NEIGHBORHOODS
Sherborn
OVERVIEW
Sherborn is a small, picturesque town located in Middlesex County within Boston’s MetroWest region. With a population of approximately 4,400 residents, Sherborn offers a quiet, close-knit community and a distinctly rural character that is increasingly rare in Greater Boston.
Located about 18 miles southwest of Boston, Sherborn provides residents with a peaceful suburban lifestyle while remaining within reach of the city and nearby employment centers. The town shares borders with several MetroWest communities including Natick, Framingham, Ashland, Millis, Holliston, Medfield, and Dover.
Sherborn has a long New England history, first settled in 1652 and incorporated in 1674. Today the town maintains its historic charm through preserved homes, traditional town governance, and a strong sense of civic engagement among residents.
Explore Our Exclusive Listings
Find the home you’ve been searching for by exploring our exclusive offerings.
Sherborn shares its highly regarded public school system with the neighboring town of Dover through the Dover-Sherborn Regional School District. Students attend Pine Hill School in Sherborn for elementary education before moving on to regional middle and high schools located in Dover.
The Dover-Sherborn district consistently ranks among the top school systems in Massachusetts, known for strong academic performance, small class sizes, and high graduation rates. The district’s reputation for academic excellence is one of the key reasons families are drawn to both Sherborn and Dover.
I’ve walked through 1,000’s of luxury homes. This is how I know when a renovation was actually done on the cheap
After more than 1,000 luxury home walkthroughs, you start seeing houses in a new, more informed way. The…
Read More
New Massachusetts Law Protects Right to a Home Inspection
As of October 15, 2025, the state has introduced a new rule protecting the buyers right to a home inspection.…
Read More
Custom Builds vs. Spec Builds? | Conversation with David Silverstein from Copperleaf Development
When considering buying a new construction home, understanding the complexities between a “Custom Build” and a “Spec Build”…
Read More
Boston Real Estate Update | May 2025
As we enter the peak of the spring selling season, South End and Back Bay remain among the…
Read More
Opportunity awaits at 28 Thornley Street in Savin Hill
Craving the energy of South Boston with the comfort of a close-knit neighborhood? City energy, neighborhood charm—and unbeatable…
Read More
Is buying a home during a presidential election a bad financial move?
There’s really no historical evidence to suggest it’s a bad time to buy in the months leading up…
Read More
A Guide to Buying Your First Home in Greater Boston
So, you are ready to take that exciting step toward homeownership, but not sure where to start. Well,…
Read More
Buyer’s Agency Agreements: The What, When and Why
Okay, one major change since the NAR Settlement has to do with buyer agency agreements and many…
Read MoreMeet Agents Who Specialize Here
Trusted Greater Boston Real Estate Advisors
