Great Barrington, MA Homes

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  /68

  $1,350,000 Sold Mar 27, 2026

  20 Sheffield-Egremont Rd, Great Barrington, MA 01230

  • 4 Beds
  • 3.5 Baths
  • 3,240 Sq Ft
  • Built 1909

  Last Sold Summary

  • 3% Below List Price
  • $417/SF
  • 10 Days On Market

  Last Listing Agent Mauren White-Kirkby BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

  20 Sheffield-Egremont Rd, Great Barrington, MA 01230
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  /9

  Est $406,141 Not Listed For Sale

  148 Hillsdale Rd, Great Barrington, MA 01230

  • 3 Beds
  • 1 Bath
  • 1,040 Sq Ft
  • Built 1960

  148 Hillsdale Rd, Great Barrington, MA 01230

  Last Sold Summary

  • 33% Above List Price
  • $294/SF
  • 19 Days On Market

  Last Sold Price $305,500

  Last Listing Agent Elle Villetto William Pitt
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  /31

  $945,000 Pending

  • 2 Beds
  • 2 Baths
  • 1,620 Sq Ft

  18 Creamery Rd, Great Barrington, MA 01230

  Nestled on 6.6 peaceful acres, this beautifully renovated country Cape offers exceptional privacy just minutes from town. Set well back from the road, the home enjoys a quiet, convenient location surrounded by mature trees and gardens.Inside, a spacious dining room features a striking stone fireplace, while the large living room showcases wood floors that extend throughout. Every detail has been

  Allison Rada STONE HOUSE PROPERTIES, LLC

  18 Creamery Rd, Great Barrington, MA 01230
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  /24

  $550,000 Sold Aug 29, 2025

  34 Bridge St Unit 201, Great Barrington, MA 01230

  • 2 Beds
  • 2 Baths
  • 1,137 Sq Ft
  • Built 2019

  Last Sold Summary

  • 21% Below List Price
  • $484/SF
  • 58 Days On Market

  Current Estimated Value $589,236

  Last Listing Agent Comparable Listing COMPARABLE LISTING ONLY

  34 Bridge St Unit 201, Great Barrington, MA 01230
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  /34

  Est $631,228 Not Listed For Sale

  28 Manville St, Great Barrington, MA 01230

  • 4 Beds
  • 2 Baths
  • 1,995 Sq Ft
  • Built 1948

  28 Manville St, Great Barrington, MA 01230

  Last Sold Summary

  • 15% Above List Price
  • $276/SF
  • 83 Days On Market

  Last Sold Price $550,000

  Last Listing Agent Carrie Swift Heck COMPASS MASSACHUSETTS , LLC GB
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  /44

  $799,000

  • 3 Beds
  • 3 Baths
  • 2,008 Sq Ft

  1 Cornwall Dr, Great Barrington, MA 01230

  Fantastic opportunity to own a home in a peaceful cul-de-sac within the desirable Cornwall Estates. This lovely home sits on a level lot w/ almost 2.5 bucolic acres. Spanning just over 2,000 square feet, the home features a convenient first-floor primary bedroom and bathroom, vaulted ceiling in the living room and a screened in porch that leads to a large, partially fenced in backyard. Many

  Stephen Schoenfeld WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  1 Cornwall Dr, Great Barrington, MA 01230
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  /33

  $486,000 Sold Jul 15, 2025

  230 Prospect St, Great Barrington, MA 01236

  • 4 Beds
  • 3.5 Baths
  • 2,330 Sq Ft
  • Built 1900

  Last Sold Summary

  • 6% Below List Price
  • $209/SF
  • 27 Days On Market

  Last Listing Agent Kate Lascar COMPASS MASSACHUSETTS , LLC GB

  230 Prospect St, Great Barrington, MA 01236
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  /46

  Est $979,139 Not Listed For Sale

  11 Oak St, Great Barrington, MA 01230

  • 3 Beds
  • 2 Baths
  • 2,078 Sq Ft
  • Built 1906

  11 Oak St, Great Barrington, MA 01230

  Last Sold Summary

  • 9% Above List Price
  • $431/SF
  • 6 Days On Market

  Last Sold Price $895,000

  Last Listing Agent Timothy Lovett COMPASS MASSACHUSETTS , LLC GB
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  /76

