Upton, MA Homes

• 

  

  

  /22

  $475,000 Sold May 22, 2025

  • 2,357 Sq Ft
  • $202/SF
  • 3 Days On Market

  • 2 Beds
  • 2.5 Baths
  • Built 1987

  14 Fieldstone St Unit 14, Upton, MA 01568

  OPEN HOUSE CANCELED!!! Offer accepted and owner is happy.....Desirable End Unit at Fieldstone Condominiums. This meticulously maintained end unit townhome is filled with natural sunlight and offers stunning views of beautifully landscaped grounds. The first floor features an open floor plan with a modern kitchen, granite countertops, a large island, a living room with vaulted ceilings, and a

  Rich Hills Media Realty Group Inc.

  14 Fieldstone St Unit 14, Upton, MA 01568
• 

  

  

  /42

  Est $1,080,895 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 3,528 Sq Ft

  33 Dairy Dr, Upton, MA 01568

  33 Dairy Dr, Upton, MA 01568
• 

  

  

  /30

  $881,301 Sold May 16, 2025

  • 2,228 Sq Ft
  • $396/SF
  • 0 Days On Market

  • 2 Beds
  • 2.5 Baths
  • Built 2024

  12 Chickadee Way Unit 26, 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

  12 Chickadee Way Unit 26, Upton, MA 01568
• 

  

  

  /42

  Est $644,651 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,448 Sq Ft

  23 Rockdale Hill Cir, Upton, MA 01568

  23 Rockdale Hill Cir, Upton, MA 01568
• 

  

  

  /40

  $815,000 Sold May 15, 2025

  • 3,408 Sq Ft
  • $239/SF
  • 7 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1992

  4 Bradish Farm Rd, Upton, MA 01568

  Welcome to this charming 3-bed, 2.5-bath Cape-style home tucked away on a cul-de-sac street in Upton! The farmers porch welcomes you as you enter inside. The living room boasts soaring cathedral ceilings w/ exposed beams & a cozy wood-burning fireplace. The kitchen is a chef’s delight, featuring granite countertops, an electric range, a 2nd wood-burning fireplace, & a dining area. Through French

  Andrew Bruce Lamacchia Realty, Inc.

  4 Bradish Farm Rd, Upton, MA 01568
• 

  

  /41

  Est $737,853 Not Listed For Sale

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

  51 Glen Ave, Upton, MA 01568

  51 Glen Ave, Upton, MA 01568
• 

  

  /28

  $795,475 Sold May 15, 2025

  • 1,734 Sq Ft
  • $459/SF
  • 183 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 2024

  10 Chickadee Way Unit 25, 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 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, including single-level and townhome styles. Our Starling single

  StreamLine Communities Streamline Communities - Upton

  10 Chickadee Way Unit 25, Upton, MA 01568
• 

  

  /42

  Est $699,962 Not Listed For Sale

  • 4 Beds
  • 4 Baths
  • 3,072 Sq Ft

  165 Main St, Upton, MA 01568

  165 Main St, Upton, MA 01568
• 

  

  /12

  $404,000 Sold May 12, 2025

  • 1,420 Sq Ft
  • $285/SF
  • 5 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1900

  51 School St Unit 2, Upton, MA 01568

  FHA Approved! Completely renovated in 2024, this open floorplan 3 Bed/2.5 Bath highlights a modern kitchen with high-end appliances, quartz countertops and plenty of space. First floor also includes a large sun-filled living room alongside a small bedroom or home office. Second Floor boasts a Master Suite with walk-in closet and spectacular Master Bathroom. 2nd Bedroom is bright and spacious

  Daniel DiBiasio DiBiasio Realty LLC

  51 School St Unit 2, Upton, MA 01568
• 

  

  /19

  Est $431,580 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 960 Sq Ft

  10 Old Grafton Rd, Upton, MA 01568

  10 Old Grafton Rd, Upton, MA 01568
• 

  

