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Berkshire Homes for Sale

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Berkshire Homes & Condos for Sale

$4,899,000
7 Beds ⋅ 7 Baths ⋅ 73116822 MLS
Legacy, Mid-Century Modern Masterpiece of culturally influential family is a truly generational home whose forward-thinking design is a testament to an impeccable execution of a relaxed, sophisticated style that strikes a perfect balance with its surrounding natural landscape. The estate, prominently sited on 57+ acres is a leisurely stroll to the Stockbridge Bowl and quaint downtown Stockbridge. Drenched in sunlight with the most dramatic and oversize windows imaginable, the chef’s kitchen with attached greenhouse and gorgeous living room with a jaw-dropping statement fireplace, open to the manicured lawns through expansive sliding glass doors, offers sublime views of the resort-like grounds complete with tennis court, pool, playground, gardens curated by a Master Gardener, and distant mountains. Several wings w/ 7 bedrooms, 3 offices, gym, catering kitchen, and indoor pool provide ample versatility for use of space. Enjoy culture, recreation, and stunning scenery in the Berkshires!

23 Prospect Hill Rd, Stockbridge
$2,150,000
5 Beds ⋅ 5 Baths ⋅ 73116572 MLS
High Mowing is a magical Williamstown estate spread over fifteen acres and located near Williams College. It seamlessly integrates nature and culture in an incomparable way. The property features exceptional design elements by architect Fred Koetter and exquisite craftsmanship by Italian mason Cesare Boni. With over 5,500 sq. ft. of living space, including 5 bedrooms and 5 baths, the house offers versatile areas for living and entertainment. Stunning views of the property, preserved land, and mountains can be enjoyed from every room. The house boasts numerous amenities, including a wood-paneled library, formal dining room, two kitchens, and a private en-suite. The expansive windows and multiple patios connect the interior to the natural surroundings. Additionally, a private studio/workspace with a fireplace and kitchenette provides a tranquil retreat. The property encompasses lush gardens, fruit trees, and wildlife, and includes a 7-stall barn. High Mowing offers endless possibilities!

600 Bee Hill Rd, Williamstown
$3,785,000
6 Beds ⋅ 3 Baths ⋅ 170572273 MLS
Blue Hill Farm: 1820 Center Hall Colonial in excellent condition on 249 high acres with hay meadows, pastureland, an apple orchard, woodlands, gardens, a tennis court and a 1970’s caretaker/farmer’s house. The main house has 6/7 bedrooms and 3 baths, along with a three-car attached garage. The property consists of 7 parcels of contiguous land surrounded by the Umpachene River on three sides. There are long views to the west of the Taconic Range from inside and outside of the house, and a grouping of antique and other barns to the south across a very rarely traveled, narrow dirt road. Offered for the first time since 1967.

New Marlborough
$647,000
3 Beds ⋅ 3 Baths ⋅ 73115702 MLS
Experience a perfect blend of historic charm and contemporary elegance in this exceptional property. Nestled in a picturesque valley between the Berkshire and Taconic ranges, this sprawling country retreat offers year-round comfort and style. Originally an 1840s schoolhouse, it has been lovingly restored with a modern addition. Step inside to discover milled wood ceilings exuding warmth, bespoke staircases showcasing craftsmanship, and a Scandinavian country aesthetic with Shaker-inspired woodwork. Modern comforts like radiant heating and a delightful combination of slate and wood flooring enhance the rustic yet refined atmosphere. Throughout the residence, custom-built cabinetry provides ample storage, while a charming library and sauna offer relaxation and tranquility. The separate in-law apartment offers privacy and flexibility for extended family or rental income. This property has been a successful Airbnb. An oversized garage/workshop and shed complete this remarkable property!

2325 Hancock Rd, Hancock
$118,500
73115122 MLS
Beautiful 12 acre lot in a secluded area of the northern Berkshires. This lot possesses old stone walls, a hemlock grove on the far end providing cover for many wildlife species, and access to power line trails and the upper section of the Fife Brook. The lot is surveyed and could accommodate a single family home or vacation retreat, yet also has adequate acreage and frontage to be subdivided. A newly installed 125 foot driveway invites you to design your private building site where you see fit. Easy access from a well maintained town road with power available at the site. Just 15 minutes from the historic City of North Adams, the site has quick access to local shops, restaurants, museums, cultural landmarks, and medical facilities.