  $950,000

  • 3 Beds
  • 4 Baths
  • 2,900 Sq Ft

  29 Old Village Rd, Great Barrington, MA 01230

  First-time for this treasured dwelling to be available for purchase. This magical setting surrounded by lush gardens and plantings is just the beginning of the enchantment. Distant mountain views to the east brings your viewscape to Butternut Ski & beyond. Inside the dwelling is a large open living space & kitchen on the first floor. Separately, there is a first-floor Ensuite. Abutting the first

  Thomas Doyle, Sr. BISHOP WEST REAL ESTATE

  29 Old Village Rd, Great Barrington, MA 01230
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  /31

  $665,000 Sold Mar 13, 2026

  77 Grove St, Great Barrington, MA 01230

  • 3 Beds
  • 1.5 Baths
  • 1,600 Sq Ft
  • Built 1890

  Last Sold Summary

  • 17% Below List Price
  • $416/SF
  • 128 Days On Market

  Current Estimated Value $654,551

  Last Listing Agent Kate Lascar COMPASS MASSACHUSETTS , LLC GB

  77 Grove St, Great Barrington, MA 01230
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  /4

  Est $747,775 Not Listed For Sale

  1609 County Rd, Great Barrington, MA 01230

  • 4 Beds
  • 2 Baths
  • 1,792 Sq Ft
  • Built 1991

  1609 County Rd, Great Barrington, MA 01230

  Last Sold Summary

  • 36% Above List Price
  • $307/SF
  • 24 Days On Market

  Last Sold Price $550,000

  Last Listing Agent Selina Lamb BIRCH PROPERTIES
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  /50

  $935,000

  • 4 Beds
  • 2.5 Baths
  • 2,631 Sq Ft

  20 Cooper Rd, Great Barrington, MA 01230

  The mid-century retreat you've been waiting for. This classic home sits on over 4 private acres, delivering the ultimate Berkshire lifestyle with a bright, open floor plan and two cozy fireplaces. With 4 bedrooms, 3 baths, a large office, and a sun room looking overlooking your oasis, the layout offers perfect flexibility for guests or remote work. Outside, your private resort features a heated

  Tony Segalla WILLIAM RAVEIS - BERKSHIRE

  20 Cooper Rd, Great Barrington, MA 01230
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  /29

  $1,005,000 Sold Nov 20, 2025

  10 Alford Center Rd, Great Barrington, MA 01230

  • 4 Beds
  • 3.5 Baths
  • 2,895 Sq Ft
  • Built 1815

  Last Sold Summary

  • 9% Below List Price
  • $347/SF
  • 50 Days On Market

  Current Estimated Value $1,077,703

  Last Listing Agent George Cain WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  10 Alford Center Rd, Great Barrington, MA 01230
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  /42

  Est $423,581 Not Listed For Sale

  685 Stockbridge Rd, Great Barrington, MA 01230

  • 4 Beds
  • 1 Bath
  • 1,368 Sq Ft
  • Built 1900

  685 Stockbridge Rd, Great Barrington, MA 01230

  Last Sold Summary

  • 21% Above List Price
  • $256/SF
  • 120 Days On Market

  Last Sold Price $350,000

  Last Listing Agent Jose Larios Lamacchia Realty, Inc.
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  /42

  $895,000

  • 4 Beds
  • 2.5 Baths
  • 2,114 Sq Ft

  11 Prospect St, Great Barrington, MA 01230

  Situated on Great Barrington's highly sought after neighborhood of 'The Hill', 11 Prospect delivers on style, convenience and of course, location! This four bedroom home with two and a half baths over three floors and hardwood floors throughout, offers lots of room for family and friends. An oversized screened in porch, attached two car garage and a finished basement are just some of the 'must

