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Upton, MA Homes for Sale

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  • /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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /3

    $864,900 Open Fri 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
  • /28

    $855,900 New Construction

    • 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
  • /42

    $898,000

    • 4 Beds
    • 2.5 Baths
    • 3,102 Sq Ft

    54 High Point Dr, North Grafton, MA 01536

    Welcome to this stunning 4-bedroom, 2.5-bath Colonial that checks all the boxes! The heart of the home is the spacious kitchen with center island, opening seamlessly into the vaulted family room with a cozy fireplace. The first floor also features a private home office, a formal dining room, and additional living space complete with a custom built-in bar—perfect for entertaining! Upstairs,

    Caren Mulcunry RE/MAX Executive Realty

    54 High Point Dr, North Grafton, MA 01536
  • /39

    $399,000 Open Sat 12PM - 1PM

    • 2 Beds
    • 1 Bath
    • 1,184 Sq Ft

    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.

    Laura Hebb ERA Key Realty Services

    77 Prospect 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
  • /41

    $749,900 Open Sun 12PM - 1:30PM

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

    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
  • /42

    $459,999 Open Sat 2PM - 4PM

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

    6 Fieldstone St Unit 6, Upton, MA 01568

    This updated condominium blends comfort, style, and convenience. Enjoy newly installed hardwood flooring in the dining and living rooms, kitchen features brand-new stainless-steel appliances, and a freshly finished basement that expands your living space. Upstairs, two spacious bedrooms provide private retreats, complemented by a full bath and a half bath for everyday convenience. The finished

    Robyn and Sean Sold My House Team Suburban Lifestyle Real Estate

    6 Fieldstone St Unit 6, Upton, MA 01568
  • /30

    $575,000

    • 2 Beds
    • 2 Baths
    • 1,632 Sq Ft

    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
  • /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
  • /42

    $535,000

    • 3 Beds
    • 2.5 Baths
    • 1,731 Sq Ft

    3 Knowlton Cir Unit 3, Upton, MA 01568

    Outstanding 3 Bedroom end unit townhome located in the highly desirable Samreen Villa complex. Take advantage of the common area for a picnic or the park/playground area & trails. Open & airy floor plan invites easy entertaining. Fantastic loft for additional office space or lounge area. Great kitchen - plenty of room for cooking, entertaining. Gleaming hardwoods are found throughout the entire

    Shripad Nandurbarkar Coldwell Banker Realty - Northborough

    3 Knowlton Cir Unit 3, Upton, MA 01568
  • /42

    $764,900

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

    27 James Rd Unit 1, Upton, MA 01568

    NEW CONSTRUCTION for such a GREAT price! 2 Homes are ready for delivery. Both homes are 3 Bedroom, 3 1/2 bath, oversized one car garage, spacious granite kitchen with waterfall kitchen island, stainless steel appliances, open floor plan with dinning area in kitchen which opens to family room with balcony to private backyard. Upstairs is 3 large bedrooms, primary private full bath double vanity

    Kim Kimball Kimball Property Realty Inc.

    27 James Rd Unit 1, Upton, MA 01568
  • /11

    $499,900

    • 3 Beds
    • 2 Baths
    • 1,440 Sq Ft

    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
  • /32

    $649,900 Open Sun 11AM - 12:30PM

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

    84 High St, Upton, MA 01568

    Welcome to this beautifully updated 4-bedroom, 3-bath home in the highly desirable town of Upton. Tucked away on a peaceful lot, this spacious residence offers a flexible floor plan with plenty of room to live, work, and relax. The kitchen features modern updates with ample cabinetry, newer appliances, and a large dining area perfect for gatherings. The bright living room and additional family

    Ann Marie Silva Redfin Corp.

    84 High St, Upton, MA 01568
  • /25

    $599,000

    • 5 Beds
    • 3 Baths
    • 2,887 Sq Ft

    130 High St, Upton, MA 01568

    Finishing touches were completed after the photos. This beautifully updated 2,887 sq. ft. single-family home offers stunning views of Pratt Pond and easy access to I-495. Renovated in 2024–2025, it features all-new siding and windows, a brand-new asphalt driveway and parking area, and a commercial-grade fire safety system. Inside, enjoy spacious, flexible living areas perfect for remote work or

    Jacob Greasley eXp Realty

    130 High St, 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
  • /28

    $739,900 Open Fri 11AM - 4PM

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

    15 Shoemaker Ln Unit 7, 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 Bluebird townhome

    StreamLine Communities Streamline Communities - Upton

    15 Shoemaker Ln Unit 7, Upton, MA 01568

Why Live in Upton

Upton, Massachusetts, is a small town southeast of Worcester that appeals to families and commuters with its suburban living and convenient access to Boston’s outer beltway. The town features spacious lots, often shaded by mature trees, with homes ranging from modest ranch-style houses to preserved Victorians and classic colonials. The rustic layout includes winding two-lane roads and well-manicured yards, providing a tucked-away feel. Upton’s housing market is currently in high demand, with homes listing between $325,000 and $1 million. The Mendon-Upton Regional School District includes highly rated schools like Memorial Elementary and Nipmuc Regional High, offering programs such as Spanish Immersion and the Massachusetts Seal of Biliteracy. Recreational opportunities abound with multiple ponds like Pratt Pond and Dean Pond in Upton State Forest, which offers fishing, hiking, and winter sports. The Upton Community Center provides playgrounds and fitness classes, while the town center features local dining and shopping options, including Rose Garden Restaurant & Pub and The Little Coffee Bean. Upton is safer than the national average, contributing to its appeal. Residents rely on nearby Interstates 495 and 90 for commuting, with Boston about 40 miles away and Worcester 14 miles away. The town also hosts various houses of worship, including The United Parish of Upton and other nearby religious centers.

Frequently Asked Questions

What is the average home price in Upton, MA?
Homes for sale in Upton, MA have an average home price of $779,398.
How many homes have sold over the last 12 months in Upton, MA?
91 homes have sold in Upton, MA over the last 12 months.
What are the most popular zip codes in Upton, MA?
The most popular zip codes in Upton, MA include 01568, 01757, 01748, 01534 and 01560.
How much do you need to make to afford a house in Upton?
The median home price in Upton is $750,000. If you put a 20% down payment of $150,000 and had a 30-year fixed mortgage with an interest rate of 6.26%, your estimated principal and interest payment would be $3,700 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $159K a year to afford the median home price in Upton.
How are the schools in Upton, MA?
Upton, MA has highly rated public and private schools. Some of the best schools in Upton based on Niche Grades are Hopkinton High School, Elmwood Elementary School and Westborough High School. Browse all the schools in Upton, MA to learn more.

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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