57-59 Highland Rd, Brookline, MA hero image
Active Brookline, MA

Classic Brookline Living with Room to Grow

4.0Bedrooms
3.0Bathrooms
1,949Sq Ft
$1,949,000
Introduction

A Spacious Four-Bedroom Home with a Private Yard in Brookline

This classic Brookline property offers a rare combination of space and location. Four bedrooms are set across a well-proportioned floor plan, with large windows filling the main living areas with natural light and highlighting the traditional architectural details.

Outside, a private yard gives you outdoor space that's hard to find in this neighborhood. The entry opens directly into the main living areas, creating a simple, natural flow through the home.

Overview
Choose Your Perspective

A Day in the Life

A Welcoming Neighborhood Built Around Everyday Life

Lifestyle Context
The community Perspective

The Neighborhood Connection

ConnectedGreenEstablishedAccessible
Morning

Residents walk 0.3 miles to Friends Childcare. A stop at Drive-By Pies provides fresh pastries for the morning.

Afternoon

Clinton Path Preschool is located a short distance away. Olmsted Park offers paved paths for walks.

Evening

Dinner is convenient with Chaba Cafe located down the street. Neighbors often gather along the residential blocks.

Details

Thoughtful Details That Make the Home Work for You

Three full bathrooms mean fewer bottlenecks and more room to breathe, a real advantage in a home built for daily living. The kitchen connects directly to the dining area, an open layout that makes hosting simple.

A dedicated entryway keeps coats, shoes, and bags out of the main living space, so the rest of the home stays clear and open.

Three Full Bathrooms: More room to breathe during busy mornings
Open Kitchen-Dining Layout: Easy flow for hosting and everyday meals
Dedicated Entryway: Keeps the main living space clear and open
Features
The Neighborhood

A True Family Haven in the Heart of Brookline

Brookline is known for its strong sense of community and excellent local schools. This pocket of the neighborhood offers a quiet setting while keeping shops and services close by. With a walkability score of 46, the area strikes a balance between peaceful residential streets and easy access to local businesses. Many residents stay for decades, building real ties to the neighborhood over time.

46/100Walkability
12Restaurants
11Cafes
6Parks
Neighborhood Vibe
Neighborhood Gems

The Local Map

Investment Context

A Rare Four-Bedroom Opportunity in Brookline

The same qualities that make this neighborhood a great place to live, top schools, tree-lined streets, real community, are exactly what keep Brookline's market so competitive. Single-family homes here often exceed two million dollars, so a spacious four-bedroom property at this price point is a genuine opportunity.

With inventory still tight, a home like this represents a rare chance to gain space and location without the usual price tag.

Brookline single-family home prices average in the high two-million range.View Data
Inventory has improved modestly but remains highly competitive.View Data
A rare opportunity to secure a four-bedroom layout under two million.View Data
Arthur Deych

Arthur Deych

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