3,768

Upton, MA Homes

Section Image
    • /31

      Est $485,389

      Not Listed For Sale

      48 Hartford Ave N, Upton, MA 01568

      • 3 Beds
      • 1 Bath
      • 1,008 Sq Ft
      • Built 1960
      48 Hartford Ave N, Upton, MA 01568

      Last Sold Summary

      • 4 Days On Market

      Last Listing Agent Andrew Abu Andrew J. Abu Inc., REALTORS®

  • /41

    $875,000

    $25K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,806 Sq Ft

    10 Sadler Rd, Upton, MA 01568

    *** ALL CARPET IS BEING REPLACED IN OCTOBER 2026 **Tucked away on a quiet cul-de-sac with 2 acres of wooded bliss, this Federal-front Colonial is pure serenity with an incredibly spacious layout to boot. It's 3000+ square feet that feels warm and homey with New England charm oozing from every room. The kitchen has NEW quartz countertops and a massive eat-in area with a downdraft gas stove. It

    Erika Steele REMAX Executive Realty

    10 Sadler Rd, Upton, MA 01568
  • /39

    $1,050,000

    Sold Jun 22, 2026

    179 South St, Upton, MA 01568

    • 3 Beds
    • 2.5 Baths
    • 3,237 Sq Ft
    • Built 1989

    Last Sold Summary

    • 5% Above List Price
    • $324/SF
    • 4 Days On Market

    Current Estimated Value $1,045,617

    Last Listing Agent Rich Hills Media Realty Group Inc.

    179 South St, Upton, MA 01568
    • /35

      Est $586,808

      Not Listed For Sale

      10 Breton Rd, Upton, MA 01568

      • 3 Beds
      • 2 Baths
      • 1,740 Sq Ft
      • Built 1958
      10 Breton Rd, Upton, MA 01568

      Last Sold Summary

      • 5 Days On Market

      Last Listing Agent The Mitchell-Gat Team Berkshire Hathaway Home Services Commonwealth Real Estate

  • /26

    $489,000

    $11K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,785 Sq Ft

    140 Main St Unit B, Upton, MA 01568

    Discover unmatched sophistication, style & elegance living at 140 Main St U:B, Upton, MA! A COMMUTER'S DREAM -- RE-IMAGINED in 2020, this 1785 square foot residence presents an attractive property in near-flawless condition, offering an exceptional opportunity for discerning buyers. The meticulously designed kitchen serves as the heart of the home, equipped with stainless steel appliances,

    Mike Dagilis ERA Key Realty Services- Milf

    140 Main St Unit B, Upton, MA 01568
  • /37

    $900,000

    Sold May 21, 2026

    68 Pearl St, Upton, MA 01568

    • 4 Beds
    • 3.5 Baths
    • 2,472 Sq Ft
    • Built 1968

    Last Sold Summary

    • $364/SF
    • 4 Days On Market

    Current Estimated Value $894,658

    Last Listing Agent Laura Hebb ERA Key Realty Services

    68 Pearl St, Upton, MA 01568
    • /40

      Est $567,265

      Not Listed For Sale

      2 Breton Rd, Upton, MA 01568

      • 3 Beds
      • 1 Bath
      • 1,614 Sq Ft
      • Built 1985
      2 Breton Rd, Upton, MA 01568

      Last Sold Summary

      • 12 Days On Market

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

  • /7

    $999,900

    New Construction
    • 4 Beds
    • 2.5 Baths
    • 2,780 Sq Ft

    17 W Main St, Upton, MA 01568

    UNDER CONSTRUCTION...Enjoy The Benefits of New Construction with Energy Efficiency & Low Future Maintenance! This stunning Colonial offers the perfect blend of classic elegance and modern convenience. Every detail has been carefully selected to provide style and functionality. 1ST floor hardwoods, Quartz countertops and GE Cafe appliances are just a few of the upgraded details that make this home

    Kim Backlund Northeast Realty + Co.

    17 W Main St, Upton, MA 01568
  • /22

    $501,000

    Sold May 29, 2026

    35 Brooks St, Upton, MA 01568

    • 3 Beds
    • 2 Baths
    • 1,762 Sq Ft
    • Built 1956

    Last Sold Summary

    • 2% Above List Price
    • $284/SF
    • 5 Days On Market

    Current Estimated Value $509,578

    Last Listing Agent Melissa Bonina Century 21 Custom Home Realty

    35 Brooks St, Upton, MA 01568
    • /37

      Est $491,605

      Not Listed For Sale

      12 Hartford Ave N, Upton, MA 01568

      • 3 Beds
      • 1 Bath
      • 1,324 Sq Ft
      • Built 1880
      12 Hartford Ave N, Upton, MA 01568

