Great Barrington, MA Homes

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  $125,000

  • Land
  • 0.49 Acre
  • $255,107 per Acre

  28 Pearl St, Great Barrington, MA 01230

  Nestled on a quiet dead-end street, this .49-acre parcel offers a unique combination of privacy, scenic beauty, and walk-to-town convenience. The property has been thoughtfully divided to meet local zoning requirements within the defined build envelope as shown (see documents for survey & building envelope). A 200-foot riparian buffer protects the riverfront, ensuring that no structures can ever

  

  Dan Alden

  ALDEN COUNTRY REAL ESTATE SERVICES

  (413) 408-5316

  28 Pearl St, Great Barrington, MA 01230
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  /14

  Call for Price

  Apartment for Rent

  1 Bed

  207 Pleasant St, Great Barrington, MA 01230

  207 Pleasant St, Great Barrington, MA 01230
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  /33

  $435,000 Sold Jul 25, 2025

  12 W Plain Rd, Great Barrington, MA 01230

  • 3 Beds
  • 1 Bath
  • 1,698 Sq Ft
  • Built 1981

  Last Sold Summary

  • 17% Below List Price
  • $256/SF
  • 241 Days On Market

  Current Estimated Value $478,409

  Last Listing Agent Helen Mullany HELEN MULLANY REAL ESTATE, LLC

  12 W Plain Rd, Great Barrington, MA 01230
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  /23

  Est $304,942 Not Listed For Sale

  119 Railroad Ave, Great Barrington, MA 01230

  • 1 Bed
  • 1 Bath
  • 616 Sq Ft
  • Built 1900

  119 Railroad Ave, Great Barrington, MA 01230

  Last Sold Summary

  • 11% Above List Price
  • $446/SF
  • 24 Days On Market

  Last Sold Price $275,000

  Last Listing Agent David Graziani BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY
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  /32

  $650,000

  • 5 Beds
  • 4 Baths
  • 2,499 Sq Ft

  73 Christian Hill Rd, Great Barrington, MA 01230

  Investors zoom in on this property, we have an income producing property. 3 of the 4 units are rented and all tenants are all current. The 4th unit is open for one more tenant. Property has been remodeled, we have a new roof with warranty, foundation work to reinforce this property, new floors in all the units, bathrooms are renovated, the entire interior has been repainted, Kitchen remodel, New

  

  Cristian Sanchez

  COHEN & WHITE ASSOCIATES

  (413) 779-9020

  73 Christian Hill Rd, Great Barrington, MA 01230
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  /15

  $2,000 total monthly price

  • 0.5 Baths
  • 2,000 Sq Ft
  • Property for Rent

  490 Main St, Great Barrington, MA 01230

  Second floor office space in a high-traffic location. Currently configured with four offices, reception area and half bath. This space has air conditioning, forced air heat, and its own electric meter. Ample off-street parking available. The space comes furnished. Utilities not included.

  Lance Vermeulen LANCE VERMEULEN RE, INC

  490 Main St, Great Barrington, MA 01230
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  /33

  $395,000 Sold Oct 14, 2025

  375 N Plain Rd, Great Barrington, MA 01230

  • 3 Beds
  • 1.5 Baths
  • 1,425 Sq Ft
  • Built 1949

  Last Sold Summary

  • 1% Below List Price
  • $277/SF
  • 13 Days On Market

  Last Listing Agent Cortney Dupont COHEN & WHITE ASSOCIATES

  375 N Plain Rd, Great Barrington, MA 01230
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  /68

  Est $1,346,286 Not Listed For Sale

  221 Egremont Plain Rd, Great Barrington, MA 01230

  • 4 Beds
  • 4.5 Baths
  • 3,716 Sq Ft
  • Built 1803

  221 Egremont Plain Rd, Great Barrington, MA 01230

  Last Sold Summary

  • 6% Above List Price
  • $342/SF
  • 142 Days On Market

  Last Sold Price $1,270,000

  Last Listing Agent Claire Pollart LANCE VERMEULEN RE, INC
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  $5,650,000

