244 Jamaicaway, Boston, MA 02130

$899,900 · For sale

244 Jamaicaway, Boston

**Prime Jamaica Plain Location with Incredible Potential!** Opportunity awaits at 244 Jamaicaway! Situated on a desirable corner lot in one of Boston’s most sought-after neighborhoods, this spacious single-family home offers over 2,700 square feet of living space and endless possibilities for investors, renovators, or buyers looking to create their dream home. Featuring a finished basement, an expansive third-floor bonus room, and multiple flexible spaces ready for your vision. The property also offers off-street parking, a yard, and outdoor space—a rare combination in the city. Enjoy a prime location near Jamaica Pond, the Emerald Necklace, Longwood Medical Area, local shops, restaurants, and public transportation. With its generous footprint, flexible layout, and exceptional location, this property presents an exciting opportunity to renovate, reimagine, and unlock its full potential. Bring your vision and make it your own!

About this address

244 Jamaicaway is a 4-bedroom, 2-bath single-family home for sale in Boston, MA 02130 with 2,783 square feet, asking $899,900. It was built in 1920. It has been on our site since October 27, 2026.

The median asking price among the 86 other 4-bedroom single-family homes for sale in Boston is $1,141,500. This one asks about 21% less. At $323 a square foot, it compares with a median of $539 among the 246 other single-family homes for sale in Boston with a stated size.

At 2,783 square feet, it is larger than 64% of the 86 other 4-bedroom single-family homes in Boston with a stated size.

This home is assessed at $895,500 for fiscal year 2023. It last sold for $210,000 in December 1998.

It scores 90 out of 100 for walkability, from how close everyday places are.

The closest train or subway stop is Heath Street (MBTA Green Line E), about 0.4 miles away. The closest bus stop is S Huntington Ave @ Bynner St (MBTA route 39), about 0.1 miles away.

The closest public schools by level are Curley K-8 School (0.4 miles) and Brookline High (1.0 mile). The district decides which school serves an address.

Listing information from MLS Property Information Network (MLS PIN), MLS #73595385, deemed reliable but not guaranteed. Prices are compared with other homes listed on this site today. Trains and buses come from the transit agencies’ published schedules and schools from the National Center for Education Statistics. Distances are straight-line. Assessed values and past sales are public records from municipal assessors, published by MassGIS. An assessed value is set for taxation and may differ from market value.

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