WYLT Rankings · 2026
Best neighborhoods for retirees
in Massachusetts
Ranked by safety, affordability, and livability — neighborhoods with low crime and manageable costs.
#1 Pick for Retirees in Massachusetts
Beacon Hill, Beacon Hill — Settle here
Beacon Hill
Settle hereBeacon Hill, MA
Price
$1.7M
Schools
7.5/10
Walk
100/100
Brookline
Good for nowBrookline, MA
Price
$1.1M
Schools
7.5/10
Walk
86/100
Upton
Settle hereUpton, MA
Price
$540K
Schools
7.3/10
Walk
19/100
Worcester
Good for nowWorcester, MA
Price
$275K
Shrewsbury
Settle hereShrewsbury, MA
Price
$440K
Schools
8/10
Walk
4/100
Westborough
Settle hereWestborough, MA
Price
$530K
Schools
7.3/10
Walk
6/100
Quincy
Good for nowQuincy, MA
Price
$513K
Schools
7.5/10
Walk
71/100
Burlington
Good for nowBurlington, MA
Price
$640K
Schools
6.5/10
Walk
12/100
Newton
Settle hereNewton, MA
Price
$972K
Schools
7.6/10
Walk
32/100
Cambridge
Settle hereCambridge, MA
Price
$1.0M
Schools
7.5/10
Walk
100/100
Back Bay
Good for nowBack Bay, MA
Price
$1.5M
Schools
7.5/10
Walk
100/100
Boston
Good for nowBoston, MA
Price
$1.5M
Schools
7.5/10
Walk
100/100
Boston
Think twiceBoston, MA
Price
$1.7M
Schools
7.5/10
Walk
100/100
Somerville
Good for nowSomerville, MA
Price
$859K
Schools
7.5/10
Walk
89/100
Kingston
Good for nowKingston, MA
Price
$550K
Malden
Good for nowMalden, MA
Price
$571K
Schools
7.3/10
Walk
63/100
Dover
Settle hereDover, MA
Price
$640K
Schools
7.5/10
Jamaica Plain
Good for nowJamaica Plain, MA
Price
$730K
Schools
7.6/10
Walk
67/100
Sudbury
Settle hereSudbury, MA
Price
$740K
Schools
7.6/10
Medford
Good for nowMedford, MA
Price
$670K
Schools
7.4/10
Walk
58/100
Boston
Think twiceBoston, MA
Price
$1.0M
Schools
7.5/10
Walk
65/100
Framingham
Good for nowFramingham, MA
Price
$568K
Schools
7.4/10
Walk
34/100
Lowell
Good for nowLowell, MA
Price
$399K
Schools
7.2/10
Walk
20/100
Charlestown
Think twiceCharlestown, MA
Price
$914K
Schools
7.4/10
Walk
54/100
Brookline
Settle hereBrookline, MA
Price
$1.1M
Schools
7.5/10
Walk
18/100