3,718

Upton, MA Homes

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  • /34

    $959,000 Pending

    • 2 Beds
    • 2.5 Baths
    • 2,688 Sq Ft

    54 Rockwood Ln Unit 54, Upton, MA 01568

    OFFER ACCEPTED- OPEN HOUSE CANCELLED..Enjoy luxury living in this impeccably maintained & beautifully decorated detached Cape style home at Rockwood Meadows- an upscale, highly desirable 55+ community. No details have been overlooked in this pristine home that tastefully combines elegance, functionality & comfort. The main level features an open concept w/ 9 ft ceilings & gorgeous hardwood

    Agent Photo

    Beth Rossi

    Coldwell Banker Realty - Franklin

    (508) 794-8973

    54 Rockwood Ln Unit 54, Upton, MA 01568
  • /35

    $2,250 - $2,650 total monthly price

    149 Main Street Apartments

    1 - 2 Beds

    149 Main St, Upton, MA 01568

    Rare opportunity!!!311 is part of an affordable program and is a 2 bedroom/ 2 bathroom-$1,971/month. This unit is part of the affordable housing program and subject to income requirements. The annual household minimal income must be $57,180, a two-person household max is $75,750, three-person household is $85,200, and four-person household max income is $94,650. You cannot have more than 4

    149 Main St, Upton, MA 01568
  • /42

    $825,000 Sold Sep 17, 2025

    • 2,470 Sq Ft
    • $334/SF
    • 46 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 2019

    1 Summers Cir, Upton, MA 01568

    Get ready for some summer fun at this unique Farmhouse style Colonial, the "Elegance" model, in Whitney Farms, a newer cul-de-sac neighborhood located close to downtown and under 5 miles to Route 495 in Hopkinton. This home has a unique and versatile floorplan featuring a primary bedroom suite on the first floor and a guest suite on the second floor, perfect for multi-generational families. The

    Michael Colombo Suburban Lifestyle Real Estate

    1 Summers Cir, Upton, MA 01568
    • /42

      Est $906,590 Not Listed For Sale

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

      111 Chestnut St, Upton, MA 01568

      111 Chestnut St, Upton, MA 01568
  • /36

    $875,000 Open Sun 11AM - 12:30PM

    • 3 Beds
    • 3 Baths
    • 2,536 Sq Ft

    4 Farrar Rd, Upton, MA 01568

    Beautiful home with 3 bedrooms plus additional office space and 3 full baths on over 4 acres of property; 2 Full Baths on the second floor and a Full Bath on the 1st floor Lovely location on a quiet cul-de-sac road; This home is less than 10 years old and very nicely updated; Large Living/Great room with high cathedral ceilings and gas fireplace; 9 Ft. ceilings in most of the rooms ; Hardwood

    Greg Richard Realty Executives Boston West

    4 Farrar Rd, Upton, MA 01568
  • /7

    $2,300 per month plus fees

    • 2 Beds
    • 1 Bath
    • 1,100 Sq Ft
    • Apartment for Rent

    95 Main St Unit 1, Upton, MA 01568

    Charming 2 bedroom apartment in great setting on the first floor. All hardwood floors throughout. Kitchen cabinets with granite countertops. Includes stainless range, refrigerator and dishwasher. Large rear yard that is shared with 2nd floor tenant and plenty of off street parking.

    Diana Afonso Afonso Real Estate

    95 Main St Unit 1, Upton, MA 01568
  • /30

    $918,000 Sold Sep 11, 2025

    • 4,815 Sq Ft
    • $191/SF
    • 50 Days On Market
    • 4 Beds
    • 5 Baths
    • Built 1987

    177 South St, Upton, MA 01568

    Need a special home for your needs? Large family? Multi-generational living a necessity? This home has all the space you need and the amenities and updates to make it a must see! This classic style colonial has 3500+ sf of living space, plus an attached 1000+ sf in-law apartment. The main house has a remodeled custom kitchen and primary bedroom with a beautiful private bathroom. The large 2 floor

    Brian Wotton Costello Realty

    177 South St, Upton, MA 01568
    • /36

      Est $846,092 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,188 Sq Ft

      49 East St, Upton, MA 01568

      49 East St, Upton, MA 01568
  • /42

    $1,300,000 Open Sat 10AM - 12PM

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

    53 Cider Mill Ln, Upton, MA 01568

    Stunning new custom-built contemporary colonial with sleek finishes and thoughtful design. The chef’s kitchen shines with quartz counters, stainless appliances, vent hood, under-cabinet lighting, and an abundance of cabinetry. Sun-filled open floor plan with gleaming hardwoods flows seamlessly throughout. Four spacious bedrooms and 4.5 baths including a luxurious primary suite complete with