      Last Sold Summary

      • 81 Days On Market

      Last Listing Agent Laura Hebb ERA Key Realty Services

  • /32

    $519,899

    $29K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,760 Sq Ft

    140 Main St Unit E, Upton, MA 01568

    Move right into this beautifully maintained, 2020-built end-unit townhouse in the heart of Upton. Set at the rear of the building and open on three sides, the home enjoys abundant natural light throughout. Three finished levels offer a flexible, well-designed layout. The open main level features a sun-filled living room and a stylish kitchen with a large island, stainless steel Samsung

    Bhargavi Thaduri Coldwell Banker Realty - Newton

    140 Main St Unit E, Upton, MA 01568
  • /30

    $620,000

    Sold Apr 06, 2026

    31 Elm St, Upton, MA 01568

    • 3 Beds
    • 3 Baths
    • 2,244 Sq Ft
    • Built 1957

    Last Sold Summary

    • 4% Above List Price
    • $276/SF
    • 5 Days On Market

    Current Estimated Value $608,467

    Last Listing Agent Maria Fraser Keller Williams Realty Boston Northwest

    31 Elm St, Upton, MA 01568
    • /27

      Est $581,509

      Not Listed For Sale

      12 Knowlton Cir, Upton, MA 01568

      • 3 Beds
      • 2.5 Baths
      • 2,184 Sq Ft
      • Built 2003
      12 Knowlton Cir, Upton, MA 01568

      Last Sold Summary

      • 4 Days On Market

      Last Listing Agent Mary Ann Tecce Gibson Sotheby's International Realty

  • /42

    $974,900

    Open Sun 11AM - 1PM $23K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 3,332 Sq Ft

    27 Juniper Rd, Upton, MA 01568

    Siting majestically in one of Upton's most desired neighborhoods, this gorgeous Colonial commands attention with its gracious presence, impressive scale and beautifully designed spaces. Step through the soaring two story foyer and into a home created for memorable living and effortless entertaining. The wonderful kitchen is a culinary delight, complete with a generous island, gourmet appliances

    THE LASH GROUP Keller Williams Boston MetroWest

    27 Juniper Rd, Upton, MA 01568
  • /40

    $494,500

    Sold Jun 26, 2026

    49 Grove St, Upton, MA 01568

    • 3 Beds
    • 1 Bath
    • 1,300 Sq Ft
    • Built 1950

    Last Sold Summary

    • 1% Below List Price
    • $380/SF
    • 27 Days On Market

    Current Estimated Value $490,270

    Last Listing Agent Robyn Nasuti Realty ONE Group Suburban Lifestyle

    49 Grove St, Upton, MA 01568
    • /28

      Est $538,625

      Not Listed For Sale

      39 Knowlton Cir, Upton, MA 01568

      • 4 Beds
      • 2.5 Baths
      • 1,731 Sq Ft
      • Built 2003
      39 Knowlton Cir, Upton, MA 01568

      Last Sold Summary

      • 14 Days On Market

      Last Listing Agent Alan Yanofsky RE/MAX Real Estate Center

  • /42

    $774,900

    $25K PRICE DROP
    • 7 Beds
    • 4 Baths
    • 3,314 Sq Ft

    158 Main St, Upton, MA 01568

    Motivated seller:Presenting an exceptional multi-family residence at 158 Main St, Upton, MA, a meticulously maintained property originally constructed in 1900. This inviting home encompasses a generous 3314 square feet of living space, offering a ready-to-move-in condition for discerning buyers. The kitchen is thoughtfully appointed with smart refrigerator technology, enhancing modern convenience

    Rita Silva-Martins eXp Realty LLC - Corporate Office

    158 Main St, Upton, MA 01568
  • /29

    $445,000

    Sold Jun 29, 2026

    26 Hartford Ave N, Upton, MA 01568

    • 3 Beds
    • 1 Bath
    • 1,140 Sq Ft
    • Built 1957

    Last Sold Summary

    • 3% Below List Price
    • $390/SF
    • 22 Days On Market

    Current Estimated Value $445,196

    Last Listing Agent Scott Driscoll Redfin Corp.

    26 Hartford Ave N, Upton, MA 01568
    • /42

      Est $819,045

      Not Listed For Sale

      20 Maple Ave, Upton, MA 01568

      • 5 Beds
      • 2.5 Baths
      • 3,291 Sq Ft
      • Built 1880
      20 Maple Ave, Upton, MA 01568

      Last Sold Summary

      • 5 Days On Market

      Last Listing Agent Danielle McCarthy Berkshire Hathaway HomeServices Commonwealth Real Estate

  • /42

    $1,165,000

    • 4 Beds
    • 3.5 Baths
    • 4,843 Sq Ft

    3 Dairy Dr, Upton, MA 01568

    Welcome to the Preserve at Lake Wildwood. Stately ,4BR, 3.5BA Center Hall Colonial featuring 4,000+ sq ft of living space in a desirable suburban neighborhood. Set at the beginning of a cul de sac this grand two-story foyer opens to formal living and dining rooms. Gourmet eat-in kitchen with center island and stainless steel appliances flows into an expansive family room with gas fireplace and

