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Currently listing 968 sales properties. |
| Found 162 Listings | Sort: |
32 Photos OCTOBER MOUNTAIN REAL ESTATE |
$495,000
3 BD |
2 BA
Residential - Single Family Contemporary cape with an open, single floor design combines charm and practicality on two private acres. The walk out lower level features an expansive family room with two additional rooms. Heated garage, central vac, Vt Castings wood stove, underground propane, whole house generator and a screened porch to observe the private, landscaped lawn and gardens. This beautifully designed, well constructed, easy maintenance home provides the perfect oasis for every season! |
52 Photos WILLIAM PITT SOTHEBY'S - LENOX |
$499,000
3 BD |
3 BA
Residential - Single Family Tucked away in the woods and surrounded by nature, this light-filled home offers rare privacy on nearly five acres, complete with its own serene pond. Designed with an open-plan layout, the interior is bright and welcoming, with expansive windows that bring the outdoors in. The spacious primary bedroom is a true retreat, featuring abundant natural light, privacy, and an en suite bath. Perfect as a getaway and as a full time home. Ideally located close to Lee, area lakes, scenic hiking trails, Jacob's Pillow, and Tanglewood, this property blends peaceful country living with easy access to the best of the Berkshires. Schedule your showing today! |
11 Photos WILLIAM RAVEIS - BERKSHIRE |
$500,000
Land Settle into the quiet charm of the Windemere Lake community with this 6.607-acre building lot. Tucked away on a peaceful road and embraced by natural woodland, the property offers a sense of seclusion while remaining part of a thoughtfully maintained private enclave. Though it doesn't sit directly on the water, owners enjoy shared access to Windemere Lake--a pristine, non-motorized lake perfect for kayaking, swimming, and unwinding in nature. Build your dream home in a setting where sunsets glow through the trees and the pace of life slows to match the stillness of the lake. |
43 Photos LAMACCHIA REALTY, INC |
$524,900
4 BD |
3 BA
Residential - Single Family OPEN HOUSE Sat 7/5/25 11a-12:30p Welcome to your private escape in the heart of the Berkshires on a quiet country road. This expansive ranch-style home offers ample space for large family gatherings, house guests or entertaining. Enjoy the ease of one-level living with a bright, open floor plan and a grand brick fireplace anchoring the spacious main living area. The home features four spacious bedrooms and two updated full bathrooms along with a back deck and screened-in back porch overlooking the woodlands. The lower level offers even more flexibility with a private entrance, an additional bedroom, full bath and convenient kitchenette - perfect for guests, in-laws or potential rental income. There is also a large unfinished room with a second fireplace and walk-out access to |
71 Photos MOCKINGBIRD REAL ESTATE |
$525,900
6 BD |
3 BA
Residential - Single Family Beautiful, spacious 6 bedroom, 3 updated bath, 4000+sf home, custom built and nestled between two lakes with incredible views in the heart of the picturesque Berkshire Mountains! Walk to Onota Lake in approximately 9 minutes and enjoy a 5 minute drive to Pontoosuc Lake both suitable for kayaking, fishing, swimming, picnicking and more. Enjoy the convenience of 2 laundry rooms and two updated kitchens with granite counters and stainless steel appliances. Ample room for the kids and pets to play in the fully fenced in backyard with playset. Enjoy relaxing in the hot tub on the lower level while have shelter from the upper deck! This gorgeous home has all you could need! Surveillance cameras are active outside in the front & back of home. |
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51 Photos WILLIAM PITT SOTHEBY'S - LENOX |
$529,000
3 BD |
2 BA
Residential - Single Family Welcome to this meticulously maintained and lightly lived-in private country home, set at the end of a quiet cul-de-sac on a scenic country road. Situated on nearly 4 acres and backing up to the Farmington River Wildlife Management Area, this one-owner home offers privacy, natural beauty, and modern comfort in equal measure.Boasting nearly 2,500 sq ft of finished living space, this bright and airy home features a thoughtfully designed open floor plan with cathedral ceilings and hardwood floors throughout the main level. The heart of the home is the stunning great room, filled with natural light and anchored by a cozy propane stove, perfect for gathering with family or relaxing in solitude.The spacious main-floor primary suite includes a full bath, while additional guest bedrooms |
