Berkshire, MA Homes

/12
Not Listed For Sale
0 Main Rd, Westhampton, MA 01027

0 Main Rd, Westhampton, MA 01027

/27
$499,000 Pending
- 4 Beds
- 2 Baths
- 1,634 Sq Ft
1068 Main St, Housatonic, MA 01236

Very unique duplex in the heart of Housatonic! This very cool house combines antique charm, contemporary style, and a convenient village location to suit many uses and lifestyles. Currently configured as two leased 2 br/1ba apartments, it could easily be converted back to a single-family residence or provide income to an owner-occupant. Each unit offers a bright & cheery eat-in kitchen, living

Dan Alden

ALDEN COUNTRY REAL ESTATE SERVICES

(413) 728-1160

1068 Main St, Housatonic, MA 01236
/61
$500,000 Sold Jul 25, 2025
- 2,356 Sq Ft
- $212/SF
- 100 Days On Market
- 4 Beds
- 2 Baths
- Built 1900
5 Stockbridge Rd, West Stockbridge, MA 01266

The best of village living. A gracious in-town colonial with spacious rooms, high ceilings, wood floors and an abundance of natural light. Delightful first and second floor back porches overlooking the lovely backyard with walking bridge over a gentle brook and the winter views of Lenox Mt. Restaurants, shops, recreational and cultural venues are just a short walk down the street. Only 4

Lori Rose STONE HOUSE PROPERTIES, LLC

5 Stockbridge Rd, West Stockbridge, MA 01266

/12
Not Listed For Sale
0 Ingell Rd, Chester, MA 01011

0 Ingell Rd, Chester, MA 01011

/21
$225,000 Pending
- 2 Beds
- 1 Bath
- 1,164 Sq Ft
35 Beverly St, Dalton, MA 01226

Welcome to this cozy two-bedroom, one-bath home that's ready for your personal touch! Situated on a manageable lot, this home offers a solid foundation with plenty of opportunity to make it truly your own. Whether you're a first-time buyer, downsizer, or savvy investor, this property is a perfect canvas for your vision. Inside, you'll find a functional layout with a bright living room, eat-in

Kellie Perrault

NOCHER REALTY

(413) 288-5993

35 Beverly St, Dalton, MA 01226
/33
$435,000 Sold Jul 25, 2025
- 1,698 Sq Ft
- $256/SF
- 241 Days On Market
- 3 Beds
- 1 Bath
- Built 1981
12 W Plain Rd, Great Barrington, MA 01230

Whether the perfect place to downsize to or as a weekend get-away, this comfortable home delivers! The sensible floor plan flows nicely. The main living area opens to a Great Room with tall ceilings, skylight and custom wood work. Relax, Dine & Entertain on the expansive deck, while enjoying the peaceful surroundings. Carefree and manageable one story living. With 7.5 Acres, there is plenty

Helen Mullany HELEN MULLANY REAL ESTATE, LLC

12 W Plain Rd, Great Barrington, MA 01230

/10
Not Listed For Sale
0 Silver Leaf Dr, Becket, MA 01223

0 Silver Leaf Dr, Becket, MA 01223

/24
$299,900 Pending
- 3 Beds
- 2 Baths
- 1,488 Sq Ft
32 Hampshire St, Pittsfield, MA 01201

Move-In Ready with Modern Updates!Discover the perfect blend of style and function at 32 Hampshire St. This updated home showcases a beautifully refreshed kitchen with modern cabinetry, sleek countertops, and updated appliances -- ideal for daily living and entertaining. Both bathrooms have been thoughtfully renovated with today's finishes. Gleaming, refinished hardwood floors add warmth

John Ciepiela

BISHOP WEST REAL ESTATE

(413) 767-4598

32 Hampshire St, Pittsfield, MA 01201
/35
$272,500 Sold Jul 24, 2025
- 1,984 Sq Ft
- $137/SF
- 277 Days On Market
- 3 Beds
- 2 Baths
- Built 1920
44 Richmond St, Cheshire, MA 01225

