Upton Homes under $750,000

Welcome to Upton, Massachusetts—a charming New England town nestled in Worcester County, where picturesque landscapes and a tight-knit community create the perfect backdrop for your next home. Known for its rich history and scenic beauty, Upton boasts a blend of rural charm and modern conveniences, making it an ideal place for families, professionals, and retirees alike.

Upton is renowned for its excellent school system, vibrant parks, and a wealth of outdoor recreational opportunities. With miles of hiking and biking trails, as well as access to serene lakes, residents can enjoy the best of nature right at their doorstep. The town’s commitment to preserving its historical character is evident in its well-maintained architecture and community events that bring neighbors together.

For those seeking a home in Upton, you’ll be delighted to discover an array of properties available under $750,000. Whether you’re looking for a cozy single-family home with a spacious yard, a charming colonial, or a modern townhouse, Upton offers diverse options to suit your lifestyle and budget. Many of these homes feature updated amenities, beautiful gardens, and proximity to local shops and dining.

With its friendly atmosphere, strong sense of community, and affordable housing options, Upton is more than just a place to live—it’s a place to thrive. Explore the possibilities and find your dream home in this delightful town, where every day feels like a breath of fresh air. Come experience the warmth of Upton, where your new chapter awaits!

Newest Upton Homes under $750,000

87 Shannon Way Unit 1, Upton — ['Upton Ridge'] $669,900

Enjoy low-maintenance living at Upton Ridge, a desirable 55+ community just a short stroll from the renowned Shining Rock Golf Course. This beautiful Milan-style two-stor...

2 Beds
3 Baths
73587904 MLS
['Upton Ridge'] Bldg.

Courtesy of Keller Williams Realty

Listing courtesy of Listing Agent: Shane Brady from Listing Office: Keller Williams Realty.

23 Forest St, Upton $649,000

A true home in the forest! Come visit this diamond in the rough and all it's potential, on the market for the first time after 50 years of original ownership. Set back ov...

3 Beds
2 Baths
73586877 MLS

Courtesy of Jacobs Real Estate

Listing courtesy of Listing Agent: Drew Jacobs from Listing Office: Jacobs Real Estate.

23 North St, Upton $410,000

Land, Location and Upside! Calling all investors, developers and DIYers! 23 North St in Upton is the value-add opportunity you've been waiting for. Priced at $410,000 and...

4 Beds
3 Baths
73584424 MLS

Courtesy of eXp Realty LLC

Listing courtesy of Listing Agent: Nick Hanney from Listing Office: eXp Realty LLC.

192 Westboro Rd, Upton $700,000

Welcome to 192 Westboro Rd, a beautifully maintained Upton home offering the perfect balance of modern comfort, classic character and a natural setting. Thoughtfully upda...

3 Beds
2 Baths
73584356 MLS

Courtesy of Redfin Corp.

Listing courtesy of Listing Agent: Ian Teng from Listing Office: Redfin Corp..

13 Fieldstone St Unit 13, Upton — ['Fieldstone Condos'] $489,000

Welcome to the Fieldstone Condominiums, where comfort, style, and low-maintenance living come together in one of Upton’s most desirable communities. This beautifully main...

2 Beds
3 Baths
73583734 MLS
['Fieldstone Condos'] Bldg.

Courtesy of Compass

Listing courtesy of Listing Agent: Leavitt + Co Team from Listing Office: Compass.

15 North St, Upton $599,000

Discover the perfect blend of timeless character and modern convenience in this spacious 3-bedroom, 2-full-bath home set on more than 3 acres of private, classic grounds ...

3 Beds
2 Baths
73581868 MLS

1 Knowlton Circle Unit 1, Upton $499,000 ▼

PRICE IMPROVEMENT, freshly painted and professionally cleaned carpets!** A rare opportunity to own a four-bedroom, two and a half bath residence in the desirable Samreen ...

4 Beds
3 Baths
73579649 MLS

Courtesy of Longwood Residential, LLC

Listing courtesy of Listing Agent: Leah Tringale from Listing Office: Longwood Residential, LLC.

68 School St, Upton $449,000

Custom built in 1980 for members of a long term, multigenerational Upton family. This expanded ranch will now change hands for the first time! This home features 4 bedroo...

4 Beds
2 Baths
73577739 MLS

Courtesy of Berkshire Hathaway HomeServices Stephan Real Estate

Listing courtesy of Listing Agent: William Glanton from Listing Office: Berkshire Hathaway HomeServices Stephan Real Estate.

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.

140 Main St Unit E, Upton $519,899 ▼

Move right into this beautifully maintained, 2020-built end-unit townhouse in the heart of Upton. Set at the rear of the building and open on three sides, the home enjoys...

3 Beds
3 Baths
73574288 MLS

Courtesy of Coldwell Banker Realty - Newton

Listing courtesy of Listing Agent: Bhargavi Thaduri from Listing Office: Coldwell Banker Realty - Newton.

40 Hartford Ave N, Upton $569,000 ▼

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..