  • 11 Beds
  • 10 Baths
  • 9,748 Sq Ft

  25 W Sheffield Rd, Great Barrington, MA 01230

  Tullar Farm represents a rare opportunity to own a piece of history where timeless elegance meets modern comfort amidst the serenity of South Egremont's charming landscape. With its rich architectural heritage, generations of proud stewardship, and unrivaled natural beauty, this distinguished estate stands as a testament to the enduring legacy of its past and the promise of future for generations

  Lauren Molk ELYSE HARNEY REAL ESTATE

  25 W Sheffield Rd, Great Barrington, MA 01230
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  /3

  $2,100 per month plus fees

  Mahaiwe Building

  1 Bed

  4 Castle St, Great Barrington, MA 01230

  4 Castle St, Great Barrington, MA 01230
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  /29

  $485,000 Sold Sep 30, 2025

  1 Stanley Dr, Great Barrington, MA 01230

  • 3 Beds
  • 2.5 Baths
  • 1,444 Sq Ft
  • Built 2004

  Last Sold Summary

  • $336/SF
  • 12 Days On Market

  Current Estimated Value $478,566

  Last Listing Agent Helen Mullany HELEN MULLANY REAL ESTATE, LLC

  1 Stanley Dr, Great Barrington, MA 01230
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  Est $277,400 Not Listed For Sale

  11 Fairview Rd, Great Barrington, MA 01230

  • 3 Beds
  • 1 Bath
  • 1,464 Sq Ft
  • Built 1954

  11 Fairview Rd, Great Barrington, MA 01230

  Last Sold Summary

  • 18% Above List Price
  • $161/SF
  • 70 Days On Market

  Last Sold Price $235,000

  Last Listing Agent Suzann Ward HOUSATONIC REAL ESTATE
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  /11

  $829,000 Pending

  • 5 Beds
  • 4.5 Baths
  • 3,808 Sq Ft

  10 Thrushwood Ln, Great Barrington, MA 01230

  POOL COMMUNITY: BUILD YOUR DREAM HOME: Open plan living with, first floor master, fireplace, screened porch, high ceilings, two car garage, community pool. HOA covers all lawn maintenance, plowing, shoveling up to the front door. Quality New Construction. This price cannot be matched. 10 months to move into your beautiful new home. Photos are from a similar home with the same floor plan in the

  Mauren White-Kirkby BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

  10 Thrushwood Ln, Great Barrington, MA 01230
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  $3,000 total monthly price

  • 2 Baths
  • 1,200 Sq Ft
  • Property for Rent

  123 Main St, Great Barrington, MA 01230

  High Visibility - High Traffic former Gas Station Building on Route 7 in the heart of the Berkshires. Ready for a creative new use. Pop-up shop? Antique Store? Art Gallery? Cafe? Bar? Ideal for Brand advertisement (Great signage on Rt 7 !) Funky and fabulous with 2 large spaces for your vision. Tanks are gone, property cleaned, on site Parking, and views of the Housatonic. Act fast!*Property also

  Steven Weisz WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  123 Main St, Great Barrington, MA 01230
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  $715,000 Sold Mar 31, 2025

  48 Quarry St, Great Barrington, MA 01230

  • 4 Beds
  • 2.5 Baths
  • 2,352 Sq Ft
  • Built 2001

  Last Sold Summary

  • 13% Below List Price
  • $304/SF
  • 138 Days On Market

  Current Estimated Value $784,818

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

  48 Quarry St, Great Barrington, MA 01230
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  Est $647,253 Not Listed For Sale

  41 Castle St, Great Barrington, MA 01230

  • 3 Beds
  • 1 Bath
  • 1,262 Sq Ft
  • Built 1906

  41 Castle St, Great Barrington, MA 01230

  Last Sold Summary

  • 6% Above List Price
  • $483/SF
  • 2 Days On Market

  Last Sold Price $610,000

  Last Listing Agent Leslie Claus Van Hise BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY
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  $995,000

