Upton, MA Homes

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  /18

  Est $566,557 Not Listed For Sale

  3 Central Square, Upton, MA 01568

  • 4 Beds
  • 2 Baths
  • 1,378 Sq Ft
  • Built 1835

  3 Central Square, Upton, MA 01568

  Last Sold Summary

  • 3% Above List Price
  • $399/SF
  • 4 Days On Market

  Last Sold Price $550,000

  Last Listing Agent My House Partners Team RE/MAX
• 

  

  

  /3

  $879,900 Open Fri 11AM - 3PM

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

  12 Boot Shop Rd Unit 37, Upton, MA 01568

  Welcome to Cobblers Creek, a serene 55+ community in Upton offering detached condominiums designed for active adults seeking low-maintenance living with commuter convenience. Tucked within a peaceful tree-lined setting yet close to Route 495 and the Mass Pike, this community blends privacy with accessibility. The Cardinal townhome floor plan features open-concept living with an eat-at island

  StreamLine Communities Streamline Communities - Upton

  12 Boot Shop Rd Unit 37, Upton, MA 01568
• 

  

  

  /12

  $404,000 Sold May 12, 2025

  51 School St Unit 2, Upton, MA 01568

  • 3 Beds
  • 2.5 Baths
  • 1,420 Sq Ft
  • Built 1900

  Last Sold Summary

  • 1% Above List Price
  • $285/SF
  • 5 Days On Market

  Last Listing Agent Daniel DiBiasio DiBiasio Realty LLC

  51 School St Unit 2, Upton, MA 01568
• 

  

  

  /40

  Est $689,719 Not Listed For Sale

  29 Warren St, Upton, MA 01568

  • 5 Beds
  • 3 Baths
  • 2,688 Sq Ft
  • Built 1980

  29 Warren St, Upton, MA 01568

  Last Sold Summary

  • 2% Below List Price
  • $262/SF
  • 36 Days On Market

  Last Sold Price $705,000

  Last Listing Agent Judy Leonelli Mendon Local Realty
• 

  

  

  /3

  $550,000

  • Land
  • 5.45 Acres
  • $100,917 per Acre

  Lot 108 W Main St, Upton, MA 01568

  5.45± acres zoned General Business (GB) located along West Main Street (Route 140) in Upton. This versatile parcel offers strong road frontage, visibility, and flexibility for a variety of commercial, professional, mixed-use, or investment opportunities, subject to Town approvals. The GB zoning district supports a broad range of business and service uses, making this an ideal site for

  John Miller Keller Williams Pinnacle Central

  Lot 108 W Main St, Upton, MA 01568
• 

  

  /36

  $689,500 Sold Nov 14, 2025

  41 Shannon Way Unit 41, Upton, MA 01568

  • 2 Beds
  • 2.5 Baths
  • 1,875 Sq Ft
  • Built 2021

  Last Sold Summary

  • 1% Below List Price
  • $368/SF
  • 10 Days On Market

  Last Listing Agent Derek Greene The Greene Realty Group

  41 Shannon Way Unit 41, Upton, MA 01568
• 

  

  /29

  Est $642,891 Not Listed For Sale

  21 Shore Dr, Upton, MA 01568

  • 3 Beds
  • 2.5 Baths
  • 1,732 Sq Ft
  • Built 2001

  21 Shore Dr, Upton, MA 01568

  Last Sold Summary

  • $370/SF
  • 50 Days On Market

  Last Sold Price $640,000

  Last Listing Agent Amanda Salazar Realty ONE Group Suburban Lifestyle
• 

  

  /35

  $499,900 Pending

  • 5 Beds
  • 3.5 Baths
  • 2,649 Sq Ft

  51 Knowlton Cir Unit 51, Upton, MA 01568

  Spacious 4-5BR 3.5BT townhouse with walkout finished basement! A rare find in the condo market is this end-unit townhome with 4 bedrooms upstairs, and a 5th in the finished walkout basement. The open floor plan features vaulted ceiling in the great room, a triple window dining area, and a spacious kitchen with ample counter space. The upper floor primary suite has a triple window, vaulted

  Margo Otey REMAX Executive Realty

  51 Knowlton Cir Unit 51, Upton, MA 01568
• 

  /2

  $838,000 Sold Oct 09, 2025

  49 Warren St, Upton, MA 01568

  • 4 Beds
  • 3.5 Baths
  • 2,604 Sq Ft
  • Built 2022

  Last Sold Summary

  • 9% Above List Price
  • $322/SF
  • 4 Days On Market

  Current Estimated Value $825,477

  Last Listing Agent Deb Kotlarz Keller Williams Realty Boston Northwest

  49 Warren St, Upton, MA 01568
• 

  

