977

Chester, MA Homes

Section Image
    • 15 Maple St, Chester, MA 01011
      15 Maple St, Chester, MA 01011
      15 Maple St, Chester, MA 01011
      /41

      Est $266,153 Not Listed For Sale

      15 Maple St, Chester, MA 01011

      • 5 Beds
      • 2 Baths
      • 2,136 Sq Ft
      • Built 1880
      15 Maple St, Chester, MA 01011

      Last Sold Summary

      • 156% Above List Price
      • $49/SF
      • 323 Days On Market

      Last Sold Price $104,000

      Last Listing Agent Nicolle Serafino Keller Williams Realty

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

    $213,000 Sold Dec 05, 2025

    11 Maple St, Chester, MA 01011

    • 3 Beds
    • 1 Bath
    • 2,068 Sq Ft
    • Built 1800

    Last Sold Summary

    • 3% Below List Price
    • $103/SF
    • 34 Days On Market

    Current Estimated Value $218,466

    Last Listing Agent Nadine Hiser KRG - Key Realty Group

    11 Maple St, Chester, MA 01011
    • 175 Route 20, Chester, MA 01011
      175 Route 20, Chester, MA 01011
      175 Route 20, Chester, MA 01011
      /24

      Est $277,371 Not Listed For Sale

      175 Route 20, Chester, MA 01011

      • 3 Beds
      • 2 Baths
      • 2,000 Sq Ft
      • Built 1900
      175 Route 20, Chester, MA 01011

      Last Sold Summary

      • 9% Above List Price
      • $128/SF
      • 42 Days On Market

      Last Sold Price $255,000

      Last Listing Agent Debra Petrovsky Donovan Real Estate

  • 0 Round Hill Rd Unit 73399828, Chester, MA 01011
    0 Round Hill Rd Unit 73399828, Chester, MA 01011
    0 Round Hill Rd Unit 73399828, Chester, MA 01011
    /6

    $22,500 Sold Feb 10, 2026

    0 Round Hill Rd Unit 73399828, Chester, MA 01011

    • Land
    • 3.24 Acres
    • $6,944 per Acre

    Last Sold Summary

    • 36% Below List Price
    • 191 Days On Market

    Last Listing Agent James Adams Hilltown Real Estate by Adams Realty

    0 Round Hill Rd Unit 73399828, Chester, MA 01011
    • 278 Route 20, Chester, MA 01011
      278 Route 20, Chester, MA 01011
      278 Route 20, Chester, MA 01011
      /24

      Est $248,371 Not Listed For Sale

      278 Route 20, Chester, MA 01011

      • 3 Beds
      • 1 Bath
      • 1,399 Sq Ft
      • Built 1920
      278 Route 20, Chester, MA 01011

      Last Sold Summary

      • 10% Above List Price
      • $162/SF
      • 35 Days On Market

      Last Sold Price $226,000

      Last Listing Agent Victoria Minella-Sena Berkshire Hathaway HomeServices Realty Professionals

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

    $300,000 Sold Aug 22, 2025

    110 Middlefield Rd, Chester, MA 01011

    • 3 Beds
    • 1 Bath
    • 1,712 Sq Ft
    • Built 1900

    Last Sold Summary

    • $175/SF
    • 4 Days On Market

    Current Estimated Value $298,886

    Last Listing Agent Darcie Gasperini Taylor Agency

    110 Middlefield Rd, Chester, MA 01011
    • 16 Maple St, Chester, MA 01011
      16 Maple St, Chester, MA 01011
      16 Maple St, Chester, MA 01011
      /18

      Est $224,883 Not Listed For Sale

      16 Maple St, Chester, MA 01011

      • 6 Beds
      • 2 Baths
      • 1,971 Sq Ft
      • Built 1900
      16 Maple St, Chester, MA 01011

      Last Sold Summary

      • 41% Above List Price
      • $81/SF
      • 11 Days On Market

      Last Sold Price $160,000

      Last Listing Agent James Adams Hilltown Real Estate by Adams Realty

  • 124 Skyline Trail, Chester, MA 01011
    124 Skyline Trail, Chester, MA 01011
    124 Skyline Trail, Chester, MA 01011
    /43

    $749,000 Sold Oct 07, 2025

    124 Skyline Trail, Chester, MA 01011

    • 3 Beds
    • 2 Baths
    • 2,871 Sq Ft
    • Built 2004

    Last Sold Summary

    • $261/SF
    • 7 Days On Market

    Current Estimated Value $748,873

    Last Listing Agent Herb Butzke WILLIAM PITT SOTHEBY'S - LENOX

    124 Skyline Trail, Chester, MA 01011
    • 9 Prospect St, Chester, MA 01011
      9 Prospect St, Chester, MA 01011
      9 Prospect St, Chester, MA 01011
      /35