Lot 13 Monroe Rd, Florida
$675,000
3 Beds ⋅ 3 Baths ⋅ 73114585 MLS
Beautiful home in popular Otis Wood Lands. Spacious cathedral ceilinged great room with double sliders to a broad deck, plus a big screened porch. Large kitchen, with plenty of cabinets and counter space. Roomy master suite with walk-in closet, whirlpool and shower. Large den, powder room and mud room complete the 1st level. Walk-out lower level with another 1,000 sq ft. of living space, has an expansive family room with dual sliders, two big bedrooms and a full bath. Otis Wood Lands offers a private lake, heated swimming pool, fitness center, tennis and pickleball courts. Well located near Tanglewood, Jacob's Pillow and most other top Berkshire attractions, yet only 2 3/4 hrs to NYC. Abutting building lot available.

77 Sequena Dr, Otis
$319,000
3 Beds ⋅ 1 Baths ⋅ 73114527 MLS
Beautiful colonial in nice Allendale area, enjoy the upcoming summer days in the spacious yard of this well-kept 3-bedroom 1 bath colonial home. Hardwood floors throughout most of home, formal dining room and cozy living room with fireplace leave many options for social gatherings. Enjoy summer evenings in your 3 season sunroom. Many updates done to the home:2010-Renovated bathroom, 2014-New roof, New replacement windows, 2013-Side porch was rebuilt and enclosed, 2016-New cedar fence, 2018 New siding, 2019-New trex decking.OPEN HOUSE SUNDAY MAY 21ST 12:30PM-2PM. For private showings, Agents please use ShowingTime

112 Somerset Ave, Pittsfield
$499,000
3 Beds ⋅ 3 Baths ⋅ 73114340 MLS
Enjoy your early morning coffee, or an evening glass of wine watching the sunset from the front deck of this well maintained 3729 sf ranch. w/ 186,655 SqFt lot. First floor boasts a kitchen with breakfast island, that overlooks a spacious living room. The French doors off the kitchen open to formal dining room or den. The central hallway leads to two additional bedrooms, a shared bathroom and a master bedroom with a walk-in closet sink and toilet and walk-in shower. 1/2 bath/laundry room completes the first floor. Half of the basement is finished into a game room/den and is plumbed for a new bathroom. The property is located on the top of 4 1/2 acres in a beautiful pastoral country setting minutes from Jiminy Peak, is an easy commute to Lee/ Lenox and Pittsfield to the south and Williamstown, North Adams/Adams to the north or Albany 45 min to the West. https://realestate.seven-roads.com/sites/162-bailey-rd-lanesborough-ma-01237-4462507/branded

162 Bailey Rd, Lanesborough
$179,900
3 Beds ⋅ 2 Baths ⋅ 73114008 MLS
Come make this 3 bed 1.5 bath your new home. Great price for someone looking to build sweat equity while enjoying their new home. Great lot. 1 car garage. Nice layout. PLEASE SET UP SHOWINGS THRU SHOWINGTIME.

171 Ridgeway Ave, Pittsfield
$1,300,000
5 Beds ⋅ 2 Baths ⋅ 73112843 MLS
One of a kind family compound on Otis Reservoir - 2 houses for the price of one. ! Completely updated side by side cape styled homes are being sold turnkey furnished! Each house is beautifully decorated, updated kitchens each having stove, refrigerator, microwave and dishwashers - main house stainless steel.Main house also has central air conditioning, gorgeous interiors and updated utilities. The street association is across the street with dock and deeded right to lake - 1 mooring comes with property. Small boat and canoe will also be left for buyers enjoyment. Open house on Saturday May 20 from 12 - 2

8 Crawford Way/ 64 Pine Grove R, Otis
$89,000
73112494 MLS
Here is an opportunity to build your Berkshire dream home. 6+ Acres abutting state land on a quiet country road that is partially cleared for your home site. Minutes to shopping, several area lakes, hiking and skiing, yet nestled in the comfort of quiet and country. Don't miss your chance to start your life of relaxing country living!

Dimmock Road, Otis
$489,900
3 Beds ⋅ 2 Baths ⋅ 73110877 MLS
Here is a property that only comes along once in a great while! If you like to be off the beaten path, enjoy privacy and to be surrounded by woods, this is the one for you. This three bedroom, two bath home was custom built by the original owners using timber from the land for all the beautiful flooring. Set up on a hill and surrounded by over 36 acres of woods, plus the property also backs up to forest land! You and your loved ones can hike, camp or hunt for miles and not see another living soul! The home itself is pristine and extremely well cared for. This location is an excellent place to see deer, turkey, bear, fox and even the occasional moose! This is a hunters' or an outdoor person's paradise. A stream runs through the property as well. The home can be transferred furnished if you desire. Don't delay, make your appointment today!