    Robyn and Sean Sold My House Team Suburban Lifestyle Real Estate

    53 Cider Mill Ln, Upton, MA 01568
  • /13

    $2,500 total monthly price

    • 5 Beds
    • 1 Bath
    • 1,325 Sq Ft
    • Townhouse for Rent

    23 Hartford Ave S, Upton, MA 01568

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

    $472,800 Sold Sep 05, 2025

    • 1,320 Sq Ft
    • $358/SF
    • 6 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1974

    56 Shore Dr, Upton, MA 01568

    This waterfront home has a beautiful view of Taft Pond, perfect year round vacation setting for swimming, boating, ice fishing, ice skating and more. Inside this unique post and beam home you'll walk through the living room to an outdoor patio with amazing views of the pond, venture upstairs to a master bedroom with multiple closets, attic access, and a Juliet balcony with breathtaking views of

    Samantha Edwards Prime Time Real Estate Inc.

    56 Shore Dr, Upton, MA 01568
    • /42

      Est $1,045,732 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 4,564 Sq Ft

      16 Francis Dr, Upton, MA 01568

      16 Francis Dr, Upton, MA 01568
  • /42

    $1,125,000

    • 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

    $2,600 per month plus fees

    • 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 01563 -1)Second and Third floor unit 2) Surrounded by single family homes 3) 4 mins walk to Memorial Elementary School 4) 10 minute (half a mile) walk to Nipmuc Regional High School & Blackstone Valley Regional Vocational Technical High School 5) Hardwood floors in all bedrooms 6) Washer & dryer hookups 7) No utilities included 8) Extra storage space outside of

    David Rahimian Primary Homes Realty LLC

    21 Pleasant St Unit 2, Upton, MA 01568
  • /34

    $929,000 Sold Aug 29, 2025

    • 3,500 Sq Ft
    • $265/SF
    • 42 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 1986

    56 Grafton Rd, Upton, MA 01568

    Nestled on a beautifully landscaped property, this stunning Saltbox Colonial effortlessly blends classic charm with modern luxury. The lush grounds are a true outdoor oasis, featuring mature trees, volleyball and horseshoe courts, a heated inground pool, a pool house with kitchenette and half bath, and a hot tub—perfect for both relaxation and entertaining. Inside, the expansive cathedral great

    Melissa Bonina Century 21 Custom Home Realty

    56 Grafton Rd, Upton, MA 01568
    • /42

      Est $974,111 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 3,901 Sq Ft

      14 Francis Dr, Upton, MA 01568

      14 Francis Dr, Upton, MA 01568
  • /38

    $975,000 Open Sat 11AM - 12:30PM

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

    68 Pearl St, Upton, MA 01568

    This 4-bedroom, 3.5-bath masterpiece has been completely transformed from top to bottom. Featuring an open, modern layout, designer finishes, and abundant natural light, every detail has been carefully curated for style and comfort. The multi-level design offers versatile living spaces perfect for entertaining, family life, or quiet retreat. Enjoy a stunning kitchen with high-end appliances,

    Laura Hebb ERA Key Realty Services

    68 Pearl St, Upton, MA 01568
  • /9

    $1,850 per month plus fees

    • 1 Bed
    • 1 Bath
    • 740 Sq Ft
    • Apartment for Rent

    2 Hartford Ave S Unit A, Upton, MA 01568

    Nestled at 2 Hartford Ave S U:A, Upton, MA, discover a residence that resonates with character and promise, offering a unique opportunity to create your ideal living space. The charm of this home extends outdoors, where a generous 12197 square foot lot invites you to cultivate your own private oasis, transforming the space into an extension of your living area. Within, the 740 square feet of

    Linn Butler Afonso Real Estate

    2 Hartford Ave S Unit A, Upton, MA 01568
  • /28

    $389,000 Sold Aug 29, 2025

    • 913 Sq Ft
    • $426/SF
    • 46 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1875

    120 High St, Upton, MA 01568

    Don't miss this opportunity! This charming and well cared for antique sits on a hillside with views of Pratt Pond from the enclosed front porch and the dining room. The first floor features a somewhat open concept arrangement of living room, dining room and kitchen. The openness coupled with all the windows gives the space a larger feel. The home has a 3 bedroom septic and all three bedrooms are

    Clifton LaPorte Berkshire Hathaway HomeServices Commonwealth Real Estate

    120 High St, Upton, MA 01568
    • /42

      Est $575,807 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 2,245 Sq Ft

      31 Conestoga Dr, Uxbridge, MA 01569

      31 Conestoga Dr, Uxbridge, MA 01569
  • /41

    $1,399,000

    • 3 Beds
    • 1 Bath
    • 1,201 Sq Ft

    130 South St, Upton, MA 01568

    Charming Country Retreat on 11.97 Acres – 3 Parcels 1.09 acres, 1.84 acres, 9.04 acres w/ Development Potential. Beautifully maintained 3BR home (4BR septic) Town approval expected in September for 3 buildable lots located directly behind the home,—offering rare potential for expansion, development, or multi-generational living. The home features a bright, welcoming layout with clear pride of

