Upton, MA Houses for Sale

/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
Explore Upton
/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
$1,075,000
- 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
/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
/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
$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
/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

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 35 days on the market compared to the national average of 55 days. The median sale price for homes in Upton, MA over the last 12 months is $780,000, up 20% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price

$780,000

Median Single Family Sale Price

$791,900

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

$332

Number of Homes for Sale

Last 12 months Home Sales

Months of Supply

1.50

Median List Price

$769,900

Median Change From 1st List Price

Median Home Sale Price YoY Change

20%

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

In Upton, there are currently 8 houses for sale, offering an array of options for potential buyers. With houses priced between $599,000 to $2,950,000, there's a range to accomodate every budget. As of March, 2026 the median home price in Upton is $769,900, while the average sale price is $795,538, offering insights into the local housing market. On average, houses spend 35 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.

Upton Types of Homes for Sale

Upton Townhouses for Sale

More About Living in Upton

Single-family Homes for Sale in Nearby Cities

Single-family Homes for Sale in Nearby Counties

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