Upton Homes under $2 million

Welcome to Upton, Massachusetts – a charming town nestled in the heart of Worcester County, where picturesque landscapes meet a vibrant community spirit. Known for its rich history and welcoming atmosphere, Upton offers residents a perfect blend of suburban tranquility and convenient access to urban amenities. With its scenic parks, top-rated schools, and a variety of local shops and restaurants, Upton is an ideal place to call home.

The town is steeped in history, with roots dating back to the early 18th century. As you stroll through Upton, you'll discover beautifully preserved colonial architecture alongside modern homes, creating a delightful tapestry of old and new. The area is perfect for outdoor enthusiasts, boasting numerous hiking trails, parks, and recreational facilities that invite families and individuals alike to enjoy the great outdoors.

For those seeking a new home in Upton, you'll be pleased to find a diverse selection of properties available for under $2 million. From charming single-family homes with spacious yards to contemporary residences equipped with modern amenities, there's something to suit every taste and budget. Whether you're a first-time homebuyer, looking to upgrade, or seeking a serene retreat, Upton's real estate market offers a wealth of options to explore.

Experience the warmth and community spirit of Upton, where friendly neighbors and beautiful surroundings create a perfect backdrop for your next chapter. Discover your dream home in this idyllic Massachusetts town today!

Newest Upton Homes under $2 million

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.

27 Dairy Dr, Upton $1,175,000

If you have been looking for a new place to call "home" then welcome to 27 Dairy Dr in Upton. This beautifully appointed 4-bedroom, 3.5-bath home, with 4,116 sq/ft of exc...

4 Beds
4 Baths
73587562 MLS

Courtesy of Redfin Corp.

Listing courtesy of Listing Agent: Sean Terrell from Listing Office: Redfin Corp..

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

91 High, Upton $1,099,000

Be the first to call this exceptional new-construction Colonial home! Ideally situated near the heart of downtown Upton, this 2,889 -square-foot residence pairs timeless ...

4 Beds
4 Baths
73580900 MLS

Courtesy of Realty ONE Group Suburban Lifestyle

Listing courtesy of Listing Agent: Robyn Nasuti from Listing Office: Realty ONE Group Suburban Lifestyle.

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.

3 Dairy Drive, Upton $1,165,000

Welcome to the Preserve at Lake Wildwood. Stately ,4BR, 3.5BA Center Hall Colonial featuring 4,000+ sq ft of living space in a desirable suburban neighborhood. Set at t...

4 Beds
4 Baths
73579210 MLS

Courtesy of Mathieu Newton Sotheby's International Realty

Listing courtesy of Listing Agent: Lisa Anzede from Listing Office: Mathieu Newton Sotheby's International Realty.

32 Howarth Dr, Upton $1,099,000

Located in the exclusive Glen Echo Estates community in Upton, this impressive 2008-built Colonial showcases an ideal lot & yard all within a tranquil neighborhood settin...

4 Beds
3 Baths
73578851 MLS

Courtesy of Redfin Corp.

Listing courtesy of Listing Agent: Brian Connelly from Listing Office: Redfin Corp..

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.