jamaica plain walkable neighborhood

Boston Area Most Walkable Neighborhoods: Jamaica Plain

Jamaica Plain MA is part of the City of Boston and is one of the most walkable neighborhoods in the City.  Jamaica Plain is big and has several sub-neighborhoods.  It is well served by the convenient and fast Orange T line and a diverse array of shops and restaurants.   Jamaica Plain is known for it’s welcoming atmosphere and diverse population.



Housing in Jamaica Plain includes a variety of Victorian single family houses, decker houses, brownstone condominiums, and townhouses.  You will find few properties have substantial yards but Jamaica Plain is home to a lot of public green space.

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Pondside of Jamaica Plain refers to the area between Centre Street and the Jamaica Pond.  Centre Street is lined with restaurants and shops, plus local banks and the post office.  Whole Foods Market is on the northern point of the area.  The Jamaica Pond makes for a perfect place for evening or weekend strolls, and in the summer you can walk to the JP Music Festival.

This is some of the priciest homes outside of Boston Proper, mostly enchanting Victorians which are single family houses or oversize condominiums.  


Engleston Square

The bustling area around Washington Street.  The Farmer’s Market is located between Washington Street and Amory Street, and from this area you can easily walk to Stony Brook.  The Samuel Adams Brewery is nearby, as well as several great local restaurants serving a wide variety of foods, among them mostly casual dining and take-out.


Sumner Hill

Big beautiful houses on narrow hilly streets, you will find some homes are tucked away in quiet enclaves.  But steps away is the Green Street T station and just minutes to all the happenings of Center Street.  Look in this area if you want residential, plus walkability, plus pretty ornate homes.  This comes at a price, or course.



Jamaica Plain is serviced by the Orange T line with stops at Forest Hills, Green Street, Stony Brook, and Jackson Square.  The buses that run through JP are 42 (Washington Street) and 37, 38, 39, and several other lines.  Check the MBTA website for routes and schedules.

Forest Hills is a major hub with about a dozen bus lines, the Orange line and Commuter Rail.


Outdoors in Jamaica Plain:

Jamaica Plain is know for it’s public outdoor space as much of the Boston’s Emerald Necklace is within Jamaica Plain.  

Jamaica Pond – the last and largest piece of the emerald necklace is the Jamaica Pond.  Row a boat, take a jog or stroll, go fishing, or come to the annual lantern parade every October.

Southwest Corridor – built in the 1980’s, the Southwest Corridor lines the train tracks with greenery, allowing for easy walking and a bike path.  It has made commuting into the City easier and given an area for residents to walk and bike.  

Franklin Park – Boston’s largest park, and one of Frank Law Olmsted’s crowning achievements, it is easily accessible from several points in JP.   It is opposite to the side of the Zoo, which is in Roxbury.  Jamaica Plain borders the “wilderness” side of the park.    

Arnold Arboretum – This is Harvard University’s arboretum with beautiful, well paved trails, a beautiful skyline view of Boston.  It serves as a place for botanical education, family outings, a weekend walk through the park, and cut shortcut for walkers from Forest Hills to Centre Street.

Ruth Malkin Brookline Real Estate Expert