Upton Homes for Sale

Welcome to Upton, Massachusetts—a charming town nestled in Worcester County, where small-town charm meets modern convenience. With its picturesque landscapes, friendly community, and rich history, Upton is an ideal place for families and individuals seeking a serene lifestyle while still being close to urban amenities.

Upton boasts a variety of outdoor recreational activities, thanks to its abundant parks and nature trails. Whether you're hiking through the scenic woods of the Upton State Forest or enjoying a sunny afternoon at the popular Upton Town Park, there’s no shortage of ways to connect with nature. The town’s vibrant community spirit shines during local events and farmers' markets, where residents come together to celebrate their unique culture and support local businesses.

For those considering a move, Upton offers a diverse range of homes for sale that cater to various lifestyles and budgets. From charming historic homes that exude character to modern new constructions equipped with the latest amenities, there’s something for everyone. The real estate market here is thriving, making it an excellent time to invest in your dream home.

Families will appreciate the top-rated schools and the sense of safety that Upton provides, while commuters will find easy access to major highways, making trips to Worcester and Boston a breeze.

Discover the perfect blend of tranquility and community in Upton, MA, where your ideal home awaits. Explore our listings today and take the first step towards making this delightful town your new home!

Newest Upton Homes for Sale

24B River Street, Upton $650,000

Imagine summer days spent at nearby Kiwanis Beach and evenings under the stars in your private backyard Jacuzzi. Beautifully maintained home offers an exceptional setting...

3 Beds
2 Baths
73571380 MLS

Courtesy of REMAX Executive Realty

Listing courtesy of Listing Agent: Katie McBride from Listing Office: REMAX Executive Realty.

165 East St, Upton $1,079,000

Pride of ownership abounds at this exceptional 4-bedroom, 3.5 bath custom contemporary home set on 3.50 beautifully maintained acres offering privacy and endless opportun...

4 Beds
4 Baths
73574514 MLS

Courtesy of Redfin Corp.

Listing courtesy of Listing Agent: Michael Stein from Listing Office: Redfin Corp..

27 Juniper Road, Upton $997,500

Siting majestically in one of Upton's most desired neighborhoods, this gorgeous Colonial commands attention with its gracious presence, impressive scale and beautifully d...

4 Beds
3 Baths
73573687 MLS

Courtesy of Keller Williams Boston MetroWest

Listing courtesy of Listing Agent: THE LASH GROUP from Listing Office: Keller Williams Boston MetroWest.

40 Hartford Ave N, Upton $575,000

Welcome to this charming Colonial Style home, offering warmth, character, and modern comfort throughout. The inviting open floor plan creates a seamless flow between the ...

3 Beds
2 Baths
73573230 MLS

Courtesy of Century 21 Custom Home Realty

Listing courtesy of Listing Agent: Cindy Donati from Listing Office: Century 21 Custom Home Realty.

15 W Main St, Upton $499,000

After being cherished by the same family for approximately 170 years, 15 West Main Street presents an extraordinary opportunity to become the next steward of a truly spec...

3 Beds
3 Baths
73569379 MLS

Courtesy of Northeast Realty + Co.

Listing courtesy of Listing Agent: Kim Backlund from Listing Office: Northeast Realty + Co..

69 Walnut St, Upton $779,900

Beautifully updated Dutch-style colonial on nearly 2 acres offers, space, charm and functionality. The home includes an ADU with separate entrance for growing families or...

4 Beds
3 Baths
73569332 MLS

Courtesy of RE/MAX Vision

Listing courtesy of Listing Agent: Ellen Barry from Listing Office: RE/MAX Vision.

8 Juniper Road, Upton $1,300,000

Open House: Saturday and Sunday 11:00-12:30! Welcome to 8 Juniper Road, where impressive space, thoughtful updates, and a truly spectacular backyard oasis come together i...

4 Beds
5 Baths
73566681 MLS

Courtesy of Lamacchia Realty, Inc.

Listing courtesy of Listing Agent: Amy Bisson from Listing Office: Lamacchia Realty, Inc..

161 South St, Upton $975,000

Welcome to a truly exceptional Colonial where timeless elegance meets modern comfort. Meticulously maintained and thoughtfully updated, this stunning 4-bedroom, 2.5-bath ...

4 Beds
3 Baths
73566169 MLS

5 Elm Street, Upton $695,000

Timeless charm & modern comfort describe this renovated Colonial originally built in 1828 on a scenic, quiet country road. Fully reframed in 1988, with a kitchen/family r...

4 Beds
3 Baths
73565350 MLS

Courtesy of Andrew J. Abu Inc., REALTORS®

Listing courtesy of Listing Agent: Lisa Pezzoni from Listing Office: Andrew J. Abu Inc., REALTORS®.

96 Fowler St, Upton $899,000

Exceptional Colonial on 3.21 Private Acres. Discover the perfect blend of comfort and lifestyle in this exceptional colonial, set on 3.21 acres of stunning, pastoral land...

4 Beds
5 Baths
73564539 MLS

Courtesy of Property Investors & Advisors, LLC

Listing courtesy of Listing Agent: Isaac Alvarenga from Listing Office: Property Investors & Advisors, LLC.

90 Glenview, Upton $649,900 ▼

Price improvement by motivated seller ~ New 4-Bed Septic being installed! Fabulous Turn-Key Cape home has a number of custom touches not found in new construction. Home ...

4 Beds
2 Baths
73563625 MLS

2 Brookside St, Upton $849,900 ▼

Stately Colonial offering a rare combination of privacy, natural beauty & modern updates in one exceptional property. Every window captures peaceful views of the surround...

4 Beds
3 Baths
73562333 MLS

Courtesy of William Raveis R.E. & Home Services

Listing courtesy of Listing Agent: Leah Burke from Listing Office: William Raveis R.E. & Home Services.