3,734

Upton, MA Homes

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  • /42

    $439,500

    • 2 Beds
    • 1.5 Baths
    • 2,229 Sq Ft

    6 Fieldstone Dr Unit 6, Upton, MA 01568

    Move right into this beautifully updated Fieldstone townhouse offering low-maintenance living in a peaceful, village-like setting. The open main level features new hardwood floors in the dining and living rooms and a stylish kitchen with brand-new stainless appliances—perfect for everyday living or entertaining. Upstairs offers two spacious bedrooms and a full bath, with a convenient half bath on

    Agent Photo

    Robyn Nasuti

    Realty ONE Group Suburban Lifestyle

    (508) 691-7988

    6 Fieldstone Dr Unit 6, Upton, MA 01568
  • /18

    $2,500 total monthly price

    • 3 Beds
    • 1 Bath
    • 1,196 Sq Ft
    • Apartment for Rent

    6 Milford St Unit 6, Upton, MA 01568

    A $500 bonus will be deducted from the first month's rent if the tenant signs before March 15 .Welcome to 6 Milford Rd #6 a fully renovated 3rd floor apartment offering approximately 1,196 sq. ft. of comfortable living space. This beautifully laid-out 3-bedroom, 1-bath unit features brand-new flooring, fresh paint, a modern kitchen, and an updated bathroom. All three bedrooms are spacious and

    Agent Photo

    Mina Shenouda

    (508) 501-6311

    6 Milford St Unit 6, Upton, MA 01568
  • /32

    $595,000 Sold Jan 07, 2026

    84 High St, Upton, MA 01568

    • 4 Beds
    • 3 Baths
    • 2,463 Sq Ft
    • Built 1952

    Last Sold Summary

    • 8% Below List Price
    • $242/SF
    • 136 Days On Market

    Current Estimated Value $596,622

    Last Listing Agent Ann Marie Silva Redfin Corp.

    84 High St, Upton, MA 01568
    • /12

      Not Listed For Sale

      0 Orchard St, Upton, MA 01568

      • 3 Beds
      • Built 2015
      0 Orchard St, Upton, MA 01568

      Last Sold Summary

      • $98/SF
      • 24 Days On Market

      Last Sold Price $199,000

      Last Listing Agent Shelly Armstrong Redfin Corp.

  • /3

    $864,900 Pending

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

    18 Boot Shop Rd Unit 40, 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

    18 Boot Shop Rd Unit 40, Upton, MA 01568
  • /35

    $1,647 - $2,500 total monthly price

    149 Main Street Apartments

    1 - 2 Beds

    149 Main St, Upton, MA 01568

    Welcome home to 149 Main, a new luxury apartment community in the quintessential New England Town of Upton, Massachusetts. Offering smart, modern home features from designer cabinetry and color schemes to sought-after community features just outside your door. Discover the lifestyle at 149 Main.

    149 Main St, Upton, MA 01568
  • /27

    $1,099,500 Sold Aug 11, 2025

    16 Rawson Farm Rd, Mendon, MA 01756

    • 4 Beds
    • 2.5 Baths
    • 2,884 Sq Ft
    • Built 2025

    Last Sold Summary

    • 1% Below List Price
    • $381/SF
    • 230 Days On Market

    Last Listing Agent Gary Smith Mendon Area Real Estate

    16 Rawson Farm Rd, Mendon, MA 01756
    • /36

      Est $812,952 Not Listed For Sale

      49 East St, Upton, MA 01568

      • 3 Beds
      • 2.5 Baths
      • 2,188 Sq Ft
      • Built 2017
      49 East St, Upton, MA 01568

      Last Sold Summary

      • $371/SF
      • 4 Days On Market

      Last Sold Price $811,000

      Last Listing Agent Ellen Koswick RE/MAX

  • /36

    $849,900 Pending

    • 4 Beds
    • 2.5 Baths
    • 3,352 Sq Ft

    13 Jonathans Way, Upton, MA 01568

    Beautifully maintained home featuring gleaming hardwood floors and two cozy fireplaces. The cathedral-ceiling family room offers a bright and open layout ideal for everyday living and entertaining. Includes a formal dining room and a private office. Fully renovated and modernized kitchen and bathrooms with stylish finishes and contemporary functionality. Large windows throughout the home provide

    Shelly Armstrong Redfin Corp.

