+1(857) 205-1064 william.phipps@engelvoelkers.com
  • Home
  • Buy
    1. All Listings
    2. Sold Listings
  • Sell
    1. Market Snapshot
    2. Sell My Home
  • Engel & Völkers
  • Learn
    1. FAQs
    2. Blog
    3. Home Valuation
    4. Calculator
  • About
    1. About Me
    2. Get In Touch
    • Register
    • /
    • Sign In
    Filters Reset
    Save Search (1)
    Save your search to get Alerts
    44 Properties

    44 Properties Available

    • Default
    • Price-High To Low
    • Price-Low To High
    • Newest Listings
    • Beds (Most)
    • Baths (Most)
    • Year Built (Newest)
    • Square Feet (Biggest)
    The average price in the selected areas has remained stable. Learn more
    • 547 Williams RD, Chester, VT 05143
      1/60 60
      Open Sat 12PM-2PM

      $ 474,900

      3 Beds2 Baths1,320 SqFt

      547 Williams RD, Chester, VT 05143

      Single Family Home

      Listed by Terri Edgerley of Edge Realty Vermont

      PrimeMLS
    • 447 Elm ST, Chester, VT 05143
      1/29 29
      Open Sat 9AM-11AM

      $ 329,000

      3 Beds2 Baths1,488 SqFt

      447 Elm ST, Chester, VT 05143

      Single Family Home

      Listed by Lisa Kelley of Cummings & Co

      PrimeMLS
    • 735 Main ST, Chester, VT 05143
      1/11 11
      New

      $ 3,300

      4 Beds3 Baths2,200 SqFt

      735 Main ST, Chester, VT 05143

      Single Family Home

      Listed by Team BVA Rentals of Barrett and Valley Associates Inc.

      PrimeMLS
    • 202 Mountain VW, Chester, VT 05143
      1/20 20
      New

      $ 250,000

      3 Beds2 Baths1,140 SqFt

      202 Mountain VW, Chester, VT 05143

      Single Family Home

      Listed by Daire Gibney of Barrett and Valley Associates Inc.

      PrimeMLS
    • 76 Goldthwaite RD, Chester, VT 05143
      1/39 39
      New

      $ 1,200,000

      4 Beds3 Baths3,308 SqFt

      76 Goldthwaite RD, Chester, VT 05143

      Single Family Home

      Listed by Gary Coger of Four Seasons Sotheby's Int'l Realty gary.coger@fourseasonssir.com

      PrimeMLS
    • 1302 Popple Dungeon RD, Chester, VT 05143
      1/53 53
      Active

      $ 1,690,000

      5 Beds5 Baths5,400 SqFt

      1302 Popple Dungeon RD, Chester, VT 05143

      Single Family Home

      Listed by Gary Coger of Four Seasons Sotheby's Int'l Realty gary.coger@fourseasonssir.com

      PrimeMLS
    • 397 River ST, Chester, VT 05143
      1/39 39
      Active

      $ 349,000

      4 Beds3 Baths3,332 SqFt

      397 River ST, Chester, VT 05143

      Single Family Home

      Listed by Lisa Kelley of Cummings & Co

      PrimeMLS
    • 64 Maple ST, Chester, VT 05143
      3D
      Active

      $ 479,000

      4 Beds3 Baths2,676 SqFt

      64 Maple ST, Chester, VT 05143

      Single Family Home

      Listed by Betsy Adamovich of Real Broker LLC

      PrimeMLS
    • 341 Chester Knoll DR, Bennington, VT 05201
      1/58 58
      Under Contract

      $ 295,500

      3 Beds2 Baths1,365 SqFt

      341 Chester Knoll DR, Bennington, VT 05201

      Single Family Home

      Listed by Catherine Cairns of Maple Leaf Real Estate

      PrimeMLS
    • 663 Depot ST, Chester, VT 05143
      1/51 51
      Active

      $ 390,000

      3 Beds2 Baths1,304 SqFt

      663 Depot ST, Chester, VT 05143

      Single Family Home

      Listed by Betsy Adamovich of Real Broker LLC

      PrimeMLS
    • 3341 Trebo RD, Chester, VT 05143
      1/47 47
      Active

      $ 569,000

      4 Beds3 Baths2,464 SqFt

      3341 Trebo RD, Chester, VT 05143

      Single Family Home

      Listed by Daire Gibney of Barrett and Valley Associates Inc.

      PrimeMLS
    • 15 Breezy LN, Chester, VT 05143
      1/37 37
      Under Contract

      $ 270,000

      2 Beds1 Bath1,026 SqFt

      15 Breezy LN, Chester, VT 05143

      Single Family Home

      Listed by Julie Buffum of Buffum Realty

      PrimeMLS
    • 147 Pleasant View LN, Chester, VT 05143
      1/53 53
      Under Contract

      $ 569,000

      3 Beds2 Baths2,966 SqFt

      147 Pleasant View LN, Chester, VT 05143

      Single Family Home

      Listed by Jay Farrar of Four Seasons Sotheby's Int'l Realty

      PrimeMLS
    • 176 Meadow RD, Chester, VT 05143
      1/43 43
      Under Contract

