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Holliston Real Estate

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Holliston Real Estate

Welcome to Holliston, Massachusetts – a charming New England town that perfectly blends small-town charm with modern conveniences. Nestled in Middlesex County, Holliston boasts a rich history dating back to its incorporation in 1724, making it one of the oldest towns in the region. With its picturesque landscapes, vibrant community, and welcoming atmosphere, Holliston is an ideal place to call home.

One of the town's standout features is its stunning natural beauty. Surrounded by lush forests and serene lakes, outdoor enthusiasts will find plenty of opportunities for hiking, biking, and fishing. The scenic Rail Trail, which winds through the heart of Holliston, is perfect for leisurely strolls or energetic runs, offering a glimpse of the town's breathtaking scenery.

Holliston’s quaint downtown area is filled with delightful shops, cozy cafés, and local eateries that reflect the town’s friendly spirit. The community is known for its strong sense of camaraderie, with numerous events throughout the year, including farmers' markets, art fairs, and seasonal festivals that bring residents together.

Families will appreciate the excellent school system, which is consistently recognized for its commitment to academic excellence and student development. With a variety of recreational programs and activities available, there’s something for everyone in Holliston, making it a wonderful place to raise children.

Whether you’re looking for a peaceful retreat from the hustle and bustle of city life or a close-knit community to connect with, Holliston offers a unique blend of tranquility and vibrancy. Explore this hidden gem in Massachusetts and discover why so many are proud to call Holliston home!

Newest Listings in Holliston

97 Old Cart Path, Holliston image
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 image
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 image
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 image
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 image
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 image
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 image
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 image
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 image
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.

263 South St, Holliston image
263 South St, Holliston $1,475,000

263 South St contains five townhouse units, comprised of one (1) 3-Bedroom/2-Bathroom unit, one (1) 3-Bedroom/1-Bathroom unit, and three (3) 2-Bedroom/1-Bathroom units wi...

  • 12 Beds
  • 6 Baths
  • 73568963 MLS
Courtesy of Horvath & Tremblay

Listing courtesy of Listing Agent: Kelleher - Pentore Team from Listing Office: Horvath & Tremblay.

1804 Washington St, Holliston image
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 image
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.

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