Back Bay
$2.5M-$10M+Boston's marquee address: Commonwealth Avenue mansions, Newbury Street shopping, and full-service luxury towers, all a short hop from Fenway.
Everything in this guide radiates from Fenway Park in the Fenway-Kenmore neighborhood. Because the Red Sox practice and play at the same downtown ballpark, the priority for a high-net-worth player is short, private, traffic-light commutes plus the discretion that a dense urban core makes harder to find. The picks below favor doorman buildings, valet-friendly dining, and Longwood-area medical access, all within roughly 20 minutes of the park.
Boston's marquee address: Commonwealth Avenue mansions, Newbury Street shopping, and full-service luxury towers, all a short hop from Fenway.
Independent town bordering Fenway with large single-family estates, top schools, and quiet tree-lined streets steps from Longwood medical access.
Affluent enclave straddling Newton and Brookline with gated mansions, reservoir views, and The Street luxury retail.
The immediate ballpark district, transformed by glass condo towers like The Pierce with valet, concierge, and rooftop amenities.
The neighborhoods above sit inside a twenty-minute drive of Fenway Park. But many athletes prioritize lifestyle, privacy, and prestige over commute — these are the areas across Boston where athletes most often buy and rent, even though they’re a longer drive from the facility.
The wealthiest town in Massachusetts, roughly 15 miles west of Boston, with sprawling gated estates set on multi-acre lots and more than 2,000 acres of conservation land. Top-rated public schools, near-zero crime, and a quiet, rural-feeling exclusivity just off the Mass Pike.
A polished, leafy town about 15 miles southwest of Boston with elite schools, a charming village center, and a deep bench of trophy homes on generous lots. So many Celtics stars and execs live here that locals nicknamed the team the 'Swelltics.'
The two richest towns in Massachusetts by per-capita income, defined by 1–2 acre minimum lot sizes, conservation land, horse farms, and country estates tucked far back from the road. The most rural, secluded high-end option in the metro.
An affluent, tree-lined town bordering the city, blending stately mansions in gated enclaves like Sargent Pond with walkable village life and top schools. Home to one of the metro's most exclusive private gated neighborhoods.