Brookline ranked 16 in Fortune’s Top 25 Best Places to Live for Families

Brookline, MA ranks as one of the Top Places to Live for Families in prestigious Fortune Magazine list.
Collage-style illustration of families walking and children playing in a colorful neighborhood with houses, trees, a church, and a bridge in warm earthy tones.

Fortune magazine recognized what many of us Brookline locals already knew, that Brookline, MA is an amazing place to live! Brookline earned coveted spot number 16 in Fortune’s Top 25 Best Places to Live for Families in 2022. As the only Massachusetts municipality, and one of only two in New England to rank on the list, it’s no wonder Brookline real estate is so highly sought after.

Fortune used more than 215,000 data points for almost 2,000 American cities and towns to rank the top 25 locations that meet multigenerational family needs. Data points included things like schools, access to quality health care, public transportation, green space, and resources for aging residents. Fortune highlighted that “Brookline truly combines the best of urban and suburban living,” and noted that Brookline High School earned the GreatSchools College Success Award in 2021 and 2022.

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Brookline Faces New Wave of 40B Projects Amid Housing Pressure

Brookline’s affordable housing share has slipped below the state’s 10% threshold, giving developers new leverage under Chapter 40B. “We’re likely going to get three or four, maybe even six, new 40B applications this fall,” warned Planning Director Kara Brewton. Already, Oak Hill has revived its six-story plan at 429 Harvard Street, a 103-unit Chestnut Hill project is tied up in court, and City Realty has floated a massive Route 9 40B if commercial talks stall. With local control weakened, Brookline’s development battles are shifting from zoning boards to the state—and, in some cases, to the courts.

Dramatic duotone illustration with distressed figures holding their heads, black apartment buildings, and justice scales against a red and orange backdrop.

Broker’s Definitive Guide to Massachusetts’ New Rental Fee Law

A seismic shift is coming to the Massachusetts rental market. On August 1, 2025, a new law, championed by Governor Maura Healey, will fundamentally change how real estate brokers are paid. The long-standing practice of tenants paying the fee for the landlord’s agent will end. The new rule is simple: whoever hires the agent, pays the agent.

For a high-cost market like Brookline, where renters already face immense financial pressure, this change is monumental. This definitive guide deconstructs the new legislation, offering a strategic playbook for listing agents, tenant representatives, landlords, and renters. We’ll explore the critical compliance deadlines, the new “rules of the road” for representation, and the likely market impacts, from rising rents to the end of “co-broking” as we know it. This is your essential resource for navigating the new era of renting in Massachusetts.

Urgent duotone illustration of Brookline town hall and apartment buildings, with a landlord and tenant facing off amid floating documents and a large junk fee receipt.

Massachusetts’ New “Junk Fee” Regulations: What Brookline Landlords Need to Know

Beginning September 2, 2025, Massachusetts landlords will be subject to new regulations requiring full transparency in rental pricing. Under the state’s expanded consumer protection rules, all advertised rents must clearly disclose the “Total Price” a tenant will pay—including all mandatory fees and charges—before collecting any personal information. While originally designed to curb hidden fees in hotel and ticketing industries, the rules explicitly apply to rental housing. Brookline landlords should review their advertising and lease practices now to ensure compliance and avoid potential penalties under Chapter 93A.