3,745

Upton, MA Homes

Section Image
  • 18 Boot Shop Rd Unit 40, Upton, MA 01568
    18 Boot Shop Rd Unit 40, Upton, MA 01568
    18 Boot Shop Rd Unit 40, Upton, MA 01568
    /3

    $864,900

    Sold May 15, 2026

    18 Boot Shop Rd Unit 40, Upton, MA 01568

    • 2 Beds
    • 2.5 Baths
    • 2,228 Sq Ft
    • Built 2025

    Last Sold Summary

    • $388/SF
    • 337 Days On Market

    Last Listing Agent StreamLine Communities StreamLine Communities

    18 Boot Shop Rd Unit 40, Upton, MA 01568
    • 19 Merriam Way, Upton, MA 01568
      19 Merriam Way, Upton, MA 01568
      19 Merriam Way, Upton, MA 01568
      /31

      Est $755,218

      Not Listed For Sale

      19 Merriam Way, Upton, MA 01568

      • 3 Beds
      • 2 Baths
      • 2,734 Sq Ft
      • Built 1990
      19 Merriam Way, Upton, MA 01568

      Last Sold Summary

      • 61 Days On Market

  • 78 Milford St, Upton, MA 01568
    78 Milford St, Upton, MA 01568
    78 Milford St, Upton, MA 01568
    /37

    $832,000

    Sold Apr 29, 2026

    78 Milford St, Upton, MA 01568

    • 4 Beds
    • 2.5 Baths
    • 2,656 Sq Ft
    • Built 2004

    Last Sold Summary

    • 1% Above List Price
    • $313/SF
    • 5 Days On Market

    Current Estimated Value $828,585

    Last Listing Agent Team Metrowest Berkshire Hathaway HomeServices Commonwealth Real Estate

    78 Milford St, Upton, MA 01568
    • 29 Mechanic St, Upton, MA 01568
      29 Mechanic St, Upton, MA 01568
      29 Mechanic St, Upton, MA 01568
      /42

      Est $663,644

      Not Listed For Sale

      29 Mechanic St, Upton, MA 01568

      • 3 Beds
      • 2 Baths
      • 1,478 Sq Ft
      • Built 1959
      29 Mechanic St, Upton, MA 01568

      Last Sold Summary

      • 70 Days On Market

  • 53 Cider Mill Ln, Upton, MA 01568
    53 Cider Mill Ln, Upton, MA 01568
    53 Cider Mill Ln, Upton, MA 01568
    /42

    $1,250,000

    Sold Oct 30, 2025

    53 Cider Mill Ln, Upton, MA 01568

    • 4 Beds
    • 4.5 Baths
    • 3,515 Sq Ft
    • Built 2025

    Last Sold Summary

    • 4% Below List Price
    • $356/SF
    • 28 Days On Market

    Last Listing Agent Robyn and Sean Sold My House Team Realty ONE Group Suburban Lifestyle

    53 Cider Mill Ln, Upton, MA 01568
    • 47 Mechanic St, Upton, MA 01568
      47 Mechanic St, Upton, MA 01568
      47 Mechanic St, Upton, MA 01568
      /28

      Est $688,481

      Not Listed For Sale

      47 Mechanic St, Upton, MA 01568

      • 1 Bed
      • 1 Bath
      • 1,364 Sq Ft
      • Built 1960
      47 Mechanic St, Upton, MA 01568

      Last Sold Summary

      • 3 Days On Market

  • 12 Hartford Ave E, Uxbridge, MA 01569
    12 Hartford Ave E, Uxbridge, MA 01569
    12 Hartford Ave E, Uxbridge, MA 01569
    /28

    $650,000

    Sold Apr 10, 2026

    12 Hartford Ave E, Uxbridge, MA 01569

    • 7 Beds
    • 3 Baths
    • 2,548 Sq Ft
    • Built 1900

    Last Sold Summary

    • $255/SF
    • 14 Days On Market

    Last Listing Agent Diana Afonso Afonso Real Estate

    12 Hartford Ave E, Uxbridge, MA 01569
    • 61 Forest St, Upton, MA 01568
      61 Forest St, Upton, MA 01568
      61 Forest St, Upton, MA 01568
      /37

