Homes in ZIP Code 01568

• 

  

  

  /23

  $749,900

  Open Sat 11AM - 1PM

  • 2 Beds
  • 2.5 Baths
  • 2,245 Sq Ft

  19 Boot Shop Rd Unit 19, Upton, MA 01568

  Welcome to the fabulous free-standing Blue Bird Model at Cobbler's Creek! Enjoy a distinctive townhouse with 2,200+ square feet of great space easily adaptable to your decor & lifestyle. From a welcoming front porch, enter a foyer with custom moldings & closet open to a spacious open floor plan including a living room & door to a deck, dining area & stylish kitchen w/white cabinets, Quartz

  

  Jeffrey Germagian

  ERA Key Realty Services-Bay State Group

  19 Boot Shop Rd Unit 19, 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 $492,880

  Last Listing Agent Melissa Bonina Century 21 Custom Home Realty

  35 Brooks St, Upton, MA 01568
• 

  

  

  /39

  Est $680,210

  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

  • 33 Days On Market
• 

  

  

  /34

  $799,000

  Open Sat 11AM - 1PM

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

  21 Boot Shop Rd Unit 21, Upton, MA 01568

  Are you looking for low-maintenance single-level living in a thoughtfully designed new construction condo located in an amazing 55+ community? Come check out the "Starling" floor plan at Cobbler's Creek, built by exceptional builders with a reputation for excellence. As you step inside, you're welcomed by an open and airy floor plan that seamlessly connects the sunny living room, dining room &

  

  Jeffrey Germagian

  ERA Key Realty Services-Bay State Group

  21 Boot Shop Rd Unit 21, 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 $599,042

  Last Listing Agent Maria Fraser Keller Williams Realty Boston Northwest

  31 Elm St, Upton, MA 01568
• 

  

  /32

  Est $511,797

  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

  • 3 Days On Market
• 

  

  /40

  $789,900

  Pending

  • 4 Beds
  • 2.5 Baths
  • 2,408 Sq Ft

  20 Josiah Dr, Upton, MA 01568

  Welcome to 20 Josiah Drive, a beautifully maintained Colonial in one of Upton’s most desirable neighborhoods. This spacious 4-bedroom, 2.5-bath home offers over 2,200 sq ft of sun-filled living space with newly refinished hardwood floors and an open layout ideal for everyday living and entertaining. The vaulted-ceiling great room and fireplaced family room create warm and inviting spaces, while

  

  Walsh Fine Homes Team

  eXp Realty LLC

  20 Josiah Dr, 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 $491,924

  Last Listing Agent Robyn Nasuti Realty ONE Group Suburban Lifestyle

  49 Grove St, Upton, MA 01568
• 

  

  /24

  Est $474,040

  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

  • 6 Days On Market
• 

  

  /40

  $819,000

  Pending

  • 3 Beds
  • 2.5 Baths
  • 2,568 Sq Ft

  3 Jonathans Way, Upton, MA 01568

  Set on nearly an acre in a sought-after Upton neighborhood, this stately Colonial offers timeless appeal and thoughtful updates throughout. Major recent improvements include a renovated kitchen with creamy white cabinetry, farmhouse hardware, quartz countertops, and LG appliances, Buderus boiler, Heat Flo water tank, Roth oil tank, Carrier A/C system, energy-efficient windows, garage doors,

  

  The Macchi Group

  William Raveis R.E. & Home Services

  3 Jonathans Way, 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
• 

  

  /41

  Est $614,502

  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

  • 7 Days On Market
• 

  

  /41

  $855,900

  Open Sat 11AM - 1PM

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

  7 Boot Shop Rd Unit 7, Upton, MA 01568

  Come see what's new at Cobbler's Creek, a premier 55+ community of detached condominiums by the renowned Black Brook Realty builder group! Enjoy a Storybook setting of homes nestled in a serene landscape where every day feels like a retreat! The popular "Cardinal" model offers two-story living with everything you need handy on the first floor such as a covered front porch, foyer, powder room,

  The Kattman Team ERA Key Realty Services-Bay State Group

  7 Boot Shop Rd Unit 7, Upton, MA 01568
• 

  

  /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 $1,361,374

  Last Listing Agent Neil Fredette Keller Williams Realty-Merrimack

  5 Azalea Ln, Upton, MA 01568
• 

  

  /31

  Est $452,813

  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
• 

  

  /14

  $1,499,999

  New Construction

  • 5 Beds
  • 4 Baths
  • 3,875 Sq Ft

  9 Kiwanis Beach Rd, Upton, MA 01568

  ***UNDER CONSTRUCTION*** Location Location Location!! Perfect timing to snatch a brand-new house while it's still under construction and have a chance to pick your own finishes and be ready to move in by the new school year. Perched up on a hill overlooking Pratt Pond. Steps away from Kiwanis Beach Park and enjoy the public beach, baseball+soccer fields, tennis/pickleball+basketball courts.