    Lisa Anzede Mathieu Newton Sotheby's International Realty

    3 Dairy Dr, Upton, MA 01568
  • /32

    $752,000

    Sold Aug 13, 2026

    27 James Rd Unit 4, Upton, MA 01568

    • 2 Beds
    • 3.5 Baths
    • 2,200 Sq Ft
    • Built 2026

    Last Sold Summary

    • 1% Above List Price
    • $342/SF
    • 41 Days On Market

    Last Listing Agent Kim Kimball Kimball Property Realty Inc.

    27 James Rd Unit 4, Upton, MA 01568
    • /6

      Est $430,105

      Not Listed For Sale

      52 Pleasant St, Upton, MA 01568

      • 2 Beds
      • 2 Baths
      • 816 Sq Ft
      • Built 1952
      52 Pleasant St, Upton, MA 01568

      Last Sold Summary

      • 127 Days On Market

      Last Listing Agent James Pham RE/MAX Partners

  • /40

    $779,900

    Pending
    • 4 Beds
    • 3 Baths
    • 2,422 Sq Ft

    69 Walnut St, Upton, MA 01568

    Beautifully updated Dutch-style colonial on nearly 2 acres offers, space, charm and functionality. The home includes an ADU with separate entrance for growing families or friends with it's own living room, kitchen, bedroom, full bath and laundry room. The front entry opens to a central staircase with a spacious fireplaced family room on one side and a formal dining room on the other. The family

    Ellen Barry RE/MAX Vision

    69 Walnut St, Upton, MA 01568
  • /38

    $535,000

    Sold Jun 10, 2026

    36 Knowlton Cir Unit 1, Upton, MA 01568

    • 3 Beds
    • 2.5 Baths
    • 2,381 Sq Ft
    • Built 2003

    Last Sold Summary

    • 3% Below List Price
    • $225/SF
    • 19 Days On Market

    Last Listing Agent Karen Richardson LAER Realty Partners

    36 Knowlton Cir Unit 1, Upton, MA 01568
    • /38

      Est $480,982

      Not Listed For Sale

      23 Hartford Ave S, Upton, MA 01568

      • 6 Beds
      • 2 Baths
      • 2,605 Sq Ft
      • Built 1890
      23 Hartford Ave S, Upton, MA 01568

      Last Sold Summary

      • 12 Days On Market

      Last Listing Agent Faina Shapiro Berkshire Hathaway Home Services Commonwealth Real Estate

  • /42

    $1,495,000

    Pending
    • 3 Beds
    • 2 Baths
    • 2,052 Sq Ft

    94 Rawson St, Uxbridge, MA 01569

    Dutch Hill Farm is an established equestrian property on 40± acres, including approximately 18 acres of open fields and productive hayfields. The updated farmhouse offers 3 bedrooms, 2 baths, exposed beams, a welcoming kitchen, porch, deck, attached 2-car garage, and 19 kW solar array. Designed for an active equestrian lifestyle, the residence, barn, arenas, paddocks, and pastures are

    Stanley Edwards LandVest, Inc., Concord

    94 Rawson St, Uxbridge, MA 01569
  • /42

    $1,350,000

    Sold Oct 03, 2025

    5 Azalea Ln, Upton, MA 01568

    • 5 Beds
    • 3.5 Baths
    • 4,647 Sq Ft
    • Built 2016

    Last Sold Summary

    • 4% Above List Price
    • $291/SF
    • 16 Days On Market

    Current Estimated Value $1,348,064

    Last Listing Agent Neil Fredette Keller Williams Realty-Merrimack

    5 Azalea Ln, Upton, MA 01568
    • /36

      Est $487,688

      Not Listed For Sale

      21 Maple Ave, Upton, MA 01568

      • 3 Beds
      • 2.5 Baths
      • 1,520 Sq Ft
      • Built 2004
      21 Maple Ave, Upton, MA 01568

      Last Sold Summary

      • 42 Days On Market

      Last Listing Agent The Jenkins Group Keller Williams Realty

  • /25

    $509,900

    Open Sat 11:30AM - 12:30PM
    • 4 Beds
    • 2.5 Baths
    • 2,228 Sq Ft

    1 Knowlton Cir Unit 1, Upton, MA 01568

    A rare opportunity to own a four-bedroom, two and a half bath residence in the desirable Samreen Villas. This private end unit offers exceptional natural light and a thoughtfully designed layout ideal for both everyday living and entertaining. The main level features hardwood and ceramic tile flooring, an open-concept kitchen and dining area, and a dramatic living room with soaring ceilings and

