| 1 | Elderhostel INC Boston | $505.4M | $446.0M | $384.0M |
| 2 | Eastern States Exposition West Springfield | $37.8M | $37.5M | $62.8M |
| 3 | Center for Responsive Schools INC Turners Falls | $16.5M | $15.6M | $25.3M |
| 4 | Nantucket Golf Club INC Siasconset | $16.4M | $15.1M | $50.5M |
| 5 | Great Harbor Yacht Club INC Nantucket | $15.1M | $10.8M | $68.1M |
| 6 | Winchester Country Club Winchester | $15.0M | $10.4M | $22.9M |
| 7 | Belmont Country Club INC Belmont | $14.2M | $13.1M | $26.8M |
| 8 | New England Futbol Club INC Mendon | $13.7M | $13.7M | $17.2M |
| 9 | Linda Loring Nature Foundation INC Nantucket | $13.6M | $0 | $49.2M |
| 10 | Camp Ramah in New England Norwood | $12.9M | $12.9M | $16.5M |
| 11 | Chilton Club Boston | $12.2M | $5.7M | $9.4M |
| 12 | Golf Club of Marthas Vineyard INC Edgartown | $12.1M | $12.1M | $66.9M |
| 13 | University Club of Boston Boston | $11.8M | $10.9M | $38.1M |
| 14 | F C Stars INC Lancaster | $11.6M | $11.6M | $21.2M |
| 15 | The Skating Club of Boston Norwood | $11.0M | $10.3M | $64.2M |
| 16 | America East Boston | $11.0M | $11.0M | $8.1M |
| 17 | Rose Fitzgerald Kennedy Greenway Conservancy INC Boston | $10.3M | $9.1M | $32.8M |
| 18 | Fc Greater Boston Bolts INC Framingham | $8.7M | $7.7M | $2.7M |
| 19 | Eli and Bessie Cohen Camps Wellesley | $8.5M | $7.8M | $9.6M |
| 20 | New Boston Golf Club INC Hingham | $8.4M | $7.4M | $12.8M |
| 21 | Hale Education INC Westwood | $7.8M | $7.8M | $20.9M |
| 22 | Special Olympics Massachusetts INC Marlborough | $7.6M | $6.9M | $19.1M |
| 23 | YMCA of Marthas Vineyard INC Vineyard Haven | $7.4M | $7.4M | $24.5M |
| 24 | Springfield Jewish Community Center INC Springfield | $7.1M | $7.1M | $17.9M |
| 25 | Head of the Charles Regatta INC Cambridge | $6.9M | $5.0M | $9.1M |
| 26 | Massachusetts Interscholastic Athletic Association INC Franklin | $6.9M | $6.7M | $6.8M |
| 27 | Hatherly Golf Club INC N Scituate | $6.8M | $5.6M | $9.8M |
| 28 | Crossroads for Kids INC Duxbury | $6.7M | $6.6M | $16.6M |
| 29 | Plymouth Country Club INC Plymouth | $6.5M | $5.4M | $8.7M |
| 30 | West End House INC Allston | $6.4M | $5.2M | $20.4M |
| 31 | Emerald Necklace Conservancy INC Jamaica Plain | $6.2M | $4.3M | $11.3M |
| 32 | West Chop Club INC Vineyard Hvn | $6.0M | $6.0M | $19.3M |
| 33 | Massachusetts Corrections Officers Federated Union Milford | $5.5M | $2.9M | $5.0M |
| 34 | Intercollegiate Womens Lacrosse Coaches Association INC Northborough | $5.0M | $5.0M | $5.9M |
| 35 | The Baseball INC Roxbury | $4.9M | $4.8M | $6.0M |
| 36 | Tenacity INC Allston | $4.9M | $4.5M | $7.9M |
| 37 | American Horse Trials Foundation INC Southwick | $4.8M | $4.4M | $1.5M |
| 38 | The Cummaquid Golf Club of Yarmouth and Barnstable INC Yarmouth Port | $4.4M | $4.4M | $9.3M |
| 39 | Football Club Boston INC Foxborough | $4.2M | $4.2M | $861K |
| 40 | Frank Newhall Look Memorial Park INC Florence | $4.1M | $2.1M | $10.2M |
| 41 | Woodhaven Camp Ground Association INC West Boylston | $4.1M | $1000K | $3.1M |
| 42 | Winchester Soccer Club Winchester | $4.0M | $4.0M | $21.9M |
| 43 | Mary a Cunningham Trust Milton | $4.0M | $1.5M | $13.9M |
| 44 | Tatnuck Country Club Worcester | $3.8M | $3.4M | $3.1M |
| 45 | Friends of Young Judaea INC Babson Park | $3.6M | $3.6M | $5.8M |
| 46 | Greenwood Music Camp INC Easthampton | $3.6M | $2.4M | $4.2M |
| 47 | Stanley Park of Westfield INC Westfield | $3.5M | $0 | $11.9M |
| 48 | Roudenbush Community Center INC Westford | $3.2M | $3.2M | $3.3M |
| 49 | Berkshire South Regional Community Gt Barrington | $3.1M | $2.9M | $5.0M |
| 50 | Falmouth Road Race INC Falmouth | $3.0M | $3.0M | $2.0M |