NEW UPDATES IN LAST MONTH! Experience the charm of this dreamy home located just around the corner from Cheshire Lake and the Bike Trail. With an abundance of natural light pouring in through skylights, large windows, and triple wide doors leading to the front porch, this home feels inviting and spacious. The primary room measures 22x18 ft and features a stunning vaulted cherry pine ceiling, a

Mariah Worth LAMACCHIA REALTY, INC

44 Richmond St, Cheshire, MA 01225

/7
Not Listed For Sale
0 George Lamb Rd, Bernardston, MA 01337

0 George Lamb Rd, Bernardston, MA 01337

/42
$274,900 Pending
- 4 Beds
- 1.5 Baths
- 2,039 Sq Ft
16 Summer St, Adams, MA 01220

Nestled on a picturesque, tree-lined street surrounded by other charming Victorians, this updated 4-bedroom, 1.5-bath home blends timeless character with modern efficiency. Located in one of Adams' most desirable neighborhoods, the property features a classic front porch, detailed trim work, and warm curb appeal. Inside, you'll find spacious rooms, high ceilings, and thoughtful updates

Peter West

BISHOP WEST REAL ESTATE

(413) 339-3570

16 Summer St, Adams, MA 01220
/16
$199,900 Sold Jul 24, 2025
- 891 Sq Ft
- $224/SF
- 13 Days On Market
- 2 Beds
- 1 Bath
- Built 1890
51 Worthington St, Pittsfield, MA 01201

This delightful single-family ranch offers comfortable living with two bedrooms, all featuring beautiful bamboo flooring, and a fully updated bathroom. Located on a quiet dead-end street, the home provides good off-street parking and a private rear yard, perfect for relaxing or entertaining. Enjoy the benefits of an energy-efficient natural gas heating system and hot water. Conveniently situated

Jose Larios Lamacchia Realty, Inc.

51 Worthington St, Pittsfield, MA 01201

/9
Not Listed For Sale
0 Long Bow Ln W, Becket, MA 01223

0 Long Bow Ln W, Becket, MA 01223

/14
$69,000 Pending
- Land
- 10 Acres
- $7,263 per Acre
0 Stage Rd Unit 73325251, Cummington, MA 01026

Tranquil, private wooded property located on Stage Rd. and Shaw Rd., offering nearly 12 acres spread across two deeded lots. The land features a mix of wooded areas with some clearing, providing the perfect balance of privacy and nature. A stream separates the two lots, adding to the property's charm and serenity

Lisa Darragh

Brick & Mortar Northhampton

(413) 570-9429

0 Stage Rd Unit 73325251, Cummington, MA 01026
/55
$489,000 Sold Jul 24, 2025
- 1,524 Sq Ft
- $321/SF
- 37 Days On Market
- 2 Beds
- 1 Bath
- Built 1930
64 Pine Grove Ridge, Otis, MA 01253

Tastefully appointed year-round lake cottage with Otis Reservoir views and access just a short distance away!Beautiful perennial gardens.Bright open spaces, propane fireplace, large deck around two sides, garage under, oil heat, split for AC, Primary bedroom and full bath on main floor, large double bedroom on second floor.Perfect for all seasons!Will be mostly furnished with Seller removing a

Laurie Nikituk RED HORSE REAL ESTATE, LLC

64 Pine Grove Ridge, Otis, MA 01253

/36
Est $446,318 Not Listed For Sale
- 4 Beds
- 2 Baths
- 2,467 Sq Ft
28 National St, Pittsfield, MA 01201

28 National St, Pittsfield, MA 01201

/30
$2,450,000 Under Contract
- 2 Beds
- 2.5 Baths
- 1,950 Sq Ft
165 Kemble St Unit 17, Lenox, MA 01240

Nestled within the serene, world-renowned Canyon Ranch Lenox campus, this bespoke two-bedroom, two-and-a-half-bath home is among the most private and luxuriously appointed in the Berkshires. A rare opportunity to own a residence where every detail--from architecture to finishes--echoes sophisticated European elegance while embracing the wellness-centered ethos of Canyon Ranch living.Inside,

