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Homes for sale in West Massachusetts - Page 1 of 16

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$2,750,000 84 acres 6 Beds | 6 Baths | 5885 sqft
22 New Marlboro Rd, Monterey, MA 01245 - Berkshire County

84 acres Monterey, MA

BROOKMEAD FARM. On a quiet, scenic road within walking distance of the Monterey General Store and Lake Garfield Town Beach, this rambling 18th century farmhouse with six bedrooms on 84 acres has open views of its own extensive property. The original house has been painstakingly renovated from stem to stern, preserving its antique charm with important updates.
TIM LOVETT BERKSHIRE PROPERTY AGENTS
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$1,700,000 20.57 acres 6 Beds | 5 Baths | 4580 sqft
1 Mahkeenac Rd, Stockbridge, MA 01262 - Berkshire County

20.57 acres Stockbridge, MA

STOCKBRIDGE BOWL PRIVATE BEACHWOOD BEACH MEMBERSHIP with this extraordinary contemporary Shingle-Style residence on 20 acres. The design concept of four cabins connected by stone and glass passageways allows for private and public spaces for friends and family, with lofty gathering rooms, a master with 2 bathrooms, multiple en-suite guest bedrooms, a bunk room, and a huge screened porch.
TIM LOVETT BERKSHIRE PROPERTY AGENTS
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$1,395,000 16.49 acres 4 Beds | 3 Baths | 4000 sqft
304 HICKEY HILL Rd, Sheffield, MA 01257 - Berkshire County

16.49 acres Sheffield, MA

Historic farmhouse originally part of Merryfield Farm in Sheffield. Built in the 1790's, it was meticulously renovated in 2012 with the help of a talented architect, renowned builder and exacting owner. Structural improvements include a new foundation, septic tank, well, roof, 5 zone heating and central air conditioning, new hot water tank, plumbing and electrical systems.
TIM LOVETT BERKSHIRE PROPERTY AGENTS
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$1,250,000 15 acres 4 Beds | 4 Baths | 3258 sqft
170 Christian Hill Rd, Great Barrington, MA 01230 - Berkshire County

15 acres Great Barrington, MA

​A long driveway leads to this private 4000+ sf, 4 bedroom, 4 bath home on ​15 acres with a​ huge​ ​​​sunny l​awn, ​20-tree orchard, pastures and woodland trail. ​Both the ​large ​living room and kitchen great room open to a ​south-facing ​stone terrace​, and a unique screened porch is in a restored corn silo. ​The lower level holds media and recreation rooms​, a workshop and root cellar.
TIM LOVETT BERKSHIRE PROPERTY AGENTS
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$1,050,000 26 acres
1206 Federal Street, Belchertown, MA 01007 - Hampshire County

Incredible Equestrian Property

Welcome to this complete well thought out 26 acre Equestrian Property - an incredible paradise for horse lovers & a property for all kinds of riding! Acres of local trails. A small cross country jump course within the property. Two large barns (36x80 & 20x188) include 25 stalls, 2 heated tack rooms, drain wash stall, hay loft & spectacular attached 70x120 indoor riding arena complete with viewing area. This structure boasts a full foundation & insulated roof. Three separate stalls (12x36) for use as needed bring total to 28 plus a 4 stall miniature horse barn. 14 pasture/paddock turnouts - 10 private (8 dry lots, 2 grass), 2 acre grass field, 2 med dry lots, & 10 acre treed pasture. An 80x180 outdoor arena. Set strategically is a well-built
Edward Newton Mathieu Newton Sotheby's International Realty
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$995,000 4 acres 4 Beds | 5 Baths | 3100 sqft
4 WILLARD HILL Rd, Stockbridge, MA 01262 - Berkshire County

4 acres Stockbridge, MA

1834 BRICK GREEK REVIVAL ON HISTORIC WILLARD HILL RD, regally sited on 4 lovely acres, with a 19th century red carriage barn. Recently renovated, including the newer kitchen, master suite with a dressing room and marble bath, and an artist's studio or home office. French doors in the dining room open to the sylvan backyard, and the stone terrace by the Japanese maple has full sun all day.
TIM LOVETT BERKSHIRE PROPERTY AGENTS
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$875,000 18 acres 4 Beds | 3 sqft
75 Alden Avenue, Belchertown, MA 01007 - Hampshire County

