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281 Main St.
Great Barrington, MA 01230
Commercial | 6,800 SF

This gorgeous and successful bed and breakfast offers a unique opportunity to live and work in the heart of Great Barrington. Each of the six exquisite suites features a sitting area, sleeping area and spacious bathroom. The 2-bedroom owner quarters are quite literally the ”coolest pad in town.” The stunning living/dining/bar space overlooks the town. Commercial kitchen with stunning wall of red storage cabinetry. Mint condition. Elevator access. Laundry Room. Large office. Please see Detailed Property Notes under Documents tab. We look forward to telling and showing you more!


0 Pixley Hill Rd
West Stockbridge, MA 01266
3.3 Acres

Beautiful wooded building lot with great potential for views. Stone walsl along front and throughout. Country road with many fine homes. Central to all the Berkshires has to offer. Walk from your house to the rail trail along the Williams River. 3 minutes to Housatonic, less than 10 minutes to West Stockbridge, Great Barrington, and Stockbridge. This peaceful, pastoral property may be perfect for your dream home.

75 Main Rd
Monterey, MA 01245

Beautiful, sloped Monterey building lot, less than 10 minutes to Great Barrington. Great potential for views. Shared driveway to lot is paved. Then, rough driveway and clearing are done. Low Monterey taxes. Phase two Fiber Connect broadband (predicted for end of 2018).


$1,795,000 SOLD

39 Main St
Egremont, MA 01258
Commercial | 11,991 SF

This iconic building has been home to one of the Berkshires most beloved businesses for over 50 years. Built in 1731 as the Egremont Tavern stage coach stop, it was expanded in the 1960s. The 2.2 acre lot provides substantial parking. The historic front section offers unique features like stone floors and exposed beams and fireplaces. The rest of the building consists of a series of lovely rambling spaces with rustic elements on the main and lower levels, and two rental apartments upstairs (one 3/1, one 1/1). This property offers a buyer an extraordinary opportunity: either take a landmark winter sports specialty retailer to the next place in its evolution, or create a new business in this remarkable location. (Business will be sold independent of the real estate.)

$360,000 SOLD
38 West Alford Rd
West Stockbridge, MA 01266

Travel up a long shared driveway to this special spot, with beautiful southerly views. 16 acres in an area of fine homes, convenient to the best of the Berkshires. Perc test done. Electric and cable available. This is the perfect spot for a stunning new abode.


$1,365,000  SOLD

99 Brush Hill Rd
Great Barrington, MA 01230
3 BD | 2/1 BA | 3,763 SF

Privately set in a hillside glade just five minutes to downtown Great Barrington, this immaculate, brilliantly renovated property is simply outstanding. Anchored by a gorgeous stone chimney and flooded with light, the dramatic two-story living room invites in the verdant surroundings through a wall of glass. Cook fabulous meals in the stunning chef’s kitchen. Savor them in the dining room with cathedral ceiling overlooking the stone patio. Bliss out in the 3-season sunroom where the gorgeous green tile reflects the woods outside. Luxuriate in your first floor primary suite with huge glass doors on to the deck and dramatic en suite bathroom. Upstairs, your family and/or guests will be love the two beautiful bedrooms, stylish renovated bathroom, and small loft reading nook.

$475,000 SOLD

1469 Ashley Falls Rd
Sheffield, MA 01222
3 BD | 3 BA | 2,734 SF

Spacious, bright, comfortable, and super-efficient, this home delivers more than first meets the eye. It sits on a grassy acre on a lovely country road, with a detached garage/workshop. FIrst floor comprises open kitchen/dining/living space w/ door to gravel patio, plus den/first floor bedroom with bath. Upstairs, there are three spacious bedrooms and a large bathroom/laundry. In the just-completed lower level, you’ll find wonderful additional living space w/ radiant heat, a hip European-style bathroom, and bar/kitchenette area–lit by a beautiful, stepped window well. This terrific property features beautiful bamboo floors, cement board siding, and high-efficiency mechanicals. Recently installed solar panels mean not only will your electricity cost nothing, you will actually make money!


$3,750,000 SOLD

9 Seekonk Rd
Great Barrington, MA 01230
5 BD | 5/1 BA | 5,930 SF

Surrounded by magnificent pastoral views over protected land, this historic home is a gem. Once part of the adjacent farm, then home to an opera diva, it has been transformed into a wonderful, light-filled sanctuary with a clean, simple aesthetic. Antique character has been highlighted, modern conveniences added, and high-efficiency updates made. Each room is delightful. The sleek eat-in chef’s kitchen with access to deck and screened porch. The dining room with antique fireplace, custom bar and wall of built-in shelving. The extraordinary great room, once a barn, now a dramatic space with a fireplace at one end, and spectacular view window on the other.


