Wellesley Hills
A residential enclave with its own commuter rail station, excellent schools, and a mix of stately Colonials and renovated homes.
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
Best For
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 Serving Wellesley Hills
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.
Frequently Asked Questions About Wellesley Hills
What is Wellesley Hills in Wellesley like?
A residential enclave with its own commuter rail station, excellent schools, and a mix of stately Colonials and renovated homes. 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. Wellesley Hills is especially popular with families who want top schools and a real neighborhood feel and commuters who rely on the commuter rail for a daily boston ride. Contact Steinmetz Real Estate for a personalized tour of Wellesley Hills.
What are home prices in Wellesley Hills, Wellesley?
Homes in Wellesley Hills typically range from $1.2M–$4M+. The Wellesley market has seen a +4.8% year-over-year price change. Sarina Steinmetz has 26+ years of experience in this neighborhood — call (617) 610-0207 for a precise valuation.
What types of homes are in Wellesley Hills?
Wellesley Hills features Colonial, Tudor, Georgian, Mid-Century Ranch, New Construction homes. 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. Browse active listings in Wellesley on our listings page.
How is the commute from Wellesley Hills, Wellesley?
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. From Wellesley, the drive to Back Bay Station is approximately 25-40 min and 28-35 min (Commuter Rail) by transit.
What are the best schools near Wellesley Hills?
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. Top-rated schools include Wellesley High School (9/10), Wellesley Middle School (9/10), John D. Hardy Elementary (10/10). The Steinmetz team can help you verify school zones for specific addresses in Wellesley Hills.
Explore more of Wellesley
Wellesley Hills is just one part of what makes Wellesley special.