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    171 Properties

    171 Sold Properties

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    The average price in the selected areas has remained stable. Learn more
    • 689 Skyline Trl, Chester, MA 01011
      1/42 42

      $ 340,000 4.6%

      $ 324,900

      2 Beds1 Bath1,360 SqFt

      689 Skyline Trl, Chester, MA 01011

      Single Family Home

      Listed by Kelley & Katzer Team of Kelley & Katzer Real Estate, LLC

    • 11 Maple St, Chester, MA 01011
      1/28 28

      $ 213,000 3.1%

      $ 219,900

      3 Beds1 Bath2,068 SqFt

      11 Maple St, Chester, MA 01011

      Single Family Home

      Listed by Nadine Hiser of KRG - Key Realty Group

    • 21 Sylvester Hamilton Rd, Chester, MA 01011
      1/42 42

      $ 380,000 5.8%

      $ 359,000

      2 Beds1 Bath1,113 SqFt

      21 Sylvester Hamilton Rd, Chester, MA 01011

      Single Family Home

      Listed by Linda Webster of Coldwell Banker Community REALTORS®

    • 7 William St, Chester, MA 01011
      1/37 37

      $ 291,000

      $ 291,000

      3 Beds2 Baths1,912 SqFt

      7 William St, Chester, MA 01011

      Single Family Home

      Listed by James Adams of Hilltown Real Estate by Adams Realty

    • 120 Fisk Road, Chester, MA 01098
      1/40 40

      $ 380,000

      $ 379,900

      3 Beds1.5 Baths1,872 SqFt

      120 Fisk Road, Chester, MA 01098

      Single Family Home

      Listed by Kylene Canon-Smith of Canon Real Estate, Inc.

    • 76 Hampden St, Chester, MA 01011
      1/26 26

      $ 270,000 3.8%

      $ 260,000

      3 Beds1 Bath1,048 SqFt

      76 Hampden St, Chester, MA 01011

      Single Family Home

      Listed by Patriot Living Group of Lock and Key Realty Inc.

    • lot 61 Skyline, Chester, MA 01011
      1/5 5

      $ 558,350 34.3%

      $ 850,000

      191 Acres

      lot 61 Skyline, Chester, MA 01011

      Vacant Land

      Listed by James Adams of Hilltown Real Estate by Adams Realty

    • 124 Skyline Trl, Chester, MA 01011
      1/38 38

      $ 749,000

      $ 749,000

      3 Beds2 Baths2,871 SqFt

      124 Skyline Trl, Chester, MA 01011

      Single Family Home

      Listed by Herbert Butzke of William Pitt Sotheby's International Realty

    • 9 William St, Chester, MA 01011
      1/42 42

      $ 315,000 8.6%

      $ 290,000

      3 Beds1 Bath1,458 SqFt

      9 William St, Chester, MA 01011

      Single Family Home

      Listed by Adam Lajeunesse of Real Broker MA, LLC

    • lot 13 Skyline, Chester, MA 01011
      1/11 11

      $ 40,000 14.9%

      $ 47,000

      6.75 Acres

      lot 13 Skyline, Chester, MA 01011

      Vacant Land

      Listed by James Adams of Hilltown Real Estate by Adams Realty

    • 613 Skyline Trl, Chester, MA 01011
      1/42 42

      $ 489,500

      $ 489,500

      3 Beds2 Baths2,012 SqFt

      613 Skyline Trl, Chester, MA 01011

      Single Family Home

      Listed by The Denise DeSellier Team of Berkshire Hathaway HomeServices Realty Professionals

    • 110 Middlefield Rd, Chester, MA 01011
      1/33 33

      $ 300,000

      $ 299,900

      3 Beds1 Bath1,712 SqFt

      110 Middlefield Rd, Chester, MA 01011

      Single Family Home

      Listed by Darcie Gasperini of Taylor Agency

    • 20 William St, Chester, MA 01011
      1/41 41

      $ 299,900

      $ 299,900

      3 Beds1.5 Baths2,570 SqFt

      20 William St, Chester, MA 01011

      Single Family Home

      Listed by Tammy Weidhaas of Today Real Estate, Inc.

