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36 Photos
HOUSATONIC REAL ESTATE
$799,000
4 BD | 3 BA
Residential - Single Family

Private Lake Buel access is just steps from this one-level, 4-bedroom, 3-bath ranch--your perfect year-round getaway or full-time retreat. Inside, you'll find a striking two-sided fieldstone fireplace anchoring the living and dining areas, complemented by warm wood floors that add timeless charm. Step outside to a spacious back deck overlooking your own private bird sanctuary--an ideal setting for relaxing or entertaining. Enjoy the serenity of lakeside living with plenty of space for family and guests. Complete with a deeded boat dock and storage shed, this property offers everything you need to embrace the ultimate lake lifestyle. Sackman Way is a Private dirt road with 4 houses sharing road maintenance and snow plowing.


62 Photos
WILLIAM PITT SOTHEBY'S - LENOX
$799,900
5 BD | 3 BA
Residential - Single Family

Own Pittsfield History in this distinctive solidly built Georgian-style brick estate set proudly atop a hill in this coveted enclave of stately residences. Live on historic Crofut St. near the esteemed Pittsfield Country Club, Up Street Cultural Art District and ideally minutes to Lenox to experience the harmonic complexity of Tanglewood. Experience this solid design, rich in traditional detail and character boasting five bedrooms, two and half baths thoughtfully improved by this long term owners' commitment to preservation and restoration. This prominent manor style home MAY BE coupled with the neighboring Little Red Guest House with 3 bedrooms, 2 bath, first floor in-law suite and 2 car garage to host family, friends. Enjoy carefree ownership central to all that is Berkshire!


11 Photos
BISHOP WEST REAL ESTATE
$814,900
3 BD | 2 BA
Residential - Single Family

To Be Built Home - Create your custom, energy-efficient, low-maintenance home with flexible floor plans! Photos, prices, and layouts are for display only and subject to change with market and site conditions. Plans may be modified, changed and repriced. You'll select all colors and most finishes for a fully personalized build. Home price includes the 3.59-acre lot (MLS # 248344), installed private well, perc test/soil evaluation complete, and underground electric in place. Lots may be purchased separately. HOA maintains driveway and common land. Covenants require a minimum 2,000 sq. ft. home with two-car garage. Taxes shown are for land only.


40 Photos
WILLIAM PITT SOTHEBY'S - GT BARRINGTON
$819,000
5 BD | 3 BA
Residential - Single Family

This new-construction Craftsman Contemporary on private Terra Ferma Drive delivers sharp lines and bright living spaces. Anchored by vaulted ceilings and custom details, the open-concept layout flows directly to an expansive deck overlooking serene wooded wildlife. The five-bedroom, three-bath footprint provides a highly flexible layout for remote work, hosting, and modern living, supported by an attached two-car garage and a large yard, perfect for outdoor summer entertainment. Situated on a premier South Egremont cul-de-sac, the roadway connects directly to the Karner Brook Wildlife Management Area for instant trail hiking access, while keeping you minutes from Catamount skiing, Great Barrington, and low Egremont taxes. Clean, current, and highly efficient.


19 Photos
ROBERTS & ASSOC. REALTY, INC
$819,000
3 BD | 2 BA
Residential - Single Family

Great opportunity to design your 2000 sq ft free-standing condo home at Berkshire Country Meadows! This is one of only three remaining homesites in this established condo community. Select from a several floor plans with contemporary design, featuring one-level living. Primary suite, one-two additional bedrooms, central a/c, gas heat, screened porch, two car garage. On-site amenities include pool, tennis, clubhouse with fitness center. Centrally located to all Berkshire attractions and right around the corner from Pontoosuc Lake. HOA fee is $520.00 per month


19 Photos
ROBERTS & ASSOC. REALTY, INC
$819,000
3 BD | 2 BA
Residential - Condo/Townhouse

Great opportunity to design your 2000 sq ft free-standing condo home at Berkshire Country Meadows! This is one of only three remaining homesites in this established condo community. Select from a several floor plans with contemporary design, featuring one-level living. Primary suite, one-two additional bedrooms, central a/c, gas heat, screened porch, two car garage. On-site amenities include pool, tennis, clubhouse with fitness center. Centrally located to all Berkshire attractions and right around the corner from Pontoosuc Lake. HOA fee is $520.00 per month.


