Upton, MA Homes

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  /27

  Est $577,411 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,184 Sq Ft

  12 Knowlton Cir, Upton, MA 01568

  12 Knowlton Cir, Upton, MA 01568
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  /19

  $7,500,000

  • 46 Beds
  • 34 Baths
  • 22,233 Sq Ft

  135 Main St, Upton, MA 01568

  135 Main St contains 34 units comprised of (22) 1-Bed/1-Bath units and (12) 2-Bed/1-Bath units. The Property, previously known as The Upton Inn, has undergone significant renovations since its acquisition in August of 2024. This has included renovations of most units including new kitchens and bathrooms with condo quality finishes, updated flooring and painting of the units’ interiors. 135 Main

  Kelleher - Pentore Team Horvath & Tremblay

  135 Main St, Upton, MA 01568
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  /24

  $693,000 Sold Jul 09, 2025

  7 Sienna Cir Unit 7, Upton, MA 01568

  • 2 Beds
  • 2 Baths
  • 1,500 Sq Ft
  • Built 2022

  Last Sold Summary

  • 1% Below List Price
  • $462/SF
  • 25 Days On Market

  Last Listing Agent Shelly Armstrong Redfin Corp.

  7 Sienna Cir Unit 7, Upton, MA 01568
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  /28

  Est $545,720 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 1,731 Sq Ft

  39 Knowlton Cir, Upton, MA 01568

  39 Knowlton Cir, Upton, MA 01568
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  /31

  $750,000 Pending

  • 3 Beds
  • 3.5 Baths
  • 2,200 Sq Ft

  27 James Rd Unit 2, Upton, MA 01568

  SEE THIS GREAT NEW CONSTRUCTION. This home is 3 Bedroom, 3 1/2 bath, with an open first floor plan kitchen is spacious with eat in dining area, hardwood floors, water fall granite kitchen island, stainless steel kitchen appliances, Opens to a family room with balcony to private wooded backyard, 3 large bedrooms including an ensuite primary with tiled shower and glass enclosure with double vanity

  Kim Kimball Kimball Property Realty Inc.

  27 James Rd Unit 2, Upton, MA 01568
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  /26

  $875,000 Sold Nov 13, 2025

  95 Crockett Rd, Upton, MA 01568

  • 2 Beds
  • 1 Bath
  • 864 Sq Ft
  • Built 1950

  Last Sold Summary

  • 9% Above List Price
  • $1,013/SF
  • 9 Days On Market

  Last Listing Agent Campos Homes RE/MAX Real Estate Center

  95 Crockett Rd, Upton, MA 01568
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  /29

  Est $754,921 Not Listed For Sale

  • 6 Beds
  • 1.5 Baths
  • 3,218 Sq Ft

  100 Main St, Upton, MA 01568

  100 Main St, Upton, MA 01568
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  /42

  $1,500,000

  • 4 Beds
  • 3.5 Baths
  • 3,586 Sq Ft

  6 Sawmill Brook Ln, Upton, MA 01568

  A timeless New England farmhouse-style under construction on Lot 2, sitting on 4.3 scenic acres & offering 3,586 square feet of living space. Facing east, the home is perfectly positioned to capture fantastic sunrises—best enjoyed from the inviting farmer’s porch, which adds curb appeal & serves as the perfect place to start your day w/ a morning coffee or unwind in the evening. Designed for

  Team Metrowest Berkshire Hathaway HomeServices Commonwealth Real Estate

  6 Sawmill Brook Ln, Upton, MA 01568
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  /23

  $472,800 Sold Sep 05, 2025

  56 Shore Dr, Upton, MA 01568

  • 3 Beds
  • 1.5 Baths
  • 1,320 Sq Ft
  • Built 1974

  Last Sold Summary

  • 5% Below List Price
  • $358/SF
  • 6 Days On Market

  Current Estimated Value $476,462

  Last Listing Agent Samantha Edwards Prime Time Real Estate Inc.

  56 Shore Dr, Upton, MA 01568
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  /6

  Est $392,597 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 816 Sq Ft

  52 Pleasant St, Upton, MA 01568

  52 Pleasant St, Upton, MA 01568
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  /2

  $350,000 Pending

  • Land
  • 4.5 Acres
  • $77,778 per Acre

  5 Sawmill Brook Ln, Upton, MA 01568

  Incredible and rare opportunity to build your dream home on a stunning 4.5 acre lot in the new Sawmill Brook Lane subdivision. Work with a highly respected local builder, to create your custom luxury home. This fully approved subdivision includes completed road access, utilities, and approvals for a home of up to 6 bedrooms. Choose from available home plans or bring your own design. Don’t miss

