Longwood

A prestigious historic enclave offering leafy tranquility just steps from the world-class Longwood Medical Area.

Average Home Price

$2,900,000

Average Condo Price

$1,314,500

Avg. Price / SF

$921

Avg. Days on Market

50

Walk Score

79

Location & Transit

Please Note: Commute times are estimates based on typical conditions. Actual times may vary based on traffic, weather, and MBTA service.

Longwood Schools

Brookline High School, Amos A. Lawrence

Lawrence School (K-8): Serves the majority of the Longwood neighborhood. Brookline High School (9-12): Located nearby at Greenough Street.

Longwood Real Estate

Single Family, Condos, Multi-Family, Townhouses, Apartments
Longwood is one of Brookline's most architecturally distinguished neighborhoods, anchored by the Longwood Historic District. The inventory is defined by grand estate-style homes (Queen Anne, Second Empire, and Shingle Style) originally built for Boston's merchant class. The skyline is dominated by the iconic Longwood Towers, a trio of Gothic Revival castle-like towers now converted into luxury condominiums. You will also find classic brick rowhouses and converted manors that offer a mix of single-family elegance and high-end condo living.

Longwood Neighborhood Charachter

Longwood feels like a "garden suburb" nestled right against the city. It was designed in the mid-19th century as a fashionable retreat, and that legacy remains in its winding streets, mature trees, and lack of commercial clutter. The vibe is quiet and scholarly, heavily influenced by the adjacent Longwood Medical Area and colleges. While it lacks a central "Main Street" of its own, it offers a peaceful, park-like atmosphere just minutes from the bustle of Coolidge Corner and Fenway.

Longwood Market Insight

Longwood is a “Very Competitive” niche market driven by medical professionals and academics who value the zero-commute lifestyle to the hospitals. Inventory is exceptionally tight—often with only a handful of listings active at any time. Properties here hold their value aggressively due to the historic preservation protections and the permanent demand anchor of the Medical Area. Expect bidding wars for renovated units, especially those with parking.