      Est $873,437

      Not Listed For Sale

      61 Forest St, Upton, MA 01568

      • 4 Beds
      • 3.5 Baths
      • 3,076 Sq Ft
      • Built 1973
      61 Forest St, Upton, MA 01568

      Last Sold Summary

      • 3 Days On Market

    • 9 Thayer St, Upton, MA 01568
      9 Thayer St, Upton, MA 01568
      9 Thayer St, Upton, MA 01568
      /24

      Est $841,964

      Not Listed For Sale

      9 Thayer St, Upton, MA 01568

      • 4 Beds
      • 2.5 Baths
      • 2,659 Sq Ft
      • Built 1985
      9 Thayer St, Upton, MA 01568

      Last Sold Summary

      • 8 Days On Market

    • 39 Westboro Rd, Upton, MA 01568
      39 Westboro Rd, Upton, MA 01568
      39 Westboro Rd, Upton, MA 01568
      /35

      Est $871,691

      Not Listed For Sale

      39 Westboro Rd, Upton, MA 01568

      • 4 Beds
      • 2.5 Baths
      • 3,762 Sq Ft
      • Built 2018
      39 Westboro Rd, Upton, MA 01568

      Last Sold Summary

      • 3 Days On Market

    • 72 Westboro Rd, Upton, MA 01568
      72 Westboro Rd, Upton, MA 01568
      72 Westboro Rd, Upton, MA 01568
      /41

      Est $685,605

      Not Listed For Sale

      72 Westboro Rd, Upton, MA 01568

      • 3 Beds
      • 2 Baths
      • 2,418 Sq Ft
      • Built 1961
      72 Westboro Rd, Upton, MA 01568

      Last Sold Summary

      • 100 Days On Market

    • 4 Bradish Farm Rd, Upton, MA 01568
      4 Bradish Farm Rd, Upton, MA 01568
      4 Bradish Farm Rd, Upton, MA 01568
      /40

      Est $855,075

      Not Listed For Sale

      4 Bradish Farm Rd, Upton, MA 01568

      • 3 Beds
      • 2.5 Baths
      • 3,408 Sq Ft
      • Built 1992
      4 Bradish Farm Rd, Upton, MA 01568

      Last Sold Summary

      • 7 Days On Market

    • 47 Southboro Rd, Upton, MA 01568
      47 Southboro Rd, Upton, MA 01568
      47 Southboro Rd, Upton, MA 01568
      /42

      Est $892,525

      Not Listed For Sale

      47 Southboro Rd, Upton, MA 01568

      • 5 Beds
      • 3.5 Baths
      • 2,863 Sq Ft
      • Built 1991
      47 Southboro Rd, Upton, MA 01568

      Last Sold Summary

      • 6 Days On Market

    • 18 Fieldstone St Unit 18, Upton, MA 01568
      18 Fieldstone St Unit 18, Upton, MA 01568
      18 Fieldstone St Unit 18, Upton, MA 01568
      /42

      Not Listed For Sale

      18 Fieldstone St Unit 18, Upton, MA 01568

      • 2 Beds
      • 1.5 Baths
      • 1,888 Sq Ft
      • Built 1987
      18 Fieldstone St Unit 18, Upton, MA 01568

      Last Sold Summary

      • 6 Days On Market

    • 12 Chickadee Way Unit 26, Upton, MA 01568
      12 Chickadee Way Unit 26, Upton, MA 01568
      12 Chickadee Way Unit 26, Upton, MA 01568
      /30

      Not Listed For Sale

      12 Chickadee Way Unit 26, Upton, MA 01568

      • 2 Beds
      • 2.5 Baths
      • 2,228 Sq Ft
      • Built 2024
      12 Chickadee Way Unit 26, Upton, MA 01568

      Last Sold Summary

      • 0 Days On Market

    • 80 Shannon Way Unit 80, Upton, MA 01568
      80 Shannon Way Unit 80, Upton, MA 01568
      80 Shannon Way Unit 80, Upton, MA 01568
      /42

      Not Listed For Sale

      80 Shannon Way Unit 80, Upton, MA 01568

      • 2 Beds
      • 2.5 Baths
      • 2,160 Sq Ft
      • Built 2022
      80 Shannon Way Unit 80, Upton, MA 01568