Selina Lamb

BIRCH PROPERTIES

(413) 547-4966

165 Kemble St Unit 17, Lenox, MA 01240
/32
$599,000 Sold Jul 24, 2025
- 2,297 Sq Ft
- $261/SF
- 6 Days On Market
- 3 Beds
- 2.5 Baths
- Built 2009
791 Partridge Rd, Lanesborough, MA 01237

Step into this well designed, 3-bedroom, 2.5 bath ranch, with an inviting open-concept layout. You'll enjoy cooking in the spacious kitchen with plenty of counter and cabinet space, and with the dining area within easy reach. The heart of the home is the living room, featuring cathedral ceilings and a striking stone fireplace, creating a warm and welcoming atmosphere. Whether entertaining guests

Linda Webster Coldwell Banker Community REALTORS®

791 Partridge Rd, Lanesborough, MA 01237

/34
Est $545,772 Not Listed For Sale
- 4 Beds
- 2.5 Baths
- 2,260 Sq Ft
140 Hill Cemetery Rd, Windsor, MA 01270

140 Hill Cemetery Rd, Windsor, MA 01270

/32
$725,000 Under Contract
- 2 Beds
- 1 Bath
- 794 Sq Ft
89 Narragansett Ave, Lanesborough, MA 01237

Escape to lake life in this charming 2-bedroom, 1-bath turnkey cottage perched on the shores of beautiful Pontoosuc Lake. Whether you're looking for a personal getaway or a proven investment property, this fully furnished retreat has it all -- including a strong rental history. Step inside to find a cozy, open-concept interior that brings the outside in with stunning water views from nearly every

Kellie Perrault

NOCHER REALTY

(855) 572-0623

89 Narragansett Ave, Lanesborough, MA 01237
/17
$199,900 Sold Jul 24, 2025
- 891 Sq Ft
- $224/SF
- 25 Days On Market
- 2 Beds
- 1 Bath
- Built 1890
51 Worthington Place, Pittsfield, MA 01201

This delightful single-family ranch offers comfortable living with two bedrooms, all featuring beautiful bamboo flooring, and a fully updated bathroom. Located on a quiet dead-end street, the home provides good off-street parking and a private rear yard, perfect for relaxing or entertaining.Enjoy the benefits of an energy-efficient natural gas heating system and hot water. Conveniently situated

Jose Larios LAMACCHIA REALTY, INC

51 Worthington Place, Pittsfield, MA 01201

/40
Est $528,463 Not Listed For Sale
- 4 Beds
- 1 Bath
- 3,213 Sq Ft
449 Main St, Ashfield, MA 01330

449 Main St, Ashfield, MA 01330

/38
$609,900 Under Contract
- 5 Beds
- 4.5 Baths
- 2,994 Sq Ft
25 Alpine Trail, Pittsfield, MA 01201

Nestled in the desirable Pines at Bousquet community, this stunning three-story condo offers 5 spacious bedrooms and 4.5 bathrooms. The inviting eat-in kitchen flows seamlessly into a generous living room, complete with a cozy gas fireplace--perfect for relaxing or entertaining.Take in breathtaking views from either the screened porch or the lower-level patio. Located close to year-round

Peter West

BISHOP WEST REAL ESTATE

(413) 307-3528

25 Alpine Trail, Pittsfield, MA 01201
/42
$495,000 Sold Jul 24, 2025
- 2,240 Sq Ft
- $221/SF
- 34 Days On Market
- 3 Beds
- 1 Bath
- Built 1956
85 Warfield Rd, Charlemont, MA 01339

Set on the hill with incredible views out every window to enjoy the beauty of every season. This one-owner, one-level home has a spectacular view of Berkshire East, especially from the family room and living room, which opens out to the heated pool with a pool house equipped with a kitchen, bathroom, changing rooms, and a covered patio. Set on just under four acres surrounded by stone walls,

Corinne Fitzgerald Fitzgerald Real Estate

85 Warfield Rd, Charlemont, MA 01339

/89
Est $430,706 Not Listed For Sale
- 3 Beds
- 2 Baths
- 2,068 Sq Ft
935 Outlook Ave, Cheshire, MA 01225