    • 45-47 Middlefield Rd, Chester, MA 01011
      1/39 39

      $ 233,000 3.5%

      $ 241,500

      7 Beds2 Baths3,058 SqFt

      45-47 Middlefield Rd, Chester, MA 01011

      Multi-Family

      Listed by Joy Salvini of RE/MAX Compass

    • 300 Middlefield, Chester, MA 01011
      1/40 40

      $ 250,000

      $ 250,000

      3 Beds1 Bath1,152 SqFt

      300 Middlefield, Chester, MA 01011

      Single Family Home

      Listed by Nicolle Serafino of RE/MAX Connections

    • 424 Route 20, Chester, MA 01011
      1/42 42

      $ 440,000 3.5%

      $ 425,000

      4 Beds2.5 Baths2,165 SqFt

      424 Route 20, Chester, MA 01011

      Single Family Home

      Listed by Angela M. Costello of Coldwell Banker Realty - Western MA

    • 166 Bromley Rd, Chester, MA 01050
      1/42 42

      $ 445,000 6.3%

      $ 475,000

      5 Beds3 Baths2,094 SqFt

      166 Bromley Rd, Chester, MA 01050

      Single Family Home

      Listed by Taylor Hildack of Keller Williams Realty

    • 396 Route 20, Chester, MA 01011
      1/26 26

      $ 240,000 5.9%

      $ 255,000

      2 Beds1 Bath1,156 SqFt

      396 Route 20, Chester, MA 01011

      Single Family Home

      Listed by Maureen Borg of Delap Real Estate LLC

    • 56 - 58 Middlefield Rd, Chester, MA 01011
      1/42 42

      $ 270,000 6.6%

      $ 289,000

      6 Beds3 Baths2,832 SqFt

      56 - 58 Middlefield Rd, Chester, MA 01011

      Multi-Family

      Listed by Craig Perras of Real Broker MA, LLC

    • 40 Holcomb Rd, Chester, MA 01011
      1/34 34

      $ 300,000 1.7%

      $ 295,000

      3 Beds2 Baths2,236 SqFt

      40 Holcomb Rd, Chester, MA 01011

      Single Family Home

      Listed by Kelsey Thompson Team of Lock and Key Realty Inc.

    • 59 Middlefield Rd, Chester, MA 01011
      1/40 40

      $ 210,000 8.7%

      $ 230,000

      2 Beds1.5 Baths1,320 SqFt

      59 Middlefield Rd, Chester, MA 01011

      Single Family Home

      Listed by Shanna Rowe of Keller Williams Realty

    • 483 Skyline Trl, Chester, MA 01011

      $ 295,000

      $ 295,000

      3 Beds2 Baths2,184 SqFt

      483 Skyline Trl, Chester, MA 01011

      Single Family Home

      Listed by Tori Denton of Coldwell Banker Realty - Western MA

    • 21 Middlefield  Rd, Chester, MA 01011
      1/23 23

      $ 350,000 7.7%

      $ 325,000

      4 Beds2 Baths2,100 SqFt

      21 Middlefield Rd, Chester, MA 01011

      Single Family Home

      Listed by Altaluxre Group of William Pitt Sotheby's International Realty

    • 52 Middlefield Rd, Chester, MA 01011
      1/42 42

      $ 185,000 5.1%

      $ 195,000

      3 Beds2 Baths2,280 SqFt

      52 Middlefield Rd, Chester, MA 01011

      Multi-Family

      Listed by Kate Hogan of Brick & Mortar

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    Engel & Völkers Americas
    Lauren Wood

    +1(978) 968-0078 lauren.wood@engelvoelkers.com

    120 Main St, Gloucester, MA, 01930-5731, USA

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      • Home
        About
        1. About Me
        2. Contact Us
        3. My Newsletter
        4. Reviews
      • Buy
        1. All Listings
        2. Featured Listings
        3. Sold Listings
      • Sell
        1. Sell My Home
        2. Home Valuation
    Engel & Völkers Americas
    Lauren Wood

    +1(978) 968-0078 lauren.wood@engelvoelkers.com

    120 Main St, Gloucester, MA, 01930-5731, USA

    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.