  Timothy Lovett COMPASS MASSACHUSETTS , LLC GB

  11 Prospect St, Great Barrington, MA 01230
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  /13

  $310,000 Sold Sep 12, 2025

  297 N Plain Rd, Housatonic, MA 01236

  • Land
  • 9.6 Acres
  • $32,292 per Acre

  Last Sold Summary

  • 5% Below List Price
  • 216 Days On Market

  Last Listing Agent Claudia Crane COMPASS MASSACHUSETTS , LLC GB

  297 N Plain Rd, Housatonic, MA 01236
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  /27

  Est $541,648 Not Listed For Sale

  24 Manville St, Great Barrington, MA 01230

  • 2 Beds
  • 2 Baths
  • 1,561 Sq Ft
  • Built 1943

  24 Manville St, Great Barrington, MA 01230

  Last Sold Summary

  • 25% Above List Price
  • $278/SF
  • 34 Days On Market

  Last Sold Price $434,000

  Last Listing Agent Helen Mullany HELEN MULLANY REAL ESTATE, LLC
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  /36

  $845,000 Pending

  • 4 Beds
  • 1.5 Baths
  • 1,952 Sq Ft

  115 Baldwin Hill Rd S, Great Barrington, MA 01230

  Beautifully appointed four-bedroom, one-and-a-half-bath contemporary New England farmhouse, perfectly situated in Egremont's most desirable location, Baldwin Hill. This thoughtfully designed residence blends timeless farmhouse charm with light filled rooms, delivering a serene retreat with Iconic Westerly Berkshire views. Protected land (APR Land) both front and rear ensure these views are

  Eric Steuernagle FAIRGROUND REAL ESTATE, INC

  115 Baldwin Hill Rd S, Great Barrington, MA 01230
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  /24

  $793,500 Sold Mar 25, 2026

  34 Bridge St Unit 309, Great Barrington, MA 01230

  • 2 Beds
  • 2 Baths
  • 1,144 Sq Ft
  • Built 2019

  Last Sold Summary

  • 3% Above List Price
  • $694/SF
  • 8 Days On Market

  Current Estimated Value $742,539

  Last Listing Agent Suzann Ward HOUSATONIC REAL ESTATE

  34 Bridge St Unit 309, Great Barrington, MA 01230
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  /36

  Est $1,014,550 Not Listed For Sale

  15 Cottage St, Great Barrington, MA 01230

  • 3 Beds
  • 2.5 Baths
  • 2,610 Sq Ft
  • Built 1900

  15 Cottage St, Great Barrington, MA 01230

  Last Sold Summary

  • 3% Below List Price
  • $402/SF
  • 4 Days On Market

  Last Sold Price $1,050,000

  Last Listing Agent Tom Lynch COMPASS MASSACHUSETTS , LLC GB
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  /48

  $609,000 Pending

  • 3 Beds
  • 2.5 Baths
  • 2,340 Sq Ft

  54 Egremont Plain Rd, Great Barrington, MA 01230

  Set on nearly four sun-filled acres just minutes from downtown Great Barrington, this charming farmhouse blends classic character with comfortable living and scenic mountain views.This lovely home features three bedrooms, three baths, and a dedicated office, offering flexibility for both everyday living and remote work. Inside, wide plank wood floors, exposed beams, and abundant natural light

  Lauren Rosen WILLIAM RAVEIS - BERKSHIRE

  54 Egremont Plain Rd, Great Barrington, MA 01230
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  /40

  $967,500 Sold May 30, 2025

  91 Brush Hill Rd, Great Barrington, MA 01230

  • 4 Beds
  • 2.5 Baths
  • 2,108 Sq Ft
  • Built 1986

  Last Sold Summary

  • 3% Below List Price
  • $459/SF
  • 8 Days On Market

  Current Estimated Value $1,003,483

  Last Listing Agent Timothy Lovett COMPASS MASSACHUSETTS , LLC GB

  91 Brush Hill Rd, Great Barrington, MA 01230
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  /77

  Est $655,131 Not Listed For Sale

  320 State Rd, Great Barrington, MA 01230

  • 3 Beds
  • 4 Baths
  • 2,701 Sq Ft
  • Built 1950

  320 State Rd, Great Barrington, MA 01230

  Last Sold Summary

  • 17% Above List Price
  • $207/SF
  • 206 Days On Market

  Last Sold Price $560,000

  Last Listing Agent Douglas Goudley WHEELER & TAYLOR REALTY CO., INC.
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  /26

  $425,000

  • 2 Beds
  • 1.5 Baths
  • 1,860 Sq Ft

  264 Main St Unit B, Great Barrington, MA 01230

  Imagine waking up in a sun-splashed home just steps from Great Barrington's lively Main Street--where every cafe, bookstore, and gallery feels like an extension of your neighborhood. This second-floor floor-through condo is more than a home; it's a canvas for your life.Over 1,800 sq. ft. of expansive living space unfolds with towering ceilings, oversized windows, and graceful arched doorways that

