975

Chester, MA Homes

Section Image
  • 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

    Last Listing Agent Nadine Hiser KRG - Key Realty Group

    11 Maple St, Chester, MA 01011
    • 15 Maple St, Chester, MA 01011
      15 Maple St, Chester, MA 01011
      15 Maple St, Chester, MA 01011
      /41

      Est $273,167 Not Listed For Sale

      • 5 Beds
      • 2 Baths
      • 2,136 Sq Ft

      15 Maple St, Chester, MA 01011

      15 Maple St, Chester, MA 01011
  • 4 Maple St, Chester, MA 01011
    4 Maple St, Chester, MA 01011
    4 Maple St, Chester, MA 01011
    /30

    $289,000

    • 4 Beds
    • 2 Baths
    • 3,864 Sq Ft

    4 Maple St, Chester, MA 01011

    Spacious two-family property located in desirable Hampden County. This 3,864 sq ft multi-family offers a total of 6 bedrooms and 2 full bathrooms across two units. Features include ample off-street parking and generous living space, making it ideal for owner-occupants or investors alike. Conveniently located near local amenities, schools, and major routes.

    Adam Devine Dorrance Realty LLC

    4 Maple St, Chester, MA 01011
  • 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 $297,824

    Last Listing Agent Darcie Gasperini Taylor Agency

    110 Middlefield Rd, Chester, MA 01011
    • 175 Route 20, Chester, MA 01011
      175 Route 20, Chester, MA 01011
      175 Route 20, Chester, MA 01011
      /24

      Est $256,235 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 2,000 Sq Ft

      175 Route 20, Chester, MA 01011

      175 Route 20, Chester, MA 01011
  • 11 Campbell Rd, Chester, MA 01011
    11 Campbell Rd, Chester, MA 01011
    11 Campbell Rd, Chester, MA 01011
    /41

    $368,900 Pending

    • 3 Beds
    • 1.5 Baths
    • 1,792 Sq Ft

    11 Campbell Rd, Chester, MA 01011

    This private Colonial home is set on 2.5 wooded acres at the end of a quiet dead-end road in Chester’s “Gem of the Valley.” The property is fully equipped for equestrian and homesteading lifestyles, featuring a four-stall barn with walk-out access to a fenced paddock, along with two additional fenced pastures ideal for horses, goats, or other farm animals. Inside, the home has been freshly

    Jessica Sperry Maverick Realty

    11 Campbell Rd, Chester, MA 01011
  • 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 $739,416

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

    124 Skyline Trail, Chester, MA 01011
    • 217 Route 20, Chester, MA 01011
      217 Route 20, Chester, MA 01011
      217 Route 20, Chester, MA 01011
      /21

      Est $184,778 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,367 Sq Ft

      217 Route 20, Chester, MA 01011

      217 Route 20, Chester, MA 01011
  • 279 Goss Hill Rd, Huntington, MA 01050
    279 Goss Hill Rd, Huntington, MA 01050
    279 Goss Hill Rd, Huntington, MA 01050
    /24

    $494,000 Pending

    • 4 Beds
    • 2 Baths
    • 2,160 Sq Ft

    279 Goss Hill Rd, Huntington, MA 01050

    Country Living at its best! Discover the perfect blend of space, comfort and opportunity with this large 4-bedroom, 2-bath home on 10 acres (consisting of two 5-acre lots). The welcoming layout includes a first floor bedroom and a convenient first floor laundry, making daily living easy and accessible. The great room boasts cathedral ceilings, creating an open and airy feel, perfect for

    Linda Webster COLDWELL BANKER COMMUNITY REALTORS

    279 Goss Hill Rd, Huntington, MA 01050
  • 166 Bromley Rd, Chester, MA 01011
    166 Bromley Rd, Chester, MA 01011
    166 Bromley Rd, Chester, MA 01011
    /42

    $445,000 Sold Mar 14, 2025

    166 Bromley Rd, Chester, MA 01011

    • 5 Beds
    • 3 Baths
    • 2,094 Sq Ft
    • Built 1996

    Last Sold Summary

    • 6% Below List Price
    • $213/SF
    • 79 Days On Market

    Last Listing Agent Taylor Hildack Keller Williams Realty

    166 Bromley Rd, Chester, MA 01011
    • 278 Route 20, Chester, MA 01011
      278 Route 20, Chester, MA 01011
      278 Route 20, Chester, MA 01011
      /24

      Est $255,335 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,399 Sq Ft

      278 Route 20, Chester, MA 01011

      278 Route 20, Chester, MA 01011
  • 10 William St, Chester, MA 01011
    10 William St, Chester, MA 01011
    10 William St, Chester, MA 01011
    /19