    13 Jonathans Way, Upton, MA 01568
  • /16

    $2,100 total monthly price

    • 2 Beds
    • 1.5 Baths
    • 1,100 Sq Ft
    • Apartment for Rent

    137 Main St Unit Rear, Upton, MA 01568

    Newly Renovated 2 Bedroom & 1.5 Bath Apartment for immediate occupancy. This spacious unit offers fresh paint and high quality fixtures throughout. Full set of appliances including Fridge, Electric Stove + Oven, Dishwasher & Granite Countertops. In-Unit Washer/Dryer Hookup. Pets allowed (under 40lbs, breed restrictions, no exotic or dangerous animals) Tenant are responsible for All Utilities

    Otis Tat Excelsior Realty

    137 Main St Unit Rear, Upton, MA 01568
  • /42

    $920,000 Sold Jul 10, 2025

    175 Pleasant St, Upton, MA 01568

    • 7 Beds
    • 7 Baths
    • 5,576 Sq Ft
    • Built 1991

    Last Sold Summary

    • 15% Above List Price
    • $165/SF
    • 12 Days On Market

    Current Estimated Value $1,005,172

    Last Listing Agent THE LASH GROUP Keller Williams Boston MetroWest

    175 Pleasant St, Upton, MA 01568
    • /42

      Est $912,571 Not Listed For Sale

      14 Francis Dr, Upton, MA 01568

      • 4 Beds
      • 2.5 Baths
      • 3,901 Sq Ft
      • Built 2008
      14 Francis Dr, Upton, MA 01568

      Last Sold Summary

      • 1% Above List Price
      • $231/SF
      • 0 Days On Market

      Last Sold Price $900,000

      Last Listing Agent Gerald Simone Mathieu Newton Sotheby's International Realty

  • /40

    $1,100,000

    • 4 Beds
    • 2.5 Baths
    • 3,260 Sq Ft

    6 Wood St, Upton, MA 01568

    Where Luxury Meets Country! Welcome to this beautifully updated 4BR, 3,000+ sq ft home in scenic Upton. Perfect for entertaining with spacious foyer, formal dining & sitting room, plus expansive family room off the remodeled gourmet kitchen with quartz countertops, stainless steel appliances, double oven, compactor & decorative cabinet lighting. Upstairs offers 4 bedrooms & 2 full baths incl. a

    Brittany Palmerino Mathieu Newton Sotheby's International Realty

    6 Wood St, Upton, MA 01568
  • /17

    $2,400 total monthly price

    • 4 Beds
    • 1 Bath
    • 1,350 Sq Ft
    • Apartment for Rent

    21 Pleasant St Unit 2, Upton, MA 01568

    About 21 Pleasant St #2, UPTON, MA 01568 -1) 2nd floor unit, 2) Surrounded by single family homes, 3) Fully de-Leaded. 4) Mins walk to Memorial Elementary School 5) 1/2 (half a mile) walk to Nipmuc Regional High School & Blackstone Valley Regional Vocational Technical High School, 6) Hardwood floors in all bedrooms 7) Unit Washer-Dryer hookups 8) Spacious front & backyard for pet owners, 9)

    Lucy Mbugua Primary Homes Realty LLC

    21 Pleasant St Unit 2, Upton, MA 01568
  • /42

    $849,000 Sold Jun 20, 2025

    30 Prospect St, Upton, MA 01568

    • 4 Beds
    • 2 Baths
    • 2,892 Sq Ft
    • Built 1963

    Last Sold Summary

    • $294/SF
    • 7 Days On Market

    Current Estimated Value $862,926

    Last Listing Agent Susan Kenney Century 21 Custom Home Realty

    30 Prospect St, Upton, MA 01568
    • /42

      Est $546,142 Not Listed For Sale

      31 Conestoga Dr, Uxbridge, MA 01569

      • 3 Beds
      • 1 Bath
      • 2,245 Sq Ft
      • Built 1991
      31 Conestoga Dr, Uxbridge, MA 01569