935 Outlook Ave, Cheshire, MA 01225

/40
$859,000 Under Contract
- 4 Beds
- 3.5 Baths
- 3,800 Sq Ft
1 Pheasant Way, Pittsfield, MA 01201

Luxe Mediterranean-inspired Home in Private Woodmonte EstatesNestled within the exclusive enclave of Woodmonte Estates, this lovely Mediterranean-inspired home (1995) offers a seamless blend of elegance, warmth, and modern convenience. Set against the picturesque backdrop of Pittsfield State Forest, outdoor enthusiasts will delight in direct access to hiking, skiing, and nature trails, making

Selina Lamb

BIRCH PROPERTIES

(413) 848-7907

1 Pheasant Way, Pittsfield, MA 01201
/41
$430,000 Sold Jul 24, 2025
- 1,404 Sq Ft
- $306/SF
- 24 Days On Market
- 3 Beds
- 2 Baths
- Built 1970
19 Beechwood Ln, Granville, MA 01034

Meticulously maintained and beautifully appointed 4-season home on quiet street near the water in the private lake resort community of Wildwood. The home sits on .71 acres & features vaulted ceilings, skylights, a sunroom and sliders bathing the house in light & views of perennial gardens from large 18' by 36' deck. New septic, Nov 2024. Roof & all skylights replaced within last 5 years, all

Joan Maxson Park Square Realty

19 Beechwood Ln, Granville, MA 01034

/4
Est $529,280 Not Listed For Sale
- 2 Beds
- 2 Baths
- 2,042 Sq Ft
884 Cheshire Rd, Windsor, MA 01270

884 Cheshire Rd, Windsor, MA 01270

/7
$63,500
- Land
- 2.42 Acres
- $26,240 per Acre
1 Old Orebed Rd, New Ashford, MA 01237

Price improvement, seller's are MOTIVATED!!!Stunning 2.42-Acre Lot with Breathtaking Mountain Views! Prime location just minutes from the popular Jiminy Peak Ski Resort, Mt. Greylock. The property provides an excellent opportunity to build your dream home or vacation retreat, surrounded by nature's beauty and outdoor adventure. Enjoy access to skiing, hiking, lakes and more, while being

Keytoria Jenkins

THE KINDERHOOK GROUP - PITTSFIELD

(866) 436-0912

1 Old Orebed Rd, New Ashford, MA 01237
/42
$631,000 Sold Jul 24, 2025
- 2,860 Sq Ft
- $221/SF
- 10 Days On Market
- 4 Beds
- 2 Baths
- Built 1798
191 Sandisfield Rd, Sandisfield, MA 01255

HISTORIC JABEZ BOSWORTH INN & TAVERN: AUTHENTIC BERKSHIRE COUNTRY LIVINGSet quietly in the heart of Sandisfield, Massachusetts, the historic Jabez Bosworth House & Inn, circa 1798, offers a genuinely rare opportunity to own an iconic piece of New England history just 14 miles from the vibrant town of Great Barrington. Originally home to Revolutionary War Captain Jabez Bosworth, this Federal-style

Chapin Fish WILLIAM PITT SOTHEBY'S - GT BARRINGTON

191 Sandisfield Rd, Sandisfield, MA 01255

/38
Est $577,614 Not Listed For Sale
- 3 Beds
- 2 Baths
- 2,152 Sq Ft
5 Gilbert Dr, Colrain, MA 01340

5 Gilbert Dr, Colrain, MA 01340

/36
$575,000
- 4 Beds
- 2 Baths
- 2,256 Sq Ft
4 Wabasso St, Pittsfield, MA 01201

Enjoy lake living year-round at this spacious 4-bedroom, 2-bath home with deeded lake rights to beautiful Pontoosuc Lake! Take in sweeping water views from the kitchen, dining room, and primary bedroom, or step out onto one of two decks to soak in the scenery. A new deck was built in 2022, and the primary suite boasts its own private balcony overlooking the lake. The fully fenced backyard is

Gary Fuls Jr

RE/MAX Transitions

(413) 339-3462

4 Wabasso St, Pittsfield, MA 01201
/3
$410,000 Sold Jul 24, 2025
- Land
- 14 Acres
- $28,671 per Acre
- 775 Days On Market
0 Egremont Plain Rd, Egremont, MA 01230

Beautiful, verdant +/- 14-acre lot. Partly open and largely wooded. Just a few minutes from downtown Great Barrington. Seller will retain south portion to be subdivided before sale. All structures have been removed from the south portion. Please call for an appointment. (No trespassing.)

