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Upton, MA Houses for Sale

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  • /41

    $610,000 Open Sun 11AM - 12:30PM

    • 3 Beds
    • 1.5 Baths
    • 1,789 Sq Ft

    21 Warren Rd, Upton, MA 01568

    21 Warren Rd, Upton, MA, a meticulously maintained 1957 single-family residence spanning 1789 square feet. This attractive property, presented in great condition, offers an exceptional opportunity for discerning buyers seeking comfort and convenience. The thoughtfully designed kitchen serves as the heart of the home, featuring sophisticated stone counters, a practical peninsula, and high-end

    Agent Photo

    Gary Kelley

    GK Group Services, Inc.

    (508) 456-8198

    21 Warren Rd, Upton, MA 01568
  • /42

    $789,000

    • 4 Beds
    • 2.5 Baths
    • 2,824 Sq Ft

    3 Ephraims Way, Upton, MA 01568

    Welcome to this beautifully maintained Cape on a private, landscaped lot in one of Upton’s most desirable locations -featuring town water & natural gas. Extended to include an expansive addition of a primary suite over the two-car garage, this home blends comfort and function with ease... focused on entertaining. Bright, open layout with hardwood flooring and a seamless kitchen-to-dining

    Agent Photo

    Robyn Nasuti

    Realty ONE Group Suburban Lifestyle

    (508) 545-7188

    3 Ephraims Way, Upton, MA 01568
  • /41

    $799,000

    • 4 Beds
    • 2.5 Baths
    • 2,610 Sq Ft

    1 Quail Run, Upton, MA 01568

    Stunning 4-bedroom, 2.5-bath Colonial tucked at the end of a peaceful cul-de-sac a minute from town. A sun-filled vaulted great room complements the home’s open layout as an inviting space for everyday living. The bright kitchen with center island flows seamlessly into dining, living, and den—ideal for both entertaining and work-from-home flexibility. The secluded backyard contains an elevated

    Agent Photo

    Robyn Nasuti

    Realty ONE Group Suburban Lifestyle

    (508) 927-1889

    1 Quail Run, Upton, MA 01568
  • /42

    $749,000

    • 4 Beds
    • 2.5 Baths
    • 2,256 Sq Ft

    69 Warren St, Upton, MA 01568

    Tucked away on a private, wooded lot in desirable Upton, this beautifully updated 4-bedroom, 2.5-bath Colonial invites you to truly feel at home. A granite kitchen with stainless appliances and new gas stove, accented by a cozy pellet stove, flows effortlessly into a warm, fireplaced family room—perfect for everyday living and entertaining. The spacious primary suite features hardwood flooring

    Agent Photo

    Robyn Nasuti

    Realty ONE Group Suburban Lifestyle

    (508) 231-9130

    69 Warren St, Upton, MA 01568
  • /42

    $1,138,000

    • 4 Beds
    • 3.5 Baths
    • 3,768 Sq Ft

    11 Howarth Dr, Upton, MA 01568

    Welcome to Glen Echo Estates near the Upton/Westborough line. This sought-after Wellington design offers spacious rooms, an open floor plan, abundant natural light & hardwood in key living areas. A dramatic two-story foyer opens to formal living & dining rooms. The chef’s kitchen features exotic quartzite counters, SS appliances & large island, flowing into a bright sunroom—perfect for

    Mary Wood Lamacchia Realty, Inc.

    11 Howarth Dr, Upton, MA 01568
  • /42

    $1,250,000

    • 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
  • /40

    $1,090,000

    • 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

    $850,000

    • 3 Beds
    • 2.5 Baths
    • 3,300 Sq Ft

    215 North St, Upton, MA 01568

    Set at the end of a dead-end road, this expanded custom contemporary offers over 10 acres of private land—a rare blend of space, flexibility, and future potential. This well-maintained 3-bed, 2.5-bath home is filled with natural light from expansive windows and skylights, creating an open, inviting layout. A standout 30x24 heated bonus room above the garage provides exceptional space for