      Last Sold Summary

      • 7% Above List Price
      • $227/SF
      • 20 Days On Market

      Last Sold Price $510,000

      Last Listing Agent Cheryl Eidinger-Taylor ERA Key Realty Services

  • /42

    $1,075,000

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

    4 Hazeltine Rd, Upton, MA 01568

    Completely renovated in 2024, this stunning 4-bedroom, 2.5-bath home blends modern luxury with thoughtful design in a highly desirable neighborhood close to schools and town. A spacious new addition features a large primary suite with a spa-like bath and two walk-in closets, offering a true private retreat. The heart of the home is the beautifully renovated kitchen, equipped with premium Bosch

    Beth Feather William Raveis R.E. & Home Services

    4 Hazeltine Rd, Upton, MA 01568
  • /21

    $3,200 total monthly price

    • 3 Beds
    • 1.5 Baths
    • 1,089 Sq Ft
    • Apartment for Rent

    99 Main St Unit A, Upton, MA 01568

    Welcome to this beautifully renovated rental in Upton offering comfort, style, and convenience. This spacious home features three generously sized bedrooms and one and a half updated bathrooms, thoughtfully redesigned with modern finishes and a clean, bright feel throughout. The newly refreshed interior includes an updated kitchen with contemporary cabinetry, granite countertops, and ample space

    Aphrodite Karpouzis Gibson Sotheby's International Realty

    99 Main St Unit A, Upton, MA 01568
  • /39

    $560,000 Sold Jan 21, 2026

    127 Glenview St, Upton, MA 01568

    • 3 Beds
    • 3 Baths
    • 1,711 Sq Ft
    • Built 1954

    Last Sold Summary

    • 6% Below List Price
    • $327/SF
    • 4 Days On Market

    Current Estimated Value $575,545

    Last Listing Agent Maria Morte Berkshire Hathaway HomeServices Commonwealth Real Estate

    127 Glenview St, Upton, MA 01568
    • /36

      Est $414,618 Not Listed For Sale

      16 Yale St, Uxbridge, MA 01569

      • 4 Beds
      • 2 Baths
      • 1,836 Sq Ft
      • Built 1920
      16 Yale St, Uxbridge, MA 01569

      Last Sold Summary

      • 15% Above List Price
      • $196/SF
      • 3 Days On Market

      Last Sold Price $360,000

      Last Listing Agent Mary Wood Lamacchia Realty, Inc.

  • /38

    $950,000

    • 3 Beds
    • 2.5 Baths
    • 3,300 Sq Ft

    215 North St, Upton, MA 01568

    Set at the end of a dead-end road, this expanded custom contemporary offers over 10 acres of private land—a rare blend of space, flexibility, and future potential. This well-maintained 3-bed, 2.5-bath home is filled with natural light from expansive windows and skylights, creating an open and inviting layout. A standout 30x24 heated bonus room above the garage provides exceptional space for

    Campos Homes RE/MAX Real Estate Center

    215 North St, Upton, MA 01568
  • /32

    $4,500 total monthly price

    • 4 Beds
    • 2.5 Baths
    • 2,682 Sq Ft
    • House for Rent

    173 East St, Upton, MA 01568

    This charming colonial home located in Upton offers 4 spacious bedrooms, fireplace living room; nice open concept. Eat in kitchen complete with a granite center island and countertops, as well as modern stainless steel appliances. The family room is highlighted by a cozy fireplace, while the dining room is tastefully appointed for formal gatherings. Beautiful hardwood floors throughot. Basement

    Kathleen Craig ERA Key Realty Services

    173 East St, Upton, MA 01568
  • /38

    $485,000 Sold Jul 25, 2025

    23 Hartford Ave S, Upton, MA 01568

    • 6 Beds
    • 2 Baths
    • 2,605 Sq Ft
    • Built 1890

    Last Sold Summary

    • 5% Above List Price
    • $186/SF
    • 12 Days On Market

    Current Estimated Value $515,390

    Last Listing Agent Faina Shapiro Berkshire Hathaway HomeServices Page Realty

    23 Hartford Ave S, Upton, MA 01568
    • /39

      Est $675,740 Not Listed For Sale

      109 Rawson St, Uxbridge, MA 01569

      • 3 Beds
      • 2.5 Baths
      • 2,080 Sq Ft
      • Built 1992
      109 Rawson St, Uxbridge, MA 01569

      Last Sold Summary

      • 2% Above List Price
      • $317/SF
      • 33 Days On Market

      Last Sold Price $660,000

      Last Listing Agent Margaret Vosburgh Fine Properties, Inc.

