A 37-unit condominium community in Jamaica Plain, Boston.
Market figures reflect closed sales over the last 12 months. Data sourced from MLS PIN.
Jamaicaway Place is a 37-unit condominium community set along the Jamaicaway in Jamaica Plain, with buildings addressed at 50 Jamaicaway overlooking Leverett Pond and Olmsted Park. This mid-rise, elevator-serviced association draws a steady stream of medical professionals and first-time buyers thanks to its position between Jamaica Plain, Brookline Village, and the Longwood Medical Area. Over the last 24 months, four sales closed at a median price of $503,500, or roughly $696 per square foot, with units averaging 39 days on market.
The association offers a mix of one- and two-bedroom homes, many with flexible floor plans. One-bedroom units frequently include a large entry foyer that doubles as a dining area, home office, or study—several are marketed as "1+" or convertible to a cozy two-bedroom. Two-bedroom layouts range from spacious front-facing units with pond views to quieter end and rear units tucked away from street noise.
Classic period details are common throughout: high ceilings, oak and hardwood floors, French doors, and generous closet space. Many kitchens and baths have been renovated over the years, with listings citing granite and butcher-block counters, stainless steel and gas appliances, ceramic tile, and updated cabinetry. Energy-efficient Harvey windows and one unit's jacuzzi appear among the upgrades noted.
Location is the standout theme across nearly every listing. Residents sit directly across from Olmsted's Emerald Necklace, Leverett Pond, and Olmsted Park, with immediate access to jogging and biking trails. The Longwood Medical Area is a short walk away, making these homes especially popular with hospital and university staff, including those near Northeastern University and the Museum of Fine Arts.
Commuters benefit from the MBTA Green Line's D (Riverside) and E (Arborway) branches, plus Orange Line and bus connections, with Route 9 and Fenway Park nearby. Brookline Village's restaurants, coffee houses, shops, and nightlife—along with JP's Centre Street—are all within an easy stroll.
Justin Rollo is a Massachusetts real estate expert with over a decade of experience and hundreds of South Shore transactions. He tracks every sale, pending, and price movement inside Jamaicaway Place — so whether you're buying into the community or thinking about selling, you're working with someone who knows this specific association inside and out.
Ask Justin about Jamaicaway Place →Over the last 24 months, units at Jamaicaway Place sold at a median of $503,500, about $696 per square foot.
Monthly condo fees at Jamaicaway Place currently range from roughly $413 to $627, depending on unit size and what the association's master policy covers.
Jamaicaway Place is a 37-unit condominium association in Boston, MA.
Recent sales at Jamaicaway Place averaged about 39 days on market, with 4 closings in the period.
