Upton, MA Homes

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  /35

  $834,900

  • 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 and Sean Sold My House Team

  Realty ONE Group Suburban Lifestyle

  (508) 290-7356

  78 Milford St, Upton, MA 01568
• Explore Upton

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  /35

  $1,850 - $2,850 total monthly price

  149 Main Street Apartments

  1 - 2 Beds

  149 Main St, Upton, MA 01568

  40B program has 208, 2-bedroom, 2 bathrooms available for $1,850 monthly Rent. Financial requirements for this program are the minimum annual income is $55,500, 2-person household max is $83,400, 3-person household max is $93,800, 4-person household is 104,200.Welcome home to 149 Main, a new luxury apartment community in the quintessential New England Town of Upton, Massachusetts.

  149 Main St, Upton, MA 01568
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  /20

  $952,500 Sold Oct 31, 2025

  • 2,770 Sq Ft
  • $344/SF
  • 68 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 2025

  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
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  /36

  Est $839,419 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
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  /41

  $939,900

  • 4 Beds
  • 2.5 Baths
  • 3,956 Sq Ft

  145 W River St, Upton, MA 01568

  Prepare to be enchanted by this stunning, perfectly designed home. One level living at its finest. Crafted with the utmost precision and meticulous design. Every inch of the home was carefully thought of – from a perfectly situated mudroom, to a seamlessly flowing open concept living area, four generously sized bedrooms, a large study, a wonderful oversized four-season porch and an outdoor patio.

  Mia Fisher Berkshire Hathaway HomeServices Commonwealth Real Estate

  145 W River St, Upton, MA 01568
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  /15

  $3,000 total monthly price

  • 4 Beds
  • 2 Baths
  • 1,600 Sq Ft
  • Apartment for Rent

  78 Main St Unit 2, Upton, MA 01568

  Fantastic recently renovated deleaded 4 bedroom/2 full bathroom with laundry area and lots of parking! Beautiful eat-in-kitchen with granite countertops, stainless steel appliances. Homey apartment gets nice natural light and has shiny hardwood floors. Apartment is 2nd and 3rd floors. Shared yard. Easy access to 495 and 90. $50 NTN application fee for all applicants 18+.

  Ethan Treglia Coldwell Banker Realty - Framingham

  78 Main St Unit 2, Upton, MA 01568
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  /39

  $410,000 Sold Oct 30, 2025

  • 1,184 Sq Ft
  • $346/SF
  • 17 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1956

  77 Prospect St, Upton, MA 01568

  Contractors & Flippers ~ this could be your next project! This solid 2 bed, 1 bath ranch on 2.65 acres on the corner of Propsect and Gable Streets has tremendous potential! Electrical updated in 2021, Mini Split added in 2021, Artesian well water pup in 2013, boiler maybe 10 years old, Vermont Casing wood stove, Roof 2005 with 30-year shingles. Brady Sunroom. Huge unfinished basement. Multiple

  Laura Hebb ERA Key Realty Services

  77 Prospect St, Upton, MA 01568
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  /42

  Est $964,047 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
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  /42

  $899,999

  • 4 Beds
  • 2.5 Baths
  • 3,454 Sq Ft

  1 Jonathans Way, Upton, MA 01568

  Nestled on a beautifully landscaped acre with forest views and stunning sunsets, this move-in-ready home offers a perfect blend of comfort and charm. Located in a desirable development near Upton State Forest with no HOA, it features a welcoming wraparound porch, cathedral ceilings in the great room and sunroom, with oversized bedrooms & 4 walk-in closets. Hidden butler’s pantry is a true gem.

  Shelly Armstrong Redfin Corp.

  1 Jonathans Way, Upton, MA 01568
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  /19

  $3,450 per month plus fees

  • 3 Beds
  • 2.5 Baths
  • 1,763 Sq Ft
  • Townhouse for Rent

  11 Maple Ave, Upton, MA 01568

  Property Id: 1507461Welcome to your new home, where modern aesthetics and comfort blend seamlessly. This stunning 3-bedroom, 2.5-bathroom townhome features gleaming hardwood floors and an abundance of natural light that highlights its unique, artsy character.From the moment you step inside, you'll be captivated by the first floor's vibrant ambiance, enhanced by modern and artistic

  11 Maple Ave, Upton, MA 01568
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  /42

  $1,250,000 Sold Oct 30, 2025

  • 3,515 Sq Ft
  • $356/SF
  • 28 Days On Market

  • 4 Beds
  • 4.5 Baths
  • Built 2025

  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 Realty ONE Group Suburban Lifestyle

