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Upton Homes and Condos for Sale

75-Acre Elite Equestrian & Wellness Sanctuary. Ultimate private retreat with a 4,040 SF luxury Cape, world-class horse facilities, and resort backyard. Trail access to We...

4 Beds
5 Baths
73541742 MLS

Courtesy of Gibson Sotheby's International Realty

Listing courtesy of Listing Agent: Beth Byrne from Listing Office: Gibson Sotheby's International Realty.

175 Pleasant St, Upton $1,699,000 ▼

ABSOLUTELY STUNNING. Enormous 8 Bedroom Home with over 6000 square feet of living on 5.5 acres bordering the Shining Rock Golf Course. Privacy abounds on this special p...

8 Beds
6 Baths
73520686 MLS

Courtesy of Bullseye Realty Group

Listing courtesy of Listing Agent: Matthew S. Sousa from Listing Office: Bullseye Realty Group.

9 South Street, Upton $1,300,000

Room to grow......inside and out! Expansive 4 bedroom 2 1/2 bath home with separate IN-LAW in finished basement all nestled on a picturesque 8.3 acres! This gem boasts a...

4 Beds
4 Baths
73550062 MLS

Courtesy of Mendon Local Realty

Listing courtesy of Listing Agent: Robin Haddad from Listing Office: Mendon Local Realty.

12 Breton Road, Upton $1,225,000 ▼

With a flexible layout that supports multigenerational living, this gorgeous custom-built colonial has ample space and is situated on 3+ private acres. From the moment yo...

4 Beds
6 Baths
73498932 MLS

Courtesy of Mathieu Newton Sotheby's International Realty

Listing courtesy of Listing Agent: Melissa Ellison from Listing Office: Mathieu Newton Sotheby's International Realty.

33 Dairy Drive, Upton $1,159,000

NEIGHBORHOOD SETTING WITH COMMUTER CONVENIENCE! This North-facing colonial offers over an acre of mature, professionally landscaped yard space that abuts trails and conse...

4 Beds
3 Baths
73553629 MLS

Courtesy of REMAX Executive Realty

Listing courtesy of Listing Agent: Erika Steele from Listing Office: REMAX Executive Realty.

30 Mendon St, Upton $1,150,000 ▼

30 Mendon St, Upton, MA Experience modern luxury in this newly constructed 2026 single-family home over 3,000 square feet of thoughtfully designed living space. Blending ...

4 Beds
4 Baths
73521066 MLS

Courtesy of Century 21 The Real Estate Group

Listing courtesy of Listing Agent: Luana Velame from Listing Office: Century 21 The Real Estate Group.

35 Howarth Dr, Upton $1,125,000 ▼

Glen Echo is a most desirable neighborhood close to Rt 495, MA Pike & Westborough. This pristine & spacious 4 bedroom, 3.5 bath Chatsworth Model Colonial has been impecca...

4 Beds
4 Baths
73541292 MLS

Courtesy of Mathieu Newton Sotheby's International Realty

Listing courtesy of Listing Agent: Gerald Simone from Listing Office: Mathieu Newton Sotheby's International Realty.

32 Mendon St, Upton $1,100,000 ▼

32 Mendon St, Upton, MA. Where modern sophistication meets timeless design. This newly constructed 2026 residence offers 2,924 square feet of impeccably curated living sp...

4 Beds
3 Baths
73522448 MLS

Courtesy of Century 21 The Real Estate Group

Listing courtesy of Listing Agent: Luana Velame from Listing Office: Century 21 The Real Estate Group.

99 W River St, Upton $1,100,000

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, th...

4 Beds
4 Baths
73490363 MLS

17 West Main Street, Upton $999,900

UNDER CONSTRUCTION...Enjoy The Benefits of New Construction with Energy Efficiency & Low Future Maintenance! This stunning Colonial offers the perfect blend of classic el...

4 Beds
3 Baths
73547384 MLS

Courtesy of Northeast Realty + Co.

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

19 West Main Street, Upton $989,900

UNDER CONSTRUCTION...Enjoy The Benefits of New Construction with Energy Efficiency & Low Future Maintenance! This stunning home offers the perfect blend of classic elegan...

4 Beds
4 Baths
73547396 MLS

Courtesy of Northeast Realty + Co.

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

10 Sadler Road, Upton $899,900

Tucked away on a quiet cul-de-sac with 2 acres of wooded bliss, this Federal-front Colonial is pure serenity with an incredibly spacious layout to boot. It's 3000+ square...

4 Beds
3 Baths
73551967 MLS

Courtesy of REMAX Executive Realty

Listing courtesy of Listing Agent: Erika Steele from Listing Office: REMAX Executive Realty.

7 Boot Shop Road Unit 7, Upton — ['Cobblers Creek'] $855,900

Come see what's new at Cobbler's Creek, a premier 55+ community of detached condominiums by the renowned Black Brook Realty builder group! Enjoy a Storybook setting of ho...

2 Beds
3 Baths
73502176 MLS
['Cobblers Creek'] Bldg.

Courtesy of ERA Key Realty Services-Bay State Group

Listing courtesy of Listing Agent: The Kattman Team from Listing Office: ERA Key Realty Services-Bay State Group.

11 James Rd, Upton $800,000 ▼

Upton Horse Haven: Iconic 3-Bed, 3-Bath Retreat on 3.75 Acres. Discover one of Upton’s most beloved properties, a premier estate where timeless charm meets outdoor living...

3 Beds
3 Baths
73537714 MLS

Courtesy of Real Broker MA, LLC

Listing courtesy of Listing Agent: Team ROVI from Listing Office: Real Broker MA, LLC.

158 Main St, Upton $799,900

Don't miss this well-maintained multifamily property offering an excellent opportunity for both investors and owner-occupants. Whether you're looking to generate rental i...

7 Beds
4 Baths
73552661 MLS

Courtesy of eXp Realty LLC - Corporate Office

Listing courtesy of Listing Agent: Rita Silva Martins from Listing Office: eXp Realty LLC - Corporate Office.

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