$275,000 OFF MARKET

3 Pine St
Monterey, MA 01245
3 BD | 2 BA | 1,456 SF

This 2007 Cape with deeded lake access is tucked in a little community across the road from Lake Buel. The home features open kitchen/dining area with pellet stove, living room with large window, and first floor master with en suite bath and large walk in closet. Upstairs, there are two bedrooms with shared bath and hall laundry. House sits in a sweet 4/10-acre clearing, with additional 6/10-acre across the lane. Informal road association. Low Monterey taxes. 10 minutes to Great Barrington. A nice value!


$449,000 SOLD

15 Beech Rd
Richmond, MA 01254
3 BD | 2 BA | 2,111 SF

Featuring lovely grounds and waterfront on the inlet to Richmond Pond, this charming vintage Cape has been expanded over the years. You can kayak or take a small motorized boat to open water from here. House offers two comfortable living areas with wood floors–one with vintage stone fireplace, one with fabulous built-in cabinets in the dining area. Clean, cheerful kitchen enjoys inlet views. Spacious, carpeted sunroom opens to the back yard. Full bath with tub and laundry on the first floor. Up one staircase, the primary bedroom connects to the bathroom via a terrific dressing room. Up the second staircase are two additional bedrooms which access the same bathroom from the other side. Well-lit, spotless basement. Garage/workshop with plenty of room to tinker or perhaps expand living space.

$1,095,000 SOLD

65 Rowe Rd
Egremont, MA 01230
4 BD | 3 BA | 4,436 SF

Aptly named Fair Meadows, this extraordinary property has been in this family for generations, dating back to Alexander Hamilton’s grandson. The Shingle style home awaits restoration. Soon, the stunning great room will again host gracious (or perhaps raucous?) gatherings. Gorgeous meals will be prepared in the yet-to-be-imagined new kitchen, & served in the handsome dining room, beside a roaring fire. Filled with the beauty of the surroundings, guests will rest peacefully in charming bedrooms. Adults & kids alike will delight in the restored gardens, rolling lawns & meadows, or they will curl up reading books in the library. On the gracious front porch, in the glow of sunset, glasses will be raised to the great good fortune of living in this special place. Now, it’s up to you!


$2,150,000 SOLD

21 Creamery Rd
Egremont, MA 01230
3 BD | 6 BA | 3,905 SF

Serene and private, this beautiful, well-built contemporary is the quintessential Berkshire hideaway. Dramatic great room with fireplace, wall of windows, and French doors to stone patio & meadow views. Custom bar area. Dining room with French doors to screened porch. Terrific cook’s kitchen with granite counters & high end appliances. Luxurious first floor master suite. 13 acres with perfect pool, gorgeous gardens & pastoral views. Two-car garage, huge basement with quality mechanicals. It’s a winner.

$549,000 SOLD

246 Whitman Rd
Hancock, MA 01237
4 BD | 3/1 BA | 3,267 SF

This rambling farmhouse dating back to 1828 is the quintessential country home. It features spectacular (protected) views, slate roof, and a gorgeous stone chimney. Lovingly cared for by the same family for decades, its gracious rooms are loaded with period charm. Updated in 1997, the oversized eat-in kitchen opens to covered stone patio at the back. The wing above the kitchen can be used as a separate guest suite or in-law apartment.Stone patios, walls and walkways are surrounded by mature perennials and rolling lawns. A beautifully crafted large metal storage building has great potential as workshop/studio space. Plenty of room for a pool.A little imagination will make this special property your dream getaway or full-time abode.

$1,950,000 SOLD
182 Jug End Rd
Egremont, MA 01230
5 BD | 5 BA | 5,245 SF

Privately situated on a beautiful Egremont hillside, this gracious Berkshire residence is one-of-a-kind. From the grand rotunda entry to the living spaces to the impressive cooks kitchen to four sumptuous en suite bedrooms, this home is both dramatic and comfortable.

$379,000 SOLD

88 Beech Tree Ln
Becket, MA 01223
3 BD | 2 BA | 1,834 SF

A long driveway brings you to this terrific hideaway with views over a wildlife pond in the beautiful Becket Woods community. Some of the many features are: wood floors throughout living spaces, fieldstone fireplace with pellet stove insert, several picture windows, first floor bedroom and bath, sunroom, deck overlooking lovely yard and marsh.