  Maggie Merelle WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  264 Main St Unit B, Great Barrington, MA 01230
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  /45

  $1,400,000 Sold Oct 27, 2025

  21 Kalliste Hill, Great Barrington, MA 01230

  • 3 Beds
  • 2.5 Baths
  • 2,900 Sq Ft
  • Built 1981

  Last Sold Summary

  • 6% Below List Price
  • $483/SF
  • 123 Days On Market

  Current Estimated Value $1,472,377

  Last Listing Agent Tom Lynch COMPASS MASSACHUSETTS , LLC GB

  21 Kalliste Hill, Great Barrington, MA 01230
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  /41

  Est $482,379 Not Listed For Sale

  533 Main St, Great Barrington, MA 01230

  • 2 Beds
  • 1 Bath
  • 800 Sq Ft
  • Built 1940

  533 Main St, Great Barrington, MA 01230

  Last Sold Summary

  • 4% Above List Price
  • $581/SF
  • 163 Days On Market

  Last Sold Price $465,000

  Last Listing Agent Suzann Ward HOUSATONIC REAL ESTATE
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  /32

  $779,000

  • 3 Beds
  • 2 Baths
  • 1,771 Sq Ft

  165 Maple Ave, Great Barrington, MA 01230

  Experience the ease of downtown living in this immaculate Maple Grove condominium. Positioned just a short walk from Main Street, this residence offers immediate access to local shops, restaurants, and town amenities. The main level centers on a modern, open floor plan defined by beautiful wood floors and abundant natural light. An open kitchen anchors the living space, allowing for seamless

  Tony Segalla WILLIAM RAVEIS - BERKSHIRE

  165 Maple Ave, Great Barrington, MA 01230
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  /14

  $350,000 Sold May 19, 2025

  214 South St, Great Barrington, MA 01230

  • 3 Beds
  • 1 Bath
  • 1,000 Sq Ft
  • Built 1948

  Last Sold Summary

  • 11% Below List Price
  • $350/SF
  • 189 Days On Market

  Last Listing Agent Suzann Ward HOUSATONIC REAL ESTATE

  214 South St, Great Barrington, MA 01230
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  /42

  Est $872,860 Not Listed For Sale

  4 Kirk St, Housatonic, MA 01236

  • 3 Beds
  • 1.5 Baths
  • 3,372 Sq Ft
  • Built 1880

  4 Kirk St, Housatonic, MA 01236

  Last Sold Summary

  • 13% Above List Price
  • $230/SF
  • 56 Days On Market

  Last Sold Price $775,000

  Last Listing Agent Claire Pollart WILLIAM RAVEIS - BERKSHIRE
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  /30

  $399,000 Under Contract

  • 4 Beds
  • 2 Baths
  • 1,588 Sq Ft

  2 Walnut St, Great Barrington, MA 01230

  4 bed / 2 bath Cape - clean, modern kitchen, 2 bedrooms and 1 full bath on first floor - great for those getting tired of stairs! Upstairs has been renovated into an additional 2 bed / full bath. Newer roof.

  Mauren White-Kirkby BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

  2 Walnut St, Great Barrington, MA 01230
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  /8

  $400,000 Sold Apr 01, 2026

  Unlisted Address

  • 3 Beds
  • 3 Baths
  • 2,480 Sq Ft
  • Built 1900

  Last Sold Summary

  • 14% Below List Price
  • $161/SF
  • 137 Days On Market

  Last Listing Agent Helen Mullany HELEN MULLANY REAL ESTATE, LLC

  Unlisted Address
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  /54

  Est $1,292,224 Not Listed For Sale

  16 Seekonk Rd, Great Barrington, MA 01230

  • 5 Beds
  • 4 Baths
  • 2,940 Sq Ft
  • Built 1773

  16 Seekonk Rd, Great Barrington, MA 01230

  Last Sold Summary

  • 17% Above List Price
  • $374/SF
  • 59 Days On Market

  Last Sold Price $1,100,000

  Last Listing Agent Claire Pollart WILLIAM RAVEIS - BERKSHIRE
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  /69

