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Searching: Berkshire
32 listings found
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For Sale
Virtual Tour Exclusive
Historic Berkshire Estate | 67-Acre Tullar Farm | Compound Property
Egremont, Massachusetts 01230
New Price! $5,650,000
Discover Tullar Farm, a rare historic Berkshire estate on 67± park-like acres in sought-after South Egremont. This distinguished property showcases three unique residences, a spring-fed pond, specimen tree farm, wooded trails, and mountain views, conveniently located at the edge…
- Bed11
- Bath7/3
- Sqft9,748
- Acres67.00
- EH#5330
Listed by: Elyse Harney Morris & Lauren Molk -
For Sale
Exclusive
Spectacular Alford Mountain Estate: Guest House & Resort Amenities on 35 Acres
Alford, Massachusetts 01230
New Price! $5,475,000
Nestled in the heart of Alford, Massachusetts, this extraordinary 35.6-acre Berkshire County estate offers unparalleled privacy with sweeping western Catskill Mountain views and direct access to conservation land. The impressive 9,400 sq ft main residence, built in 2003 and…
- Bed5
- Bath5/3
- Sqft9,400
- Acres35.60
- EH#5566
Listed by: Elyse Harney Morris & Bill Melnick -
For Sale
Virtual Tour
764 East Hill Rd
New Marlborough, Massachusetts 01230
$4,995,000
WHERE THE WORLD FALLS AWAY At the top of East Hill Road in the Southern Berkshires, East Hill Farm stretches out over 227 acres of unspoiled beauty: forest, meadow, pond, pasture, and sky . One of the most storied…
- Bed5
- Bath6
- Sqft5,002
- Acres227.00
- MLS248147
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For Sale
390 Tamaridge Rd
New Marlborough, Massachusetts 01259
$4,900,000
STUNNING LONG VIEWS, RARE 330+ ACRE PARCEL, ABUTS CONSERVATION LAND! Total seclusion and privacy, bucolic countryside with some open meadows and wooded hillside. Once a grand Berkshire estate, the property is comprised of the main Tudor style residence with…
- Bed5
- Bath7
- Sqft5,890
- Acres330.00
- MLS245507
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For Sale
19 Roberts Rd
Sandisfield, Massachusetts 01255
$4,500,000
Introducing FREE QUARTER FARM Nearly 1,500 Acres | Sandisfield, the Southern Berkshires | $4,500,000 Miles of private trails for hiking, hunting, fishing, horseback riding – your own wilderness preserve 134+ acres not in conservation with 1,489 feet of…
- Bed5
- Bath6
- Sqft4,027
- Acres1484.25
- MLS247489
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For Sale
535 Main Rd
Monterey, Massachusetts 01245
$3,900,000
Welcome home to NEWGRANGE. 1920’s era Manor House with lake frontage on Lake Garfield. Over 10,000 square feet of living on 7.7 Acres. Complete the restoration and enjoy original Stone Fireplaces, comfortable Living spaces, formal Dining and 10 Bedrooms.…
- Bed10
- Bath6
- Sqft7,864
- Acres7.70
- MLS247687
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For Sale
110 Alford Rd
Great Barrington, Massachusetts 01230
$3,500,000
Set on over 12 private acres just minutes from the center of Great Barrington, this impeccably designed estate offers an extraordinary combination of luxury, privacy, and panoramic southern views of the Taconic Range, including the iconic silhouette of Mount…
- Bed5
- Bath7
- Sqft6,088
- Acres12.23
- MLS247898
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For Sale
Virtual Tour
1333 Norfolk Rd
New Marlborough, Massachusetts 01259
$3,250,000
Set on 11 enchanting acres in the pastoral town of New Marlborough, Massachusetts, this exceptional Berkshires estate offers a rare convergence of architectural refinement, natural splendor, and modern luxury. Designed by an architect and originally built in 1984, the…
- Bed6
- Bath6
- Sqft4,681
- Acres11.07
- MLS247164
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For Sale
84 B Undermountain Rd
Egremont, Massachusetts 01258
$2,495,000
Nestled on the top of a hill overlooking rolling meadows, this exceptional property boasts over 30 acres of stunning natural beauty, with panoramic 360-degree views that will take your breath away. A true oasis of tranquility, this estate offers…
- Bed5
- Bath4
- Sqft6,254
- Acres34.08
- MLS239959
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For Sale
50 Old Village Rd
Alford, Massachusetts 01230
$2,250,000
Nestled beside 900 acres of Alford Springs Nature Preserve, this contemporary colonial is sited on 5.8 acres. Built in 2005 and fully renovated in 2021, it boasts high-efficiency HVAC and hot water, 14GW of seller-owned solar, an open main…
- Bed4
- Bath4
- Sqft4,445
- Acres5.82
- MLS247235
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For Sale
302A Egremont Plain Rd
Egremont, Massachusetts 01230
$2,250,000
