Living in Holliston

A Charming New England Town with Historic Character

Holliston is a quintessential New England community that blends small-town charm with modern conveniences. Known for its historic downtown, scenic rail trail, and strong sense of community, Holliston offers residents a peaceful lifestyle while still being within commuting distance to Boston and Worcester.

Holliston Real Estate Snapshot

Holliston offers a blend of historic charm and modern living, making it a popular choice for families, professionals, and long-term residents alike. The town’s housing market reflects its desirability and strong community appeal.

  • Mix of historic Colonials, Cape-style homes, and newer subdivisions

  • Popular with families for top-rated schools and community atmosphere

  • Attractive to commuters with convenient access to Boston and Worcester

  • Properties near Lake Winthrop, the rail trail, and downtown are especially sought after

  • Market is competitive, with consistent buyer interest throughout the year

Schools & Education

Holliston Public Schools are consistently rated among the top in Massachusetts, with innovative programs and strong community support.

Recreation & Outdoors

  • Upper Charles Rail Trail: A scenic walking, biking, and running path connecting to neighboring towns.

  • Lake Winthrop: Popular for boating, fishing, and swimming in the summer.

  • Parks & Fields: Multiple playgrounds, sports fields, and conservation areas for year-round recreation.

Downtown & Community

Holliston’s downtown features local shops, cafés, and restaurants, alongside historic architecture and landmarks such as the Holliston Town Hall and Bullard Memorial Farm. Seasonal community events — like Celebrate Holliston — bring residents together year after year.

Location & Commuting

  • About 30 miles southwest of Boston

  • Easy access to I-495 and the Mass Pike

  • Commuter rail service available in neighboring Ashland and Framingham

Why Buyers Love Holliston

  • Top-rated schools with strong community support

  • Small-town feel with historic New England character

  • Family-friendly parks, events, and recreational opportunities

  • Convenient access to Boston, Worcester, and major highways

Ready to Make a Move?

Thinking about buying or selling a home in Holliston? I’d love to share a personalized market snapshot and help you navigate your options.

👉 Let’s connect to start the conversation.

 
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