      Est $256,543 Not Listed For Sale

      9 Prospect St, Chester, MA 01011

      • 3 Beds
      • 1 Bath
      • 1,540 Sq Ft
      • Built 1834
      9 Prospect St, Chester, MA 01011

      Last Sold Summary

      • 47% Above List Price
      • $114/SF
      • 9 Days On Market

      Last Sold Price $175,000

      Last Listing Agent Danielle Lafond Berkshire Hathaway HomeServices Realty Professionals

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

    $380,000 Sold Dec 03, 2025

    21 Sylvester Hamilton Rd, Chester, MA 01011

    • 2 Beds
    • 1 Bath
    • 1,113 Sq Ft
    • Built 1984

    Last Sold Summary

    • 6% Above List Price
    • $341/SF
    • 19 Days On Market

    Current Estimated Value $371,892

    Last Listing Agent Linda Webster Coldwell Banker Community REALTORS®

    21 Sylvester Hamilton Rd, Chester, MA 01011
    • 21 Middlefield Rd, Chester, MA 01011
      21 Middlefield Rd, Chester, MA 01011
      21 Middlefield Rd, Chester, MA 01011
      /23

      Est $340,856 Not Listed For Sale

      21 Middlefield Rd, Chester, MA 01011

      • 4 Beds
      • 2 Baths
      • 2,100 Sq Ft
      • Built 1910
      21 Middlefield Rd, Chester, MA 01011

      Last Sold Summary

      • 3% Below List Price
      • $167/SF
      • 6 Days On Market

      Last Sold Price $350,000

      Last Listing Agent Altaluxre Group William Pitt

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

    $291,000 Sold Dec 01, 2025

    7 William St, Chester, MA 01011

    • 3 Beds
    • 2 Baths
    • 1,912 Sq Ft
    • Built 1875

    Last Sold Summary

    • 1% Below List Price
    • $152/SF
    • 28 Days On Market

    Current Estimated Value $288,846

    Last Listing Agent James Adams Hilltown Real Estate by Adams Realty

    7 William St, Chester, MA 01011
    • 59 Middlefield Rd, Chester, MA 01011
      59 Middlefield Rd, Chester, MA 01011
      59 Middlefield Rd, Chester, MA 01011
      /40

      Est $240,100 Not Listed For Sale

      59 Middlefield Rd, Chester, MA 01011

      • 2 Beds
      • 1.5 Baths
      • 1,320 Sq Ft
      • Built 1920
      59 Middlefield Rd, Chester, MA 01011

      Last Sold Summary

      • 14% Above List Price
      • $159/SF
      • 43 Days On Market

      Last Sold Price $210,000

      Last Listing Agent Shanna DeGray Keller Williams Realty

  • 10 William St, Chester, MA 01011
    10 William St, Chester, MA 01011
    10 William St, Chester, MA 01011
    /19

    $197,500 Sold Mar 10, 2026

    10 William St, Chester, MA 01011

    • 4 Beds
    • 2 Baths
    • 2,394 Sq Ft
    • Built 1875

    Last Sold Summary

    • 80% Above List Price
    • $82/SF
    • 6 Days On Market

    Current Estimated Value $325,321

    Last Listing Agent Nicholas Decaro Property Works New England

    10 William St, Chester, MA 01011
    • 52 Middlefield Rd, Chester, MA 01011
      52 Middlefield Rd, Chester, MA 01011
      52 Middlefield Rd, Chester, MA 01011
      /42

      Est $222,161 Not Listed For Sale

      52 Middlefield Rd, Chester, MA 01011

      • 3 Beds
      • 2 Baths
      • 2,280 Sq Ft
      • Built 1900
      52 Middlefield Rd, Chester, MA 01011

      Last Sold Summary

      • 20% Above List Price
      • $81/SF
      • 178 Days On Market

      Last Sold Price $185,000

      Last Listing Agent Kate Hogan Brick & Mortar

    • 29 William St, Chester, MA 01011
      29 William St, Chester, MA 01011
      29 William St, Chester, MA 01011
      /39

      Est $246,594 Not Listed For Sale

      29 William St, Chester, MA 01011

      • 3 Beds
      • 1.5 Baths
      • 1,056 Sq Ft
      • Built 1830
      29 William St, Chester, MA 01011