  /42

  $735,000 Sold Apr 30, 2025

  • 2,160 Sq Ft
  • $340/SF
  • 3 Days On Market

  • 2 Beds
  • 2.5 Baths
  • Built 2022

  80 Shannon Way Unit 80, Upton, MA 01568

  Welcome to this beautiful 2-story townhouse located in the vibrant 55+Upton Ridge community, offering both comfort & style. This well maintained Milan features a desirable first-floor primary suite, providing convenience & privacy. With a total of 2 bedrooms, 2.5 bathrooms & spacious loft, there’s ample space for you & your guests.The open-concept floor plan is perfect for modern living, w/ a

  Team Metrowest Berkshire Hathaway HomeServices Commonwealth Real Estate

  80 Shannon Way Unit 80, Upton, MA 01568
• 

  

  /39

  Est $831,210 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 3,040 Sq Ft

  106 Taft St, Upton, MA 01568

  106 Taft St, Upton, MA 01568
• 

  

  /25

  $903,000 Sold Apr 29, 2025

  • 2,816 Sq Ft
  • $321/SF
  • 3 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1995

  2 Plumbley Rd, Upton, MA 01568

  OFFER DEADLINE SUNDAY 3/9 5PM!! Welcome to this beautifully maintained 4 bedroom 2 1/2 bath colonial nestled in a serene neighborhood of Upton. This home boasts a spacious layout, with a bright and inviting kitchen featuring upgraded counter tops and gleaming hardwood floors, a perfect space for cooking and entertaining as it flows into the oversized family room. Both full bathrooms feature

  Tricia Basquiat Berkshire Hathaway HomeServices Commonwealth Real Estate

  2 Plumbley Rd, Upton, MA 01568
• 

  

  /42

  Est $1,119,020 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 3,374 Sq Ft

  15 River St, Upton, MA 01568

  15 River St, Upton, MA 01568
• 

  

  /39

  $690,000 Sold Apr 29, 2025

  • 1,656 Sq Ft
  • $417/SF
  • 16 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 2022

  59 Shannon Way Unit 59, Upton, MA 01568

  Like NEW, this sought after, SINGLE LEVEL, Trentino home w/ loads of upgrades is waiting for you at Upton Ridge! A 55+ community, conveniently located a short distance from the Shining Rock Golf Course & Restaurant! This single-level, corner-unit residence w/ HW floors & custom blinds throughout features an expansive layout, just perfect for entertaining in the upgraded GOURMET kitchen! Included

  Team Metrowest Berkshire Hathaway HomeServices Commonwealth Real Estate

  59 Shannon Way Unit 59, Upton, MA 01568
• 

  

  /18

  Est $461,108 Not Listed For Sale

  • 4 Beds
  • 1 Bath
  • 1,581 Sq Ft

  75 Elm St, Upton, MA 01568

  75 Elm St, Upton, MA 01568
• 

  

  /42

  $445,000 Sold Apr 11, 2025

  • 1,888 Sq Ft
  • $236/SF
  • 6 Days On Market

  • 2 Beds
  • 1.5 Baths
  • Built 1987

  18 Fieldstone St Unit 18, Upton, MA 01568

  Welcome to Fieldstone Condominiums! This beautiful and meticulously maintained townhouse offers a picturesque setting as well as an open floor plan. Enter into a bright and sunny living room with custom built-in shelving and bench, gleaming hardwood floors, and glass sliders leading to the large deck. The dining room has ceramic tile floors and flows seamlessly into the stunning cathedral

  Karole O'Leary Lamacchia Realty, Inc.

  18 Fieldstone St Unit 18, Upton, MA 01568
• 

  

  /35

  Est $692,455 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,512 Sq Ft

  48 Taft St, Upton, MA 01568

  48 Taft St, Upton, MA 01568
• 

  

  /42

  $785,000 Sold Mar 31, 2025

  • 3,725 Sq Ft
  • $211/SF
  • 30 Days On Market

  • 6 Beds
  • 3 Baths
  • Built 1760

  36 N Main St, Upton, MA 01568

  NOTE: Seller willing to pay $5000 closing cost credit & take 2nd position mortgage for 1st $50,000. Terms to be negotiated. This stunning home blends old-world colonial charm with modern style, just 3 miles from 495 and 1 exit to the Pike. Enjoy a stocked trout pond (Pratts) and beach nearby. The 3⁄4-acre yard features apple, pear, grapevines, and blueberry/raspberry bushes. Relax by the giant

