Upton, MA Houses for Sale

/36
$849,900
- 4 Beds
- 2.5 Baths
- 3,352 Sq Ft
13 Jonathans Way, Upton, MA 01568

Beautifully maintained home featuring gleaming hardwood floors and two cozy fireplaces. The cathedral-ceiling family room offers a bright and open layout ideal for everyday living and entertaining. Includes a formal dining room and a private office. Fully renovated and modernized kitchen and bathrooms with stylish finishes and contemporary functionality. Large windows throughout the home provide

Shelly Armstrong Redfin Corp.

13 Jonathans Way, Upton, MA 01568
Explore Upton
/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
/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
$1,500,000
- 4 Beds
- 3.5 Baths
- 3,586 Sq Ft
6 Sawmill Brook Ln, Upton, MA 01568

A timeless New England farmhouse-style under construction on Lot 2, sitting on 4.3 scenic acres & offering 3,586 square feet of living space. Facing east, the home is perfectly positioned to capture fantastic sunrises—best enjoyed from the inviting farmer’s porch, which adds curb appeal & serves as the perfect place to start your day w/ a morning coffee or unwind in the evening. Designed for

Team Metrowest Berkshire Hathaway HomeServices Commonwealth Real Estate

6 Sawmill Brook Ln, 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
/35
$3,750,000
- 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
/42
$819,900 Open Sat 11AM - 12:30PM
- 4 Beds
- 2.5 Baths
- 2,764 Sq Ft
185 Prairie St, Northbridge, MA 01534

Welcome home to this classic Colonial nestled in one of the area’s sought-after neighborhoods! With 4 bedrooms and 2.5 baths, this home offers space & comfort for everyday living. You’ll love gathering in the stunning family room w/ cathedral ceilings & a cozy gas fireplace, just off the kitchen featuring newer stainless steel appliances, granite counter-tops and walk-in pantry. Host dinners in

Team Metrowest Berkshire Hathaway HomeServices Commonwealth Real Estate

185 Prairie St, Northbridge, MA 01534

Massachusetts Worcester County Upton

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.

Learn more about living in Upton

Home Trends in Upton, MA

On average, homes in Upton, MA sell after 34 days on the market compared to the national average of 53 days. The median sale price for homes in Upton, MA over the last 12 months is $774,252, up 16% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price

$774,252

Median Single Family Sale Price

$785,950

Median Townhouse Sale Price

$490,000

Median 2 Bedroom Sale Price

$784,489

Median 1 Bedroom Sale Price

$299,000

Average Price Per Sq Ft

$335

Number of Homes for Sale

Last 12 months Home Sales

Months of Supply

1.00

Median List Price

$752,370

Median Change From 1st List Price

Median Home Sale Price YoY Change

16%

How to Buy a Home How to Finance a Home How to Sell a Home

In Upton, there are currently 7 houses for sale, offering an array of options for potential buyers. With houses priced between $599,000 to $3,750,000, there's a range to accomodate every budget. As of February, 2026 the median home price in Upton is $752,370, while the average sale price is $790,137, offering insights into the local housing market. On average, houses spend 34 days listed before being sold. Whether you're searching for a single-family residence, exploring single-family detached houses for sale, or considering new construction houses for sale, there are options to cater to different lifestyles. Explore the listings and houses for sale in Upton, MA and find the perfect place to call home.

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