Equine Estate

Living in your own private paradise - PRICELESS! Spectacular & stunning setting overlooking pristine landscaping, stone walls, lush gardens, & woodland valley - this private equine estate sits atop 18 panoramic acres with breathtaking views. New to the property, strategically placed tee boxes set the stage for 18 holes on your own "Royal Oaks" Par 3 Golf Course. Colonial is well appointed with 4 large bedrooms & oversized updated bathrooms. 1st floor bedroom suite has separate exterior entrance - perfect for in-law / au pair. Hardwoods throughout. High efficiency systems. Spectacular 4 season sunroom with radiant heat & gas stove. 1500 sq. ft. of multi-level garapa wood decking. Hot tub. Large master suites on 1st & 2nd floor. Modern expans
Edward Newton Mathieu Newton Sotheby's International Realty
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$827,000 5.34 acres 4 Beds | 3 Baths | 2286 sqft
22 Tyringham Rd, Monterey, MA 01245 - Berkshire County

5.34 acres Monterey, MA

A lovely like-new home sighted up a long drive with westerly light and views. Just a short walk to the town beach at Lake Garfield, or stroll to sweet Monterey village center with a general store, library, meeting house and town hall. With four bedrooms and three full baths, there's plenty of room for friends and family. The living room has a towering wood-burning fireplace and the more recent truly sumptuous kitchen that would delight any cook, includes a dining area. The living room, den (could be a formal dining room), and first floor master suite all open to a large deck overlooking the big sunny lawn for gardens and play. Two-car attached garage and plenty of storage. This offering includes a second building lot. Move-in ready to inst
TIM LOVETT BERKSHIRE PROPERTY AGENTS
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$775,000 2.3 acres 4 Beds | 3 Baths | 3511 sqft
73 JUG END Rd, Egremont, MA 01258 - Berkshire County

2.3 acres Egremont, MA

1798 RENOVATED HOME. A very early Federal house, totally renovated inside and out, and featured in magazines. The original main section circles around the stairwell - a generous living room with a wood-burning fireplace and a gallery to hang an art collection. Large master and plenty of guest space. The rear wing is now a sunny great room - an open kitchen, dining with a TV area. Lovely grounds.
TIM LOVETT BERKSHIRE PROPERTY AGENTS
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$685,000 4.99 acres 5 Beds | 4 Baths | 3500 sqft
399 NEW MARLBORO HILL Rd, New Marlborough, MA 01230 - Berkshire County

4.99 acres New Marlborough, MA

A SOLAR ASSISTED contemporary home with rustic details, huge windows, modern kitchen, and lots of room with multiple gathering and sleeping spaces, and home office. Very private setting and southerly exposure for the photovoltaic energy panels and winter solar gain. A lap pool for summer fun, along with an orchard, meadow and woodland, located off a beautiful gravel road not far from the Old Inn.
TIM LOVETT BERKSHIRE PROPERTY AGENTS
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$390,000 27.82 acres 3 Beds | 2 Baths | 1160 sqft
27 Old Poor Farm Road, Ware, MA 01082 - Hampshire County

Beautiful sweeping views

Enjoy beautiful sweeping views from your comfortable sunroom, 27 acres of fields and distant hills. Watch the wildlife in the fields on those summer nights. Large 4 stall barn is designed for horses but this farm would be perfect for other types of livestock as well. Barn has hay loft, tack room, hot and cold water. In addition to the large fenced in fields there are several individual turn out areas. Equine amenities also include a riding ring with rubber footing. Lower level master bedroom walks out to patio. Gorgeous sunroom is perfect for your morning cup of coffee or to soak in the sunshine on those New England winter days. This would be a fantastic starter training facility or a private home. It is all set for you to trailer
Grace Golden Equine Homes Real Estate, LLC
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$7,900,000 33 acres 8 Beds | 10 Baths | 10971 sqft
2 Glendale Middle Rd, Stockbridge, MA 01262 - Berkshire County

33 acres Stockbridge, MA

SOUTHMAYD FARM Gilded Age at its finest in Stockbridge. This 1870 Berkshire estate has been fully restored & is privately sited on 33+ acres within walking distance of town. Adjacent to the Stockbridge Golf Club & the Norman Rockwell Museum, the view includes a mile of Housatonic River frontage. The 8500' main house w/ 8 bedrooms is complemented by a carriage house, greenhouse/studio, pool,
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$7,600,000 61.31 acres 8 Beds | 10 Baths | 13000 sqft
Hillsdale Rd, Egremont, MA 01258 - Berkshire County