  Team Metrowest Berkshire Hathaway HomeServices Commonwealth Real Estate

  5 Sawmill Brook Ln, Upton, MA 01568
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  /38

  $1,160,000 Sold Nov 24, 2025

  47 Fiske Mill Rd, Upton, MA 01568

  • 4 Beds
  • 2.5 Baths
  • 4,514 Sq Ft
  • Built 2020

  Last Sold Summary

  • 7% Below List Price
  • $257/SF
  • 19 Days On Market

  Last Listing Agent The Arienti Group REMAX Executive Realty

  47 Fiske Mill Rd, Upton, MA 01568
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  /36

  Est $480,102 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,520 Sq Ft

  21 Maple Ave, Upton, MA 01568

  21 Maple Ave, Upton, MA 01568
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  /28

  $855,900 Open Fri 11AM - 3PM

  • 2 Beds
  • 2 Baths
  • 1,734 Sq Ft

  5 Boot Shop Rd Unit 31, Upton, MA 01568

  Discover townhome living in 5 Boot Shop Road U:31, Upton, MA. Introducing Cobblers Creek, a new 55+ community of detached condominiums from Black Brook Realty. This serene neighborhood is hidden within the viridian tree line yet easily accessible to the Mass Pike in Westborough and Route 495 in Hopkinton. Ask about our 20k developer incentive. Designed for active adults, Cobblers Creek is a

  StreamLine Communities Streamline Communities - Upton

  5 Boot Shop Rd Unit 31, Upton, MA 01568
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  /42

  $735,000 Sold Apr 30, 2025

  80 Shannon Way Unit 80, Upton, MA 01568

  • 2 Beds
  • 2.5 Baths
  • 2,160 Sq Ft
  • Built 2022

  Last Sold Summary

  • $340/SF
  • 3 Days On Market

  Last Listing Agent Team Metrowest Berkshire Hathaway HomeServices Commonwealth Real Estate

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

  Est $499,882 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,532 Sq Ft

  13 Maple Ave, Upton, MA 01568

  13 Maple Ave, Upton, MA 01568
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  /28

  $699,900 Open Fri 11AM - 3PM

  • 2 Beds
  • 2.5 Baths
  • 2,245 Sq Ft

  15 Shoemaker Ln Unit 7, Upton, MA 01568

  Discover townhome living in 15 Shoemaker Lane U:7, Upton, MA. Introducing Cobblers Creek, a new 55+ community of detached condominiums from Black Brook Realty. This serene neighborhood is hidden within the viridian tree line yet easily accessible to the Mass Pike in Westborough and Route 495 in Hopkinton. Designed for active adults, Cobblers Creek is a collection of two-bedroom floorplans,

  StreamLine Communities Streamline Communities - Upton

  15 Shoemaker Ln Unit 7, Upton, MA 01568
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  /40

  $1,195,000 Sold Jul 31, 2025

  12 Stoddard St, Upton, MA 01568

  • 4 Beds
  • 4.5 Baths
  • 5,202 Sq Ft
  • Built 2025

  Last Sold Summary

  • $230/SF
  • 14 Days On Market

  Current Estimated Value $1,205,239

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

  12 Stoddard St, Upton, MA 01568
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  /40

  Est $440,067 Not Listed For Sale

  • 4 Beds
  • 1.5 Baths
  • 2,082 Sq Ft

  4 Hartford Ave S, Upton, MA 01568

  4 Hartford Ave S, Upton, MA 01568
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  /27

  $675,000

  • 3 Beds
  • 2.5 Baths
  • 1,728 Sq Ft

  13 Plain St, Upton, MA 01568

  PREPARE TO FALL IN LOVE! Relocating Executive Seller is sad to leave this meticulously maintained DREAM home, loaded with UPDATES throughout, including a BRAND NEW HEATING SYSTEM! Plus a private, FENCED & FLAT backyard! Step inside to an inviting OPEN CONCEPT floorplan, with beautiful BRAND NEW FLOORING & an abundance of natural light throughout. A large kitchen offers plenty of space for the

  The Tabassi Team RE/MAX Partners Relocation

  13 Plain St, Upton, MA 01568
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  /42

  $775,000 Sold Aug 11, 2025

  290 Westboro Rd, Upton, MA 01568

  • 4 Beds
  • 3.5 Baths
  • 2,774 Sq Ft
  • Built 1986

  Last Sold Summary

  • 3% Below List Price
  • $279/SF
  • 66 Days On Market

  Current Estimated Value $783,056

  Last Listing Agent Paul Clifford The Neighborhood Realty Group

  290 Westboro Rd, Upton, MA 01568
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  /37

  Est $393,446 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 1,712 Sq Ft

  124 Main St, Upton, MA 01568

  124 Main St, Upton, MA 01568
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  /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
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  /41

