Ashley Falls, MA Homes

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  /36

  $799,000

  • 2 Beds
  • 2.5 Baths
  • 1,508 Sq Ft

  48 Preston Ln, Salisbury, CT 06068

  Lake Access, 3+ acres, Inground Pool, and room for expansion! Tucked away on a private road with shared lake access to the serene waters of Lake Washinee, this custom two-level home, offers the perfect blend of natural beauty, thoughtful design, and modern comfort. Set on just over three wooded acres with a tranquil stream, the property offers privacy and peaceful surroundings in every direction.

  

  Wendy Eichman

  Raynard & Peirce Realty,LLC

  (860) 792-5920

  48 Preston Ln, Salisbury, CT 06068
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  /19

  $3,000 per month

  • 3 Beds
  • 2.5 Baths
  • 2,036 Sq Ft
  • House for Rent

  14 Browns Ln, East Canaan, CT 06024

  Experience modern luxury meets serene country living in this meticulously custom-renovated 3-bedroom, 2.5-bath home. Thoughtfully redesigned with premium finishes throughout, this residence offers the ultimate in comfort and contemporary style for discerning tenants. Enter through the welcoming foyer into a chef's delight of a kitchen-open, bright, and perfectly appointed for both everyday living

  David Hurlburt William Pitt Sotheby's Int'l

  14 Browns Ln, East Canaan, CT 06024
• 

  $5,250,000 Sold Apr 30, 2025

  29 Morgan Ln, Salisbury, CT 06068

  • 4 Beds
  • 4 Baths
  • 2,300 Sq Ft
  • Built 1920

  Last Sold Summary

  • 12% Below List Price
  • $2,283/SF
  • 267 Days On Market

  Current Estimated Value $4,706,390

  Last Listing Agent Lenore Mallett William Pitt Sotheby's Int'l

  29 Morgan Ln, Salisbury, CT 06068
• 

  Est $1,020,527 Not Listed For Sale

  442 Twin Lakes Rd, Salisbury, CT 06068

  • 2 Beds
  • 2.5 Baths
  • 1,916 Sq Ft
  • Built 1960

  442 Twin Lakes Rd, Salisbury, CT 06068

  Last Sold Summary

  • 5% Above List Price
  • $509/SF
  • 25 Days On Market

  Last Sold Price $975,000

  Last Listing Agent Holly Leibrock Elyse Harney Real Estate
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  /41

  $499,000 Pending

  • 6 Beds
  • 2.5 Baths
  • 3,184 Sq Ft

  119 S Main St, Sheffield, MA 01257

  A unique opportunity to make this terrific property your own, with a separate bungalow apartment for income or other home business uses. Property features a 6 bedroom, 2 bath 1880's Victorian with a classic yet casual style. First floor features a sunny living room, large country kitchen, formal dining room w/ built-ins, and front parlor/bedroom. Second floor offers 5 bedrooms, 2 full baths, and

  

  Dan Alden

  ALDEN COUNTRY REAL ESTATE SERVICES

  (413) 481-1637

  119 S Main St, Sheffield, MA 01257
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  /34

  $28,000 per month

  • 4 Beds
  • 3 Baths
  • 3,593 Sq Ft
  • House for Rent

  87 Beaver Dam Rd, Salisbury, CT 06068

  Experience an exceptional seasonal retreat in the coveted Taconic section of Salisbury, CT. This beautifully appointed home offers a seamless blend of elegance and comfort, featuring an open-concept kitchen and living space with three sets of French doors that open onto a charming stone courtyard-ideal for summer entertaining and outdoor dining. The main residence includes four spacious bedrooms

  Elyse Morris Elyse Harney Real Estate

  87 Beaver Dam Rd, Salisbury, CT 06068
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  /41

  $475,000 Sold Aug 21, 2025

  163 Main St, Sheffield, MA 01257

  • 3 Beds
  • 2 Baths
  • 2,152 Sq Ft
  • Built 1805

  Last Sold Summary

  • 17% Below List Price
  • $221/SF
  • 321 Days On Market

  Current Estimated Value $499,959

  Last Listing Agent Vashti Poor WILLIAM RAVEIS - BERKSHIRE

  163 Main St, Sheffield, MA 01257
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  Not Listed For Sale

  46 Rocky Ln, Salisbury, CT 06068

  46 Rocky Ln, Salisbury, CT 06068

  Last Sold Summary

  • 34 Days On Market

  Last Sold Price $250,000

  Last Listing Agent Mimi Harson William Pitt
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  /10

  $345,000

  • Land
  • 37.44 Acres
  • $9,215 per Acre

  0 Old Turnpike Rd N, Canaan, CT 06018

  37.437 acres bordering the Konkapot River. A small portion of this land on the back side is in Massachusetts. New survey is complete. Nice location with great possibilities!