A completely transformed barn renovated into a chic home with every modern convenience. Located in the desirable town of Egremont and just minutes from Great Barrington, this delightful property offers long-range pasture views with the Green River just beyond.…
- Bed4
- Bath6
- Sqft4,846
- Acres13.50
- MLS248167
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For Sale
32 Benton Ave
Great Barrington, Massachusetts 01230
$1,995,000
Spectacular 1896 Victorian on The Hill, completely and stylishly renovated in 2025! This six-bedroom beauty seamlessly blends original floors and grand woodwork with all-new, high-efficiency systems. Key 2025 updates include full insulation, exterior paint and two new upstairs luxury…
- Bed6
- Bath3
- Sqft4,138
- Acres0.41
- MLS248313
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For Sale
Virtual Tour
1269 Clayton Mill River Rd
New Marlborough, Massachusetts 01230
$1,900,000
Welcome to your ultimate country retreat, where the charm of history meets the ease of modern living. Here, timeless beauty and serenity reign—an escape where silence is broken only by the wind in the fields and the song of…
- Bed4
- Bath3
- Sqft2,976
- Acres10.00
- MLS247579
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For Sale
9 Bott Hill Rd
Egremont, Massachusetts 01258
$1,685,000
Stunning Post and Beam Home with Log Façade. Nestled in a park-like setting with views of Mount Washington. Outdoor Amenities Galore. Extensive patios and wraparound decks provide the perfect venues for outdoor gatherings including a private bocce ball court,…
- Bed4
- Bath4
- Sqft3,200
- Acres2.85
- MLS247110
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For Sale
481 Shunpike Rd
Sheffield, Massachusetts 01257
$1,475,000
A total 41 acres includes a 2nd building lot of 26 acres allowing one to build ones own home with mountain views. A 36×52 work shop. One full time residence and a separate summer studio. Some land does go…
- Bed1
- Bath2
- Sqft1,296
- Acres41.00
- MLS245595
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For Sale
6 Thrushwood Ln
Great Barrington, Massachusetts 01230
$1,395,000
MOTIVATED SELLER; WILLING TO NEGOTIATE ON UPGRADES AND IMPROVEMENTS. Indulge in refined Berkshire living on an exclusive cul-de-sac, where effortless HOA services complement this exquisite new construction. Offering 4,200 sq ft of thoughtfully designed, environmentally conscious living less than…
- Bed5
- Bath4
- Sqft4,200
- Acres1.84
- MLS248139
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For Sale
4 Thrushwood Ln
Great Barrington, Massachusetts 01230
$1,395,000
Embrace the epitome of Berkshires luxury in this newly constructed residence, poised on a serene cul-de-sac with community pool privileges. Spanning an impressive 4,200 square feet, this home is a stone’s throw from the bustling heart of Great Barrington.…
- Bed5
- Bath4
- Sqft4,200
- Acres2.95
- MLS246303
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For Sale
124 Egremont Plain Rd
Egremont, Massachusetts 01230
$1,395,000
This beautiful home was built in 2006, and updated in 2022. The house is situated on just shy of 5 Acres in the town of Egremont. The home is flooded with sun all day, rarely needing a light on…
- Bed4
- Bath5
- Sqft3,185
- Acres4.62
- MLS247915
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For Sale
228 East St
Great Barrington, Massachusetts 01230
$1,390,000
Great Barrington A masterful rebuild with reverence for Great Barrington’s past and a bold reimagining for modern living. This 5-bedroom, 4-1/2 bath colonial sits in-town and blends historic charm with contemporary luxury for effortless, years-long comfort. Property Highlights 5…
- Bed5
- Bath5
- Sqft2,900
- Acres0.11
- MLS247901
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For Sale
Exclusive
Newly Updated and Spacious Condo in Heart of the Berkshires
Lee, Massachusetts 01238
New Price! $1,295,000
UPDATED AND SPACIOUS CONDO IN A PRIME LOCATION JUST A SHORT DISTANCE FROM MAIN STREET STOCKBRIDGE! Premier unit at Stockbridge Terrace! Enjoy peaceful living on a quiet cul-de-sac with a limited number of units. The one-level living setup is…
- Bed4
- Bath5
- Sqft3,395
- EH#5517
Listed by: Lauren Molk & John Panzer -
For Sale
Exclusive
Classic American Farmhouse with Epic Views
Sheffield, Massachusetts 01257
New Price! $1,275,000
Experience breathtaking panoramic vistas over protected land from every angle in this renovated Classic American Farmhouse. Nestled on two parcels, this residence boasts a pool, a detached garage, and gracious proportions throughout. Relax in the majestic long-range mountain vistas.…
- Bed4
- Bath5
- Sqft3,528
- Acres10.23
- EH#5325
Listed by: Bill Melnick & Elyse Harney Morris -
For Sale
24 Baldwin Hill E/W Rd
Egremont, Massachusetts 01230