  53 Cider Mill Ln, Upton, MA 01568
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  /42

  Est $583,194 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 2,245 Sq Ft

  31 Conestoga Dr, Uxbridge, MA 01569

  31 Conestoga Dr, Uxbridge, MA 01569
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  /38

  $944,999

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

  68 Pearl St, Upton, MA 01568

  Be Home for the holidays ~ HUGE price improvement! Modern 4-bedroom, 3.5-bath masterpiece has been completely transformed from top to bottom. Featuring an ope layout, ndesigner 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

  Laura Hebb ERA Key Realty Services

  68 Pearl St, Upton, MA 01568
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  /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)Second 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) Washer & Dryer hookups 7) Spacious front & backyard 9) First, last, & security

  David Rahimian Primary Homes Realty LLC

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

  $1,049,000 Sold Oct 29, 2025

  • 4,139 Sq Ft
  • $253/SF
  • 51 Days On Market

  • 2 Beds
  • 3.5 Baths
  • Built 2015

  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
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  /41

  Est $380,485 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
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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

  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

  5 Boot Shop Rd Unit 31, Upton, MA 01568
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  /13

  $2,500 total monthly price

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

  23 Hartford Ave S Unit Townhouse for Rent, Upton, MA 01568

  Welcome to your new home at 23 Hartford Ave S — a spacious and modern 5-bedroom, 3-bath townhouse that perfectly blends comfort, style, and convenience.Every corner of this home has been fully updated with attention to detail. Enjoy a bright open layout, modern kitchen, fresh paint, new floors, and beautifully renovated bathrooms — truly everything is brand new. Perfect for a large family

  23 Hartford Ave S Unit Townhouse for Rent, Upton, MA 01568
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  /42

  $685,000 Sold Oct 29, 2025

  • 2,165 Sq Ft
  • $316/SF
  • 44 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1875

  23 Westboro Rd, Upton, MA 01568

  Discover this enchanting farmhouse retreat blending timeless charm with modern updates. Spanning 2,165 sqft, this charming home offers 4 bedrooms and 2 baths,perfect for family living. Enjoy an expansive farmers porch ideal for relaxing and entertaining. The renovated kitchen adds contemporary flair, while a newer roof and fully paid solar panels enhance energy efficiency. Hobby farm enthusiasts

  Team ROVI Real Broker MA, LLC

  23 Westboro Rd, Upton, MA 01568
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  /36

  Est $413,034 Not Listed For Sale

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

  16 Yale St, Uxbridge, MA 01569

  16 Yale St, Uxbridge, MA 01569
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  /3

  $864,900 Open Fri 11AM - 3PM

  • 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
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  /9

  $1,700 total monthly price

  • 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
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  /30

  $525,000 Sold Oct 28, 2025

  • 1,632 Sq Ft
  • $322/SF
  • 20 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1983

  26 Fowler St, Upton, MA 01568

  Discover an energy-efficient three-story custom home on 1.55 acres of woodland retreat. This envelope-style home uses a double-wall design creating an insulated airspace, reducing heat loss in winter and heat gain in summer for consistent indoor comfort and lower energy costs. Large custom windows fill the open-concept living area with natural light highlighting a cozy wood stove. The kitchen

  Jennifer French RE/MAX Executive Realty

  26 Fowler St, Upton, MA 01568
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  /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
• 

  

  /28

  $859,900 Pending

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

  16 Boot Shop Rd Unit 39, 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

  16 Boot Shop Rd Unit 39, Upton, MA 01568
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  /34

  $960,000 Sold Oct 24, 2025

  • 2,688 Sq Ft
  • $357/SF
  • 2 Days On Market

  • 2 Beds
  • 2.5 Baths
  • Built 2018

  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

  Beth Rossi Coldwell Banker Realty - Franklin

  54 Rockwood Ln Unit 54, Upton, MA 01568
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  /32

  Est $510,146 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
• 

  

  /19

  $8,100,000

  • 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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  /41

  $740,000 Sold Oct 21, 2025

  • 2,872 Sq Ft
  • $258/SF
  • 18 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1986

  10 Prospect St, Upton, MA 01568

  This is the one you've been waiting for. Nestled on 10+ acres on scenic Prospect Street. Gorgeous covered front porch at the front welcomes you to this spacious colonial with large sun filled rooms. Formal Dining and living room, family room with fire place all with gleaming hardwood flooring. Stainless applianced kitchen, slider to a back deck that runs the length of the house!! 1/2 bath