  Luciano Souza Pinto Real Estate

  9 Kiwanis Beach Rd, Upton, MA 01568
• 

  

  /24

  $693,000

  Sold Jul 09, 2025

  7 Sienna Cir Unit 7, Upton, MA 01568

  • 2 Beds
  • 2 Baths
  • 1,500 Sq Ft
  • Built 2022

  Last Sold Summary

  • 1% Below List Price
  • $462/SF
  • 25 Days On Market

  Last Listing Agent Shelly Armstrong Redfin Corp.

  7 Sienna Cir Unit 7, Upton, MA 01568
• 

  

  /35

  Est $574,533

  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
• 

  

  /41

  $675,000

  Open Sun 11:30AM - 1PM

  • 3 Beds
  • 1.5 Baths
  • 1,638 Sq Ft

  236 Mendon St, Upton, MA 01568

  The charm of yesteryear with moden conveniences. This meticulously maintained and updated 3 bed, 1.5 bath Antique home has been loved by same family for 93 years and is now looking for the next family to welcome home. Pride of ownership shows in custom laid hardwoods and buit-ins. Light-filled large rooms, 4 working fireplaces in the living room, first-floor bedroom, and two upstairs bedrooms.

  Laura Hebb ERA Key Realty Services

  236 Mendon St, 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 $795,611

  Last Listing Agent Campos Homes RE/MAX Real Estate Center

  95 Crockett Rd, Upton, MA 01568
• 

  

  /40

  Est $532,413

  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
• 

  

  /42

  $2,500,000

  • 4 Beds
  • 5 Baths
  • 4,040 Sq Ft

  117 South St, Upton, MA 01568

  75-Acre Elite Equestrian & Wellness Sanctuary. Ultimate private retreat with a 4,040 SF luxury Cape, world-class horse facilities, and resort backyard. Trail access to West Hill Dam. RESIDENCE: Chef's kitchen (Jade 6-burner, Sub-Zero, granite waterfall island). 1st-floor primary suite with vaulted ceilings & spa bath. 3 upper bedrooms, office, large bonus room + finished walkout lower level.

  Beth Byrne Gibson Sotheby's International Realty

  117 South St, 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 $1,153,671

  Last Listing Agent The Arienti Group REMAX Executive Realty

  47 Fiske Mill Rd, Upton, MA 01568
• 

  

  /27

  Est $578,481

  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
• 

  

  /26

  $499,899

  • 3 Beds
  • 2.5 Baths
  • 1,785 Sq Ft

  140 Main St Unit B, Upton, MA 01568

  Welcome to 140 Main St U:B in Upton, MA!! This 2020-built condominium presents an attractive property in great condition, offering 1785 square feet of refined living space. This is a three-story residence, w/expansion potential in LL. Situated on the first floor, you'll find a sophisticated & relaxed living space. The kitchen is thoughtfully designed for both culinary pursuits & social

  Mike Dagilis ERA Key Realty Services- Milf

  140 Main St Unit B, 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 $439,479

  Last Listing Agent Ryan Wilson Keller Williams Realty

  72 Main St, Upton, MA 01568
• 

  

  /28

  Est $538,855

  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
• 

  

  /29

  $447,000

  $10K PRICE DROP Pending

  • 3 Beds
  • 1 Bath
  • 1,140 Sq Ft

  26 Hartford Ave N, Upton, MA 01568

  This charming, meticulously kept three-bedroom residence offers a serene retreat in the heart of sought-after Upton. Curb appeal abounds with a classic farmer's porch and professional landscaping, while the expansive composite deck provides a premier setting for outdoor gatherings within the lush, private yard. Inside, the home stays warm and inviting thanks to a cozy gas fireplace and efficient

  Scott Driscoll Redfin Corp.