      Last Sold Summary

      • 3 Days On Market

    • 59 Shannon Way Unit 59, Upton, MA 01568
      59 Shannon Way Unit 59, Upton, MA 01568
      59 Shannon Way Unit 59, Upton, MA 01568
      /39

      Not Listed For Sale

      59 Shannon Way Unit 59, Upton, MA 01568

      • 2 Beds
      • 2 Baths
      • 1,656 Sq Ft
      • Built 2022
      59 Shannon Way Unit 59, Upton, MA 01568

      Last Sold Summary

      • 16 Days On Market

    • 18 Kiwanis Beach Rd, Upton, MA 01568
      18 Kiwanis Beach Rd, Upton, MA 01568
      18 Kiwanis Beach Rd, Upton, MA 01568
      /10

      Not Listed For Sale

      18 Kiwanis Beach Rd, Upton, MA 01568

      • 4 Beds
      • 3.5 Baths
      • 3,584 Sq Ft
      • Built 2024
      18 Kiwanis Beach Rd, Upton, MA 01568

      Last Sold Summary

      • 3 Days On Market

    • 70 Grove, Upton, MA 01568
      70 Grove, Upton, MA 01568
      70 Grove, Upton, MA 01568
      /25

      Not Listed For Sale

      70 Grove, Upton, MA 01568

      • 5 Beds
      • 3.5 Baths
      • 4,682 Sq Ft
      • Built 2024
      70 Grove, Upton, MA 01568

      Last Sold Summary

      • 133 Days On Market

    • 89 Shannon Way Unit 1, Upton, MA 01568
      89 Shannon Way Unit 1, Upton, MA 01568
      89 Shannon Way Unit 1, Upton, MA 01568
      /34

      Not Listed For Sale

      89 Shannon Way Unit 1, Upton, MA 01568

      • 2 Beds
      • 2.5 Baths
      • 1,870 Sq Ft
      • Built 2022
      89 Shannon Way Unit 1, Upton, MA 01568

      Last Sold Summary

      • 30 Days On Market

    • 6 Chickadee Way Unit 21, Upton, MA 01568
      6 Chickadee Way Unit 21, Upton, MA 01568
      6 Chickadee Way Unit 21, Upton, MA 01568
      /28

      Not Listed For Sale

      6 Chickadee Way Unit 21, Upton, MA 01568

      • 2 Beds
      • 2.5 Baths
      • 2,228 Sq Ft
      • Built 2024
      6 Chickadee Way Unit 21, Upton, MA 01568

      Last Sold Summary

      • 1 Day On Market

    • 12 Caden Ct Unit 12, Upton, MA 01568
      12 Caden Ct Unit 12, Upton, MA 01568
      12 Caden Ct Unit 12, Upton, MA 01568
      /30

      Not Listed For Sale

      12 Caden Ct Unit 12, Upton, MA 01568

      • 2 Beds
      • 2.5 Baths
      • 1,945 Sq Ft
      • Built 2019
      12 Caden Ct Unit 12, Upton, MA 01568

      Last Sold Summary

      • 8 Days On Market

    • 30 32 Mendon St, Upton, MA 01568
      30 32 Mendon St, Upton, MA 01568
      30 32 Mendon St, Upton, MA 01568
      /17

      Not Listed For Sale

      30 32 Mendon St, Upton, MA 01568

      30 32 Mendon St, Upton, MA 01568

      Last Sold Summary

      • 6 Days On Market

    • 10 Chickadee Way Unit 25, Upton, MA 01568
      10 Chickadee Way Unit 25, Upton, MA 01568
      10 Chickadee Way Unit 25, Upton, MA 01568
      /28

      Not Listed For Sale

      10 Chickadee Way Unit 25, Upton, MA 01568

      • 2 Beds
      • 2 Baths
      • 1,734 Sq Ft
      • Built 2024
      10 Chickadee Way Unit 25, Upton, MA 01568

      Last Sold Summary

      • 183 Days On Market

    • 3 Chickadee Way Unit 16, Upton, MA 01568
      3 Chickadee Way Unit 16, Upton, MA 01568
      3 Chickadee Way Unit 16, Upton, MA 01568
      /28