61.31 acres Egremont, MA

A residential or private retreat compound for any discreet buyer. Built on a pleasant ridge with multi-directional views of 50 miles plus. Most convenient access to NYC, Boston and airports/train stations. Two structures with elevators, four fireplaces, two wood burning stoves. Radiant heating on all ground floors. Enviroshake roofing, hardiplank siding along with vast flower gardens and pool!
$4,750,000 4.6 acres 8 Beds | 8 Baths | 8500 sqft
106 & 114 Cliffwood St, Lenox, MA 01240 - Berkshire County

4.6 acres Lenox, MA

Unsurpassed 19th Century Queen Anne Style Berkshire Lenox ''Cottage'' restored and reinvented for today's most discriminating family wishing for an understatedly elegant, 'cool' and comfortable Twenty-First Century lifestyle. See attached document for all details. Shown by advance appointment only.
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$4,250,000 12.76 acres 10 Beds | 10 Baths | 6934 sqft
151 Walker St, Lenox, MA 01240 - Berkshire County

12.76 acres Lenox, MA

Thistlewood - A classic Berkshire Cottage that has been meticulously restored & updated for a modern lifestyle. Designed by noted Boston architects Rotch & Tilden, the main house offers classic proportions and elegant details throughout. The grounds wrap the house with stately gardens, pool & poolhouse.
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$4,250,000 153.9 acres 4 Beds | 4 Baths | 4228 sqft
720 West Rd, Richmond, MA 01254 - Berkshire County

153.9 acres Richmond, MA

Set on 154 secluded acres, this Adirondack style home features the finest in craftsmanship & design. Open floor plan, high vaulted ceilings, balconies & large windows throughout bring the magical outdoor surroundings indoors. Large level backyard w/ gunite pool, many pvt trails & streams right outside your door - ideal for horse riding, hiking, xc skiing & snow shoeing. Truly a yr round paradise.
$3,950,000 3.17 acres 6 Beds | 8 Baths | 10333 sqft
89 Cliffwood St, Lenox, MA 01240 - Berkshire County

3.17 acres Lenox, MA

SUPREMELY WELCOMING...One of Lenox's last 19th century Berkshire''cottages'' that has been meticulously restored and updated.
$3,800,000 11.2 acres 6 Beds | 8 Baths | 10287 sqft
575 South St, Pittsfield, MA 01201 - Berkshire County

11.2 acres Pittsfield, MA

The Morewood is a masterpiece of historical restoration, every room draws you in to a place where guests are treated like family. It represents the design influence of the early work of Sir Edwin Lutyens, with architecture adapted from the Elizabethan period, and nestled into its incredible English gardens. A 10,000+ sq.ft. Tutor style brick main house with 6 bedrooms, 8 bathrooms.
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$3,595,000 26 acres 4 Beds | 7 Baths | 6600 sqft
65 Shun Toll Rd, Egremont, MA 01230 - Berkshire County

26 acres Egremont, MA

At the end of a private drive sits a custom built home on 26 acres with enormous easterly views. A thoughtful transformation of two antique post and beam barns, dismantled and reconfigured to become a warm and inviting home. Exacting attention to details noted in all aspects of the build...
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$3,500,000 16.53 acres 7 Beds | 5 Baths | 5658 sqft
50 Mount Hunger Estates Rd, Monterey, MA 01245 - Berkshire County

16.53 acres Monterey, MA

Magnificent views enhance an elegant, private Monterey mountainside retreat. Secluded amid wooded acres, with sweeping 3-state sunset vistas,the sparkling and expansive home is pure rustic grace.Soaring ceilings, breathtaking great room, glowing oak floors & cherry cabinetry,6BR/4.5BA-plus craft room & library, eat-in gourmet kitchen,2nd guests' kitchen, 2 laundries, 2 garages, & so much more!
$3,500,000 12.3 acres 5 Beds | 6 Baths | 5600 sqft
1 CHANTERWOOD Rd, Lee, MA 01238 - Berkshire County

12.3 acres Lee, MA

CHANTERWOOD: BERKSHIRE WATERFRONT ESTATE ON GOOSE POND-ONE OF NEW ENGLAND'S FINEST LAKES! 300' of shoreline + private sandy beach, dock, privacy, & 12 acres divided into 3 parcels to allow for multiple homes. Renovated & expanded 5-6 bedroom lodge with the charm & quality of 100 years ago. Spectacular Great Room & state-of-the-art systems. SEE SUPPL.On 8+/- acres for $2.775M MLS#215080
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$3,300,000 35.6 acres 4 Beds | 8 Baths | 11800 sqft
50 East Rd, Alford, MA 01230 - Berkshire County

