Enjoy the Best of JP's Pondside Neighborhood

Jamaica Plain’s historic Pondside neighborhood is home to thriving arts organizations, a world-class park and some of the area’s most beautiful and architecturally significant homes. Bounded by Centre Street, Jamaica Pond and the area around the Arborway, Pondside’s streets are lined with stately homes that served as summer retreats for wealthy merchants. Today you’ll find beautifully restored single-family homes and condos in a variety of styles.

Long before JP became one of the nation’s first street car suburbs, Bostonians flocked to the shores of Jamaica Pond to find relief from the heat and congestion of city life. Today, Jamaica Pond, the crown jewel of Olmsted’s Emerald Necklace, is a popular place for boating, running, walking and community activities.

  • ​​​​​​​Take a sailing lesson on a 17ft Cape Cod Daysailer through Courageous Sailing’s summer program. 
  • Rent a rowboat or kayak at the Pond’s Boat House. No reservations required. 
  • Listen to live music from the Pond’s Band Stand and enjoy summer evening concerts and movies at Pinebank Promontory, overlooking the pond. 
  • Dance to the sounds of local musicians at the annual JP Music Festival held in the punchbowl field next to the pond. 
  • Join thousands of Lantern Parade participants who create a shimming band of light along the 1.5 mile walking path around the pond. 
  • Savor a delicious pour-over coffee or dark and decadent hot chocolate at 7 Pond Coffee Bar
  • Admire the dedication and artistry of the area’s gardeners on the annual JP Garden Tour.
  • Walk, run and bike along the Pond’s recently renovated and redesigned pathways.

While Pondside has evolved from its farming and vacation home origins it retains a special character. Pondside housing stock includes gorgeous Victorian and Greek Revival style homes as well as Colonial Style single family homes, new construction condos and a few of JP’s signature triple deckers.


Our Pondside Sales Highlights

25 Lochstead Avenue, Jamaica Plain: This grand and architecturally significant 4 bedroom Colonial home has been beautifully renovated and restored. With a stunning chef’s kitchen, elegant original details, a expansive yard with mature plantings and a 2 car garage, this home is a rare find in the city.

6 Holbrook Street, Units 2 and 3: The units in this grand Pondside Victorian home have flexible layout options and retain many of the original details including warm hardwood floors, decorative mantle pieces, ceiling medallions and door transoms.

11 Eliot St, Units 1-3: This Pondside triple decker was completed renovated by a noted local builder. The brand new 2 bedroom, 2 bath units featured beautifully designed open floor plans, designer kitchens and spa-like baths.
49 Prince Street Unit 1: This elegant 3 bedroom had been completely updated while retaining significant architectural details like crown moldings, gorgeous hardwood floors and oak paneled dining room with fireplace and leaded glass windows. Tree-lined Prince Street is steps from Jamaica Pond and the shops along Centre and South Streets.
112 Dunster Road, Units 1 and 2: This beautifully renovated condo development featured an open, contemporary floor plan, hardwood floors, a chef’s kitchen and a spa-like mater bath. Walk to the pond or enjoy a private deck, yard and garage parking.
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Pondside residents have easy access to all that JP and the Greater Boston area have to offer.  JP’s cultural diversity is evident in the many locally owned businesses along Centre and South Streets. The area is also home to many non-profit groups and community organizations including the Footlight Club, the nation’s oldest community theater. From Pondside, you’ll enjoy an easy commute to the Longwood Medical Area, the Back Bay, South End, local colleges and universities.
To learn more about this vibrant community, join one of the Jamaica Plain Historical Society's free walking tours of the neighborhood. In the meantime, feel free to contact us with any questions you might have. We’d love to help you find the perfect home.

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As a team of locally focused Realtors and marketing professionals we are committed to helping you achieve your real estate goals. Whether you’re in the process of buying, selling or renting, we provide exceptional service that exceeds our clients’ expectations, making the process seamless, stress-free and enjoyable.
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