      Not Listed For Sale

      3 Chickadee Way Unit 16, Upton, MA 01568

      • 2 Beds
      • 2.5 Baths
      • 2,228 Sq Ft
      • Built 2024
      3 Chickadee Way Unit 16, Upton, MA 01568

      Last Sold Summary

      • 0 Days On Market

    • 1 Chickadee Way Unit 15, Upton, MA 01568
      1 Chickadee Way Unit 15, Upton, MA 01568
      1 Chickadee Way Unit 15, Upton, MA 01568
      /28

      Not Listed For Sale

      1 Chickadee Way Unit 15, Upton, MA 01568

      • 2 Beds
      • 2.5 Baths
      • 2,228 Sq Ft
      • Built 2024
      1 Chickadee Way Unit 15, Upton, MA 01568

      Last Sold Summary

      • 156 Days On Market

    • 166 Douglas St, Uxbridge, MA 01569
      166 Douglas St, Uxbridge, MA 01569
      166 Douglas St, Uxbridge, MA 01569
      /33

      Est $459,761

      Not Listed For Sale

      166 Douglas St, Uxbridge, MA 01569

      • 2 Beds
      • 1.5 Baths
      • 1,178 Sq Ft
      • Built 1930
      166 Douglas St, Uxbridge, MA 01569

      Last Sold Summary

      • 1 Day On Market

    • 10 Maple Ave, Upton, MA 01568
      10 Maple Ave, Upton, MA 01568
      10 Maple Ave, Upton, MA 01568
      /4

      Not Listed For Sale

      10 Maple Ave, Upton, MA 01568

      • 8 Beds
      • 4 Baths
      • 3,072 Sq Ft
      • Built 1900
      10 Maple Ave, Upton, MA 01568

      Last Sold Summary

      • 6 Days On Market

    • 31 Rockwood Ln Unit 23, Upton, MA 01568
      31 Rockwood Ln Unit 23, Upton, MA 01568
      31 Rockwood Ln Unit 23, Upton, MA 01568
      /40

      Not Listed For Sale

      31 Rockwood Ln Unit 23, Upton, MA 01568

      • 2 Beds
      • 2.5 Baths
      • 2,475 Sq Ft
      • Built 2018
      31 Rockwood Ln Unit 23, Upton, MA 01568

      Last Sold Summary

      • 52 Days On Market

    • 17 Pearl St, Upton, MA 01568
      17 Pearl St, Upton, MA 01568
      17 Pearl St, Upton, MA 01568
      /42

      Est $877,086

      Not Listed For Sale

      17 Pearl St, Upton, MA 01568

      • 4 Beds
      • 3.5 Baths
      • 2,800 Sq Ft
      • Built 2008
      17 Pearl St, Upton, MA 01568

      Last Sold Summary

      • 30 Days On Market

    • 11 Shoemaker Ln Unit 5, Upton, MA 01568
      11 Shoemaker Ln Unit 5, Upton, MA 01568
      11 Shoemaker Ln Unit 5, Upton, MA 01568
      /28

      Not Listed For Sale

      11 Shoemaker Ln Unit 5, Upton, MA 01568

      • 2 Beds
      • 2.5 Baths
      • 2,228 Sq Ft
      • Built 2024
      11 Shoemaker Ln Unit 5, Upton, MA 01568

      Last Sold Summary

      • 80 Days On Market

    • 22 Shoemaker Ln Unit 13, Upton, MA 01568
      22 Shoemaker Ln Unit 13, Upton, MA 01568
      22 Shoemaker Ln Unit 13, Upton, MA 01568
      /5

      Not Listed For Sale

      22 Shoemaker Ln Unit 13, Upton, MA 01568

      • 2 Beds
      • 2.5 Baths
      • 2,228 Sq Ft
      • Built 2024
      22 Shoemaker Ln Unit 13, Upton, MA 01568

      Last Sold Summary

      • 5 Days On Market

    • 138A Main St, Upton, MA 01568
      138A Main St, Upton, MA 01568
      138A Main St, Upton, MA 01568
      /28

      Not Listed For Sale

      138A Main St, Upton, MA 01568

      • 5 Beds
      • 2 Baths
      • 1,955 Sq Ft
      • Built 1890
      138A Main St, Upton, MA 01568