  Jeanne Leombruno Century 21 Custom Home Realty

  10 Prospect St, Upton, MA 01568
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  /41

  Est $618,914 Not Listed For Sale

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

  53 Warren St, Upton, MA 01568

  53 Warren St, Upton, MA 01568
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  /12

  $769,900

  • 4 Beds
  • 5 Baths
  • 3,406 Sq Ft

  1 Tyler Rd, Upton, MA 01568

  Don’t miss this spacious 4-bedroom, 3-bath Colonial In much sought after neighborhood. Great layout with large living areas! Huge family room with built ins & fireplace, eat-in kitchen with island & brand new Thermador oven, Large primary suit, 3 more spacious bedrooms each with their own bath, Finished walk out basement with Fireplace and so much more! Great yard for entertaining! Convenient to

  Lisa Hammes RE/MAX Executive Realty

  1 Tyler Rd, Upton, MA 01568
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  /41

  $700,000 Sold Oct 17, 2025

  • 3,048 Sq Ft
  • $230/SF
  • 5 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 2005

  268 North St, Upton, MA 01568

  Talk about potential! This sprawling, grand, 4 bed, 3 bath stunning colonial is going to be a steal for someone. With four spacious bedrooms and three bathrooms, this property is ideal for those seeking to add finishing touches and updates to make this a showpiece. The vaulted ceilings and abundant natural light from large windows create an inviting living space. Guests will be captivated by the

  Donna Molet Keller Williams Realty North Central

  268 North St, Upton, MA 01568
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  /31

  Est $449,873 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
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  /36

  $799,000

  • 4 Beds
  • 2.5 Baths
  • 2,729 Sq Ft

  27 Fowler St, Upton, MA 01568

  This stunning updated 4-bedroom Colonial offers comfort, space, and charm in a sought-after neighborhood. The first floor features an open-concept kitchen, dining, and living area with a cozy wood stove, plus a heated four-season room ideal for year-round relaxation. Upstairs you’ll find four spacious bedrooms and a full bath. The finished basement adds extra living space, a half bath, and a

  Vasilina Waldron Berkshire Hathaway HomeServices Commonwealth Real Estate

  27 Fowler St, Upton, MA 01568
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  /41

  $1,281,500 Sold Oct 17, 2025

  • 3,404 Sq Ft
  • $376/SF
  • 35 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 2025

  5 North St, Upton, MA 01568

  This luxurious New Construction is up and ready! This home is a triumph of modern design and architectural refinement, this newly constructed residence is gracefully sited on 3.5 pristine acres near the state forest. From the moment you enter, exquisite details captivate—9’ ceilings, intricate coffered millwork, and sensational hardwoods set the tone for elevated living. The heart of the

  THE LASH GROUP Keller Williams Boston MetroWest

  5 North St, Upton, MA 01568
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  /27

  Est $568,997 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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  /38

  $599,900

  • 3 Beds
  • 2.5 Baths
  • 1,732 Sq Ft

  29 Shore Dr, Upton, MA 01568

  Welcome to this lovely 3-bedroom, 2.5-bath home perfectly situated across from scenic Taft Pond as well as abutting Upton State Forest, a 2660 acre State Owned forest—a nature lover’s paradise offering fishing, kayaking, sailing, swimming, skating, and hiking. Built in 2001, this inviting home features a spacious kitchen with ample cabinetry, a dining room, and a cozy living room with a pellet

  Maribeth McCauley Lynch Lamacchia Realty, Inc.

  29 Shore Dr, Upton, MA 01568
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  /11

  $505,000 Sold Oct 15, 2025

  • 1,440 Sq Ft
  • $351/SF
  • 90 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1993

  10 Mendon St, Upton, MA 01568

  Own Your Dream Home with Zero Money Down! Unlock the door to your future with an exclusive offer: Purchase this home and receive $4,999 back in closing cost credits OR $2,367 per month at an exceptional financing rate of 5.88% APR with ZERO down payment available for those who qualify. Your Private Oasis Awaits Best Deal in Sought-After Upton!Don't miss this incredible opportunity to own a

  Nathan Clark Your Home Sold Guaranteed Realty, The Nathan Clark Team

  10 Mendon St, Upton, MA 01568
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  /28

  Est $538,716 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
• 

  

  /31

  $750,000

  • 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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