    $110,000 Pending

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

    10 William St, Chester, MA 01011

    Come see this charming colonial-style home featuring four bedrooms and two full bathrooms, encompassing nearly 2,400 square feet of living space! Nestled on an expansive 24.8-acre lot, the property does provide some nice privacy potential. A spacious barn is also included, presenting numerous opportunities for use as a workshop or additional storage. Additionally, the property features an

    Nicholas Decaro Property Works New England

    10 William St, Chester, MA 01011
  • 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

    Last Listing Agent Linda Webster Coldwell Banker Community REALTORS®

    21 Sylvester Hamilton Rd, Chester, MA 01011
    • 16 Maple St, Chester, MA 01011
      16 Maple St, Chester, MA 01011
      16 Maple St, Chester, MA 01011
      /18

      Est $221,830 Not Listed For Sale

      • 6 Beds
      • 2 Baths
      • 1,971 Sq Ft

      16 Maple St, Chester, MA 01011

      16 Maple St, Chester, MA 01011
  • 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

    Last Listing Agent James Adams Hilltown Real Estate by Adams Realty

    7 William St, Chester, MA 01011
    • 9 Prospect St, Chester, MA 01011
      9 Prospect St, Chester, MA 01011
      9 Prospect St, Chester, MA 01011
      /35

      Est $230,306 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,540 Sq Ft

      9 Prospect St, Chester, MA 01011

      9 Prospect St, Chester, MA 01011
  • 54 Route 20, Chester, MA 01011
    54 Route 20, Chester, MA 01011
    54 Route 20, Chester, MA 01011
    /29

    $242,000 Sold Mar 21, 2025

    54 Route 20, Chester, MA 01011

    • 3 Beds
    • 2 Baths
    • 1,411 Sq Ft
    • Built 1875

    Last Sold Summary

    • $172/SF
    • 116 Days On Market

    Current Estimated Value $246,392

    Last Listing Agent Susan Deacon RE/MAX COMPASS

    54 Route 20, Chester, MA 01011
    • 21 Middlefield Rd, Chester, MA 01011
      21 Middlefield Rd, Chester, MA 01011
      21 Middlefield Rd, Chester, MA 01011
      /23

      Est $354,755 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 2,100 Sq Ft

      21 Middlefield Rd, Chester, MA 01011

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

      Est $221,168 Not Listed For Sale

      • 2 Beds
      • 1.5 Baths
      • 1,320 Sq Ft

      59 Middlefield Rd, Chester, MA 01011

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

      Est $197,419 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 2,280 Sq Ft

      52 Middlefield Rd, Chester, MA 01011

      52 Middlefield Rd, Chester, MA 01011
    • 29 William St, Chester, MA 01011
      29 William St, Chester, MA 01011
      29 William St, Chester, MA 01011
      /39

      Est $245,589 Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 1,056 Sq Ft

      29 William St, Chester, MA 01011

      29 William St, Chester, MA 01011
    • 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
    • 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
    • 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
    • Unlisted Address
      Unlisted Address
      Unlisted Address
      /11

      Not Listed For Sale

      Unlisted Address

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

      Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 3,000 Sq Ft

      108 Chipman Rd, Chester, MA 01011

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

      Est $515,849 Not Listed For Sale

      • 4 Beds

      9 Lynes Rd, Chester, MA 01011

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

      Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 1,143 Sq Ft

      64 Smith Rd, Chester, MA 01011

      64 Smith Rd, Chester, MA 01011
    • 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
    • 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
    • 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

      • 5 Beds
      • 3 Baths
      • 3,051 Sq Ft

      601 E River Rd, Chester, MA 01011

      601 E River Rd, Chester, MA 01011
    • 104 N Chester Rd, Chester, MA 01011
      104 N Chester Rd, Chester, MA 01011
      104 N Chester Rd, Chester, MA 01011
      /54

      Est $603,294 Not Listed For Sale

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

      104 N Chester Rd, Chester, MA 01011

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

      Est $484,931 Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 2,496 Sq Ft

      140 Arthur Pease Rd, Chester, MA 01011

      140 Arthur Pease Rd, Chester, MA 01011
    • 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
    • 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
    • 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
    • 84 Route 20, Chester, MA 01011
      84 Route 20, Chester, MA 01011
      84 Route 20, Chester, MA 01011
      /22

      Est $250,224 Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 1,304 Sq Ft

      84 Route 20, Chester, MA 01011

      84 Route 20, Chester, MA 01011

Showing Results 41 - 80, Page 2 of 18

Massachusetts Hampden County Chester

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