  • 3 Beds
  • 3.5 Baths
  • 2,447 Sq Ft

  6 Muddy Brook Cir, Great Barrington, MA 01230

  Stunning Contemporary Home in Great Barrington - Perfect Blend of Privacy and ConvenienceDiscover 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 style with everyday functionality.Step outside to your private fantasy backyard -- an entertainer's dream featuring a charming

  Eric Steuernagle FAIRGROUND REAL ESTATE, INC

  6 Muddy Brook Cir, Great Barrington, MA 01230
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  /9

  $2,800 per month plus fees

  The Garage

  1 Bed

  343 Main St, Great Barrington, MA 01230

  343 Main St, Great Barrington, MA 01230
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  /33

  $1,100,000 Sold Jun 06, 2025

  102 Castle Hill Ave, Great Barrington, MA 01230

  • 4 Beds
  • 2 Baths
  • 1,506 Sq Ft
  • Built 1856

  Last Sold Summary

  • 8% Below List Price
  • $730/SF
  • 209 Days On Market

  Current Estimated Value $1,065,896

  Last Listing Agent Timothy Lovett COMPASS MASSACHUSETTS , LLC GB

  102 Castle Hill Ave, Great Barrington, MA 01230
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  /38

  Est $1,240,917 Not Listed For Sale

  3 Cornwall Dr, Great Barrington, MA 01230

  • 4 Beds
  • 3.5 Baths
  • 3,047 Sq Ft
  • Built 1995

  3 Cornwall Dr, Great Barrington, MA 01230

  Last Sold Summary

  • 21% Above List Price
  • $336/SF
  • 47 Days On Market

  Last Sold Price $1,025,000

  Last Listing Agent Stephen Schoenfeld William Pitt
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  $1,200,000 Under Contract

  • 4 Beds
  • 3.5 Baths
  • 2,640 Sq Ft

  12 Alford Center Rd, Great Barrington, MA 01230

  Step into history and modern comfort at this beautifully preserved 1844 colonial on 1.6 private acres in Alford. This 4-bedroom, 3.5-bath home offers the rare luxury of a first-floor primary suite, ideal for one-level living without sacrificing charm or space. Original character blends seamlessly with today's lifestyle: enjoy morning coffee on the screened porch overlooking your expansive

  Leslie Chesloff WILLIAM PITT SOTHEBY'S - GT BARRINGTON

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

  $1,900 total monthly price

  • 0.5 Baths
  • 1,200 Sq Ft
  • Property for Rent

  402 Park St Unit 1St Floor, Great Barrington, MA 01230

  Looking for the perfect space to grow your business? This exceptional first-floor commercial property in the charming village of Housatonic checks all the boxes. Step into a spacious, open-concept layout, ideal for retail, office, or creative ventures. With both heating and air conditioning, you'll have year-round comfort to keep your team and customers happy. Need a little extra privacy? The

  Suzann Ward HOUSATONIC REAL ESTATE

  402 Park St Unit 1St Floor, Great Barrington, MA 01230
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  /21

  $695,000 Sold Oct 23, 2025

  111 Castle Hill Ave, Great Barrington, MA 01230

  • 3 Beds
  • 2 Baths
  • 1,680 Sq Ft
  • Built 1949

  Last Sold Summary

  • 2% Below List Price
  • $414/SF
  • 68 Days On Market

  Current Estimated Value $694,104

  Last Listing Agent Martha Piper THE KINDERHOOK GROUP

  111 Castle Hill Ave, Great Barrington, MA 01230
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  /26

  Est $537,897 Not Listed For Sale

  30 Silver St, Great Barrington, MA 01230

  • 3 Beds
  • 2 Baths
  • 1,826 Sq Ft
  • Built 1948

  30 Silver St, Great Barrington, MA 01230

  Last Sold Summary

  • 20% Above List Price
  • $246/SF
  • 74 Days On Market

  Last Sold Price $450,000

  Last Listing Agent Barbara Rosas WILLIAM RAVEIS REAL ESTATE
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  /32

