Holliston Homes for Sale

Welcome to Holliston, Massachusetts – a charming town nestled in Middlesex County, where small-town charm meets modern convenience. Known for its picturesque landscapes, Holliston boasts a rich history, vibrant community spirit, and a welcoming atmosphere that makes it an ideal place to call home.

As you stroll through Holliston, you’ll encounter beautiful tree-lined streets, historic buildings, and a variety of local shops and eateries that contribute to its unique character. The town is surrounded by lush parks and scenic trails, perfect for outdoor enthusiasts and families looking to enjoy nature. With a strong sense of community, Holliston hosts numerous events throughout the year, including farmers' markets, seasonal festivals, and fun-filled parades, fostering connections among residents.

For those considering making Holliston their home, the real estate market offers an exciting array of homes for sale. From charming colonial-style houses to contemporary new builds, there is something to suit every taste and budget. The town’s excellent school system and safe neighborhoods make it particularly appealing for families. Whether you’re looking for a cozy bungalow or a spacious family home, you’ll find properties that reflect the warmth and character of this delightful town.

With its blend of history, community, and beautiful homes, Holliston is not just a place to live; it’s a place to thrive. Explore the current listings and discover why so many are choosing to call Holliston home. Your dream home awaits in this idyllic Massachusetts town!

Newest Holliston Homes for Sale

97 Old Cart Path, Holliston $1,575,000

Wow! Spectacular sweeping East-facing views and exceptional craftsmanship define this one-of-a-kind custom home in the coveted Highlands at Holliston. Beautifully sited o...

4 Beds
5 Baths
73575584 MLS

Courtesy of Engel & Volkers Wellesley

Listing courtesy of Listing Agent: Tara D'Amato from Listing Office: Engel & Volkers Wellesley.

35 Donna Rd, Holliston $680,000

Welcome to this charming split-level/ranch-style home set on a spacious, beautifully landscaped lot surrounded by mature trees. A gently sloping front lawn, generous pave...

3 Beds
2 Baths
73575571 MLS

Courtesy of Redfin Corp.

Listing courtesy of Listing Agent: Mark McGowan from Listing Office: Redfin Corp..

44 Exchange St, Holliston $625,000

Charming antique Colonial in Holliston’s desirable Mudville neighborhood, filled with warmth, character, and classic New England appeal. Wide-plank pine floors run throug...

3 Beds
2 Baths
73575265 MLS

Courtesy of Realty ONE Group Suburban Lifestyle

Listing courtesy of Listing Agent: Catherine Carrara from Listing Office: Realty ONE Group Suburban Lifestyle.

801 Winter St, Holliston $689,000

Unique residence offering space, character, and tremendous potential! Set on 5 acres with a large, private back yard surrounded by mature woods. This 3-bedroom, 2.5-bath ...

3 Beds
3 Baths
73575142 MLS

Courtesy of Vesta Real Estate Group, Inc.

Listing courtesy of Listing Agent: Vesta Group from Listing Office: Vesta Real Estate Group, Inc..

330 Marshall Street, Holliston $975,000

Imagine coming home to a backyard that feels more like Vermont than MetroWest. Set on nearly four acres and abutting conservation land, 330 Marshall Street offers a wonde...

4 Beds
3 Baths
73574969 MLS

Courtesy of REMAX Executive Realty

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

47 Jarr Brook Rd, Holliston $799,900

Welcome to 47 Jarr Brook Rd, a beautifully remodeled cape style home offering timeless character, modern updates, and exceptional indoor-outdoor living in desirable Holli...

3 Beds
2 Baths
73574220 MLS

Courtesy of Realty Executives Boston West

Listing courtesy of Listing Agent: Ritucci & Swift - Your Home Team from Listing Office: Realty Executives Boston West.

93 Jerrold St, Holliston $599,900

Consider this your invitation to fall a little bit in love with Holliston! This beautifully maintained gem proves that 1,356 sq. ft. can live remarkably large. Step insid...

3 Beds
1 Baths
73572997 MLS

Courtesy of Real Broker MA, LLC

Listing courtesy of Listing Agent: Jim Black Group from Listing Office: Real Broker MA, LLC.

14 Fiske Pond Road, Holliston $2,300,000

Welcome to 14 Fiske Pond Road! A dream home built w/the most unparalleled attention to detail, millwork & craftsmanship. The 5BR, 5BA house will appeal to today's modern ...

5 Beds
5 Baths
73570164 MLS

Courtesy of Coldwell Banker Realty - Wellesley

Listing courtesy of Listing Agent: The Lara & Chelsea Collaborative from Listing Office: Coldwell Banker Realty - Wellesley.

636 Highland St, Holliston $739,000

Privacy, acreage, and an incredible workshop—all in desirable Holliston! Set on 4.4 acres abutting town and conservation land, this well-maintained home offers a private,...

3 Beds
1 Baths
73569184 MLS

Courtesy of LPT Realty - Home & Key Group

Listing courtesy of Listing Agent: Caden Lobo from Listing Office: LPT Realty - Home & Key Group.

1804 Washington St, Holliston $795,000

From the moment you arrive, it is clear that this custom 3-bedroom, 3-full-bath Cape has been lovingly and meticulously maintained, inside and out. Thoughtfully designed ...

3 Beds
3 Baths
73568274 MLS

Courtesy of Realty Executives Boston West

Listing courtesy of Listing Agent: Ritucci & Swift - Your Home Team from Listing Office: Realty Executives Boston West.

74 Westfield Dr, Holliston $799,000

Far from your typical ranch! Gutted to the studs and completely reimagined in 2023, this home offers the look and feel of new construction with thoughtful design and high...

3 Beds
3 Baths
73568151 MLS

Courtesy of REMAX Executive Realty

Listing courtesy of Listing Agent: Francielle Caldeira from Listing Office: REMAX Executive Realty.

68 Gregory Rd, Holliston $674,900

Nestled in a desirable Holliston neighborhood, this spacious raised ranch is set on a private lot abutting conservation land. The bright and welcoming main level features...

4 Beds
3 Baths
73567627 MLS

Courtesy of Berkshire Hathaway Home Services Commonwealth Real Estate

Listing courtesy of Listing Agent: Faina Shapiro from Listing Office: Berkshire Hathaway Home Services Commonwealth Real Estate.