  • /2

    $1,206,281 Pending

    • 4 Beds
    • 2.5 Baths
    • 3,314 Sq Ft

    29 Cider Mill Ln, Upton, MA 01568

    Tucked away on a spacious lot in desirable Upton, this newly built home showcases expert craftsmanship by a seasoned local developer. Offering 3,314 square feet of thoughtfully designed living space, the open floor plan seamlessly blends comfort and style, perfect for today’s modern lifestyle. At the heart of the home, an expansive chef’s kitchen connects the dining and living areas, ideal for

    Melissa Tempesta Whitewood Real Estate, Inc.

    29 Cider Mill Ln, Upton, MA 01568
  • /30

    $881,301 Sold May 16, 2025

    12 Chickadee Way Unit 26, Upton, MA 01568

    • 2 Beds
    • 2.5 Baths
    • 2,228 Sq Ft
    • Built 2024

    Last Sold Summary

    • 12% Above List Price
    • $396/SF
    • 0 Days On Market

    Last Listing Agent StreamLine Communities Streamline Communities - Upton

    12 Chickadee Way Unit 26, Upton, MA 01568
    • /32

      Est $492,642 Not Listed For Sale

      29 Hartford Ave N, Upton, MA 01568

      • 3 Beds
      • 1.5 Baths
      • 1,560 Sq Ft
      • Built 1962
      29 Hartford Ave N, Upton, MA 01568

      Last Sold Summary

      • 1% Below List Price
      • $321/SF
      • 3 Days On Market

      Last Sold Price $500,000

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

  • /4

    $829,900 Pending

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

    10 Mechanic 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.

    10 Mechanic St, Upton, MA 01568
  • /41

    $725,000 Sold May 30, 2025

    139 Warren St, Upton, MA 01568

    • 3 Beds
    • 2.5 Baths
    • 2,756 Sq Ft
    • Built 1995

    Last Sold Summary

    • 7% Above List Price
    • $263/SF
    • 7 Days On Market

    Current Estimated Value $764,145

    Last Listing Agent Aliesha Noonan Noonan/Lombardi, REALTORS® LLC

    139 Warren St, Upton, MA 01568
    • /24

      Est $482,917 Not Listed For Sale

      35 Hartford Ave N, Upton, MA 01568

      • 3 Beds
      • 1 Bath
      • 1,040 Sq Ft
      • Built 1969
      35 Hartford Ave N, Upton, MA 01568

      Last Sold Summary

      • 1% Above List Price
      • $462/SF
      • 6 Days On Market

      Last Sold Price $480,000

      Last Listing Agent Omar Regalado Serhant

  • /37

    $819,900 Pending

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

    78 Milford St, Upton, MA 01568

    Set back from the road for privacy & woodsy exploration, yet conveniently located near area amenities, this 4-bed, 2.5-bath Colonial w/ an abundance of windows/natural light, sits on 5.5 acres, w/ a beautifully landscaped yard, incl. a newly fenced back-yard & separate raised-bed garden. Owned solar panels & a new heat pump provide energy-efficient heating & cooling. Recent updates incl. fresh

    Team Metrowest Berkshire Hathaway HomeServices Commonwealth Real Estate

    78 Milford St, Upton, MA 01568
  • /41

    $411,000 Sold Jun 11, 2025

    26 Hartford Ave N, Upton, MA 01568

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

    Last Sold Summary

    • 8% Above List Price
    • $361/SF
    • 6 Days On Market

    Current Estimated Value $414,676

    Last Listing Agent Sara Pellegrini Afonso Real Estate

    26 Hartford Ave N, Upton, MA 01568
    • /41

      Est $577,350 Not Listed For Sale

      53 Warren St, Upton, MA 01568

      • 3 Beds
      • 2 Baths
      • 1,528 Sq Ft
      • Built 1955
      53 Warren St, Upton, MA 01568