  Team Tom Truong eXp Realty

  36 N Main St, Upton, MA 01568
• 

  

  /11

  Est $389,544 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,156 Sq Ft

  84 Elm St, Upton, MA 01568

  84 Elm St, Upton, MA 01568
• 

  

  /34

  $640,000 Sold Mar 31, 2025

  • 1,870 Sq Ft
  • $342/SF
  • 30 Days On Market

  • 2 Beds
  • 2.5 Baths
  • Built 2022

  89 Shannon Way Unit 1, Upton, MA 01568

  Come enjoy low maintenance living at Upton Ridge! A 55+ community located just a short stroll away from the renowned Shining Rock Golf Course. This Tuscan is a beautiful 2-story home offering a spacious floor plan with a first floor primary suite, an open floor plan, and room for a home office or den. The oversized kitchen has upgraded cabinets, granite countertops and a large island - perfect

  Shane Brady Keller Williams Realty

  89 Shannon Way Unit 1, Upton, MA 01568
• 

  

  /16

  Est $549,067 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,719 Sq Ft

  76 Elm St, Upton, MA 01568

  76 Elm St, Upton, MA 01568
• 

  

  /30

  $380,000 Sold Mar 28, 2025

  • 1,428 Sq Ft
  • $266/SF
  • 75 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1850

  74 Main St, Upton, MA 01568

  A Timeless Treasure. Step back in time with this enchanting 3-bedroom, 1.5-bath antique located in the heart of Upton. Built in the 1800s, this home boasts period details and craftsmanship. As you enter through the beautiful double wooden entry doors, you’ll be greeted by the warmth of hardwood floors throughout, including stunning wide pine floors on the second floor that evoke a sense of

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

  74 Main St, Upton, MA 01568
• 

  

  /40

  Est $649,853 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,940 Sq Ft

  35 Cider Mill Ln, Upton, MA 01568

  35 Cider Mill Ln, Upton, MA 01568
• 

  

  /41

  $860,000 Sold Mar 25, 2025

  • 3,076 Sq Ft
  • $280/SF
  • 4 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1997

  45 Mendon St, Upton, MA 01568

  Custom built Colonial home set on a picturesque 1.55 acre lot. One owner home since its construction, showcasing impeccable craftsmanship & attention to detail. Spacious family room, w/soaring ceiling & stunning stone fireplace, provides a warm & inviting atmosphere. Custom designed kitchen boasts beautifully crafted cabinetry, ample counter space leading to formal dining room, perfect for

  Mary Wood Lamacchia Realty, Inc.

  45 Mendon St, Upton, MA 01568
• 

  

  /42

  Est $1,253,038 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 4,917 Sq Ft

  6 Kiwanis Beach Rd, Upton, MA 01568

  6 Kiwanis Beach Rd, Upton, MA 01568
• 

  

  /12

  $199,000 Sold Mar 20, 2025

  • Land
  • 8.81 Acres
  • $22,588 per Acre

  • 24 Days On Market

  0 Orchard St, Upton, MA 01568

  This is an excellent opportunity to build your dream home in a beautiful rural setting. The 8.81-acre wooded lot on Orchard Street offers significant privacy. The seller has conducted a perc test and a wetlands study, with findings accessible in the MLS. Take advantage of this perfect chance to establish your ideal residence in the serene town of Upton, where you can enjoy a peaceful country

  Shelly Armstrong Redfin Corp.