    Kerry Parker Equine Homes Real Estate, LLC

    130 South St, Upton, MA 01568
  • /37

    $479,500 Sold Aug 26, 2025

    • 1,324 Sq Ft
    • $362/SF
    • 81 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1880

    12 Hartford Ave N, Upton, MA 01568

    BOM with improved parking & access! Now with large paved 20x24 parking space and stairs to side patio! Great starter home or condo alternative! This amazing 3 bed, 1bath home is in a great in-town location. Newer updates include: Roof, Vinyl Siding, Windows, Front Porch, Kitchen, and renovated bath. Pellet stove offers an additional heating source. Oversize light-filled rooms and high

    Laura Hebb ERA Key Realty Services

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

      Est $386,429 Not Listed For Sale

      • 2 Beds
      • 1.5 Baths
      • 1,144 Sq Ft

      12 Pinecrest Rd Unit B, Uxbridge, MA 01569

      12 Pinecrest Rd Unit B, Uxbridge, MA 01569
  • /42

    $1,049,000 Open Sat 10AM - 12PM

    • 2 Beds
    • 3.5 Baths
    • 4,139 Sq Ft

    23 Rockwood Ln Unit 23, Upton, MA 01568

    Exceptional home in highly sought-after Rockwood Meadows blends style, comfort & ease of condo living in a premier 55+ community. Nestled by conservation land & mature evergreens, this retreat offers privacy & nature views. Main living stuns w/open flr plan, pristine hardwds, family rm w/gas FP, sunlit dining rm, 4 season sunrm leading to a lovely, tranquil deck & sophisticated kitchen

    Sandra Lucchesi RE/MAX Executive Realty

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

    $925,000 Sold Aug 22, 2025

    • 2,856 Sq Ft
    • $324/SF
    • 5 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 2000

    8 Miscoe Hill Rd, Upton, MA 01568

    Welcome to your dream home in beautiful Taft Mill Estates! Better than new, this stunning property offers a flowing floor plan complete with a formal dining room, home office and a huge great room with cathedral ceiling. The open eat-in kitchen with granite counters, center island, double ovens, pantry and an abundance of cabinetry is the heart of the home. Upstairs are 3 generously sized

    Robyn and Sean Sold My House Team Suburban Lifestyle Real Estate

    8 Miscoe Hill Rd, Upton, MA 01568
    • /36

      Est $421,369 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 1,836 Sq Ft

      16 Yale St, Uxbridge, MA 01569

      16 Yale St, Uxbridge, MA 01569
  • /20

    $949,900 Open Sat 2:30PM - 3:30PM

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

    17 Old Grafton Rd, Upton, MA 01568

    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. Including over $50,000 in builder upgrades, every detail has been carefully selected to provide style and functionality. The cozy gas fireplace, hardwood floors, Quartz countertops, luxury tile and plush carpets are

    Kim Backlund Northeast Realty + Co.

    17 Old Grafton Rd, Upton, MA 01568
  • /42

    $775,000 Sold Aug 11, 2025

    • 2,774 Sq Ft
    • $279/SF
    • 66 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 1986

    290 Westboro Rd, Upton, MA 01568

    OPPORTUNITY IS KNOCKING ON THIS PRISTINE HOME, PRICED WELL BELOW MARKET COMPS! MOVE IN READY, MAGNIFICENT 4 BEDROOM, 3 1/2 BATH, 2,775 Sq.Ft. Colonial! PRIMARY BEDROOM 3 ROOM SUITE With En-Suite Full Bath, DEN & Lots of Closet Space! ALSO FEATURING A RECENTLY REMODLED FIRST FLOOR BEDROOM with En-Suite FULL BATH! Bright & Open Kitchen W/ beautiful GRANITE COUNTERTOPS & TONS Of CABINETS! GLEAMING

    Paul Clifford The Neighborhood Realty Group

    290 Westboro Rd, Upton, MA 01568
    • /37

      Not Listed For Sale

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

      12 Hartford Ave E, Uxbridge, MA 01569

      12 Hartford Ave E, Uxbridge, MA 01569
  • /35

    $869,000 Open Sun 11AM - 1PM

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

    78 Milford St, Upton, MA 01568

    Energy savings! Owned solar panels, new heat pump for heating and cooling, no sewer bill, no water bill. Well-maintained Colonial on 5.5-acres-plus offers privacy and a myriad of updates: fresh paint, new lighting, Brazilian cherry flooring, an epoxied garage floor, a water purification system, irrigation system, driveway lighting, fencing, wainscotting, and more. Channel your inner gardener with