  $1,395,000

  • 5 Beds
  • 4 Baths
  • 4,200 Sq Ft

  6 Thrushwood Ln, Great Barrington, MA 01230

  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 a mile from downtown Great Barrington, this home is the perfect modern retreat. Enter through a

  Mauren White-Kirkby BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

  6 Thrushwood Ln, Great Barrington, MA 01230
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  /21

  $2,750 total monthly price

  • 2 Beds
  • 1 Bath
  • 1,600 Sq Ft
  • House for Rent

  3 Meadow St, Housatonic, MA 01236

  This property at 3 Meadow St. features 1 bedroom and 1 full bathroom, with a downstairs den that can work as a second bedroom and office space. This old storefront offers an open floor plan with a chefs kitchen that provides ample room for relaxation and entertainment. The bathroom includes a deep soaking tub and waterfall shower as well as another fun loft space through a large walk in closet.

  3 Meadow St, Housatonic, MA 01236
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  /20

  $375,500 Sold Sep 02, 2025

  12 Manville St Unit 4, Great Barrington, MA 01230

  • 2 Beds
  • 1 Bath
  • 1,181 Sq Ft
  • Built 1900

  Last Sold Summary

  • 3% Above List Price
  • $318/SF
  • 6 Days On Market

  Current Estimated Value $383,270

  Last Listing Agent Lauren Rosen LANCE VERMEULEN RE, INC

  12 Manville St Unit 4, Great Barrington, MA 01230
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  /25

  Est $681,571 Not Listed For Sale

  33 Grove St, Great Barrington, MA 01230

  • 3 Beds
  • 2 Baths
  • 1,638 Sq Ft
  • Built 1951

  33 Grove St, Great Barrington, MA 01230

  Last Sold Summary

  • 7% Above List Price
  • $388/SF
  • 21 Days On Market

  Last Sold Price $635,500

  Last Listing Agent Suzann Ward HOUSATONIC REAL ESTATE
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  /68

  $1,395,000 Pending

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

  20 Sheffield-Egremont Rd, Great Barrington, MA 01230

  This quintessential turn of the century antique home, built in 1909, is in immaculate condition. Set just outside the charming village abutting desirable Pine Crest Hill Rd, the property provides privacy with beautiful gardens and landscaping and stunning views of pasture and mountains, 3 miles to downtown Great Barrington, in low-tax Egremont. The main residence features 4 spacious bedrooms, 3.5

  Mauren White-Kirkby BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

  20 Sheffield-Egremont Rd, Great Barrington, MA 01230
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  /26

  $13,000 total monthly price

  • 3 Beds
  • 3.5 Baths
  • 3,100 Sq Ft
  • House for Rent

  37 Kalliste Hill, Great Barrington, MA 01230

  PRISTINE Rental with Wonderful Views! Seeing is believing. This picture perfect home has it all. First floor en suite primary bedroom, 2 en suite guest bedrooms, a fabulous family room, a living room with fireplace and mountain views, a country kitchen, a delightful screened porch and a deck that simply says ''Wow.'' This rental is available on a multi-month basis from March 2026. If you are

  George Cain WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  37 Kalliste Hill, Great Barrington, MA 01230
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  /33

  $585,000 Sold Jun 20, 2025

  115 Brush Hill Rd, Great Barrington, MA 01230

  • 3 Beds
  • 2 Baths
  • 1,266 Sq Ft
  • Built 1986

  Last Sold Summary

  • 2% Below List Price
  • $462/SF
  • 15 Days On Market

  Current Estimated Value $584,567

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

  115 Brush Hill Rd, Great Barrington, MA 01230
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  Est $737,375 Not Listed For Sale

