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Upton, MA Homes for Sale

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  • /40

    $499,900 Open Sat 12PM - 2PM

    • 3 Beds
    • 1 Bath
    • 1,300 Sq Ft

    49 Grove St, Upton, MA 01568

    Welcome home to this beautifully renovated Gambrel in desirable Upton. Rich dark walnut hardwood floors flow throughout, complemented by a stunning updated kitchen with granite countertops and modern finishes. Major updates including young roof, vinyl siding, windows, garage doors, newly painted bathroom, brand new upgraded 200 AMP electric panel, all provide turnkey peace of mind. A brand new

    Agent Photo

    Robyn Nasuti

    Realty ONE Group Suburban Lifestyle

    (508) 682-5712

    49 Grove St, Upton, MA 01568
  • /42

    $439,500

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

    6 Fieldstone Dr Unit 6, Upton, MA 01568

    Move right into this beautifully updated Fieldstone townhouse offering low-maintenance living in a peaceful, village-like setting. The open main level features new hardwood floors in the dining and living rooms and a stylish kitchen with brand-new stainless appliances—perfect for everyday living or entertaining. Upstairs offers two spacious bedrooms and a full bath, with a convenient half bath on

    Agent Photo

    Robyn Nasuti

    Realty ONE Group Suburban Lifestyle

    (508) 691-7988

    6 Fieldstone Dr Unit 6, Upton, MA 01568
  • /42

    $1,188,000 Open Sat 12PM - 1:30PM

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

    11 Howarth Dr, Upton, MA 01568

    Set in the desirable Glen Echo Estates near the Upton/Westborough line, this sought-after Wellington model blends generous living space, natural light & timeless design. Spacious rooms, an open floor plan & hardwood highlight key living areas. A dramatic two-story foyer is flanked by formal living & dining rooms. The chef’s kitchen features exotic quartzite counters, SS appliances & a large

    Mary Wood Lamacchia Realty, Inc.

    11 Howarth Dr, Upton, MA 01568
  • /40

    $1,100,000

    • 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
  • /42

    $1,075,000

    • 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
  • /38

    $950,000

    • 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 and 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
  • /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
  • /38

    $550,000 Open Sat 1PM - 2PM

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

    36 Knowlton Cir Unit 1, Upton, MA 01568

    Desirable Samreen Villa! Great Value ~ Motivated Seller! This lovely end-unit townhouse features 3 bedrooms and a bright, open loft area. 2 updated full baths plus a 1/2 bath on the first floor and a large room in the lower level. The unit is light and bright with hardwood floors throughout. The 2nd floor features a large MBR with a ceiling fan and full bath. The 2 additional bedrooms are good

    Karen Richardson LAER Realty Partners

    36 Knowlton Cir Unit 1, Upton, MA 01568
  • /2

    $250,000

    • Land
    • 3.19 Acres
    • $78,370 per Acre

    74 Warren St, Upton, MA 01568

    Here's your opportunity to build your dream home in the quaint and serene town of Upton. Over 3 acre wooded lot located on a scenic country road yet close to downtown. Potential to build a home with views of Boston! Zoned for a single family. Perc test done for septic. Per town, public water connection is possible. Excellent access to I-495 and the Mass Pike for commuters. Can be purchased on its

    Melissa Ellison Mathieu Newton Sotheby's International Realty

    74 Warren St, Upton, MA 01568
  • /19

    $7,500,000

    • 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
  • /40

    $899,900

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

    6 Chickadee Way Unit 23, Upton, MA 01568

    A unique opportunity unfolds at 6 Chickadee Way, Upton, Adult Community 55+ where an attractive condominium in stellar condition stands to invite you in to the comforts of Home! Front porch entry. Popular open floor concept with an expansive 2228 square feet of living area. Livingroom with a fireplace, dining area open to an impressive kitchen layout with custom cabinets, large eat at island,

    June Hillier REMAX Executive Realty

    6 Chickadee Way Unit 23, 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
  • /28

    $560,000 Open Sat 12PM - 1PM

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

    1 Knowlton Cir Unit 1, Upton, MA 01568

    A rare opportunity to own a four-bedroom, two and a half bath residence in the desirable Samreen Villas. This private end unit offers exceptional natural light and a thoughtfully designed layout ideal for both everyday living and entertaining. The main level features hardwood and ceramic tile flooring, an open-concept kitchen and dining area, and a dramatic living room with soaring ceilings and

    Leah Tringale Longwood Residential, LLC

    1 Knowlton Cir Unit 1, Upton, MA 01568
  • /28

    $855,900 Open Fri 11AM - 3PM

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

    5 Boot Shop Rd Unit 31, Upton, MA 01568

    Discover townhome living in 5 Boot Shop Road U:31, Upton, MA. 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. Ask about our 20k developer incentive. Designed for active adults, Cobblers Creek is a

    StreamLine Communities Streamline Communities - Upton

    5 Boot Shop Rd Unit 31, Upton, MA 01568
  • /27

    $675,000

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

    13 Plain St, Upton, MA 01568

    PREPARE TO FALL IN LOVE! 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, with beautiful BRAND NEW FLOORING & an abundance of natural light throughout. A large kitchen offers plenty of space for the

    The Tabassi Team RE/MAX Partners Relocation

    13 Plain St, Upton, MA 01568
  • /3

    $879,900 Open Fri 11AM - 3PM

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

    12 Boot Shop Rd Unit 37, Upton, MA 01568

    Welcome to Cobblers Creek, a serene 55+ community in Upton offering detached condominiums designed for active adults seeking low-maintenance living with commuter convenience. Tucked within a peaceful tree-lined setting yet close to Route 495 and the Mass Pike, this community blends privacy with accessibility. The Cardinal townhome floor plan features open-concept living with an eat-at island

    StreamLine Communities Streamline Communities - Upton

    12 Boot Shop Rd Unit 37, Upton, MA 01568
  • /3

    $550,000

    • Land
    • 5.45 Acres
    • $100,917 per Acre

    Lot 108 W Main St, Upton, MA 01568

    5.45± acres zoned General Business (GB) located along West Main Street (Route 140) in Upton. This versatile parcel offers strong road frontage, visibility, and flexibility for a variety of commercial, professional, mixed-use, or investment opportunities, subject to Town approvals. The GB zoning district supports a broad range of business and service uses, making this an ideal site for

    John Miller Keller Williams Pinnacle Central

    Lot 108 W Main 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. 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 $800,841.
How many homes have sold over the last 12 months in Upton, MA?
92 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, 01748, 01560, 01757 and 01534.
How much do you need to make to afford a house in Upton?
The median home price in Upton is $764,900. If you put a 20% down payment of $153,000 and had a 30-year fixed mortgage with an interest rate of 6.38%, your estimated principal and interest payment would be $3,820 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $164K a year to afford the median home price in Upton. Learn how much home you can afford with our Home Affordability Calculator.
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 Hopkins Elementary School. Browse all the schools in Upton, MA to learn more.

Home Trends in Upton, MA

Housing Trends

Median Sale Price
$777,500
Median Single Family Sale Price
$780,000
Median Townhouse Sale Price
$490,000
Median 2 Bedroom Sale Price
$801,668
Median 1 Bedroom Sale Price
$299,000
Average Price Per Sq Ft
$333
Number of Homes for Sale
13
Last 12 months Home Sales
92
Months of Supply
1.70
Median List Price
$764,900
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
20%
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