37 Photos LAMACCHIA REALTY, INC |
$539,900
5 BD |
4 BA
Residential - Single Family Home on a dream lot--over 7 secluded acres framed by mountains and backing to the Chalet Wildlife Management Area (7,000+ acres of protected state land). Enjoy total privacy, wide-open views, and dark-night skies away from city lights. Step inside to a grand entrance with a glistening chandelier. The main level features a flowing layout: a spacious kitchen with sufficient storage and generous counter space leading to the bright living room. Another feature on the first floor is that there is an option for private living quarters/in-law suite with its own entrance. The large primary suite offers a cozy fireplace, two walk-in closets, and an en suite bath with shower and jetted tub. Additionally, there is a first-floor laundry off the two-car garage, and an extra room great for an office. |
30 Photos ASHMERE REALTY, INC. |
$545,000
4 BD |
2 BA
Residential - Single Family Nestled on a serene private 5.52 -acre lot with a picturesque brook running through, this beautifully updated brick ranch offers the perfect blend of comfort, style, and nature. Located in desirable Dalton, this home features 4 spacious bedrooms with a versatile office space ideal for remote work -- and 2 full bathrooms. Step into the heart of the home with a chef's kitchen with stunning granite countertops, ideal for cooking and entertaining. Recent updates include a new roof (2018), new furnace (2025) and fresh paint throughout, giving the home a warm, bright and welcoming feel. The finished lower level provides a generous family room perfect for gatherings with a wood burning fireplace insert, along with laundry hookups and a two-car garage tucked beneath the house. |
42 Photos WILLIAM PITT SOTHEBY'S - GT BARRINGTON |
$549,000
3 BD |
3 BA
Residential - Single Family Nestled in a peaceful and private country setting, 7 Lake Buel Road offers the quintessential Berkshires lifestyle where serene living meets modern convenience. The home is framed by vibrant perennial plantings across the front of the property, creating a welcoming and picturesque first impression. This residence has been thoughtfully enhanced with tasteful updates throughout, featuring warm pine wood floors that ground the interior in a classic, cozy aesthetic. The layout is designed for ultimate flexibility, highlighted by a primary bedroom with an ensuite bathroom conveniently located on the first floor. A second main-level bedroom, currently utilized as a home office, boasts its own separate entrance, making it an ideal setup for a quiet professional workspace or a private guest wing. |
40 Photos ALTON & WESTALL REAL ESTATE AGENCY, LLC |
$549,900
4 BD |
2 BA
Residential - Single Family This well-maintained Cape Cod offers the best of Williamstown living in a highly convenient Main Street location, just steps from shops, restaurants, and local amenities. Set on 1.1 acres, the home features four bedrooms, two full baths, and about 2,500 sq ft, with two fireplaces adding warmth and character. Enjoy unobstructed views of Pine Cobble Mountain and protected green space that ensures lasting privacy. A walking path just outside your door makes it easy to enjoy the Berkshires. With an updated gas furnace and thoughtful upkeep throughout, this home is ideal as a full-time residence or a peaceful retreat. |
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42 Photos BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY |
$549,999
4 BD |
3 BA
Residential - Single Family Currently used as an income-producing rental, 125 Town Hill Rd offers consistent cash flow with strong potential for future owner occupancy or a weekend retreat. Set on a quiet country road surrounded by woods, the property delivers the privacy with your own tennis court in your backyard and a spacious screened-in porch. Inside features a comfortable, functional layout with bright living spaces and a welcoming feel. Ideal for investors, second-home buyers, or those planning ahead to occupy. Convenient access to nearby towns, outdoor recreation, and all the Berkshires have to offer. A versatile property with both income and lifestyle upside--don't miss it! |
49 Photos PAULA MCLEAN REALTORS INC. |
$559,000
3 BD |
3 BA