  /42

  Est $927,935 Not Listed For Sale

  129 South St, Upton, MA 01568

  • 4 Beds
  • 3.5 Baths
  • 3,120 Sq Ft
  • Built 1989

  129 South St, Upton, MA 01568

  Last Sold Summary

  • 3% Above List Price
  • $288/SF
  • 157 Days On Market

  Last Sold Price $898,000

  Last Listing Agent Team Metrowest Berkshire Hathaway HomeServices Commonwealth Real Estate
• 

  

  /28

  $649,900 Pending

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

  12 Hartford Ave E, Uxbridge, MA 01569

  Exceptional investment opportunity in Uxbridge! This fully rented three-family property offers immediate, reliable cash flow with all units currently leased at market rents. The property consists of two spacious three-bedroom units in the main building and a separate, single-family detached one-bedroom unit—an ideal configuration for strong tenant demand and income diversification. Each unit

  Diana Afonso Afonso Real Estate

  12 Hartford Ave E, Uxbridge, MA 01569
• 

  

  /30

  $525,000 Sold Oct 28, 2025

  26 Fowler St, Upton, MA 01568

  • 2 Beds
  • 2 Baths
  • 1,632 Sq Ft
  • Built 1983

  Last Sold Summary

  • 9% Below List Price
  • $322/SF
  • 20 Days On Market

  Current Estimated Value $541,363

  Last Listing Agent Jennifer French REMAX Executive Realty

  26 Fowler St, Upton, MA 01568
• 

  

  /42

  Est $916,107 Not Listed For Sale

  158 South St, Upton, MA 01568

  • 4 Beds
  • 4.5 Baths
  • 3,757 Sq Ft
  • Built 1999

  158 South St, Upton, MA 01568

  Last Sold Summary

  • 5% Above List Price
  • $233/SF
  • 48 Days On Market

  Last Sold Price $875,000

  Last Listing Agent Team Metrowest Berkshire Hathaway HomeServices Commonwealth Real Estate
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  /42

  $600,000 Sold Jan 26, 2026

  3 Stoddard St, Upton, MA 01568

  • 3 Beds
  • 1.5 Baths
  • 2,034 Sq Ft
  • Built 1996

  Last Sold Summary

  • 14% Below List Price
  • $295/SF
  • 41 Days On Market

  Current Estimated Value $627,739

  Last Listing Agent Matheus Goncalves Mega Realty Services

  3 Stoddard St, Upton, MA 01568
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  /42

  Est $1,005,356 Not Listed For Sale

  9 Juniper Rd, Upton, MA 01568

  • 4 Beds
  • 3.5 Baths
  • 4,456 Sq Ft
  • Built 2001

  9 Juniper Rd, Upton, MA 01568

  Last Sold Summary

  • $226/SF
  • 42 Days On Market

  Last Sold Price $1,005,000

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

  

  /42

  $825,000 Sold Sep 17, 2025

  1 Summers Cir, Upton, MA 01568

  • 4 Beds
  • 3.5 Baths
  • 2,470 Sq Ft
  • Built 2019

  Last Sold Summary

  • 5% Below List Price
  • $334/SF
  • 46 Days On Market

  Current Estimated Value $844,297

  Last Listing Agent Michael Colombo Realty ONE Group Suburban Lifestyle

  1 Summers Cir, Upton, MA 01568
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  /40

  Est $634,500 Not Listed For Sale

  133 Chestnut St, Upton, MA 01568

  • 4 Beds
  • 2.5 Baths
  • 2,002 Sq Ft
  • Built 1974

  133 Chestnut St, Upton, MA 01568

  Last Sold Summary

  • 2% Above List Price
  • $312/SF
  • 17 Days On Market

  Last Sold Price $625,000

  Last Listing Agent Mike DeLuca Coldwell Banker Realty - Worcester
• 

  

  /34

  $640,000 Sold Mar 31, 2025

  89 Shannon Way Unit 1, Upton, MA 01568

  • 2 Beds
  • 2.5 Baths
  • 1,870 Sq Ft
  • Built 2022

  Last Sold Summary

  • $342/SF
  • 30 Days On Market

  Last Listing Agent Shane Brady Keller Williams Realty

  89 Shannon Way Unit 1, Upton, MA 01568
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  /42

  Est $899,900 Not Listed For Sale

  4 Goss Pond Rd, Upton, MA 01568

  • 4 Beds
  • 2.5 Baths
  • 3,104 Sq Ft
  • Built 1995

  4 Goss Pond Rd, Upton, MA 01568

  Last Sold Summary

  • 13% Above List Price
  • $257/SF
  • 18 Days On Market

  Last Sold Price $799,000

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

  

  /36

  $725,000 Sold Jan 14, 2026

  27 Fowler St, Upton, MA 01568

  • 4 Beds
  • 2.5 Baths
  • 2,729 Sq Ft
  • Built 1992

  Last Sold Summary

  • 9% Below List Price
  • $266/SF
  • 51 Days On Market

  Current Estimated Value $727,255

  Last Listing Agent Vasilina Waldron Berkshire Hathaway HomeServices Commonwealth Real Estate