  26 Hartford Ave N, Upton, MA 01568
• 

  

  /32

  $695,000

  Sold Aug 22, 2025

  12 Mooreland Dr, Uxbridge, MA 01569

  • 4 Beds
  • 2.5 Baths
  • 3,271 Sq Ft
  • Built 1992

  Last Sold Summary

  • 12% Below List Price
  • $212/SF
  • 75 Days On Market

  Current Estimated Value $735,768

  Last Listing Agent Priscilla Romasco Kryger Century 21 Custom Home Realty

  12 Mooreland Dr, Uxbridge, MA 01569
• 

  

  /29

  Est $790,888

  Not Listed For Sale

  100 Main St, Upton, MA 01568

  • 6 Beds
  • 1.5 Baths
  • 3,218 Sq Ft
  • Built 1900

  100 Main St, Upton, MA 01568

  Last Sold Summary

  • 5 Days On Market
• 

  

  /32

  $744,900

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

  27 James Rd Unit 4, Upton, MA 01568

  LAST UNIT AVAILABLE NEW CONSTRUCTION. Free standing unit no age restrictions in 4 lot subdivision. Kitchen is spacious with eat in dining area, hardwood floors, granite, kitchen island, stainless steel appliances. Opens to a family room with access to backyard. Upstairs has a 3 bedroom layout but deeded as a 2 bedroom dwelling 3rd room could be in home office/den/playroom. Ensuite primary with

  Kim Kimball Kimball Property Realty Inc.

  27 James Rd Unit 4, Upton, MA 01568
• 

  

  /40

  $1,195,000

  Sold Jul 31, 2025

  12 Stoddard St, Upton, MA 01568

  • 4 Beds
  • 4.5 Baths
  • 5,202 Sq Ft
  • Built 2025

  Last Sold Summary

  • $230/SF
  • 14 Days On Market

  Current Estimated Value $1,234,664

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

  12 Stoddard St, Upton, MA 01568
• 

  

  /6

  Est $388,794

  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
• 

  

  /42

  $1,225,000

  $25K PRICE DROP

  • 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
• 

  

  /42

  $775,000

  Sold Aug 11, 2025

  290 Westboro Rd, Upton, MA 01568

  • 4 Beds
  • 3.5 Baths
  • 2,774 Sq Ft
  • Built 1986

  Last Sold Summary

  • 3% Below List Price
  • $279/SF
  • 66 Days On Market

  Current Estimated Value $808,986

  Last Listing Agent Paul Clifford The Neighborhood Realty Group

  290 Westboro Rd, Upton, MA 01568
• 

  

  /36

  Est $455,606

  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
• 

  

  /40

  $699,800

  • 4 Beds
  • 2.5 Baths
  • 2,548 Sq Ft

  24 Main St, Upton, MA 01568

  This rare antique in town colonial awaits a new owner. Wait until you see all the character this home exudes. Freshly painted throughout! Bright and sunny layout, hardwood flooring, gorgeous woodwork, nooks and crannies, tin ceilings, built ins, sun filled corner glassed in porch & white picket fence. This is truly a special home. Large dining area with pellet stove is perfect for entertaining. A

  Jeanne Leombruno Century 21 Custom Home Realty

  24 Main St, Upton, MA 01568
• 

  

  /41

  $740,000

  Sold Oct 21, 2025

  10 Prospect St, Upton, MA 01568

  • 4 Beds
  • 2.5 Baths
  • 2,872 Sq Ft
  • Built 1986

  Last Sold Summary

  • 1% Below List Price
  • $258/SF
  • 18 Days On Market

  Current Estimated Value $757,188

  Last Listing Agent Jeanne Leombruno Century 21 Custom Home Realty

  10 Prospect St, Upton, MA 01568
• 

  

  /40

  Est $463,871

  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
• 

  

  /41

  $525,000

  Pending

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

  57 Plain St, Upton, MA 01568

  Experience effortless single-level living in this beautifully updated Ranch on a level corner lot at 57 Plain St. The main level features two bedrooms with pristine hardwood floors, plus a bright sun-filled kitchen boasting stainless steel appliances, a skylight, new tile flooring, fresh cabinets, and stone countertops. Thoughtful layout includes a full and a half bath on the main floor and a

  Team ROVI Real Broker MA, LLC

  57 Plain St, Upton, MA 01568

Showing Results 41 - 80, Page 2 of 18