  

  Wendy Eichman

  Raynard & Peirce Realty,LLC

  (860) 609-6471

  0 Old Turnpike Rd N, Canaan, CT 06018
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  /36

  $2,350 per month

  • 3 Beds
  • 1.5 Baths
  • 1,470 Sq Ft
  • House for Rent

  15 Lower Rd, Canaan, CT 06018

  $2,350 per month - utilities not included. Available starting Monday, March 22. This is a private, furnished single-family home featuring three bedrooms and one and a half bathrooms, located just steps from the Blackberry River. A private staircase behind the house provides direct access to the riverbank, offering a unique outdoor setting. The home includes a kitchen, dining area, living room,

  Jorge Zea Blue Lighthouse Realty, Inc

  15 Lower Rd, Canaan, CT 06018
• 

  $654,000 Sold Dec 05, 2025

  19 Ryan Ave, Canaan, CT 06018

  • 2 Beds
  • 2.5 Baths
  • 2,299 Sq Ft
  • Built 2005

  Last Sold Summary

  • 4% Below List Price
  • $284/SF
  • 83 Days On Market

  Current Estimated Value $667,772

  Last Listing Agent Phil Fox William Pitt Sotheby's Int'l

  19 Ryan Ave, Canaan, CT 06018
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  /31

  Not Listed For Sale

  206 E Main St, Ashley Falls, MA 01222

  • 3 Beds
  • 2 Baths
  • 2,160 Sq Ft
  • Built 1850

  206 E Main St, Ashley Falls, MA 01222

  Last Sold Summary

  • $163/SF
  • 167 Days On Market

  Last Sold Price $351,250

  Last Listing Agent Cory Evangelisto NOCHER REALTY
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  /6

  $325,000

  • Land
  • 21.7 Acres
  • $14,977 per Acre

  0 Sisson Hill Rd Unit 248042, New Marlborough, MA 01230

  21.7 wooded acres on one of South County's ''best-kept-secret'' back country roads, yet just minutes away from Great Barrington, Sheffield and the bucolic villages of New Marlborough. Discover nature, privacy & a unique sense of peace on this rare piece of land. The land has been perc tested, seller will provide final survey prior to closing. Map in documents shows proposed new boundaries for

  

  Dan Alden

  ALDEN COUNTRY REAL ESTATE SERVICES

  (413) 848-6618

  0 Sisson Hill Rd Unit 248042, New Marlborough, MA 01230
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  /7

  $1,875 per month

  • 1 Bed
  • 1 Bath
  • 700 Sq Ft
  • House for Rent

  29 E Main St Unit B3, Canaan, CT 06018

  Welcome to this beautifully designed brand-new rental offering modern comfort, thoughtful design, and an unbeatable location. This newly constructed apartment showcases an outstanding use of space, that is both stylish and functional. The primary suite is a true highlight, featuring a spacious layout with a large walk-in closet and a private ensuite bathroom, providing the perfect retreat at the

  Annie Simard LPT Realty

  29 E Main St Unit B3, Canaan, CT 06018
• 

  $279,900 Sold Jun 02, 2025

  88 Lower Rd, Canaan, CT 06018

  • 3 Beds
  • 2 Baths
  • 2,212 Sq Ft
  • Built 1965

  Last Sold Summary

  • 7% Below List Price
  • $127/SF
  • 18 Days On Market

  Current Estimated Value $313,814

  Last Listing Agent Sean Doran Social & Co Realty

  88 Lower Rd, Canaan, CT 06018
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  /72

  Est $373,224 Not Listed For Sale

  136 Clayton Rd, Ashley Falls, MA 01222

  • 4 Beds
  • 2 Baths
  • 1,770 Sq Ft
  • Built 1955

  136 Clayton Rd, Ashley Falls, MA 01222

  Last Sold Summary

  • 13% Above List Price
  • $187/SF
  • 122 Days On Market

  Last Sold Price $330,650

  Last Listing Agent Wayne Ditore BERKSHIRE HATHAWAY HOMESERVICES REALTY PROFESSIONALS-WESTFIELD
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  /33