    Leah Tringale Longwood Residential, LLC

    1 Knowlton Cir Unit 1, Upton, MA 01568
  • /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

    Current Estimated Value $811,096

    Last Listing Agent Campos Homes RE/MAX Real Estate Center

    95 Crockett Rd, Upton, MA 01568
    • /40

      Est $508,697

      Not Listed For Sale

      4 Hartford Ave S, Upton, MA 01568

      • 4 Beds
      • 1.5 Baths
      • 2,082 Sq Ft
      • Built 1860
      4 Hartford Ave S, Upton, MA 01568

      Last Sold Summary

      • 54 Days On Market

      Last Listing Agent Laura Hebb ERA Key Realty Services

  • /36

    $699,900

    Open Sun 11AM - 1PM $29K PRICE DROP
    • 2 Beds
    • 2.5 Baths
    • 1,950 Sq Ft

    87 Shannon Way Unit 86, Upton, MA 01568

    Enjoy low-maintenance living at Upton Ridge, a desirable 55+ community just a short stroll from the renowned Shining Rock Golf Course. This beautiful Milan-style two-story home offers a spacious, thoughtfully designed floor plan featuring a first-floor primary suite and open-concept living. The oversized kitchen is perfect for entertaining, complete with upgraded cabinetry, quartz countertops,

    Shane Brady Keller Williams Realty

    87 Shannon Way Unit 86, Upton, MA 01568
  • /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

    Current Estimated Value $1,196,518

    Last Listing Agent The Arienti Group REMAX Executive Realty

    47 Fiske Mill Rd, Upton, MA 01568
    • /37

      Est $455,759

      Not Listed For Sale

      124 Main St, Upton, MA 01568

      • 2 Beds
      • 1.5 Baths
      • 1,712 Sq Ft
      • Built 1828
      124 Main St, Upton, MA 01568

      Last Sold Summary

      • 12 Days On Market

      Last Listing Agent Amber Cadorette Keller Williams Elite

  • /41

    $695,000

    • 4 Beds
    • 2.5 Baths
    • 2,108 Sq Ft

    5 Elm St, Upton, MA 01568

    Timeless charm & modern comfort describe this renovated Colonial originally built in 1828 on a scenic, quiet country road. Fully reframed in 1988, with a kitchen/family room addition in 1994, this spacious home is in excellent condition. This saltbox-style home blends historic character with contemporary living. The kitchen/family room & the primary bedroom suite have cathedral ceilings &

    Lisa Pezzoni Andrew J. Abu Inc., REALTORS®

    5 Elm St, Upton, MA 01568
  • /41

    $525,000

    Sold Jul 22, 2026

    57 Plain St, Upton, MA 01568

    • 3 Beds
    • 2.5 Baths
    • 1,372 Sq Ft
    • Built 1956

    Last Sold Summary

    • $383/SF
    • 6 Days On Market

    Current Estimated Value $514,669

    Last Listing Agent Team ROVI Real Broker MA, LLC

    57 Plain St, Upton, MA 01568
    • /30

      Est $441,544

      Not Listed For Sale

      74 Main St, Upton, MA 01568

      • 3 Beds
      • 1.5 Baths
      • 1,428 Sq Ft
      • Built 1850
      74 Main St, Upton, MA 01568

      Last Sold Summary

      • 75 Days On Market

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

  • /42

    $1,320,000

    $20K PRICE DROP
    • 5 Beds
    • 3.5 Baths
    • 4,498 Sq Ft

    66 Glenview St, Upton, MA 01568

    Set amid park-like grounds with a private wooded backdrop, this expansive Upton home stands out for its generous living space, thoughtful updates and remarkable flexibility. Updated kitchens and baths throughout bring a fresh, polished feel to the home, while impressive architectural details begin in the soaring two-story foyer and continue into the dramatic family room, where a vaulted ceiling,

    Lisa Aron Williams Coldwell Banker Realty - Sudbury

    66 Glenview St, Upton, MA 01568
  • /41

    $478,000

    Sold May 13, 2026

    72 Main St, Upton, MA 01568

    • 2 Beds
    • 1 Bath
    • 1,536 Sq Ft
    • Built 1981

    Last Sold Summary

    • 14% Above List Price
    • $311/SF
    • 39 Days On Market

    Current Estimated Value $462,658

    Last Listing Agent Ryan Wilson Keller Williams Realty

    72 Main St, Upton, MA 01568
    • /36

      Est $621,647

      Not Listed For Sale

      31 Pleasant St, Upton, MA 01568

      • 3 Beds
      • 2 Baths
      • 1,932 Sq Ft
      • Built 1969
      31 Pleasant St, Upton, MA 01568

      Last Sold Summary

      • 6 Days On Market

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

Showing Results 41 - 80, Page 2 of 18

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