      Last Sold Summary

      • 7% Above List Price
      • $218/SF
      • 5 Days On Market

      Last Sold Price $230,000

      Last Listing Agent Dan Schachter DCS Real Estate, LLC

    • 0065 Round Hill Rd, Chester, MA 01011
      0065 Round Hill Rd, Chester, MA 01011
      0065 Round Hill Rd, Chester, MA 01011
      /7

      Not Listed For Sale

      0065 Round Hill Rd, Chester, MA 01011

      0065 Round Hill Rd, Chester, MA 01011

      Last Sold Summary

      • 16 Days On Market

      Last Sold Price $42,000

      Last Listing Agent James Adams Hilltown Real Estate by Adams Realty

    • 006 Round Hill Rd, Chester, MA 01011
      006 Round Hill Rd, Chester, MA 01011
      006 Round Hill Rd, Chester, MA 01011
      /5

      Not Listed For Sale

      006 Round Hill Rd, Chester, MA 01011

      006 Round Hill Rd, Chester, MA 01011

      Last Sold Summary

      • 5 Days On Market

      Last Sold Price $19,000

      Last Listing Agent James Adams Hilltown Real Estate by Adams Realty

    • 000 Lynes Rd, Chester, MA 01011
      000 Lynes Rd, Chester, MA 01011
      000 Lynes Rd, Chester, MA 01011
      /4

      Not Listed For Sale

      000 Lynes Rd, Chester, MA 01011

      000 Lynes Rd, Chester, MA 01011

      Last Sold Summary

      • 37 Days On Market

      Last Sold Price $55,000

      Last Listing Agent James Adams Hilltown Real Estate by Adams Realty

    • Unlisted Address
      Unlisted Address
      Unlisted Address
      /11

      Not Listed For Sale

      Unlisted Address

      Unlisted Address

      Last Sold Summary

      • 27 Days On Market

      Last Sold Price $32,000

      Last Listing Agent Ginger Conner RED HORSE REAL ESTATE, LLC

    • 0 Goss Hill Unit 73207388, Chester, MA 01011
      0 Goss Hill Unit 73207388, Chester, MA 01011
      0 Goss Hill Unit 73207388, Chester, MA 01011
      /6

      Not Listed For Sale

      0 Goss Hill Unit 73207388, Chester, MA 01011

      0 Goss Hill Unit 73207388, Chester, MA 01011

      Last Sold Summary

      • 10 Days On Market

      Last Sold Price $83,500

      Last Listing Agent Grace Golden Equine Homes Real Estate, LLC

    • 0 Round Hill Rd Unit 73136186, Chester, MA 01011
      0 Round Hill Rd Unit 73136186, Chester, MA 01011
      0 Round Hill Rd Unit 73136186, Chester, MA 01011
      /4

      Not Listed For Sale

      0 Round Hill Rd Unit 73136186, Chester, MA 01011

      0 Round Hill Rd Unit 73136186, Chester, MA 01011

      Last Sold Summary

      • 18 Days On Market

      Last Sold Price $15,000

      Last Listing Agent Bobbi-Jo Girroir Naples Realty Group

    • 108 Chipman Rd, Chester, MA 01011
      108 Chipman Rd, Chester, MA 01011
      108 Chipman Rd, Chester, MA 01011
      /41

      Not Listed For Sale

      108 Chipman Rd, Chester, MA 01011

      • 3 Beds
      • 2 Baths
      • 3,000 Sq Ft
      • Built 1789
      108 Chipman Rd, Chester, MA 01011

      Last Sold Summary

      • $93/SF
      • 204 Days On Market

      Last Sold Price $279,900

      Last Listing Agent Angel Black KRG - Key Realty Group

    • 0 Bromley Rd L:11 Unit 73105053, Chester, MA 01011
      0 Bromley Rd L:11 Unit 73105053, Chester, MA 01011
      0 Bromley Rd L:11 Unit 73105053, Chester, MA 01011
      /8

      Not Listed For Sale

      0 Bromley Rd L:11 Unit 73105053, Chester, MA 01011

      0 Bromley Rd L:11 Unit 73105053, Chester, MA 01011

      Last Sold Summary

      • 26 Days On Market

      Last Sold Price $40,000

      Last Listing Agent Jennifer Wilson Berkshire Hathaway HomeServices Realty Professionals

    • 9 Lynes Rd, Chester, MA 01011
      9 Lynes Rd, Chester, MA 01011
      9 Lynes Rd, Chester, MA 01011
      /4

