtfully designed floor plan that's perfect for everyday living and entertaining. The main level features a private office with elegant French doors, ideal for working from home or creating a quiet retreat. The spacious living room is warmed by a cozy gas fireplace and opens to an expansive 12' x 30' partially screened deck, creating the perfect setting for outdoor dining, entertaining, or simply relaxing while enjoying the peaceful backyard. Upstairs, you'll find a primary suite complete with its own private bath & patio. Two additional bedrooms provide plenty of room for family and guests. The walkout

The keyword for this spacious Richmond Shores 2 bedroom with extra loft sleeping space/2 bath lake property is ''new''! New roof, new hot water heater, new refrigerator, new wiring, new thermostats, new well pump, AND new sewer pump! This turnkey house is perfect as a getaway, downsize or investment property. Enjoy the spacious backyard with canal access to Richmond Pond, with a community beach and public boat ramp close by. Spend the colder months toasty warm by the stone fireplace with new fireplace insert and you're only 5 miles from Bousquet!

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.

2-Story/5-Apartment/9BR/6BA building PLUS 2BR/1BA Ranch home on about a half acre. Fully occupied, leases, both structures fully up to date and move-in condition. Tenants pay all utils. Landlord provides maintenance, snow/trash removal, water/sewer, off-street parking, fridge/stove each unit. 2 SBL lot numbers - properties not sold separately. Assessment/tax figures herein reflect total due for both properties. Photos incl Ranch house and 2 apartments pre-occupancy. 48-72 hour notice required to show. List broker to accompany all showings. Buyer/Coop brokers must attend all appointments. Thank you for your interest.

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

Situated in the finest location in a quiet neighborhood of very nicely kept homes, this three bedroom, two bath home offers the discerning buyer an abundance of privacy, especially with the adjacent 1.33 acre wooded parcel included in the sale. The property also abuts state land to the south, providing additional protection and enhancing the peaceful aura of the surroundings. Stately and spacious, the residence has a wonderful array of living and entertaining areas both inside and out. A lovely kitchen with granite counters and gleaming white cabinetry opens to a two story deck, with al fresco dining and leisure opportunities both up and down. Below is an expansive four season sunroom with access to the decking and to the large fireplaced family room. With a kitchenette close by,

THE ULTIMATE FOUR SEASON BERKSHIRE RETREAT- Tucked away on 3.6 serene acres, this bright & airy single-level home is the perfect year-round escape. This completely renovated home offers an open concept main living area including the dining room, efficient eat-in kitchen with stainless steel appliances & family room with wood stove, perfect for relaxation & entertaining. Two additional guest rooms & a den. The newly completed primary suite boasts a beautiful bathroom & an oversized walk-in closet versatile enough for a home office. Outside, the private grounds feature a dining patio, fire pit, gazebo & shed. Located just minutes from the slopes of Ski Butternut & downtown Great Barrington, this turnkey property also features a proven track record as a short & long term rental MORE

Fantastic 4 BR Otis Wood Lands Contemporary situated at the end of a cul-de-sac close to all community amenities! This spacious home has great spaces for family and friends. Furniture negotiable. Community amenities include pool, tennis/pickleball courts, fitness room, playground, lodge, lake and beach. New septic in 2023, new hot water heater 06/2025, new roof 2003. $4,000 reserve fund fee due from buyer at closing.

Perched high on Baldwin Hill! Set far back from the road on a beautiful 2.5-acre lot, this thoughtfully updated South Egremont residence offers a rare balance of scenic tranquility and unbeatable convenience. Positioned to capture sweeping mountain views, the property places you seconds from charming Egremont village, minutes from vibrant downtown Great Barrington, and right down the road from Prospect Lake and French Park. The owners have completed major updates so you can simply arrive and unpack. Recent improvements bring fresh energy throughout the home, including brand-new siding, new windows that flood the spaces with natural light, and a refreshed kitchen featuring new flooring and brand-new appliances.

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.