  27 Fowler St, Upton, MA 01568
• 

  

  /31

  Est $558,566 Not Listed For Sale

  165 W River St, Upton, MA 01568

  • 3 Beds
  • 2.5 Baths
  • 1,680 Sq Ft
  • Built 1989

  165 W River St, Upton, MA 01568

  Last Sold Summary

  • 1% Above List Price
  • $330/SF
  • 15 Days On Market

  Last Sold Price $555,000

  Last Listing Agent Bruce Bisbee Redfin Corp.
• 

  

  /42

  $512,700 Sold Nov 21, 2025

  3 Knowlton Cir Unit 3, Upton, MA 01568

  • 3 Beds
  • 2.5 Baths
  • 1,731 Sq Ft
  • Built 2003

  Last Sold Summary

  • 4% Below List Price
  • $296/SF
  • 73 Days On Market

  Last Listing Agent Shripad Nandurbarkar Coldwell Banker Realty - Worcester

  3 Knowlton Cir Unit 3, Upton, MA 01568
• 

  

  /37

  Est $552,533 Not Listed For Sale

  185 W River St, Upton, MA 01568

  • 3 Beds
  • 1.5 Baths
  • 1,916 Sq Ft
  • Built 1875

  185 W River St, Upton, MA 01568

  Last Sold Summary

  • 2% Above List Price
  • $282/SF
  • 22 Days On Market

  Last Sold Price $540,000

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

  

  /38

  $600,000 Sold Dec 12, 2025

  29 Shore Dr, Upton, MA 01568

  • 3 Beds
  • 2.5 Baths
  • 1,732 Sq Ft
  • Built 2001

  Last Sold Summary

  • $346/SF
  • 21 Days On Market

  Current Estimated Value $597,753

  Last Listing Agent Maribeth McCauley Lynch Lamacchia Realty, Inc.

  29 Shore Dr, Upton, MA 01568
• 

  

  /41

  Est $797,601 Not Listed For Sale

  114 Chestnut St, Upton, MA 01568

  • 4 Beds
  • 3 Baths
  • 2,632 Sq Ft
  • Built 1996

  114 Chestnut St, Upton, MA 01568

  Last Sold Summary

  • 9% Above List Price
  • $277/SF
  • 4 Days On Market

  Last Sold Price $730,000

  Last Listing Agent Valentina Belov Keller Williams Coastal Realty
• 

  

  /32

  $416,000 Sold Jun 25, 2025

  16 Picadilly St, Upton, MA 01568

  • 3 Beds
  • 1 Bath
  • 924 Sq Ft
  • Built 1800

  Last Sold Summary

  • 4% Above List Price
  • $450/SF
  • 4 Days On Market

  Current Estimated Value $404,568

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

  16 Picadilly St, Upton, MA 01568
• 

  

  /36

  Est $1,054,951 Not Listed For Sale

  62 Chestnut St, Upton, MA 01568

  • 4 Beds
  • 3.5 Baths
  • 3,877 Sq Ft
  • Built 1990

  62 Chestnut St, Upton, MA 01568

  Last Sold Summary

  • 6% Above List Price
  • $257/SF
  • 16 Days On Market

  Last Sold Price $997,000

  Last Listing Agent John Coutinho Berkshire Hathaway HomeServices Commonwealth Real Estate
• 

  

  /39

  $810,000 Sold Aug 01, 2025

  244 North St, Upton, MA 01568

  • 4 Beds
  • 2.5 Baths
  • 2,426 Sq Ft
  • Built 2002

  Last Sold Summary

  • 5% Above List Price
  • $334/SF
  • 7 Days On Market

  Current Estimated Value $807,979

  Last Listing Agent Team ROVI Real Broker MA, LLC

  244 North St, Upton, MA 01568
• 

  

  /42

  Est $868,573 Not Listed For Sale

  111 Chestnut St, Upton, MA 01568

  • 3 Beds
  • 2.5 Baths
  • 3,120 Sq Ft
  • Built 1997

  111 Chestnut St, Upton, MA 01568

  Last Sold Summary

  • $277/SF
  • 66 Days On Market

  Last Sold Price $865,000

  Last Listing Agent THE LASH GROUP Keller Williams Boston MetroWest
• 

  

  /3

  $350,000 Sold Dec 02, 2025

  Lot 1 Sawmill Brook Ln, Upton, MA 01568

  • Land
  • 5.6 Acres
  • $62,500 per Acre

  Last Sold Summary

  • 39 Days On Market

  Last Listing Agent Team Metrowest Berkshire Hathaway HomeServices Commonwealth Real Estate