42 Lower West St, Sandisfield
$154,900
3 Beds ⋅ 2 Baths ⋅ 73110646 MLS
Large open floor plan for this 3 bedroom home. Nice lot and location. Full size bedrooms. 2 car garage. Needs buyer willing to build some sweat equity. If you are looking for a great location and instant equity come see this diamond in the rough and make it your dream home. PLEASE SET UP SHOWINGS THRU SHOWINGTIME

27 Myers Ave, North Adams
$480,000
3 Beds ⋅ 2 Baths ⋅ 73109468 MLS
Welcome home to the Berkshires! Step into this charming single-family ranch located in the home of ski Butternut- Great Barrington. You'll enjoy a bright and airy atmosphere with natural light streaming in through the bay window and skylights. At night, cozy up in front of the working wood fireplace for a truly inviting ambiance. This home features 3 bedrooms and 2 bathrooms, currently set up as a 2 bed 1 bath with a separate in-law space containing the additional 1 bedroom, 1 bathroom, and bonus kitchenette. The property sits on an almost half-acre lot with a spacious backyard, garage, and main-floor laundry facilities. With its convenient location just a few minutes from the town's local eateries and shopping, this home is the perfect place to start your next adventure.

30 Silver St, Great Barrington
$27,000
73109249 MLS
A perfect lot within the Deerhaven Community ready to be built upon! This piece of land has already completed a perk test and passed. The lot has also been partially cleared and will continue to be cleared throughout the spring and summer. Underground electricity at the street. HOA documents available by request.

26 Deer Run, Becket
$550,000
1 Beds ⋅ 1 Baths ⋅ 73108510 MLS ⋅ Cable Mills BLDG.
Cable Mills consists of three former industrial mill buildings restored into beautiful homes featuring 12ft to 16ft tall ceilings, massive windows, and exposed brick and beam, steel and timber throughout, stainless steel appliances, granite countertops, gas-fired ranges, generous closets and in home laundry. Cable Mills offers stunning views of the famed ‘Purple Mountains’ and the rolling Green River. Homes are one, two or three bedrooms in single level flats, lofts and townhome styles totaling 61 residences. Outdoor spaces including the Outdoor Living Room with a fire pit, grills and seating along the river walk. The main building offers a community lounge, fitness center, interior bike storage, package delivery room, dog wash and on-site professional management. Approximately half a mile to shopping, dining, Williams College and one of the top collegiate golf courses- Taconic Golf Club and in close proximity skiing, hiking, rafting, museums and all the Berkshires has to offer.

160 Water St Unit 411, Williamstown
$249,999
73107316 MLS
Come and build your Berkshire dream home with all the privacy and water access to beautiful Otis Reservoir with deeded rights and dock space for your boat! Whether it's a cruise in your boat or a ride from your property directly to the snowmobile trails on your sled, we have it here for you.

91 Pike Road, Otis
$217,900
73106876 MLS
Let this be the next building site for you and your family! Close to town and area attractions. GREAT BARRINGTON in Berkshire county 7.8 acres completely private prime lot. Wooded with distant mountain views near 110 protected acres. This land is just a few minutes from Rte 22 and about 10 minutes from town center! This is priced to sell quickly! Bring all offers today.

169 Division, Great Barrington
$89,900
1 Beds ⋅ 1 Baths ⋅ 73105383 MLS
1 bedroom home with a nice layout and has charm. Located on a large lot that is perfect for family entertaining. Even though the property is only 1 bedroom it still offers a nice layout and two levels of living. No disclosures.

1430 Old Route 9, Windsor
$412,000
3 Beds ⋅ 1 Baths ⋅ 73105357 MLS
OTIS RESERVOIR MOVE IN READY GEM!This pristine and welcoming Otis Reservoir home is ready for you to enjoy this summer.A very recent complete renovation including new furnace/Central AC,hot water heater,roof,kitchen,bath,fresh paint throughout,a dry basement system, stone walkways and a new septic system make this a truly move in ready home.The large laundry room can accommodate a second bathroom if you like.A private beach on the reservoir awaits you just a short distance away.Take advantage of this opportunity to own a home with direct access to the largest recreational lake in Mass.while enjoying the benefit of Otis' very low property taxes.Perfect as a vacation getaway and a full time home.Looking for rental income? This property has an excellent rental history!Summer fun awaits. Get in now!

14 South Pine St, Otis
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