Lance Vermeulen LANCE VERMEULEN RE, INC

0 Egremont Plain Rd, Egremont, MA 01230

/41
Est $965,198 Not Listed For Sale
- 4 Beds
- 3.5 Baths
- 2,976 Sq Ft
2 Deer Haven Dr, Haydenville, MA 01039

2 Deer Haven Dr, Haydenville, MA 01039

/13
$1,399,900 New Construction
- 4 Beds
- 3 Baths
- 3,100 Sq Ft
144 Eastbrook Ln, Pittsfield, MA 01201

Experience the rare chance to bring your ideal living space to life within the prestigious gated community of Woodmonte Estates in Pittsfield, MA. This to-be-built luxury home offers a range of customizable, high-end features, including soaring 9'-18' ceilings, red oak hardwood flooring, gas fireplaces, custom kitchen cabinetry, and a spacious primary suite with a spa-inspired bath. Crafted with

Corey Bishop

BISHOP WEST REAL ESTATE

(413) 666-1014

144 Eastbrook Ln, Pittsfield, MA 01201
/42
$441,000 Sold Jul 23, 2025
- 1,601 Sq Ft
- $275/SF
- 8 Days On Market
- 3 Beds
- 2 Baths
- Built 1993
186 Hoosac Rd, Conway, MA 01341

Nestled in the peaceful countryside, this beautifully updated 3 bedroom, 2 bath open floor plan home offers the perfect blend of privacy and convenience. Set on 3 wooded acres you’ll enjoy a serene setting just 5 minutes from major highways and ideal easy commute to the 5-college region. Step inside to discover a bright, open floor plan featuring brand new flooring, modern appliances, new sky

Lori Baronas Coldwell Banker Community REALTORS®

186 Hoosac Rd, Conway, MA 01341

/25
Est $513,706 Not Listed For Sale
- 4 Beds
- 2 Baths
- 2,072 Sq Ft
50 Branch Farm Rd, Pittsfield, MA 01201

50 Branch Farm Rd, Pittsfield, MA 01201

/30
$1,399,900 New Construction
- 4 Beds
- 3 Baths
- 3,100 Sq Ft
8 Northbrook Ln, Pittsfield, MA 01201

Now under rapid construction, this stunning contemporary two-story home sits on a private 2.79-acre cul-de-sac lot. Spanning over 3,100 sq ft, it features soaring 9' ceilings, a dramatic two-story foyer and living room, and a walkout basement with finishing potential. Designed for both comfort and style, the home offers a cozy fireplace in the living room and a second fireplace in the luxurious

Corey Bishop

BISHOP WEST REAL ESTATE

(413) 266-5435

8 Northbrook Ln, Pittsfield, MA 01201
/23
$246,000 Sold Jul 23, 2025
- 936 Sq Ft
- $263/SF
- 7 Days On Market
- 2 Beds
- 1 Bath
- Built 1920
21 River St, North Adams, MA 01247

Welcome to this cozy and inviting 2 bedroom, 1 bath bungalow, perfectly located just a short walk from downtown. This home features a bright, heated sun porch-ideal for year-round relaxation-plus a private rear porch perfect for quiet mornings or evening unwinding. Inside you will find a well-appointed bath with corner shower, 2 comfortable bedrooms, wood floors, pellet stove for extra warmth, a

Pauline Green STEEPLEVIEW REALTY - ADAMS BRANCH

21 River St, North Adams, MA 01247

/27
Est $326,694 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,346 Sq Ft
353 E New Lenox Rd, Pittsfield, MA 01201

353 E New Lenox Rd, Pittsfield, MA 01201

Showing Results 241 - 280, Page 7 of 18

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