  0 Orchard St, Upton, MA 01568
• 

  

  /41

  Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,005 Sq Ft

  24 River St, Upton, MA 01568

  24 River St, Upton, MA 01568
• 

  

  /28

  $773,504 Sold Feb 28, 2025

  • 2,228 Sq Ft
  • $347/SF
  • 156 Days On Market

  • 2 Beds
  • 2.5 Baths
  • Built 2024

  1 Chickadee Way Unit 15, 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

  1 Chickadee Way Unit 15, Upton, MA 01568
• 

  

  /32

  Est $557,698 Not Listed For Sale

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

  81 High St, Upton, MA 01568

  81 High St, Upton, MA 01568
• 

  

  /24

  $480,000 Sold Feb 19, 2025

  • 1,040 Sq Ft
  • $462/SF
  • 6 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1969

  35 Hartford Ave N, Upton, MA 01568

  Charming 3-Bedroom, 1-Bath Ranch in Upton – Recently Updated! This beautifully updated ranch-style home features a spacious and inviting layout, with many modern upgrades throughout. The kitchen, renovated in 2019, boasts sleek updated cabinetry, quartz countertops, and newer appliances – perfect for cooking and entertaining. The bathroom has also been updated for a fresh, contemporary look.

  Omar Regalado eXp Realty

  35 Hartford Ave N, Upton, MA 01568
• 

  

  /38

  Est $594,109 Not Listed For Sale

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

  3 Stoddard St, Upton, MA 01568

  3 Stoddard St, Upton, MA 01568
• 

  

  /35

  $575,000 Sold Feb 18, 2025

  • 1,740 Sq Ft
  • $330/SF
  • 5 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1958

  10 Breton Rd, Upton, MA 01568

  Welcome to this well-cared-for, unique, raised ranch in the heart of Upton, a peaceful and sought-after town known for its excellent school district, friendly community, and beautiful state forest. Upton offers a perfect balance of suburban tranquility with easy access to major highways, making it ideal for commuters while maintaining a small-town charm. This lovely 3 bed, 2 bath home has been

  The Mitchell-Gat Team Berkshire Hathaway HomeServices Page Realty

  10 Breton Rd, Upton, MA 01568
• 

  

  /41

  Est $551,895 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,032 Sq Ft

  6 Cross St, Upton, MA 01568

  6 Cross St, Upton, MA 01568
• 

  

  /37

  $540,000 Sold Feb 13, 2025

  • 1,916 Sq Ft
  • $282/SF
  • 22 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1875

  185 W River St, Upton, MA 01568

  This captivating home blends antique farmhouse charm with contemporary colonial style, on a serene 1+acre parcel overlooking a scenic country road. The inviting front porch and striking red door welcome you into an open and versatile floor plan. The first floor features a convenient entry hall with a laundry room and coat closet, along with a family room currently used as a gym, and new

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

  185 W River St, Upton, MA 01568
• 

  

  /42

  Est $836,046 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 2,834 Sq Ft

  3 Cross St, Upton, MA 01568

  3 Cross St, Upton, MA 01568
• 

  

  /41

  $630,000 Sold Feb 05, 2025

  • 2,418 Sq Ft
  • $261/SF
  • 100 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1961

  72 Westboro Rd, Upton, MA 01568

  Country setting on 1.6 acres bordering 2,660 acre Upton State Forest - hiking, mountain biking, horse back riding, skiing, fishing and seasonal hunting. Perfect for outdoor enthusiasts, quiet / private setting. Extended cathedral open kitchen / family room with radiant heated flooring opens to stone patio and orchard. High efficiency propane heat. Lots of updates: foam insulation, windows,

  Bill McCormick McCormick Properties

  72 Westboro Rd, Upton, MA 01568
• 

  

  /42

  Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,740 Sq Ft

  46 School St, Upton, MA 01568

  46 School St, Upton, MA 01568
• 

  

  /28

  $794,900 Sold Jan 30, 2025

  • 2,228 Sq Ft
  • $357/SF
  • 1 Day On Market

  • 2 Beds
  • 2.5 Baths
  • Built 2024

  6 Chickadee Way Unit 21, 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 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, including single-level and townhome styles. Our Starling single

  StreamLine Communities Streamline Communities - Upton

  6 Chickadee Way Unit 21, Upton, MA 01568
• 

  

  /36

  Est $658,187 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,370 Sq Ft

  9 Maple St, Upton, MA 01568

  9 Maple St, Upton, MA 01568

Showing Results 161 - 200, Page 5 of 18