Discover South Brookline & Chestnut Hill, Massachusetts

Neighborhood Shopping, Dining & Everyday Conveniences

One of the appealing features of living in South Brookline and Chestnut Hill is the convenient access to neighborhood shopping centers, restaurants, coffee shops and essential services.

Unlike areas where shopping requires a longer drive, this part of Greater Boston offers several nearby commercial centers that bring dining, groceries, personal services and everyday necessities close to home.

Neighborhood Shopping Near Independence Drive & VFW Parkway

The shopping plaza near Independence Drive and VFW Parkway provides a convenient collection of restaurants, specialty shops and everyday services.

Among the businesses and dining options in this area are:

• Bertucci's — Italian-American dining, brick-oven pizza, pasta and takeout.

• J.P. Licks — A Greater Boston favorite for ice cream, frozen yogurt and sweet treats.

• Misono — Japanese cuisine, including sushi and other Asian-inspired dishes.

• CVS Pharmacy — Prescription services, health and beauty products, and everyday essentials.

• The UPS Store — Shipping, printing and business services.

• Gary's Liquors — Wine, spirits and beverages.

The plaza's combination of dining and practical services makes it a convenient stop for errands, casual meals and picking up everyday necessities.

The Shops at Putterham — A Neighborhood Favorite

Located near the intersection of Grove Street and West Roxbury Parkway, The Shops at Putterham is a traditional neighborhood shopping center serving South Brookline, Chestnut Hill and surrounding Boston neighborhoods.

The shopping center features a mix of locally operated businesses, restaurants, national brands and professional services, with convenient parking.

Restaurants, Coffee & Food

• Putterham Grille — A neighborhood restaurant known for Mediterranean-American cooking, sandwiches, salads and Greek-inspired specialties.

• Mandarin Gourmet — Chinese cuisine offering familiar favorites, sit-down dining and takeout.

• Cheryl Ann's Bakery — A local bakery offering breads, pastries, cookies and other baked goods.

• Starbucks — Coffee, espresso drinks, tea and light refreshments.

• Putterham Market — Neighborhood grocery and specialty food shopping.

Shopping & Services

Additional businesses in the shopping center include Brookline Bank, Towne Cleaners, Sibal's Hair Salon, Stephanie's Flowers and other specialty services.

For residents who appreciate having a variety of conveniences close to home, The Shops at Putterham offers a practical alternative to larger regional shopping centers.

Chestnut Hill Square — Shopping, Groceries & Dining

Located at 200 Boylston Street, Chestnut Hill Square offers shopping, groceries, restaurants and professional services along Route 9.

Wegmans provides a full-service supermarket experience, while restaurants such as Seasons 52, The Capital Grille and sweetgreen offer dining options ranging from quick meals to sit-down occasions.

Additional shops, fitness facilities and services make the center useful for both everyday errands and longer shopping trips.

The Shops at Chestnut Hill

Located at 199 Boylston Street, The Shops at Chestnut Hill provides an indoor shopping destination featuring national retailers, specialty stores and restaurants.

Stores include Bloomingdale's, Apple, Sephora, J.Crew and other established retail brands.

Dining options include The Cheesecake Factory and Frank Pepe Pizzeria Napoletana.

The Street Chestnut Hill

Located along Boylston Street, The Street combines outdoor shopping, restaurants, cafés and gathering areas in a pedestrian-oriented setting.

Its collection of businesses provides another option for shopping, dining and meeting friends.

Restaurants & Dining Near South Brookline

Residents can enjoy a wide range of dining options without traveling far.

For casual dining, the Independence Drive and VFW Parkway area offers Italian food, Japanese cuisine and ice cream.

At The Shops at Putterham, neighborhood restaurants, bakeries and cafés offer additional choices for breakfast, lunch, dinner and takeout.

For a broader selection, Chestnut Hill's Route 9 shopping corridor features restaurants ranging from fast-casual dining to more formal establishments.

West Roxbury, Newton and other parts of Brookline add still more neighborhood restaurants and independent dining destinations.

Why Shopping Convenience Matters

The ability to combine grocery shopping, errands, coffee stops and dining within the surrounding neighborhood can make day-to-day routines easier.

For people exploring rental homes in South Brookline or Chestnut Hill, access to these established commercial areas is an important consideration alongside transportation, parking, home features and monthly housing costs.

Discover More About Living in Greater Boston

Ray Stockwell, REALTOR®
Charles River Properties Group | Coldwell Banker Realty

Website: https://raystockwell.com

Contact Ray to explore available rental homes throughout Brookline, Chestnut Hill and Greater Boston.

Businesses, operating hours, services and tenant occupancy may change. Please confirm current information before visiting.

Equal Housing Opportunity.