123 Photos
Lamacchia Realty, Inc. - Dalton
$824,900
5 BD | 6 BA
Residential - Single Family

Nestled in the heart of West Stockbridge, this stunning 5-bedroom, 5.5-bath Federal/Greek Revival style home at 4 Stockbridge Road combines historic charm with modern luxury. Built in 1825, the residence has been beautifully renovated, maintaining its classic character while offering contemporary amenities. The spacious interior features generous living areas, perfect for family gatherings and entertaining. Outside, you'll find a large barn, a greenhouse and impeccable gardens ideal for gardening enthusiasts or creative projects. This property is not just a home; it's an opportunity to enjoy the tranquil beauty of West Stockbridge, with its vibrant community and picturesque surroundings. Located minutes from many local attractions including Tanglewood and minutes from the highway.


42 Photos
LAMACCHIA REALTY, INC
$825,000
4 BD | 2 BA
Residential - Single Family

Welcome to life on beautiful Pontoosuc Lake, where breathtaking sunrise views and year-round waterfront living await. This charming, move-in-ready home offers the perfect combination of comfort, thoughtful updates, and low-maintenance living in a truly special lakefront setting. The open and airy living room features soaring vaulted ceilings, expansive windows that capture stunning lake views, abundant natural light, and a cozy gas fireplace, creating a warm and inviting space to relax or entertain. The well-designed floor plan includes spacious first-floor bedrooms with generous walk-in closets, updated bathrooms, newer flooring, Anderson windows, skylights, and multiple heating zones for added comfort.


7 Photos
WILLIAM PITT SOTHEBY'S - GT BARRINGTON

Lake Mansfield Lakefront Lot. Rare chance to live on a private road, on the prettiest of Lakes, minutes to downtown Great Barrington. Over 3 Acres with 175 feet of frontage in the most bucolic of settings. Make your dreams come true.


72 Photos
WILLIAM PITT SOTHEBY'S - LENOX
$825,000
3 BD | 3 BA
Residential - Single Family

Welcome to a custom-designed architectural haven where clean, modern design meets inviting warmth. Meticulously maintained and lightly lived-in, this spotless, move-in ready retreat offers the ultimate in effortless, single-floor living set against a backdrop of mature perennial gardens, custom walking paths, and complete privacy.Step through the inviting front porch into a bright, open-airy floor plan anchored by soaring ceilings, oversized windows, and rich bamboo floors that seamlessly bring the outdoors in. The heart of the home features a cozy gas fireplace and radiant-heated floors for year-round comfort. The chef's kitchen and main living spaces flow effortlessly onto an expansive wrap-around deck-perfect for alfresco dining while taking in views of the private grounds.


11 Photos
BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY
$829,000
5 BD | 5 BA
Residential - Single Family

THIS HOME HAS BEEN UNDER CONSTRICTION SINCE 2018. PRICE DOES NOT REFLECT CURRENT MARKET CONDITIONS. PRICES ARE NOT AT THIS PRICE POINT ANY LONGER. Open plan living with, first floor master, fireplace, screened porch, high ceilings, two car garage, community pool. HOA covers all lawn maintenance, plowing, shoveling up to the front door. Quality New Construction. This price cannot be matched. 10 months to move into your beautiful new home. Photos are from a similar home with the same floor plan in the community, with upgrades. Build your dream home on one of the other beautiful lots. Single level with 2100 square feet or as large as 3800 square feet. 3-5 bedrooms with prices beginning at $689,000.


16 Photos
RED HORSE REAL ESTATE, LLC
$829,000
3 BD | 3 BA
Residential - Single Family

New Construction!! Three bedroom contemporary chalet to be built on a 17 acre portion of the 1800's E.B. Palmer farm. Two owners in a construction company partnership bought the property 20 years ago with the idea that each would build a personal home on the acreage. Life changed. Now semi retired, they are contracting with a builder of quality manufactured homes to build modern, efficient homes on the property. Marcy Road is a lightly populated, town maintained road 1.5 miles from Route 8. Easily accessed from NY, CT & the Mass Pike and convenient to many Berkshire attractions. The massive 2.5 acre Otis Town Beach on 300+ acre Big Pond is less than 5 miles away. The lot is forested with frontage on both sides of Dimmock Brook. Perc tests are schedule for as soon as conditions permit. Th


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BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY
$849,000
3 BD | 2 BA
Residential - Single Family

Beautifully updated and lovingly maintained Colonial in the heart of Great Barrington. Bright, sunny, and truly move-in ready, this inviting home offers a combination of classic charm and comfortable modern living. The first floor features a welcoming mudroom, updated kitchen, heated sunroom, dining room, living room, family room, laundry, and full bath, providing plenty of space for both everyday living and entertaining. Upstairs are three comfortable bedrooms and a second full bath. Outside, enjoy a lovely yard and charming covered porch--perfect for relaxing and enjoying the neighborhood. Ideally located with easy access to Great Barrington's vibrant town center, library, restaurants, shops, and churches. A warm and beautifully cared-for home in a wonderful convenient location.