  $1,235,000

  • 3 Beds
  • 3 Baths
  • 2,460 Sq Ft

  35 Emmons Ln, Canaan, CT 06018

  CANAAN VALLEY LUXURY - FULLY FURNISHED - TURNKEY LIVING - The total renovation of this beautifully located single level home, rebuilt from the foundation up in 2024, has been done with unparalleled taste and style. Set just above the Whiting River and overlooking preserved land in an area of estate level properties, the serenity and timeless appeal of Canaan Valley surround you. The result is a

  David Taylor Elyse Harney Real Estate

  35 Emmons Ln, Canaan, CT 06018
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  /20

  $25,000 per month

  • 4 Beds
  • 3 Baths
  • 2,499 Sq Ft
  • House for Rent

  261 Taconic Rd, Salisbury, CT 06068

  ***Available July 2026 through 9/8/26, summer full term*** Taconic Waterfront Carriage House. Step through the Living Room French doors to the terrace and gardens overlooking the Channel from Twin Lakes, or enjoy serene, landscaped rock vistas from any room in this turn-of-the-century Carriage House. Master Bedroom suite, plus two Bedrooms with Bath on the first floor; fourth Bedroom and Bath on

  Colleen Vigeant Elyse Harney Real Estate

  261 Taconic Rd, Salisbury, CT 06068
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  /21

  $168,000 Sold Aug 11, 2025

  339 Clayton Rd, Sheffield, MA 01222

  • 2 Beds
  • 1 Bath
  • 1,096 Sq Ft
  • Built 1952

  Last Sold Summary

  • 50% Below List Price
  • $153/SF
  • 318 Days On Market

  Last Listing Agent Eric Steuernagle FAIRGROUND REAL ESTATE, INC

  339 Clayton Rd, Sheffield, MA 01222
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  Est $308,323 Not Listed For Sale

  10 Railroad St, Canaan, CT 06018

  • 2 Beds
  • 1.5 Baths
  • 1,900 Sq Ft
  • Built 1845

  10 Railroad St, Canaan, CT 06018

  Last Sold Summary

  • 5% Above List Price
  • $155/SF
  • 97 Days On Market

  Last Sold Price $295,000

  Last Listing Agent Liza Reiss Elyse Harney Real Estate
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  /55

  $649,000

  • 5 Beds
  • 2.5 Baths
  • 2,750 Sq Ft

  168 Main St, Sheffield, MA 01257

  Historic village living at its finest. This expansive Turn-of-the-Century Sheffield home is rich with original detail, from its warm wood floors to a magnificent fieldstone fireplace. The property boasts a large, private yard, offering ample space for gardening, recreation, or outdoor entertainment. A substantial barn on the property provides excellent potential for a workshop, studio, or extra

  Tony Segalla WILLIAM RAVEIS - BERKSHIRE

  168 Main St, Sheffield, MA 01257
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  /31

  $5,500 per month

  • 4 Beds
  • 2.5 Baths
  • 2,048 Sq Ft
  • House for Rent

  310 Twin Lakes Rd, Salisbury, CT 06068

  This charming lake house on Twin Lakes delivers the quintessential year-round summer retreat experience in the picturesque Litchfield Hills of Connecticut. "The Lodge" combines 4 bedrooms, 2.5 baths, and an open floor plan perfect for family gatherings and friendly get-togethers, creating a nostalgic and inviting atmosphere full of character and charm. The spacious interior centers around

  Tracy Macgowan Elyse Harney Real Estate

  310 Twin Lakes Rd, Salisbury, CT 06068
• 

  $1,300,000 Sold Jun 30, 2025

  54 Rocky Ln, Salisbury, CT 06068

  • 5 Beds
  • 5 Baths
  • 3,504 Sq Ft
  • Built 2003

  Last Sold Summary

  • 3% Below List Price
  • $371/SF
  • 22 Days On Market

  Current Estimated Value $1,345,687

  Last Listing Agent David Mallison William Pitt Sotheby's Int'l

  54 Rocky Ln, Salisbury, CT 06068
• 

  Est $297,801 Not Listed For Sale

  140 W Main St, Canaan, CT 06018

  • 3 Beds
  • 2 Baths
  • 1,378 Sq Ft
  • Built 1920

  140 W Main St, Canaan, CT 06018

  Last Sold Summary

  • 1% Below List Price
  • $218/SF
  • 66 Days On Market

  Last Sold Price $300,000

  Last Listing Agent Linda Ganem Borla & Associates Real Estate
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  /36

  $1,475,000

  • 1 Bed
  • 2 Baths
  • 1,296 Sq Ft

  481 Shunpike Rd, Sheffield, MA 01257

  A total 41 acres includes a 2nd building lot of 26 acres allowing one to build ones own home with mountain views. A 36x52 work shop. One full time residence and a separate summer studio. Some land does go into New Marlborough. Surrounded by conservation land. Passive solar views facing South and West. Property has been a sculpture park for many years. Trails throughout. Views to Connecticut.