$1,250,000
Located on one of Egremont’s most picturesque roads, this beautifully designed contemporary home offers panoramic views from nearly every room. Set in a low-tax town just minutes from Great Barrington, this home is private, comfortable and versatile. The main…
- Bed4
- Bath3
- Sqft2,686
- Acres1.00
- MLS246601
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For Sale
905 West Rd
Sheffield, Massachusetts 01230
$1,250,000
Welcome to Serenity Hill. This 1994 Cape style home captures the timeless charm of the Berkshires from the moment you arrive. At the entrance, stately stone pillars and a classic stone wall offer a graceful welcome, setting the tone…
- Bed3
- Bath3
- Sqft2,204
- Acres2.00
- MLS247776
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For Sale
114 Brush Hill Rd
Great Barrington, Massachusetts 01230
$1,250,000
New Build Contemporary. Timbercraft Homes & Rosengren Architects collaborated to create this Contemporary 1584 square foot 2 bedroom home. Clean lines and simple one level living. Energy efficient Home with beautiful oak floors, custom kitchen open to dining and…
- Bed2
- Bath2
- Sqft1,584
- Acres2.14
- MLS246606
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For Sale
6 Muddy Brook Cir
Great Barrington, Massachusetts 01230
$1,200,000
Stunning Contemporary Home in Great Barrington – Perfect Blend of Privacy and Convenience Discover this beautifully designed 2,500 sq. ft. contemporary residence nestled in the desirable Great Barrington area. Offering 3 spacious bedroom suites , this home combines elegant…
- Bed3
- Bath4
- Sqft2,447
- Acres3.36
- MLS247113
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For Sale
0 Route 57
New Marlborough, Massachusetts 01230
$1,200,000
Imagine owning your own secluded sanctuary, where total privacy and tranquility are yours for the taking. This extraordinary property offers the rare opportunity to build your dream retreat on a breathtaking piece of land, untouched by the outside world.…
- Acres86.00
- MLS245546
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For Sale
22 Sheffield Rd
Egremont, Massachusetts 01258
$1,149,000
Discover this enchanting 1900s Town Colonial, where historic charm meets modern sophistication. Nestled in a tranquil neighborhood, this home offers four spacious bedrooms, two updated full baths, and a stunning chef’s kitchen, blending comfort with style. From the moment…
- Bed4
- Bath2
- Sqft2,742
- Acres1.20
- MLS247245
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For Sale
3 Pleasant View Dr
Great Barrington, Massachusetts 01230
$1,050,000
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…
- Bed5
- Bath3
- Sqft3,328
- Acres6.00
- MLS248253
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For Sale
185 State Rd
Great Barrington, Massachusetts 01230
$1,000,000
A premier commercial development opportunity awaits at 185 State Road. Positioned directly on the bustling Route 7, this property guarantees maximum brand exposure with a daily traffic count exceeding 16,000 vehicles. Superior site logistics include two oversized curb cuts…
- Acres1.07
- MLS247692
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For Sale
97 Brush Hill Rd
Great Barrington, Massachusetts 01230
$998,000
Berkshires Sanctuary – A Fully Renovated Retreat with Appalachian Trail Access & Nearby Three Mile Pond. Tucked away in a landscape of towering trees and rolling hills, this exquisite four-bedroom and three-bathroom, retreat has been reimagined with over $650,000…
- Bed4
- Bath4
- Sqft2,322
- Acres2.65
- MLS245609
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For Sale
Exclusive
Classic 3-Bedroom Cape with Pool
Sheffield, Massachusetts 01257
New Price! $795,000
Perfectly positioned between NW Connecticut and Sheffield, MA in the Berkshires. Sheffield is the oldest Town in Berkshire County – the township was purchased in 1724 from Chief Konkapot and other Stockbridge Native Americans. This bright, lovely 3-Bedroom Cape…
- Bed3
- Bath2/1
- Sqft2,408
- Acres1.00
- EH#5539
Listed by: Juliet Moore -
For Sale
Exclusive
Amasa Spencer House c.1791 a polished antique gem
West Stockbridge, Massachusetts 01266
$680,000
The Amasa Spencer House, circa 1791, is a beautifully preserved gem for antique-home lovers. Tucked into a bucolic yet convenient setting in West Stockbridge, it offers the rare ability to stroll to shops, restaurants, hardware store, market, arts and…
- Bed3
- Bath2
- Sqft1,255
- Acres0.43
- EH#5679
Listed by: Lauren Molk
Copyright © 2026 Smart MLS. The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Data displayed may be a portion of, and not a complete set of all listings published in the MLS.Last Updated: 20/01/2026 4:50:33 am
Last Updated: 20/01/2026 7:36:05 am