Residential - Condo/Townhouse Experience relaxed lakefront living at the sought-after Lakecrest Condominiums on beautiful Pontoosuc Lake. This inviting home offers a first-floor primary suite with a curb less shower, a fully updated cherry cabinet kitchen with wine fridge and updated guest baths. Enjoy this light filled move-in ready end unit with expanded deck providing a private oasis. It is the perfect blend of comfort, recreation, and scenic surroundings in one of Pittsfield's premier waterfront communities. Residents of Lakecrest enjoy an exceptional lifestyle with outstanding community amenities, including a sparkling in-ground pool, tennis and pickleball courts, and a welcoming clubhouse featuring a fully equipped fitness center -- ideal for both relaxation and staying active year-round |
34 Photos KEMPF-VANDERBURGH REALTY CONSULTANTS, INC. |
$560,000
3 BD |
2 BA
Residential - Single Family 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 |
36 Photos COHEN & WHITE ASSOCIATES |
$575,000
3 BD |
3 BA
Residential - Single Family This Contemporary Ranch offers easy living with interesting open common spaces and all three bedrooms and two and a half baths on the main level. The expansive kitchen with European styling, giving you the washer & dryer in this space for convenience. It has wonderful storage, a generous center island that is open to the dining area and the living room. Enjoy the amazing deck with the bonus amenity of a hot tub adding lovely ambiance surrounded by 3 + acres of tranquil nature. This home has an impressive 4 bay garage, 1 leads into a large workshop, 3 additional bays for winter parking or vintage car storage. A large open basement that is partially finished contributes to the open space this property offers. The solar panels are owned and working effectively. |
34 Photos STONE HOUSE PROPERTIES, LLC |
$589,900
3 BD |
2 BA
Residential - Single Family 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. |
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19 Photos HOUSATONIC REAL ESTATE |
$595,000
3 BD |
2 BA
Residential - Single Family 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. |
48 Photos PAULA MCLEAN REALTORS INC. |
$600,000
3 BD |
3 BA
Residential - Condo/Townhouse Welcome to 5D Lakeside at Foxhollow - a beautifully updated 3-bedroom, 3-full-bath condo offering the perfect blend of modern comfort and classic Berkshire charm.Enjoy seasonal views of sparkling Laurel Lake from your enclosed summer porch, the ideal spot for morning coffee or evening gatherings. Inside, you'll find a thoughtfully updated kitchen and baths, a cozy wood-burning fireplace, and generous living space designed for both relaxation and entertaining. This sought-after community offers a wealth of amenities including an outdoor pool, Har-Tru tennis courts, and private water frontage on Laurel Lake -- complete with kayak and canoe storage for easy days on the water. Perfectly situated just minutes from Lenox, Stockbridge, Tanglewood &, Jacob's Pillow. |
41 Photos PIRETTI REAL ESTATE |
$624,900
2 BD |
2 BA
Residential - Condo/Townhouse This caterpillar has become the most beautiful butterfly....you have to see it to believe! The most tastefully done unit, gutted and re-built to perfection with all high end fixtures, floors, layout, appliances and functionality. New ebony stained hardwood floors, gorgeous kitchen with stainless steel counters, marble island and back splash, Viking appliances, loads of cabinetry and access to the gorgeous deck for 3 season living. Beautiful master suite with an adjoining study, plus a whole bedroom suite with full bath and study on the lower walk out level. The cut stone fireplace in the living room is magnificent and the placement of rooms affords plenty of privacy for guests and owners alike. This unit is truly unique, a labor of love, and awaiting its next discerning owner! |
49 Photos MACCARO REAL ESTATE |
$625,000
4 BD |
2 BA
Residential - Single Family Set on a quiet road just minutes from downtown Lee and downtown Stockbridge, this renovated extended Cape offers space and privacy. Nearly the entire home has been thoughtfully updated while maintaining warmth and character throughout. Front blue stone patio, wonderful mudroom/breezeway that adds everyday convenience and connects the home to the garage. The main level offers a bright eat-in kitchen with breakfast bar that flows into a large, enclosed sunroom/ screened in porch overlooking the private backyard. Two oversized bright bedrooms, a full bathroom, walk in pantry and front living room, all with wood flooring, offering comfortable single level living, if desired. Second floor offers two oversized bedrooms, including spacious primary bedroom and large renovated full bathroom. |
54 Photos WILLIAM PITT SOTHEBY'S - GT BARRINGTON |
$630,000
4 BD |
3 BA
Residential - Single Family 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! |
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