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

741 Winter St., Holliston $650,000

Unlock the potential of this hidden gem in Holliston! Tucked away and privately set back from the road, this home offers a rare opportunity to create your dream sanctuary...

3 Beds
2 Baths
73594125 MLS

Courtesy of Coldwell Banker Realty - Framingham

Listing courtesy of Listing Agent: Jamie Keefe from Listing Office: Coldwell Banker Realty - Framingham.

Winter St, Holliston $300,000

Land Opportunity In Holliston, 11.27acres. Abuts the Mellen St conservation, and Winter Street. Buyers and Buyers agents to do their own due diligence. best to use mappi...

73593884 MLS

Courtesy of Keller Williams Boston MetroWest

Listing courtesy of Listing Agent: Nicole Esposito from Listing Office: Keller Williams Boston MetroWest.

543 Central Street, Holliston $849,999

Welcome to 543 Central Street, a beautifully updated 4-bedroom home that proves you don’t have to choose between charm, spacious rooms, and eco-friendly efficiency. Tucke...

4 Beds
4 Baths
73593792 MLS

Courtesy of Compass

Listing courtesy of Listing Agent: The Powissett Group from Listing Office: Compass.

1419 Washington St, Holliston $899,000

Welcome to 1419 Washington Street in Holliston! This well-maintained three-family Colonial presents a fantastic opportunity for investors and owner-occupants alike. The p...

5 Beds
3 Baths
73593644 MLS

Courtesy of Longwood Residential, LLC

Listing courtesy of Listing Agent: Elizabeth Mason from Listing Office: Longwood Residential, LLC.

6 Beaver Brook Dr, Holliston $1,025,000

Welcome to this beautifully maintained Colonial, ideally situated on a lovely 1+ acre lot in a wonderful neighborhood on a quiet cul-de-sac! An inviting farmer’s porch, l...

4 Beds
3 Baths
73593616 MLS

Courtesy of Vesta Real Estate Group, Inc.

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

105 Dodd Drive, Holliston $695,000

Tucked away in a much-desired Holliston neighborhood, while offering convenient access to local amenities, you’ll find an impressive split-level home w an abundance of sp...

3 Beds
3 Baths
73593545 MLS

Courtesy of Lamacchia Realty, Inc.

Listing courtesy of Listing Agent: Colleen Crowley from Listing Office: Lamacchia Realty, Inc..

631 Central St, Holliston $799,900

Room for everyone at 631 Central Street! Set on three-quarters of an acre, this home offers a true in-law setup with a heated in-ground pool, making it ideal for multi-ge...

4 Beds
3 Baths
73593357 MLS

Courtesy of Century 21 Signature Properties

Listing courtesy of Listing Agent: Michael Vaz from Listing Office: Century 21 Signature Properties.

36 Regal Street, Holliston $549,900

ATTENTION INVESTORS, FIRST TIME BUYERS & THOSE LOOKING TO DOWNSIZE!! This charming ranch is move-in ready, while offering an excellent opportunity to add your own persona...

3 Beds
1 Baths
73593307 MLS

Courtesy of Lamacchia Realty, Inc.

Listing courtesy of Listing Agent: Angela Zullo from Listing Office: Lamacchia Realty, Inc..

000 Undisclosed, Holliston $500,000

A rare opportunity in Holliston: a 2+ acre estate homesite at the end of a brand-new cul-de-sac, offering the privacy and quiet of a wooded setting, with room for the kin...

73592610 MLS

Courtesy of Keller Williams Realty Leading Edge

Listing courtesy of Listing Agent: Kyle James McNamara from Listing Office: Keller Williams Realty Leading Edge.

35 Johnson Drive, Holliston $1,175,000

Welcome home to this beautiful Colonial, set on a private 3-acre lot in Holliston's sought-after Cedarbrook neighborhood. With plenty of room to gather with friends and f...

4 Beds
3 Baths
73592000 MLS

Courtesy of REMAX Executive Realty

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

43 Regency Dr Unit 43, Holliston $314,900

Welcome to this beautiful unit at Regency Park Condominium. Very well-maintained two bedrooms townhouse, both on the second floor. Hardwood flooring throughout the living...

2 Beds
1 Baths
73590913 MLS

Courtesy of Mega Realty Services

Listing courtesy of Listing Agent: Soraia Aguiar Campos from Listing Office: Mega Realty Services.

16 Roy Ave, Holliston $725,000

Welcome to 16 Roy Ave, a fully renovated 4-bedroom, 2-full-bath raised ranch on nearly half an acre with an in-ground pool located in a quaint setting. The bright, open m...

4 Beds
2 Baths
73590909 MLS

Courtesy of Real Broker MA, LLC - Team Chundi

Listing courtesy of Listing Agent: Lohith Chundi from Listing Office: Real Broker MA, LLC - Team Chundi.