      Est $520,700 Not Listed For Sale

      9 Lynes Rd, Chester, MA 01011

      • 4 Beds
      • Built 2005
      9 Lynes Rd, Chester, MA 01011

      Last Sold Summary

      • 2,322% Above List Price
      • $9/SF
      • 129 Days On Market

      Last Sold Price $21,500

      Last Listing Agent James Adams Hilltown Real Estate by Adams Realty

    • 64 Smith Rd, Chester, MA 01011
      64 Smith Rd, Chester, MA 01011
      64 Smith Rd, Chester, MA 01011
      /15

      Not Listed For Sale

      64 Smith Rd, Chester, MA 01011

      • 2 Beds
      • 1 Bath
      • 1,143 Sq Ft
      • Built 1947
      64 Smith Rd, Chester, MA 01011

      Last Sold Summary

      • $96/SF
      • 90 Days On Market

      Last Sold Price $110,000

      Last Listing Agent Oleg Kulyak Gallagher Real Estate

    • lot 25 Lynes Rd, Chester, MA 01011
      lot 25 Lynes Rd, Chester, MA 01011
      lot 25 Lynes Rd, Chester, MA 01011
      /3

      Not Listed For Sale

      lot 25 Lynes Rd, Chester, MA 01011

      lot 25 Lynes Rd, Chester, MA 01011

      Last Sold Summary

      • 407 Days On Market

      Last Sold Price $31,000

      Last Listing Agent James Adams Hilltown Real Estate by Adams Realty

    • 0 Campbell Rd, Chester, MA 01011
      0 Campbell Rd, Chester, MA 01011
      0 Campbell Rd, Chester, MA 01011
      /4

      Not Listed For Sale

      0 Campbell Rd, Chester, MA 01011

      0 Campbell Rd, Chester, MA 01011

      Last Sold Summary

      • 290 Days On Market

      Last Sold Price $85,000

      Last Listing Agent Karen Kopeski Today Real Estate, Inc.

    • 601 E River Rd, Chester, MA 01011
      601 E River Rd, Chester, MA 01011
      601 E River Rd, Chester, MA 01011
      /49

      Not Listed For Sale

      601 E River Rd, Chester, MA 01011

      • 5 Beds
      • 3 Baths
      • 3,051 Sq Ft
      • Built 1850
      601 E River Rd, Chester, MA 01011

      Last Sold Summary

      • $262/SF
      • 2 Days On Market

      Last Sold Price $798,000

      Last Listing Agent George Cain William Pitt

    • 104 N Chester Rd, Chester, MA 01011
      104 N Chester Rd, Chester, MA 01011
      104 N Chester Rd, Chester, MA 01011
      /54

      Est $538,739 Not Listed For Sale

      104 N Chester Rd, Chester, MA 01011

      • 4 Beds
      • 2 Baths
      • 2,499 Sq Ft
      • Built 1770
      104 N Chester Rd, Chester, MA 01011

      Last Sold Summary

      • 2% Below List Price
      • $220/SF
      • 25 Days On Market

      Last Sold Price $550,000

      Last Listing Agent Kim Bergland RED HORSE REAL ESTATE, LLC

    • 140 Arthur Pease Rd, Chester, MA 01011
      140 Arthur Pease Rd, Chester, MA 01011
      140 Arthur Pease Rd, Chester, MA 01011
      /43

      Est $508,549 Not Listed For Sale

      140 Arthur Pease Rd, Chester, MA 01011

      • 3 Beds
      • 1.5 Baths
      • 2,496 Sq Ft
      • Built 1987
      140 Arthur Pease Rd, Chester, MA 01011

      Last Sold Summary

      • 34% Above List Price
      • $152/SF
      • 115 Days On Market

      Last Sold Price $380,000

      Last Listing Agent Reciprocal Listing ABC REALTY PARTNERS, LLC

    • 0 Old State Hwy, Chester, MA 01011
      0 Old State Hwy, Chester, MA 01011
      0 Old State Hwy, Chester, MA 01011
      /5

      Not Listed For Sale

      0 Old State Hwy, Chester, MA 01011

      0 Old State Hwy, Chester, MA 01011

      Last Sold Summary

      • 7 Days On Market

      Last Sold Price $42,500

      Last Listing Agent Alicia Shorrow Century 21 XSELL REALTY

    • 0 Holcomb Rd, Chester, MA 01011
      0 Holcomb Rd, Chester, MA 01011
      0 Holcomb Rd, Chester, MA 01011
      /8