35.6 acres Alford, MA

A meandering drive through a hardwood forest leads to this 11,800 sq ft family retreat in the Berkshires. The wood shingled home was built in 2003 on a ridge near the center of the quaint village of Alford. The home offers great privacy with sunset views, yet is only a 20 minute drive to Tanglewood and other cultural amenities offered in the area.
$3,125,000 9.6 acres 7 Beds | 9 Baths | 7283 sqft
305 MOREAU Rd, Otis, MA 01253 - Hampden County

9.6 acres Otis, MA

A RARE OPPORTUNITY TO OWN A PRIVATE 9.6 ACRE ESTATE ON OTIS RESERVOIR, the largest recreational lake in Massachusetts. Enjoy the breathtaking, westerly views over the water to Tolland State Forest. Like an exclusive resort, the compound has its own secluded beach, a floating raft, a new dock for mooring your boat and jet skis, as well as a waterfront gazebo, tennis/basketball court and an old softball diamond.
$2,950,000 70 acres 6 Beds | 5 Baths | 6500 sqft
1435 Oblong Rd, Williamstown, MA 01267 - Berkshire County

70 acres Williamstown, MA

Exceptional architectural masterpiece with spectacular views of Mount Greylock and its glorious foothills.The impeccable and sophisticated residence,ideally situated on its own eight acre parcel,is distinguished by a two-story,light-filled conservatory/kitchen opening to a lovely stone terrace with views both intimate and panoramic unfolding before you.Fine architectural details abound throughout,
$2,950,000 2.77 acres 8 Beds | 8 Baths | 7215 sqft
Williamstown, MA 01267 - Berkshire County

2.77 acres Williamstown, MA

Elegant simplicity is the trademark of this American Craftsman-style residence. Sited on 2.775 acres, this magnificent country home is well-suited to large-scale entertaining with a total of eight bedrooms, seven and one-half baths, and 7,215 square feet of living space. Mature trees, stone walls, beautiful gardens, an in-ground pool and picturesque mountain views complete this rare offering.
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$2,850,000 11.61 acres 7 Beds | 10 Baths | 10349 sqft
465 Stratton Rd, Williamstown, MA 01267 - Berkshire County

11.61 acres Williamstown, MA

No finer property has ever graced the banks of the Green River. Locally designed to be multidimensional and to capture unrivaled views, this property combines thoughtful design with an attentive, comfortable and deliberate floor plan creating an exclusive and versatile Berkshire compound with many attributes and amenities.
$2,800,000 8.5 acres 6 Beds | 6 Baths | 6315 sqft
795 Rannapo Rd, Sheffield, MA 01257 - Berkshire County

8.5 acres Sheffield, MA

A true American treasure, beautifully expanded yet perfectly preserved, might grace our market once in a lifetime: Such a treasure is the Gen. John Ashley House(c.1762, renov. 1857,1984,1992). Upon a bucolic bend of the gentle Housatonic, this historic estate hosts elegant luxuries-- 6 BR, 6 bath, pool & pool house, sauna, summer porch, dining arbor, guest wing, +/- 8.5 sheltered acres & much more!
$2,775,000 8 acres 5 Beds | 6 Baths | 5600 sqft
1 CHANTERWOOD Rd, Lee, MA 01238 - Berkshire County

8 acres Lee, MA

GOOSE POND WATERFRONT ESTATE Featuring 200' of shoreline, private sandy beach, dock, lawns, and 8 acres above the lake offering sweeping water & mountain views! Spectacular 5+ bedroom Lakefront Lodge renovated & expanded while retaining the charm of 100 years ago. Great Room with in-home cinema & fieldstone fireplace. SEE SUPPLEMENT Avail. on 12 acres/3 parcels for $3.5M See MLS#215079
$2,750,000 44.42 acres 8 Beds | 6 Baths | 7185 sqft
137 Jerusalem Rd, Tyringham, MA 01264 - Berkshire County

44.42 acres Tyringham, MA

MORNINGSIDE: AN ICONIC BERKSHIRE ESTATESET ON 44 ACRES ADJACENT TO THE APPALACHIAN TRAIL, WITH POSSIBLY THE BERKSHIRE'S FINEST VIEWS. THE HOME WAS A PART OF THE TYRINGHAM SHAKER SETTLEMENT. HAND-CRAFTED DETAILS LEND CHARACTER TO THE INHERENT BEAUTY, SIMPLICITY AND ELEGANCE OF THE HOME. 8 BEDROOMS INCLUDING A GUEST SUITE, POOL, & SWIM POND, See Suppl PLEASE SEE SUPPLEMENT FOR COMPLETE DETAIL