  150 Hurlburt Rd, Great Barrington, MA 01230

  • 3 Beds
  • 3 Baths
  • 2,200 Sq Ft
  • Built 2000

  150 Hurlburt Rd, Great Barrington, MA 01230

  Last Sold Summary

  • 12% Above List Price
  • $300/SF
  • 2 Days On Market

  Last Sold Price $660,000

  Last Listing Agent Jen Harvey COMPASS MASSACHUSETTS , LLC GB
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  /33

  $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 LANCE VERMEULEN RE, INC

  165 Maple Ave, Great Barrington, MA 01230
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  /32

  $18 total monthly price

  • 2 Baths
  • 4,103 Sq Ft
  • Property for Rent

  34 Bridge St, Great Barrington, MA 01230

  We have 3 retail spaces currently available ranging from 840 to 1583 sq.ft. One of the most successful locations in Downtown Barrington! Located just one block off the vibrant Main St. and positioned to take advantage the ample foot and vehicle traffic in arguably the most recognizable location in South County. Share the same building as the iconic Berkshire Food Co-op. The 3 office/retail/studio

  Anthony Blair STONE HOUSE PROPERTIES, LLC

  34 Bridge St, Great Barrington, MA 01230
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  /24

  $440,000 Sold Oct 31, 2025

  3 Benton Ave, Great Barrington, MA 01230

  • 4 Beds
  • 1 Bath
  • 1,500 Sq Ft
  • Built 1900

  Last Sold Summary

  • 2% Below List Price
  • $293/SF
  • 3 Days On Market

  Current Estimated Value $459,191

  Last Listing Agent Adam Dingman BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

  3 Benton Ave, Great Barrington, MA 01230
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  /15

  Est $426,818 Not Listed For Sale

  10 Stanley Dr, Great Barrington, MA 01230

  • 3 Beds
  • 1.5 Baths
  • 1,512 Sq Ft
  • Built 2004

  10 Stanley Dr, Great Barrington, MA 01230

  Last Sold Summary

  • 8% Above List Price
  • $263/SF
  • 108 Days On Market

  Last Sold Price $397,000

  Last Listing Agent Ashley Canger LANCE VERMEULEN RE, INC
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  /52

  $1,149,000

  • 4 Beds
  • 2 Baths
  • 2,742 Sq Ft

  22 Sheffield Rd, Great Barrington, MA 01230

  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 you enter through the newly renovated mudroom, you'll appreciate the original wood floors and built-in shelving that preserve

  Suzann Ward HOUSATONIC REAL ESTATE

  22 Sheffield Rd, Great Barrington, MA 01230
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  /7

  $1,095 total monthly price

  • 1 Bath
  • 301 Sq Ft
  • Property for Rent

  313 Main St, Great Barrington, MA 01230

  The Berkshire Block on Main Street in Great Barrington has been recently renovated and still has beautiful office spaces available for lease on the second and third floor. Office sizes range from 254 SF to 589 SF, choice of flooring, and can be furnished. Prices start at $975/month. The spaces offer elevator access, fiber internet, common reception area, conference room and restrooms. Private

  Tony Segalla LANCE VERMEULEN RE, INC

  313 Main St, Great Barrington, MA 01230
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  /25

  $380,000 Sold Jun 27, 2025

  6 Rose Ct W, Great Barrington, MA 01230

  • 3 Beds
  • 2.5 Baths
  • 1,368 Sq Ft
  • Built 2006

  Last Sold Summary

  • 5% Below List Price
  • $278/SF
  • 93 Days On Market

  Current Estimated Value $392,968

  Last Listing Agent India Ward NON-MEMBER / RECIPROCAL

  6 Rose Ct W, Great Barrington, MA 01230
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  /21

  Est $438,692 Not Listed For Sale

  121 Jug End Rd, Great Barrington, MA 01230

  • 1 Bed
  • 1 Bath
  • 960 Sq Ft
  • Built 1979

  121 Jug End Rd, Great Barrington, MA 01230

  Last Sold Summary

  • 22% Above List Price
  • $375/SF
  • 11 Days On Market

  Last Sold Price $360,000

  Last Listing Agent Helen Mullany HELEN MULLANY REAL ESTATE, LLC

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