      Last Sold Summary

      • 126 Days On Market

    • 9 Shoemaker Ln Unit 4, Upton, MA 01568
      9 Shoemaker Ln Unit 4, Upton, MA 01568
      9 Shoemaker Ln Unit 4, Upton, MA 01568
      /30

      Not Listed For Sale

      9 Shoemaker Ln Unit 4, Upton, MA 01568

      • 2 Beds
      • 2 Baths
      • 1,734 Sq Ft
      • Built 2024
      9 Shoemaker Ln Unit 4, Upton, MA 01568

      Last Sold Summary

      • 143 Days On Market

    • 4 Blueberry Ln, Upton, MA 01568
      4 Blueberry Ln, Upton, MA 01568
      4 Blueberry Ln, Upton, MA 01568
      /29

      Est $873,768

      Not Listed For Sale

      4 Blueberry Ln, Upton, MA 01568

      • 4 Beds
      • 2.5 Baths
      • 2,800 Sq Ft
      • Built 2015
      4 Blueberry Ln, Upton, MA 01568

      Last Sold Summary

      • 4 Days On Market

    • 8 Fieldstone St Unit 8, Upton, MA 01568
      8 Fieldstone St Unit 8, Upton, MA 01568
      8 Fieldstone St Unit 8, Upton, MA 01568
      /28

      Est $431,596

      Not Listed For Sale

      8 Fieldstone St Unit 8, Upton, MA 01568

      • 2 Beds
      • 1.5 Baths
      • 1,608 Sq Ft
      • Built 1987
      8 Fieldstone St Unit 8, Upton, MA 01568

      Last Sold Summary

      • 3 Days On Market

    • 19 Shoemaker Ln Unit 9, Upton, MA 01568
      19 Shoemaker Ln Unit 9, Upton, MA 01568
      19 Shoemaker Ln Unit 9, Upton, MA 01568
      /5

      Not Listed For Sale

      19 Shoemaker Ln Unit 9, Upton, MA 01568

      • 2 Beds
      • 2.5 Baths
      • 2,228 Sq Ft
      • Built 2024
      19 Shoemaker Ln Unit 9, Upton, MA 01568

      Last Sold Summary

      • 110 Days On Market

    • 7 Shoemaker Ln Unit 3, Upton, MA 01568
      7 Shoemaker Ln Unit 3, Upton, MA 01568
      7 Shoemaker Ln Unit 3, Upton, MA 01568
      /3

      Not Listed For Sale

      7 Shoemaker Ln Unit 3, Upton, MA 01568

      • 2 Beds
      • 2.5 Baths
      • 2,245 Sq Ft
      • Built 2024
      7 Shoemaker Ln Unit 3, Upton, MA 01568

      Last Sold Summary

      • 0 Days On Market

    • 0 Saquish Beach Unit 73173347, Plymouth, MA 02360
      0 Saquish Beach Unit 73173347, Plymouth, MA 02360
      0 Saquish Beach Unit 73173347, Plymouth, MA 02360
      /11

      Not Listed For Sale

      0 Saquish Beach Unit 73173347, Plymouth, MA 02360

      0 Saquish Beach Unit 73173347, Plymouth, MA 02360

      Last Sold Summary

      • 129 Days On Market

    • 2 Chickadee Way Unit 18, Upton, MA 01568
      2 Chickadee Way Unit 18, Upton, MA 01568
      2 Chickadee Way Unit 18, Upton, MA 01568
      /6

      Not Listed For Sale

      2 Chickadee Way Unit 18, Upton, MA 01568

      • 2 Beds
      • 2.5 Baths
      • 2,228 Sq Ft
      • Built 2023
      2 Chickadee Way Unit 18, Upton, MA 01568

      Last Sold Summary

      • 0 Days On Market

Showing Results 241 - 280, Page 7 of 18

Massachusetts Worcester County Upton

Real Estate & Homes

How to Buy a Home How to Finance a Home How to Sell a Home

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

Homes.com Licensing Information

§ 442-H New York Standard Operating Procedures

New York Fair Housing Notice

TREC: Information about brokerage services, Consumer protection notice

California DRE #01937601

Contact Homes.com Brokerage

Copyright © 2026 CoStar Group