Wellesley Hills, Wellesley
Neighborhoods/Wellesley/Wellesley Hills

Wellesley Hills

A residential enclave with its own commuter rail station, excellent schools, and a mix of stately Colonials and renovated homes.

Typical Price Range:$1.2M–$4M+

About Wellesley Hills

Wellesley Hills is where the town's reputation was built. The streets climb gently through mature neighborhoods of Colonials, Tudors, and the occasional stone manor that looks like it was transplanted from the English countryside. It has its own commuter rail station, making the Back Bay commute painless, and its own small commercial cluster with essentials. The vibe is established wealth without ostentation — Range Rovers in the driveways, but no gates. Wellesley Hills is the neighborhood people picture when they think of Wellesley: dignified, tree-lined, and quietly expensive.

Property Character

Grand Colonials, stately Tudors, and well-maintained mid-century homes on generous lots with mature landscaping. Many homes have been expanded or fully renovated while keeping period details intact.

Typical Home Styles

ColonialTudorGeorgianMid-Century RanchNew Construction

Best For

Families who want top schools and a real neighborhood feel
Commuters who rely on the commuter rail for a daily Boston ride
Buyers seeking established prestige without flashiness

Local Highlights

  • Own commuter rail station to Back Bay in about 28 minutes
  • Proximity to Wellesley Country Club
  • Some of the most architecturally significant homes in town
  • Top elementary school assignments — Bates Elementary consistently rated 9/10

Getting Around

Wellesley Hills commuter rail station provides ~28 min service to Back Bay. Route 9 access for driving. Bus service is limited — most households are two-car families.

Schools

Feeds into Bates Elementary (rated 9/10) and Wellesley Middle School. Strong parent involvement district-wide. The high school sends a remarkable percentage of graduates to top-tier universities.

Landscaped garden at a residential property in Greater Boston

Explore more of Wellesley

Wellesley Hills is just one part of what makes Wellesley special.