      $ 425,000

      5 Beds2 Baths1,982 SqFt

      176 Meadow RD, Chester, VT 05143

      Single Family Home

      Listed by Lauren Behm of Berkshire Hathaway HomeServices Stratton Home

      PrimeMLS
    • 45 Dalrymple ST, Chester, VT 05143
      1/34 34
      Under Contract

      $ 269,000

      3 Beds1 Bath1,168 SqFt

      45 Dalrymple ST, Chester, VT 05143

      Single Family Home

      Listed by Julie Buffum of Buffum Realty

      PrimeMLS
    • 335 North ST, Chester, VT 05143
      1/55 55
      Under Contract

      $ 340,000

      3 Beds1 Bath2,096 SqFt

      335 North ST, Chester, VT 05143

      Single Family Home

      Listed by Brendan McNamara of William Raveis Real Estate Vermont Properties Off: 802-228-8877

      PrimeMLS
    • 32 S. Main ST ##7, Chester, VT 05143
      1/8 8
      Active

      $ 1,400

      2 Beds1 Bath750 SqFt

      32 S. Main ST ##7, Chester, VT 05143

      Condo

      Listed by Team BVA Rentals of Barrett and Valley Associates Inc.

      PrimeMLS
    • 32 S. Main ST ##4, Chester, VT 05143
      1/6 6
      Active

      $ 1,100

      1 Bed1 Bath600 SqFt

      32 S. Main ST ##4, Chester, VT 05143

      Condo

      Listed by Team BVA Rentals of Barrett and Valley Associates Inc.

      PrimeMLS
    • 688 Hidden Heights RD, Chester, VT 05143
      1/60 60
      Active

      $ 649,000

      3 Beds2 Baths2,205 SqFt

      688 Hidden Heights RD, Chester, VT 05143

      Single Family Home

      Listed by Joseph Karl of William Raveis Real Estate Vermont Properties Off: 802-228-8877

      PrimeMLS
    • 1397 Popple Dungeon RD, Chester, VT 05143
      1/31 31
      Price Dropped by $50K

      $ 349,000

      3 Beds2 Baths1,788 SqFt

      1397 Popple Dungeon RD, Chester, VT 05143

      Single Family Home

      Listed by Daire Gibney of Barrett and Valley Associates Inc.

      PrimeMLS
    • 40 Fenton RD, Chester, VT 05143
      1/37 37
      Active

      $ 399,000

      4 Beds3 Baths2,148 SqFt

      40 Fenton RD, Chester, VT 05143

      Single Family Home

      Listed by John M Napier of TPW Real Estate

      PrimeMLS
    • 106 Contro RD, Chester, VT 05143
      1/14 14
      Active

      $ 289,000

      2 Beds3 Baths1,475 SqFt

      106 Contro RD, Chester, VT 05143

      Single Family Home

      Listed by Christine M Lewis of Brattleboro Area Realty

      PrimeMLS
    • 514 First AVE, Chester, VT 05143
      1/37 37
      Under Contract

      $ 529,000

      5 Beds5 Baths3,880 SqFt

      514 First AVE, Chester, VT 05143

      Single Family Home

      Listed by Daire Gibney of Barrett and Valley Associates Inc.

      PrimeMLS
    • 3019 Popple Dungeon RD, Chester, VT 05143
      1/20 20
      Active

      $ 169,000

      1 Bed1 Bath200 SqFt

      3019 Popple Dungeon RD, Chester, VT 05143

      Single Family Home

      Listed by Gary Coger of Four Seasons Sotheby's Int'l Realty gary.coger@fourseasonssir.com

      PrimeMLS
    • 1
    • 2
    EV_Logo_RGB_website
      • Home
        Learn
        1. FAQs
        2. Blog
        3. Home Valuation
        4. Calculator
      • Buy
        1. All Listings
        2. Sold Listings
        About
        1. About Me
        2. Get In Touch
      • Sell
        1. Market Snapshot
        2. Sell My Home
    Engel & Völkers Americas
    William Phipps

    +1(857) 205-1064 william.phipps@engelvoelkers.com

    42 Merrimac St, Newburyport, MA 01950-2590

    Get My App

    Download for iOS
    iOS
    Download for Android
    Android

    Powered by Lofty Inc. Copyright 2026. All Rights Reserved.

    Terms of Service & Privacy Policy | Cookie Policy | Cookie Preferences | Property Listings | Sitemap | Accessibility

    IDX information is provided exclusively for consumers’ personal, non-commercial use and that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed reliable but not guaranteed to be accurate. Listing information updated daily.

    EV_Logo_RGB_website
      • Home
        Learn
        1. FAQs
        2. Blog
        3. Home Valuation
        4. Calculator
      • Buy
        1. All Listings
        2. Sold Listings
        About
        1. About Me
        2. Get In Touch
      • Sell
        1. Market Snapshot
        2. Sell My Home
    Engel & Völkers Americas
    William Phipps

    +1(857) 205-1064 william.phipps@engelvoelkers.com

    42 Merrimac St, Newburyport, MA 01950-2590

    Get My App

    Download for iOS
    iOS
    Download for Android
    Android

    Powered by Lofty Inc. Copyright 2026. All Rights Reserved.

    Terms of Service & Privacy Policy | Cookie Policy | Cookie Preferences | Property Listings | Sitemap | Accessibility

    IDX information is provided exclusively for consumers’ personal, non-commercial use and that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed reliable but not guaranteed to be accurate. Listing information updated daily.