45 Photos
WILLIAM PITT SOTHEBY'S - GT BARRINGTON
$849,000
3 BD | 4 BA
Residential - Single Family

Modern elegance meets turnkey peace of mind in this fully reimagined Sheffield retreat. Set on 2.3 level acres, this 3BR, 3.5BA sanctuary spans 2,748 square feet across three finished levels. The sun-drenched main floor features wide-plank white oak floors, a gas fireplace, a large half bath, a chef's kitchen with stainless appliances, white quartz counters, and seamless access to a wrap-around deck. Upstairs, a treehouse-like loft adds charm, while the primary suite delivers a spa-like experience. The three suites were designed for intimacy and privacy. The walk-out lower level houses a guest suite and fantastic game room. Renovated top-to-bottom with no expense spared, central A/C, and new mechanicals--just bring your suitcase. 15 mins to Guido's and 45 mins to the Wassaic NYC train.


53 Photos
COHEN & WHITE ASSOCIATES
$849,000
2 BD | 3 BA
Residential - Condo/Townhouse

Make this fabulous White Pines Garden Unit your next home in the Berkshires in this sought after community. Cathedral ceiling Great Room open to dining and updated kitchen w/beautiful natural light and two story wall of glass with primary en suite & guest bedroom w/full bath, bonus room on lower level all leading to your private deck with amazing privacy. Amenities include one of the parking spaces for this unit is out the front door, assoc. clubhouse w/indoor pool & exercise room, HarTru tennis courts, walking trails and deeded rights to the private beach frontage on Stockbridge Bowl for swimming, kayaking or moor your boat...all within minutes from Tanglewood and the Village of Lenox.


27 Photos
COPAKE LAKE REALTY CORP.
$849,000
3 BD | 3 BA
Residential - Single Family

Upper Rhoda Pond waterfront in Copake, New York (southern Columbia County) is a very special place. About 2 hours from NYC, it is a private 78 acre body of water with no public access and no gasoline engines. The waterfront includes new docks and kayak to row out to your exclusive floating raft. This 3 BR + office has 3 BA and is approximately 1944 sf with a full basement. The open floorplan lends itself to family, friends and entertaining. Wood burning fireplace to warm up on those chilly summer nights. Fiber optic is on the premises. The screened porch has panels, so that you can take in the country location and water views all year round. There is even a heater out there. The lower level works as a family room. The sale includes a pool table and ping pong table. Storage galore.


28 Photos
THE KINDERHOOK GROUP
$849,000
5 BD | 3 BA
Residential - Single Family

Rare offering of over six acres ''On the Hill'', sprawling residence with first floor primary, large eat-in kitchen with cozy fireplace.. porch-privacy-garage..open acreage bordered by woods.. walking distance to Main Street, Skiing and Lake Mansfield nearby... Five bedrooms, three baths. Formal living room. Plenty of room for expansion.


14 Photos
WILLIAM RAVEIS - BERKSHIRE

This is a rare opportunity to own the breathtaking Berkshire views you've always dreamed of. Tucked into a neighborhood of distinguished homes just minutes from Lake Garfield, this 4-acre lot overlooks spectacular panoramic views with dazzling sunsets. Abutted by protected conservation land to the northeast, this is a site truly worthy of your dream home!


4 Photos
ALTON & WESTALL REAL ESTATE AGENCY, LLC

Located on a quiet country road, this 18.5-acre parcel offers beautiful mountain views, privacy, and a peaceful setting. Just minutes from Williams College, the Clark Art Institute, and town amenities, it's the perfect place to create your ideal retreat in the heart of the Berkshires. The property is under Chapter 61A.


52 Photos
HARSCH ASSOCIATES
$850,000
4 BD | 2 BA
Residential - Single Family

Barns, Brook & Beautiful Living Uniquely spanning the Williamstown, MA and Pownal, VT state line, this inviting property combines New England charm with exceptional flexibility. The expanded 3,500 sq ft home offers 4 bedrooms and 2 full baths, including an option for a first-floor bedroom. Warm, connected living spaces include a stone-fireplaced family room, open kitchen and dining area, a cozy tavern room with wet bar, and a shaded patio for summer enjoyment. The 3.4-acre Vermont parcel features Broad Brook along its boundary plus two outstanding outbuildings: a 30'×40' insulated and finished barn with office and 12' ceilings, and a 30'×50' three-bay garage with 12' rafter clearance--ideal for vehicles, equipment, hobbies, or future conversion. With the house on 0.6 acres in MA and the

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