  $740,000 Sold Oct 21, 2025

  10 Prospect St, Upton, MA 01568

  • 4 Beds
  • 2.5 Baths
  • 2,872 Sq Ft
  • Built 1986

  Last Sold Summary

  • 1% Below List Price
  • $258/SF
  • 18 Days On Market

  Current Estimated Value $744,549

  Last Listing Agent Jeanne Leombruno Century 21 Custom Home Realty

  10 Prospect St, Upton, MA 01568
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  /31

  Est $512,015 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,220 Sq Ft

  15 Pleasant St, Upton, MA 01568

  15 Pleasant St, Upton, MA 01568
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  /11

  $330,000

  • 2 Beds
  • 1 Bath
  • 1,058 Sq Ft

  3 Driscoll Ln, Upton, MA 01568

  Step into the warmth and character of this two bedroom home. You'll love the gleaming hardwood floors, the updated heating system, it's wired for a generator and has a screened in front porch entry.The driveway is located behind the house with a side entrance through the mudroom leading to the kitchen. Located just minutes from rroute 495.This Upton home is a must see!

  Heather McKeon Mawn Lamacchia Realty, Inc.

  3 Driscoll Ln, Upton, MA 01568
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  /10

  $317,500 Sold Jun 27, 2025

  Lot B Kiwanis Beach Rd, Upton, MA 01568

  • Land
  • 3.11 Acres
  • $102,090 per Acre

  Last Sold Summary

  • 2% Below List Price
  • 15 Days On Market

  Last Listing Agent Justin Jarboe Keller Williams Pinnacle Central

  Lot B Kiwanis Beach Rd, Upton, MA 01568
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  /36

  Est $678,419 Not Listed For Sale

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

  29 Pleasant St, Upton, MA 01568

  29 Pleasant St, Upton, MA 01568
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  /39

  $680,000 Sold Sep 30, 2025

  26 Brooks St, Upton, MA 01568

  • 4 Beds
  • 1.5 Baths
  • 1,851 Sq Ft
  • Built 1900

  Last Sold Summary

  • 4% Below List Price
  • $367/SF
  • 72 Days On Market

  Current Estimated Value $672,434

  Last Listing Agent Alissa Tosches Lamacchia Realty, Inc.

  26 Brooks St, Upton, MA 01568
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  /36

  Est $578,887 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,932 Sq Ft

  31 Pleasant St, Upton, MA 01568

  31 Pleasant St, Upton, MA 01568
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  /42

  $1,475,000 Sold Oct 01, 2025

  105 Crockett Rd, Upton, MA 01568

  • 3 Beds
  • 2.5 Baths
  • 2,852 Sq Ft
  • Built 1917

  Last Sold Summary

  • 1% Below List Price
  • $517/SF
  • 17 Days On Market

  Last Listing Agent Paul Neavyn Gibson Sotheby's International Realty

  105 Crockett Rd, Upton, MA 01568
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  /41

  Est $547,902 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,789 Sq Ft

  21 Warren Rd, Upton, MA 01568

  21 Warren Rd, Upton, MA 01568
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  /26

  $530,000 Sold May 23, 2025

  79 Fowler St, Upton, MA 01568

  • 5 Beds
  • 2 Baths
  • 1,600 Sq Ft
  • Built 1973

  Last Sold Summary

  • 13% Below List Price
  • $331/SF
  • 197 Days On Market

  Current Estimated Value $549,393

  Last Listing Agent Allison Atwood Mendon Local Realty

  79 Fowler St, Upton, MA 01568
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  /42

  Est $677,798 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,150 Sq Ft

  24 Warren Rd, Upton, MA 01568

  24 Warren Rd, Upton, MA 01568
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  /28

  $389,000 Sold Aug 29, 2025

  120 High St, Upton, MA 01568

  • 3 Beds
  • 1 Bath
  • 913 Sq Ft
  • Built 1875

  Last Sold Summary

  • 3% Below List Price
  • $426/SF
  • 46 Days On Market

  Current Estimated Value $395,538

  Last Listing Agent Clifton LaPorte Berkshire Hathaway HomeServices Commonwealth Real Estate

  120 High St, Upton, MA 01568
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  /40

  Est $660,772 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,792 Sq Ft

  4 Hazeltine Rd, Upton, MA 01568

  4 Hazeltine Rd, Upton, MA 01568
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  /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
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  /18

  Est $599,204 Not Listed For Sale

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

  3 Central Square, Upton, MA 01568

  3 Central Square, Upton, MA 01568
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  /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
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  /40

  Est $741,514 Not Listed For Sale

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

  29 Warren St, Upton, MA 01568

  29 Warren St, Upton, MA 01568

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