  $2,250,000

  • 4 Beds
  • 3.5 Baths
  • 4,445 Sq Ft

  50 Old Village Rd, Great Barrington, MA 01230

  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 floor plan, gorgeous kitchen with top-of-the-line appliances, front porch, screened porch, large 2-car garage, and generously-sized rooms throughout. Two

  Jen Harvey COMPASS MASSACHUSETTS , LLC GB

  50 Old Village Rd, Great Barrington, MA 01230
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  /47

  $1,463,000 Sold Jan 09, 2026

  16 Heberts Cove, Great Barrington, MA 01230

  • 3 Beds
  • 2.5 Baths
  • 2,153 Sq Ft
  • Built 2009

  Last Sold Summary

  • 6% Above List Price
  • $680/SF
  • 6 Days On Market

  Current Estimated Value $1,469,246

  Last Listing Agent Tony Segalla WILLIAM RAVEIS - BERKSHIRE

  16 Heberts Cove, Great Barrington, MA 01230
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  /24

  Est $680,198 Not Listed For Sale

  163 N Plain Rd, Great Barrington, MA 01230

  • 4 Beds
  • 3 Baths
  • 2,073 Sq Ft
  • Built 1986

  163 N Plain Rd, Great Barrington, MA 01230

  Last Sold Summary

  • 33% Above List Price
  • $246/SF
  • 615 Days On Market

  Last Sold Price $510,000

  Last Listing Agent Helen Mullany HELEN MULLANY REAL ESTATE, LLC
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  /47

  $575,000 Pending

  • 3 Beds
  • 1.5 Baths
  • 1,632 Sq Ft

  6 Blue Hill Rd, Great Barrington, MA 01230

  Set on a deep, level one-acre lot, this colonial offers a nice balance of space, privacy, and neighborhood convenience. The front entry opens to an inviting staircase that leads upstairs to three bedrooms and a shared full bath. The main level includes a comfortable living room with a fireplace and back door opening to a covered porch overlooking the fenced backyard and in-ground pool.A bright

  Paige Paluch WILLIAM RAVEIS - BERKSHIRE

  6 Blue Hill Rd, Great Barrington, MA 01230
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  /56

  $1,445,000 Sold Jan 13, 2026

  353 State Rd, Great Barrington, MA 01230

  • 5 Beds
  • 3 Baths
  • 2,688 Sq Ft
  • Built 1982

  Last Sold Summary

  • $538/SF
  • 53 Days On Market

  Current Estimated Value $1,446,766

  Last Listing Agent Jared Kelly WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  353 State Rd, Great Barrington, MA 01230
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  /57

  Est $2,112,328 Not Listed For Sale

  3 Berkshire Heights Rd, Great Barrington, MA 01230

  • 4 Beds
  • 3.5 Baths
  • 3,478 Sq Ft
  • Built 1904

  3 Berkshire Heights Rd, Great Barrington, MA 01230

  Last Sold Summary

  • 3% Above List Price
  • $589/SF
  • 197 Days On Market

  Last Sold Price $2,050,000

  Last Listing Agent Martin Albert COMPASS MASSACHUSETTS , LLC GB
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  /35

  $498,500

  • 3 Beds
  • 2.5 Baths
  • 1,922 Sq Ft

  220 N Plain Rd, Great Barrington, MA 01230

  An 1825 colonial has much of its original charm and features in place - wide plank floors, beamed ceiling, original hardware and fully renovated kitchen. Many new appliances, new windows, and foam insulation in the basement. The well insulated attic and walls along with a high efficiency furnace gives you modern comfort. The house is a legal two family. The Studio apartment is attached and could

  Martin Albert COMPASS MASSACHUSETTS , LLC GB

  220 N Plain Rd, Great Barrington, MA 01230
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  /36

  $485,000 Sold Mar 20, 2026

  36 Egremont Plain Rd, Great Barrington, MA 01230

  • 4 Beds
  • 2 Baths
  • 2,076 Sq Ft
  • Built 1950

  Last Sold Summary

  • 12% Below List Price
  • $234/SF
  • 367 Days On Market

  Current Estimated Value $634,768

  Last Listing Agent William Morrow WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  36 Egremont Plain Rd, Great Barrington, MA 01230

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