    Campos Homes RE/MAX Real Estate Center

    215 North St, Upton, MA 01568
  • /38

    $949,999

    • 4 Beds
    • 2.5 Baths
    • 2,454 Sq Ft

    9 Jewell Crossing, Mendon, MA 01756

    Welcome to this stunning 2018 Colonial positioned on a peaceful cul-de-sac in one of Mendon's premier neighborhoods. Nestled on a private elevated 1.38-acre lot framed by beautiful stone walls, this home effortlessly blends modern elegance with everyday warmth. The heart of the home is a large eat-in kitchen with stainless appliances and granite countertops and peninsula, flowing into a

    Christopher Rapacioli Coldwell Banker Realty - Franklin

    9 Jewell Crossing, Mendon, MA 01756
  • /35

    $1,077,845 New Construction

    • 4 Beds
    • 2.5 Baths
    • 2,751 Sq Ft

    20 Rawson Farm Rd, Mendon, MA 01756

    Framing starting soon. Foundation is in! Close to Schools and commuter routes. Welcome to the Ashford plan our most popular floor plan with the heart of the home featuring a quartz island, dining area, stainless steel appliances gleaming hardwood flooring. Fireplaced great room, dining room and study are complete with Hardwood floors & crown molding. Your master bedroom get away features an en

    Gary Smith Mendon Area Real Estate

    20 Rawson Farm Rd, Mendon, MA 01756
  • /42

    $975,000

    • 4 Beds
    • 3.5 Baths
    • 4,216 Sq Ft

    8 Leah Ln, Milford, MA 01757

    Southern-style custom Colonial with signature double front porches, ideally set at the end of a cul-de-sac in one of Milford’s premier neighborhoods. This beautifully maintained home offers expansive living space and exceptional craftsmanship throughout. A welcoming foyer opens to formal living and dining rooms, a spacious fireplaced family room, playroom, and a custom kitchen designed for

    David Restic Property Services Network

    8 Leah Ln, Milford, MA 01757
  • /40

    $615,000

    • 3 Beds
    • 2 Baths
    • 1,777 Sq Ft

    20 Fiske Ave, Upton, MA 01568

    Meticulously maintained, young split-level home set in a beautiful Upton neighborhood. Light-filled main level features hardwood floors, a vaulted living room with ceiling fan and gas fireplace, and an open kitchen with island seating—ideal for everyday living and entertaining—with a separate space for dining. Step out to a deck overlooking a large, level backyard, perfect for outdoor enjoyment.

    Megan Tolland Realty Executives Boston West

    20 Fiske Ave, Upton, MA 01568
  • /29

    $447,000

    • 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
  • /16

    $500,000

    • 4 Beds
    • 2 Baths
    • 2,110 Sq Ft

    17 N Main St, Upton, MA 01568

    Antique Greek Revival single-family home in the heart of Upton’s historic district. The Thomas McFarland House (1810) is set on the right side of a 1.14-acre lot that slopes down to scenic Mill Pond. Offering four bedrooms, two full baths, 2100 sq ft living space and a two-car garage. The home is rich in character but does require significant renovation. Features include, abundant natural light,

    Michael O'Dea Coldwell Banker Realty - Brookline

    17 N Main 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

    $1,450,000

    • 5 Beds
    • 5 Baths
    • 3,995 Sq Ft

    8 Stearns Rd, Upton, MA 01568

    Nestled at the end of a private cul-de-sac on nearly two acres, this meticulously renovated Colonial estate offers a premier multi-generational layout featuring a main residence & a fully equipped Accessory Dwelling. Beautiful main house boasts a mahogany deck, chef’s kitchen complete w/ quartz countertops, double wall ovens, a gas cooktop, & an oversized butcher-block island, all adjacent to a

    Kathleen Nicoloro Ferrari + Co. Real Estate

    8 Stearns Rd, Upton, MA 01568
  • /41

    $789,000 Open Sat 2PM - 3:30PM

    • 4 Beds
    • 3 Baths
    • 2,598 Sq Ft

    36 Brooks St, Upton, MA 01568

    OH CANCELLED!! OFFER ACCEPTED. Welcome to ONE floor living in this fabulous custom ranch. Situated on a two plus acre lot, at the end of a quiet side street ,close to the center of town. Large open living room with gas log fireplace and hardwood flooring & cathedral ceilings, opens to a beautiful kitchen with stainless appliances, center island, granite counter tops. Side entrance to mud room