$539,000 SOLD

22 Blue Hill Rd
Monterey, MA 01245
3 BD | 2/1 BA | 1,950 SF

This two-level mid-century home has been renovated top to bottom, inside and out. Fabulous kitchen with slate floor and stunning quartz counters flows in to living and dining areas. Beautiful screened porch overlooks the lovely yard. First floor en suite master and hip little half bath complete the first floor. Finished walk-out lower level includes two more bedrooms, a family room with French door to covered patio, and a terrific bathroom with laundry. Delightful yard with an abundance of beautiful plantings and a gorgeous Japanese maple. New well and septic field.Just ten minutes to Great Barrington and easy access to Beartown State Forest, Lake Garfield and Ski Butternut, this home is a hip and happy place to be.

$289,000 SOLD

19 Caratina Ave
Pittsfield, MA 01201
3 BD | 1 BA | 1,865 SF

This contemporary post-and-beam is bright, spacious, and well-positioned in a sweet little neighborhood. It features two living areas plus open kitchen/dining area. Dramatic ”master” bedroom has an enormous walk-in closet and double French doors to a balcony. Recently updated high-efficiency mechanicals and roof. Two-car garage. Lovely deck with peekaboo views of Mt. Greylock, pretty gardens and fenced yard make it feel like a retreat, yet it’s close to everything. There’s a lot of value here!

$447,000  SOLD

48 Grove Street
Great Barrington, MA 01230
3 BD | 1.5 BA | 2,000 SF

This handsome, beautifully maintained 1896 home is tucked in a wonderful neighborhood far from the bustle of downtown, yet a short walk to it. Enter through glass-enclosed front porch to handsome stair hall and front parlor. Go through to living room with bay window, and open dining room.

$119,000 SOLD
6 Amory Ln
New Marlborough, MA 01259

Bucolic location on quiet cul de sac. Land consists of lovely cleared meadow and woods, with easy potential for mountain views. Well in place. Tiny portion of lot is in Sheffield. Low New Marlborough taxes. A sweet spot for your dream home! (See documents for well and perc info.)

$439,000  SOLD

99 Alpine Trail
Pittsfield, MA 01201
5 BD | 4 BA | 2,981 SF

This immaculate condo checks all the boxes! Enter either from 2-car garage into mudroom/laundry or through front door into gracious foyer. Beautiful living room with soaring ceiling and propane fireplace opens to attractive screened porch. Stylish kitchen and dining area. First floor master suite. 4 additional bedrooms (two en suite), and a powder room.

$419,000 SOLD

298 Park St
Great Barrington, MA 01230
4 BD | 3 BA | 1,982 SF

Move right in to this energy efficient, restored farmhouse! Gut-renovated by a local builder, it features all new plumbing, electric, heating, air conditioning, insulation, siding, roof, windows, kitchen, and bathrooms. Wood and tile floors throughout. Large, bright living room with propane fireplace incorporates the original front porch.

$599,000 SOLD
4 Stonebridge Way
Tyringham, MA 01264
4 BD | 3 BA | 2,464 SF

This beautifully updated, impeccable home sits on an expansive bucolic hillside, with private carriage house apartment above three-car detached garage. Main house features abundant natural light, rustic accents, wood & bamboo floors throughout. Inviting outdoor spaces provide lovely mountain & garden views. Front-to back living room with pellet stove opens to deck on one side, & three-season porch on the other.

$198,000 SOLD
2 Wallace Rd 1E RD
Stockbridge, MA 01262
2 BD | 2 BA | 1,146 SF

This lovely condo in the Carriage House at Heron Pond has just been refreshed with new flooring, paint, and appliances. It’s ready for you to make it your new home. Terrific floor plan with screened porch entry, big bright living room, dining area, and two decks. Stackable laundry in unit. Enjoy the beautiful the beautiful grounds with trail and pond. Located between Stokbridge and Lenox, you’ll love the convenience to the best of the Berkshires.

$289,000 SOLD
1620 Pleasant St
Lee, MA 01238
4 BD | 2 BA | 1,981 SF

Delightful, renovated, historic farmhouse on almost an acre in South Lee. Beautiful dark-stained oak floors throughout, lots of charm, and plenty of space–both inside and out. Dining/Family Room addition expands the living space, and leads out to the wonderful large deck and verdant fenced back yard.