  Suzann Ward HOUSATONIC REAL ESTATE

  481 Shunpike Rd, Sheffield, MA 01257
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  /20

  $5,500 per month

  • 6 Beds
  • 3 Baths
  • 3,120 Sq Ft
  • House for Rent

  308 Twin Lakes Rd Unit 312, Salisbury, CT 06068

  Camp House Rental On Twin Lakes in Salisbury, Connecticut, is the quintessential summer getaway. This spacious 6 bedroom, 3 bathroom house offers a comfortable and inviting setting, perfect for a family vacation or gathering of friends. The main living area includes a kitchen, dining room, and living room with a cozy fireplace. The large screened porch provides ample outdoor seating and space for

  Tracy Macgowan Elyse Harney Real Estate

  308 Twin Lakes Rd Unit 312, Salisbury, CT 06068
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  /59

  $2,295,000 Sold Jun 27, 2025

  246 County Rd, Sheffield, MA 01257

  • 4 Beds
  • 3.5 Baths
  • 3,150 Sq Ft
  • Built 1915

  Last Sold Summary

  • $729/SF
  • 1 Day On Market

  Current Estimated Value $2,117,973

  Last Listing Agent Fintan Hanley COMPASS MASSACHUSETTS , LLC GB

  246 County Rd, Sheffield, MA 01257
• 

  Est $642,512 Not Listed For Sale

  5 Elm St, Canaan, CT 06018

  • 7 Beds
  • 2.5 Baths
  • 4,852 Sq Ft
  • Built 1810

  5 Elm St, Canaan, CT 06018

  Last Sold Summary

  • 31% Above List Price
  • $101/SF
  • 293 Days On Market

  Last Sold Price $489,900

  Last Listing Agent Juliet Moore Elyse Harney Real Estate
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  /83

  $1,650,000 Open Sat 12PM - 2PM

  • 4 Beds
  • 5.5 Baths
  • 4,355 Sq Ft

  605 Cross Road To Canaan Valley Rd, New Marlborough, MA 01259

  Once the cherished country residence of acclaimed wildlife artist & tableware designer Lynn Chase, this gracious 4-bedroom manor dates back to 1850, and had a major update in 1998. Set on 5.96 acres of rolling pasture framed by stone walls, this charming estate is spacious but manageable, complete with a garage/horse barn, larger barn, fenced paddocks, and a small pond. Rich in character and

  Claire Pollart WILLIAM RAVEIS - BERKSHIRE

  605 Cross Road To Canaan Valley Rd, New Marlborough, MA 01259
• 

  $1,115,000 Sold Sep 10, 2025

  36 Old Turnpike Rd N, Canaan, CT 06018

  • 3 Beds
  • 4 Baths
  • 3,472 Sq Ft
  • Built 2024

  Last Sold Summary

  • 3% Below List Price
  • $321/SF
  • 54 Days On Market

  Last Listing Agent Elyse Morris Elyse Harney Real Estate

  36 Old Turnpike Rd N, Canaan, CT 06018
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  /43

  Est $621,225 Not Listed For Sale

  345 Miller Ave, Sheffield, MA 01257

  • 3 Beds
  • 2 Baths
  • 2,081 Sq Ft
  • Built 1942

  345 Miller Ave, Sheffield, MA 01257

  Last Sold Summary

  • 9% Above List Price
  • $274/SF
  • 13 Days On Market

  Last Sold Price $569,500

  Last Listing Agent Mauren White-Kirkby BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY
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  /50

  $725,000 New Construction

  • 4 Beds
  • 3.5 Baths
  • 3,128 Sq Ft

  18 Cross To Canaan Valley Rd, New Marlborough, MA 01259

  Set in a small country neighborhood, this stunning 4 Bedroom is perfect for entertaining friends and family. The 1st floor includes an open kitchen and dining area with granite countertops and high ceilings, a cozy sunken living room with propane fireplace, and a spacious first floor bedroom suite. Sliding French doors throughout the 1st floor bring in plenty of light and lead onto a 50' mahogany