      Last Sold Summary

      • 3% Below List Price
      • $388/SF
      • 7 Days On Market

      Last Sold Price $593,000

      Last Listing Agent David Ladner RE/MAX

  • /3

    $1,600,000 Pending

    • 4 Beds
    • 4.5 Baths
    • 3,609 Sq Ft

    7 Sawmill Brook Ln, Upton, MA 01568

    Perched on 3 acres of beautifully wooded land, Lot 3 features a spacious 3,609-square-foot home that perfectly balances modern elegance with classic architectural charm. The original rendering showcased stone accents on the front facade, but the final design will feature a stylish combination of board & batten siding with traditional clapboard, offering a timeless look. Inside, this home is

    Team Metrowest Berkshire Hathaway HomeServices Commonwealth Real Estate

    7 Sawmill Brook Ln, Upton, MA 01568
  • /36

    $791,900 Sold Dec 19, 2025

    6 Hickory Ln, Upton, MA 01568

    • 4 Beds
    • 2.5 Baths
    • 2,416 Sq Ft
    • Built 1977

    Last Sold Summary

    • 7% Above List Price
    • $328/SF
    • 5 Days On Market

    Current Estimated Value $753,998

    Last Listing Agent Melissa Bonina Century 21 Custom Home Realty

    6 Hickory Ln, Upton, MA 01568
    • /31

      Est $430,506 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

      • 1% Above List Price
      • $422/SF
      • 4 Days On Market

      Last Sold Price $425,000

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

  • /5

    $389,000 Pending

    • Land
    • 2.23 Acres
    • $174,439 per Acre

    11 East St, Upton, MA 01568

    Looking for the perfect place for your next home? This 2.23 acre buildable lot with a 4-bedroom designed septic plan is being broken off from current farmland. Located on East St, minutes from the Hopkinton line in an area of newer homes, it's the perfect place to build your dream home, convenient to conservation/hiking trails, highways and T stations for a great commuter location in a rural

    Laura Hebb ERA Key Realty Services

    11 East St, Upton, MA 01568
  • /31

    $750,000 Sold Mar 11, 2026

    27 James Rd Unit 2, Upton, MA 01568

    • 3 Beds
    • 3.5 Baths
    • 2,200 Sq Ft
    • Built 2025

    Last Sold Summary

    • $341/SF
    • 87 Days On Market

    Current Estimated Value $672,569

    Last Listing Agent Kim Kimball Kimball Property Realty Inc.

    27 James Rd Unit 2, Upton, MA 01568
    • /35

      Est $597,479 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

      • 4% Above List Price
      • $330/SF
      • 5 Days On Market

      Last Sold Price $575,000

      Last Listing Agent The Mitchell-Gat Team Berkshire Hathaway HomeServices Page Realty

  • /30

    $595,000 Pending

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

    31 Elm St, Upton, MA 01568

    OFFER DEADLINE:TUESDAY by 12noon. TOWN WATER-not private well. Welcome to this "like-new" colonial which was COMPLETELY RENOVATED in 2019. Upon entering, the open concept kitchen and dining room is anchored by an OVERSIZED ISLAND, Bianca Romano GRANITE countertops, stainless steel appliances, tall custom cabinets and HARDWOOD FLOORS throughout. 3 FULL BATHS with one on the first floor and 2

    Maria Fraser Keller Williams Realty Boston Northwest

    31 Elm St, Upton, MA 01568

Showing Results 1 - 40, Page 1 of 18

Home Trends in Upton, MA

Housing Trends

Median Sale Price
$777,500
Median Single Family Sale Price
$785,950
Median Townhouse Sale Price
$490,000
Median 2 Bedroom Sale Price
$795,475
Median 1 Bedroom Sale Price
$299,000
Average Price Per Sq Ft
$332
Number of Homes for Sale
11
Last 12 months Home Sales
92
Months of Supply
1.40
Median List Price
$764,900
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
20%
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