$439,000 SOLD
211 East St
Great Barrington, MA 01230
4 BD | 3 BA | 2,168 SF

This immaculate “East Side” home offers tons of bright space inside, and inviting Farmer’s porch, stone patio, decks and gardens outside. Open living/dining/kitchen. First floor office with en suite bathroom and door to porch (could be a fifth bedroom). Upstairs: En suite master plus three bedrooms and hall bath. High efficient hydronic electric baseboard heat. Move right in and enjoy living in the coolest town in the world!

$549,000 SOLD
674 Foley Rd
Sheffield, MA 01257
3 BD | 3 BA | 2,337 SF

This is a “feel good” property. The great light, the layout, the beautiful grounds, the detached studio – it just works. Bright, airy living room with stone fireplace and French doors to stone patio. Sunny kitchen, informal dining/family room, lovely bedroom, full bath, and three seasons porch complete the first floor. Upstairs is a splendid master suite with cathedral ceilings and the perfect spa bathroom with soaking tub, plus a guest suite, laundry, and a wonderful deck overlooking your very private paradise. One-car garage under. Stunning gardens and landscaping, and terrific detached studio w/ propane fireplace. This is a gem – and you can be in by summer!

$695,000 SOLD
755 Tyringham Rd
Lee, MA 01238
4 BD | 3 BA | 3,080 SF

Set in a beautiful hillside clearing at the north end of magical Tyringham Valley, this property is a wonderful place to entertain, relax, and enjoy the great outdoors. Living Room features soaring ceilings, fireplace, and sliding glass doors to large south-facing deck. Brand new stylish kitchen/dining room/sun room.

$1,895,000 SOLD
64 Crooked Hill Rd
Alford, MA 01230
5 BD | 4 BA | 4,714 SF

This extraordinary Alford home features abundant natural light and stunning views from a variety of beautiful entertaining spaces, anchored by the magnificent Great Room and Cook’s Kitchen. It also offers cozy places in which to read, daydream, or laze away an afternoon.

$399,000 SOLD
16 County Rd
New Marlborough, MA 01230
3 BD | 2 BA | 2,257 SF

A New Marlborough landmark, this beautiful side hall colonial combines antique charm with modern amenities and updates. A 2004 renovation added an extraordinary open kitchen/family room with cathedral ceilings and exposed beams. Many outstanding features include gorgeous wide-plank floors, recent roof, replacement windows, and updated, well-appointed bathrooms.

$299,000 SOLD
24 Green River Valley Rd
Alford, MA 01230
3 BD | 2 BA | 1,712 SF

Uniquely charming 1790 farmhouse ready for the next phase in its evolution. Beautiful 4-acre lot with rolling meadows, woods, and frontage on the Green River. Wonderful rooms with historic floors, doors and exposed beams. Bright family room with high ceiling and sliding glass door to deck.

$689,000 SOLD
1441 Mill River Great Barrington Rd
New Marlborough, MA 01230
4 BD | 3 BA | 3,500 SF

This handsome, bright, and comfortable home is set on a private, pastoral 3.5 acre lot near Lake Buel. It integrates a traditional sensibility with modern amenities and efficiency. With an elegant yet relaxed style, it offers space for everyone in the family. The list of features is long: Front to back living room with beautiful propane fireplace.

$895,000 SOLD
85 Pixley Hill Rd
West Stockbridge, MA 01266
3 BD | 4 BA | 2,855 SF

Tennis anyone? How about a swim? This elegant post and beam getaway offers million dollar views and privacy too. Open floor plan. Living/Dining areas with dramatic ceilings, stone fireplace and glass doors to large deck with beautiful westerly views. Wonderful screened porch. Handsome, updated cook’s kitchen with lovely sitting area.

$296,000 SOLD
211 Oak St
Great Barrington, MA 01230
3 BD | 2 BA | 1,816 SF

This sunny, comfortable, well-kept Cape is a great find at a great price. Beautiful wood floors and trim throughout main level. Terrific floor plan features entry foyer, living room, dining room, eat-in kitchen and office, plus two bedrooms and a bath on the first level. Upstairs is a wonderful, remodeled master suite. Fully refinished exterior. Spacious lot with pretty perennial beds, nice deck, large garage. Lovely uncrowded street at the edge of the village. THIS SALE IS SUBJECT TO PROBATE COURT APPROVAL–BUYERS, PLEASE PLAN ON A PROTRACTED CLOSING, OR RENT-TO-OWN until closing can be scheduled.

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