  Vashti Poor WILLIAM RAVEIS - BERKSHIRE

  18 Cross To Canaan Valley Rd, New Marlborough, MA 01259
• 

  $412,500 Sold Sep 10, 2025

  43 Greene Ave, Canaan, CT 06018

  • 2 Beds
  • 3 Baths
  • 2,246 Sq Ft
  • Built 1987

  Last Sold Summary

  • 11% Below List Price
  • $184/SF
  • 123 Days On Market

  Current Estimated Value $425,408

  Last Listing Agent David Hurlburt William Pitt Sotheby's Int'l

  43 Greene Ave, Canaan, CT 06018
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  /46

  Est $1,995,389 Not Listed For Sale

  403 S Undermountain Rd, Sheffield, MA 01257

  • 3 Beds
  • 4.5 Baths
  • 3,000 Sq Ft
  • Built 2016

  403 S Undermountain Rd, Sheffield, MA 01257

  Last Sold Summary

  • 13% Below List Price
  • $767/SF
  • 88 Days On Market

  Last Sold Price $2,300,000

  Last Listing Agent Tom Lynch COMPASS MASSACHUSETTS , LLC GB
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  /31

  $775,000

  • 3 Beds
  • 2.5 Baths
  • 1,421 Sq Ft

  118 Washinee Heights Rd, Salisbury, CT 06068

  Embrace the lakeside lifestyle at 118 Washinee Heights-a well-built and meticulously maintained split-level ranch set on a private, quiet 3.01-acre parcel along peaceful Washinee Lake. This 3-bedroom, 2-bath home offers 1,421 square feet of comfortable living space with a warm fireplace, long pastoral views from the deck, and beautifully landscaped grounds featuring mature plantings. Nestled on a

  John Harney William Pitt Sotheby's Int'l

  118 Washinee Heights Rd, Salisbury, CT 06068
• 

  $365,000 Sold Aug 08, 2025

  101I Sand Rd, Canaan, CT 06018

  • 3 Beds
  • 2 Baths
  • 1,733 Sq Ft
  • Built 1986

  Last Sold Summary

  • $211/SF
  • 42 Days On Market

  Last Listing Agent Wendy Eichman Raynard & Peirce Realty,LLC

  101I Sand Rd, Canaan, CT 06018
• 

  

  /22

  Est $666,609 Not Listed For Sale

  169 Ashley Falls Rd, Sheffield, MA 01257

  • 3 Beds
  • 2.5 Baths
  • 2,016 Sq Ft
  • Built 1840

  169 Ashley Falls Rd, Sheffield, MA 01257

  Last Sold Summary

  • 16% Above List Price
  • $285/SF
  • 3 Days On Market

  Last Sold Price $575,000

  Last Listing Agent Claire Pollart WILLIAM RAVEIS - BERKSHIRE
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  /40

  $970,000

  • 5 Beds
  • 4.5 Baths
  • 3,024 Sq Ft

  60 Parsley Ln, Sheffield, MA 01257

  Nestled at the end of a quiet country cul-de-sac, this newly built 5-bedroom, 4.5-bath home embodies refined country living. A dramatic primary suite offers dual walk-in closets and a spa-inspired bath with soaking tub, while a first-floor ensuite bedroom enhances comfort and flexibility. The gas fireplace living room and chef's kitchen create a seamless flow for entertaining, extending to a

  Vashti Poor WILLIAM RAVEIS - BERKSHIRE

  60 Parsley Ln, Sheffield, MA 01257
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  /35

  $350,000 Sold Dec 23, 2025

  2105 S Undermountain Rd, Sheffield, MA 01257

  • 3 Beds
  • 2.5 Baths
  • 3,217 Sq Ft
  • Built 1796

  Last Sold Summary

  • 29% Below List Price
  • $109/SF
  • 85 Days On Market

  Current Estimated Value $383,173

  Last Listing Agent Dan Alden ALDEN COUNTRY REAL ESTATE SERVICES

  2105 S Undermountain Rd, Sheffield, MA 01257
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  /31

  Est $1,051,791 Not Listed For Sale

  960 S Undermountain Rd, Sheffield, MA 01257

  • 4 Beds
  • 3 Baths
  • 2,289 Sq Ft
  • Built 1764

  960 S Undermountain Rd, Sheffield, MA 01257

  Last Sold Summary

  • 7% Above List Price
  • $428/SF
  • 116 Days On Market

  Last Sold Price $980,000

  Last Listing Agent Mark Rosengren WILLIAM RAVEIS - BERKSHIRE

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