  Lot 1 Sawmill Brook Ln, Upton, MA 01568
• 

  

  /42

  Est $973,323 Not Listed For Sale

  6 Farrar Rd, Upton, MA 01568

  • 6 Beds
  • 3.5 Baths
  • 3,162 Sq Ft
  • Built 1997

  6 Farrar Rd, Upton, MA 01568

  Last Sold Summary

  • 8% Above List Price
  • $286/SF
  • 5 Days On Market

  Last Sold Price $905,000

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

  

  /39

  $925,000 Sold Aug 05, 2025

  22 Cider Mill Ln, Upton, MA 01568

  • 4 Beds
  • 2.5 Baths
  • 2,149 Sq Ft
  • Built 1974

  Last Sold Summary

  • $430/SF
  • 17 Days On Market

  Current Estimated Value $936,089

  Last Listing Agent Caroline Caira RE/MAX On the Charles

  22 Cider Mill Ln, Upton, MA 01568
• 

  

  /39

  Est $760,289 Not Listed For Sale

  24 Plumbley Rd, Upton, MA 01568

  • 4 Beds
  • 3 Baths
  • 2,582 Sq Ft
  • Built 1996

  24 Plumbley Rd, Upton, MA 01568

  Last Sold Summary

  • 6% Above List Price
  • $278/SF
  • 46 Days On Market

  Last Sold Price $717,000

  Last Listing Agent The Highland Group Keller Williams South Watuppa
• 

  

  /25

  $903,000 Sold Apr 29, 2025

  2 Plumbley Rd, Upton, MA 01568

  • 4 Beds
  • 2.5 Baths
  • 2,816 Sq Ft
  • Built 1995

  Last Sold Summary

  • 6% Above List Price
  • $321/SF
  • 3 Days On Market

  Current Estimated Value $908,307

  Last Listing Agent Tricia Basquiat Berkshire Hathaway HomeServices Commonwealth Real Estate

  2 Plumbley Rd, Upton, MA 01568
• 

  

  /42

  Est $845,485 Not Listed For Sale

  8 Plumbley Rd, Upton, MA 01568

  • 3 Beds
  • 2.5 Baths
  • 3,623 Sq Ft
  • Built 1992

  8 Plumbley Rd, Upton, MA 01568

  Last Sold Summary

  • 2% Above List Price
  • $228/SF
  • 53 Days On Market

  Last Sold Price $825,000

  Last Listing Agent Chris Mehr Full Circle Realty LLC
• 

  

  /24

  $815,000 Sold Jun 16, 2025

  9 Thayer St, Upton, MA 01568

  • 4 Beds
  • 2.5 Baths
  • 2,659 Sq Ft
  • Built 1985

  Last Sold Summary

  • 4% Above List Price
  • $307/SF
  • 8 Days On Market

  Current Estimated Value $829,153

  Last Listing Agent Chris Vietor eXp Realty

  9 Thayer St, Upton, MA 01568
• 

  

  /41

  Est $860,702 Not Listed For Sale

  41 South St, Upton, MA 01568

  • 4 Beds
  • 2.5 Baths
  • 2,630 Sq Ft
  • Built 1992

  41 South St, Upton, MA 01568

  Last Sold Summary

  • 3% Above List Price
  • $317/SF
  • 5 Days On Market

  Last Sold Price $835,000

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

  

  /20

  $952,500 Sold Oct 31, 2025

  17 Old Grafton Rd, Upton, MA 01568

  • 4 Beds
  • 2.5 Baths
  • 2,770 Sq Ft
  • Built 2025

  Last Sold Summary

  • 1% Above List Price
  • $344/SF
  • 68 Days On Market

  Last Listing Agent Kim Backlund Northeast Realty + Co.

  17 Old Grafton Rd, Upton, MA 01568
• 

  

  /25

  Est $748,646 Not Listed For Sale

  30 Glenview St, Upton, MA 01568

  • 3 Beds
  • 2.5 Baths
  • 2,127 Sq Ft
  • Built 1986

  30 Glenview St, Upton, MA 01568

  Last Sold Summary

  • 17% Above List Price
  • $301/SF
  • 25 Days On Market

  Last Sold Price $640,000

  Last Listing Agent Anne Oakman Media Realty Group Inc.
• 

  

  /40

  $815,000 Sold May 15, 2025

  4 Bradish Farm Rd, Upton, MA 01568

  • 3 Beds
  • 2.5 Baths
  • 3,408 Sq Ft
  • Built 1992

  Last Sold Summary

  • 2% Below List Price
  • $239/SF
  • 7 Days On Market

  Current Estimated Value $852,462

  Last Listing Agent Andrew Bruce Lamacchia Realty, Inc.

  4 Bradish Farm Rd, Upton, MA 01568

Showing Results 81 - 120, Page 3 of 18