    Robyn Nasuti Suburban Lifestyle Real Estate

    78 Milford St, Upton, MA 01568
  • /27

    $1,099,500 Sold Aug 11, 2025

    • 2,884 Sq Ft
    • $381/SF
    • 230 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 2025

    16 Rawson Farm Rd, Mendon, MA 01756

    The Modified Hampton is one of our most popular plans in the Miscoe Springs neighborhood. Now building this 4 bedroom, 2.5 bath home with professional designer finishes to be included. Featuring a beautiful cathedral family room complete with fireplace and adjacent to a great entertaining kitchen you can dine casually around the quartz island or in the breakfast area. Enhanced cabinets to the

    Gary Smith Mendon Area Real Estate

    16 Rawson Farm Rd, Mendon, MA 01756
    • /32

      Est $507,999 Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 1,560 Sq Ft

      29 Hartford Ave N, Upton, MA 01568

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

    $1,285,000

    • 4 Beds
    • 5.5 Baths
    • 5,736 Sq Ft

    12 Breton Rd, Upton, MA 01568

    With a flexible layout that supports multigenerational living, this gorgeous custom-built colonial has ample space and is situated on 3+ private acres. From the moment you step into the grand two-story foyer adorned w/ granite flooring, you’ll be captivated by the attention to detail & luxurious features throughout, incl 9ft+ ceilings & gleaming hardwoods. Spacious fam rm is a true showpiece w/

    Melissa Ellison Mathieu Newton Sotheby's International Realty

    12 Breton Rd, Upton, MA 01568
  • /18

    $490,000 Sold Aug 08, 2025

    • 1,485 Sq Ft
    • $330/SF
    • 46 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2020

    140 Main St Unit A, Upton, MA 01568

    Three floors of immaculately maintained living space and hardwood flooring throughout. First floor offers a spacious open floor plan with eat-in kitchen complete with stainless steel appliances, granite counters opening to a spacious living room with plenty of windows to bring in the gorgeous spring sunlight. The second floor offers 2 spacious bedrooms complimented by hardwood floors and crown

    Diane Luong RE/MAX Vision

    140 Main St Unit A, Upton, MA 01568
    • /41

      Est $626,462 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,528 Sq Ft

      53 Warren St, Upton, MA 01568

      53 Warren St, Upton, MA 01568
  • /3

    $949,900 New Construction

    • 4 Beds
    • 2.5 Baths
    • 2,714 Sq Ft

    11 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.

    11 W Main St, Upton, MA 01568
  • /39

    $925,000 Sold Aug 05, 2025

    • 2,149 Sq Ft
    • $430/SF
    • 17 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1974

    22 Cider Mill Ln, Upton, MA 01568

    Pride of ownership radiates within this like-new, move-in-ready sprawling colonial. This home has been extensively renovated in the past 8 years, including a new roof, kitchen, baths, siding, and furnace. Bright with natural light, the fully-applianced kitchen leads into the dining area for easy entertaining. Along with a whole-house generator and gorgeous maple hardwood flooring, the heated

    Caroline Caira RE/MAX On the Charles

    22 Cider Mill Ln, Upton, MA 01568
    • /31

      Est $455,922 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,008 Sq Ft

      48 Hartford Ave N, Upton, MA 01568

      48 Hartford Ave N, Upton, MA 01568
  • /3

    $864,900 Open Sat 11AM - 4PM

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

    18 Boot Shop Rd Unit 40, Upton, MA 01568

    Introducing Cobblers Creek, a new 55+ community of detached condominiums from Black Brook Realty. This serene neighborhood is hidden within the viridian treeline 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, including single-level and townhome styles. Our Cardinal townhome

    StreamLine Communities Streamline Communities - Upton

    18 Boot Shop Rd Unit 40, Upton, MA 01568
  • /39

    $810,000 Sold Aug 01, 2025

    • 2,426 Sq Ft
    • $334/SF
    • 7 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 2002

    244 North St, Upton, MA 01568

    Come Visit this exceptional 4 bed 3 bath 2,426 sq ft one-owner Colonial, privately nestled on over 10 wooded acres. Set back 600' from the road, the newly paved driveway leads to a Stampcrete walkway, granite steps, and an elegant new entry. Inside, a spacious foyer welcomes you with stunning oak stairs and wrought-iron balusters. The center entrance design offers seamless flow between the family

    Team ROVI Real Broker MA, LLC

    244 North St, Upton, MA 01568

Showing Results 1 - 40, Page 1 of 18

Home Trends in Upton, MA

Housing Trends

Median Sale Price
$735,000
Median Single Family Sale Price
$749,950
Median Townhouse Sale Price
$490,000
Median 2 Bedroom Sale Price
$771,684
Median 1 Bedroom Sale Price
$299,000
Average Price Per Sq Ft
$332
Number of Homes for Sale
23
Last 12 months Home Sales
91
Months of Supply
3.00
Median List Price
$750,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
3%
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