    Jeanne Leombruno Century 21 Custom Home Realty

    36 Brooks St, Upton, MA 01568
  • /42

    $990,000

    • 4 Beds
    • 2.5 Baths
    • 3,000 Sq Ft

    4 Hazeltine Rd, Upton, MA 01568

    Completely renovated in 2024, this stunning 4-bedroom, 2.5-bath home blends modern luxury with thoughtful design in a highly desirable neighborhood close to schools and town. A spacious new addition features a large primary suite with a spa-like bath and two walk-in closets, offering a true private retreat. The heart of the home is the beautifully renovated kitchen, equipped with premium Bosch

    Beth Feather William Raveis R.E. & Home Services

    4 Hazeltine Rd, Upton, MA 01568
  • /21

    $1,100,000

    • 4 Beds
    • 3.5 Baths
    • 3,487 Sq Ft

    99 W River St, Upton, MA 01568

    This beautifully designed custom home offers the perfect blend of privacy, space, and modern functionality. Set back from the street and positioned on an elevated lot, the home delivers both curb appeal and a sense of seclusion. Inside, you’ll find a thoughtfully designed floor plan featuring 4 spacious bedrooms and 3.5 bathrooms. The heart of the home is ideal for both everyday living and

    Diana Afonso Afonso Real Estate

    99 W River St, Upton, MA 01568
  • /27

    $675,000

    • 3 Beds
    • 2.5 Baths
    • 1,728 Sq Ft

    13 Plain St, Upton, MA 01568

    BRAND NEW ROOF with *50 year* warranty just installed! Relocating Executive Seller is sad to leave this meticulously maintained DREAM home, loaded with UPDATES throughout, including a BRAND NEW HEATING SYSTEM! Plus a private FENCED & FLAT backyard! Step inside to an inviting OPEN CONCEPT floorplan, w/ beautiful newer flooring & an abundance of natural light throughout. A large kitchen offers

    The Tabassi Team RE/MAX Partners Relocation

    13 Plain St, Upton, MA 01568
  • /35

    $2,950,000

    • 4 Beds
    • 2.5 Baths
    • 3,014 Sq Ft

    186 Spring St, Hopkinton, MA 01748

    Prime Investment Opportunity: 20.9-Acre Private Estate in Top-Rated Hopkinton School District Nestled on an expansive 20.9-acre wooded lot bordering the Upton State Forest (one of the largest in Hopkinton), 186 Spring Street offers exceptional privacy, tucked deep in the forest with mature trees and natural seclusion. This rare parcel provides significant development potential — including the

    Brendon Sullivan-Monson StartPoint Realty

    186 Spring St, Hopkinton, MA 01748

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. Residential areas offer spacious lots shaded by mature trees and homes ranging from modest ranch-style houses to preserved Victorians and classic colonials. The local 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, which offer offer Spanish Immersion programs and the Massachusetts Seal of Biliteracy. Pratt Pond and Dean Pond in Upton State Forest are hubs for fishing, hiking and winter sports. The Upton Community Center has playgrounds and fitness classes, while the town center features local dining and shopping options, including Rose Garden Restaurant & Pub and The Little Coffee Bean. Residents rely on nearby Interstates 495 and 90 for commuting, with Boston about 40 miles away and Worcester 14 miles away.

Home Trends in Upton, MA

Housing Trends

Median Sale Price
$791,900
Median Single Family Sale Price
$793,450
Median Townhouse Sale Price
$490,000
Median 2 Bedroom Sale Price
$803,430
Median 1 Bedroom Sale Price
$299,000
Average Price Per Sq Ft
$327
Number of Homes for Sale
23
Last 12 months Home Sales
95
Months of Supply
2.90
Median List Price
$769,900
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
16%
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