      Not Listed For Sale

      0 Holcomb Rd, Chester, MA 01011

      0 Holcomb Rd, Chester, MA 01011

      Last Sold Summary

      • 198 Days On Market

      Last Sold Price $22,500

      Last Listing Agent Gordon Avery Keller Williams Realty

    • 0 Ingell Rd, Chester, MA 01011
      0 Ingell Rd, Chester, MA 01011
      0 Ingell Rd, Chester, MA 01011
      /12

      Not Listed For Sale

      0 Ingell Rd, Chester, MA 01011

      0 Ingell Rd, Chester, MA 01011

      Last Sold Summary

      • 45 Days On Market

      Last Sold Price $68,000

      Last Listing Agent Timothy Dunn Venture

    • 84 Route 20, Chester, MA 01011
      84 Route 20, Chester, MA 01011
      84 Route 20, Chester, MA 01011
      /22

      Est $259,150 Not Listed For Sale

      84 Route 20, Chester, MA 01011

      • 3 Beds
      • 1.5 Baths
      • 1,304 Sq Ft
      • Built 1800
      84 Route 20, Chester, MA 01011

      Last Sold Summary

      • 36% Above List Price
      • $146/SF
      • 3 Days On Market

      Last Sold Price $190,000

      Last Listing Agent Karen Reggiannini William Raveis R.E. & Home Services

    • 146 Bromley Rd, Huntington, MA 01050
      146 Bromley Rd, Huntington, MA 01050
      146 Bromley Rd, Huntington, MA 01050
      /40

      Est $348,758 Not Listed For Sale

      146 Bromley Rd, Huntington, MA 01050

      • 3 Beds
      • 1 Bath
      • 1,232 Sq Ft
      • Built 1965
      146 Bromley Rd, Huntington, MA 01050

      Last Sold Summary

      • 31% Above List Price
      • $217/SF
      • 55 Days On Market

      Last Sold Price $267,000

      Last Listing Agent Dennis LeClair RE/MAX

    • 102 Skyline Trail, Chester, MA 01011
      102 Skyline Trail, Chester, MA 01011
      102 Skyline Trail, Chester, MA 01011
      /58

      Est $600,862 Not Listed For Sale

      102 Skyline Trail, Chester, MA 01011

      • 3 Beds
      • 2 Baths
      • 2,014 Sq Ft
      • Built 1975
      102 Skyline Trail, Chester, MA 01011

      Last Sold Summary

      • 9% Above List Price
      • $273/SF
      • 34 Days On Market

      Last Sold Price $550,000

      Last Listing Agent Marianne Irwin NON-MEMBER / RECIPROCAL

    • 116 Maynard Hill Rd, Chester, MA 01011
      116 Maynard Hill Rd, Chester, MA 01011
      116 Maynard Hill Rd, Chester, MA 01011
      /42

      Est $307,414 Not Listed For Sale

      116 Maynard Hill Rd, Chester, MA 01011

      • 2 Beds
      • 1 Bath
      • 924 Sq Ft
      • Built 1962
      116 Maynard Hill Rd, Chester, MA 01011

      Last Sold Summary

      • 21% Above List Price
      • $275/SF
      • 20 Days On Market

      Last Sold Price $254,000

      Last Listing Agent Jennifer Picard ERA M Connie Laplante Real Estate

    • 263 Bromley Rd, Huntington, MA 01050
      263 Bromley Rd, Huntington, MA 01050
      263 Bromley Rd, Huntington, MA 01050
      /26

      Est $557,560 Not Listed For Sale

      263 Bromley Rd, Huntington, MA 01050

      • 3 Beds
      • 2.5 Baths
      • 2,407 Sq Ft
      • Built 1992
      263 Bromley Rd, Huntington, MA 01050

      Last Sold Summary

      • 16% Above List Price
      • $200/SF
      • 66 Days On Market

      Last Sold Price $482,500

      Last Listing Agent Adams Rivera Team Berkshire Hathaway HomeServices Realty Professionals

    • 82 Lyman Rd, Chester, MA 01011
      82 Lyman Rd, Chester, MA 01011
      82 Lyman Rd, Chester, MA 01011
      /40

      Est $338,645 Not Listed For Sale

      82 Lyman Rd, Chester, MA 01011

      • 3 Beds
      • 2 Baths
      • 2,351 Sq Ft
      • Built 1920
      82 Lyman Rd, Chester, MA 01011

      Last Sold Summary

      • 40% Above List Price
      • $103/SF
      • 5 Days On Market

      Last Sold Price $242,000

      Last Listing Agent Melissa Lemanski Park Square Realty

Showing Results 41 - 80, Page 2 of 18

Massachusetts Hampden County Chester

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