Pierce School

Brookline High School

Brookline

Cambridge

Watertown

Newton

Boston

Somerville

Belmont

Dedham

Needham

Milton

Fisher Hill

Aspinwall Hill

High Street Hill

Emerson Garden

Griggs Park

Central Village

Corey Hill

Lawrence

Chestnut Hill

Jamaica Plain

02445

02446

02130

02467

02135

02120

02215

02115

02134

02119

Brookline’s 02445 centers on Brookline Village, Fisher Hill, and the leafy slopes around the Reservoir, blending a walkable historic core with abundant green space from the Emerald Necklace (Olmsted Park, Leverett Pond) to Larz Anderson Park and its Auto Museum. Expect a classic New England four-season climate, tree-lined streets, and a community-minded vibe popular with families and pet owners. Cafes and eats cluster along Washington and Cypress—think KooKoo Cafe, Rifrullo Cafe, Cutty’s, and cocktail-forward Blossom Bar—plus indie shops, local gyms and yoga studios; groceries are close by at Village Market, with larger options like Trader Joe’s and Whole Foods nearby. The MBTA Green Line (D) at Brookline Village and Brookline Hills makes commuting to Longwood and downtown easy, with weekend running and biking on the Emerald Necklace. Recent market trends show a median rent around $3,300, with most listings $2,600–$5,500 in the past few months.

Scenic trails and gardens with private, less-crowded natural escapes.

Green Spaces

From casual bites to fine dining, a haven for food lovers.

Dining Scene

Convenient access to buses, trains, and public transit for easy commuting.

Transit Access

Pedestrian-friendly layout encourages walking to shops, dining, and parks.

Walkable Streets

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39 Cypress St

Available units

Neighborhood: 02445

Areas of interest

Travel times

Walk, Transit & Bike Scores

Nearby schools in Brookline

GreatSchools rating

Frequently asked questions