Living In
Wellesley

Boston's Most Exclusive Suburb

Welcome to Wellesley

Wellesley is a picturesque, affluent suburb located just west of Boston, renowned for its top-rated schools, elegant homes, and vibrant village centers. With its tree-lined streets, pristine parks, and a tight-knit community, Wellesley is a premier destination for families, professionals, and retirees seeking luxury living with suburban charm. Its blend of historic estates, modern amenities, and strong community spirit make it one of the most desirable places to live in Greater Boston.

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Neighborhood Snapshot

Located 16 miles west of Downtown Boston, Wellesley offers a peaceful suburban retreat with easy access to the city.

Wellesley offers a serene, family-friendly lifestyle with access to boutique shopping, fine dining, and outdoor recreation. Its village charm is complemented by modern conveniences and cultural events. Wellesley is home to Wellesley College, one of the nation’s top liberal arts colleges and alma mater of prominent figures like Hillary Clinton and Madeleine Albright.

Education

 

Schools

Public:

Eliot School Wellesley Public Schools are consistently ranked among the top in Massachusetts, with standout options like Wellesley High School and Bates Elementary.or primary education.

Private:

Private schools include Tenacre Country Day School and Dana Hall School.

Colleges:

Wellesley’s schools offer robust arts, music, and advanced placement programs, along with strong athletic opportunities.

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Price Comparison

Average Prices

Back Bay:

$5,000,000+

Beacon Hill:

$4,000,000+

South End:

$2.5M - $4M

Seaport:

$1,000,000

Fenway-Kenmore:

$2,000,000+

Charlestown:

$2.5M - $4M

Wellesley’s Wonderful Weekend

  • When:  Annually in May
  • Why It Stands Out: This beloved town-wide celebration features a Veterans Parade, picnic, concert, and fireworks, bringing together residents to honor local heroes and enjoy community spirit.

Wellesley Multicultural Festival

  • When: Annually in spring
  • Why It Stands Out: Organized in partnership with Wellesley Public Schools, this festival celebrates the town's diverse cultures through performances, food, and educational activities
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Summer Concerts & Mobile Movies

  • When: Summer months
  • Why It Stands Out: When: Summer months Why It Stands Out: Hosted by the Wellesley Recreation Department, these events offer free outdoor concerts and movie nights, providing family-friendly entertainment in local parks.

Wellesley Symphony Orchestra Performances

  • When: Throughout the year
  • Why It Stands Out:  As a community orchestra since 1948, the WSO presents classical, pops, and family concerts, featuring local talent and supporting young artists.​

Community
Events

Kimberlee's Top Tips For Wellesley Living

For Buyers:

  • Explore homes near Wellesley Square or Linden Street for walkable access to shops, dining, and commuter rail stations.
  • Focus on neighborhoods near top-rated schools like Hunnewell and Bates Elementary for long-term value.
  • Be prepared for a competitive market—move-in ready homes in the $1.5M–$2.5M range often receive multiple offers.

For Investors:

  • While Wellesley is primarily an owner-occupied market, well-located condos and smaller multi-family homes near Wellesley College or the commuter rail can yield stable, high-end rentals.
  • Consider long-term holds with potential for appreciation—especially in walkable areas near village centers.
  • Keep an eye on condo developments and renovated units with strong HOA management; these tend to perform well in Wellesley’s limited inventory market.

Ready to Make Wellesley Your Home?

Discover why Wellesley is one of Greater Boston’s most prestigious and sought-after suburbs. Contact Kimberlee Meserve and the Street Property Team today to schedule a consultation or tour available properties.

Kindly complete the form to get your complimentary guide to Wellesley.

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