| SAINT JOSEPH'S LIVING CENTER INC | Windham | E91 Health Care | $13.2M | 5 |
| ELDERLY HOUSING MANAGEMENT INC | North Haven | — | $13.2M | 4 |
| HOME FOR THE AGED OF THE LITTLE SISTERS OF THE POOR INCORPORATED | Enfield | E91Z Health Care | $13M | 0 |
| DARIEN COMMUNITY YOUNG MEN'S CHRISTIAN ASSOCIATION INC | Darien | P270 Human Services | $13M | 3 |
| CHRYSALIS CENTER INC | Hartford | — | $12.9M | 6 |
| BISHOP WICKE HEALTH AND REHABILITATION CENTER INC | Shelton | E91Z Health Care | $12.9M | 6 |
| ALLIED COMMUNITY RESOURCES INC | Enfield | P80 Human Services | $12.8M | 3 |
| THE PATTERSON CLUB INC | Fairfield | — | $12.7M | 7 |
| WATKINSON SCHOOL | Hartford | B250 Education | $12.7M | 6 |
| AMERICAN FRIENDS OF UNIVERSITY COLLEGE OXFORD INC | Glastonbury | B43I Education | $12.7M | 0 |
| HARTFORD GOLF CLUB | West Hartford | — | $12.7M | 5 |
| UNITED WAY OF GREATER NEW HAVEN INC | New Haven | T70Z Philanthropy, Voluntarism & Grantmaking Foundations | $12.6M | 5 |
| STAMFORD EMERGENCY MEDICAL SERVICES INC | Stamford | — | $12.6M | 7 |
| UNITED WAY INC UNITED WAY OF CENT & NE CONNECTICUT | Hartford | T700 Philanthropy, Voluntarism & Grantmaking Foundations | $12.6M | 5 |
| THE SHOREHAVEN GOLF CLUB INCORPORATED | East Norwalk | — | $12.6M | 5 |
| Midnight Sun Inc co UBS Farmland Investors LLC | Hartford | S47 Community Improvement & Capacity Building | $12.5M | 0 |
| COAST GUARD FOUNDATION INC | Stonington | W30I Public & Societal Benefit | $12.5M | 8 |
| VISITING NURSE ASSOCIATION OF SOUTHEASTERN CONNECTICUT INC | Waterford | E70Z Health Care | $12.5M | 9 |
| NEW HAVEN JEWISH COMMUNITY COUNCIL HOUSING CORPORATION D/B/A THE TOWERS | New Haven | — | $12.4M | 5 |
| CAPITAL PREP HARBOR SCHOOL INC | Bridgeport | B29 Education | $12.4M | 11 |
| WADSWORTH ATHENEUM MUSEUM OF ART | Hartford | A510 Arts, Culture & Humanities | $12.4M | 5 |
| GOODWIN UNIVERSITY EDUCATIONAL SERVICES INC | East Hartford | B90 Education | $12.3M | 2 |
| GREAT OAKS CHARTER SCHOOL - BRIDGEPORT | Bridgeport | B29 Education | $12.3M | 5 |
| THE ROBERT C GEER MEMORIAL HOSPITAL INC | Canaan | — | $12.3M | 7 |
| MATULAITIS NURSING HOME INC | Putnam | — | $12.2M | 3 |
| MCAULEY CENTER INC | West Hartford | P750 Human Services | $12.2M | 6 |
| JOHN PAUL II SHRINE AND INSTITUTE INC | New Haven | S82Z Community Improvement & Capacity Building | $12.1M | 13 |
| GOODSPEED OPERA HOUSE FOUNDATION INC | East Haddam | A650 Arts, Culture & Humanities | $12.1M | 5 |
| HEBREW HOME & HOSPITAL | West Hartford | E24 Health Care | $12.1M | 6 |
| VISTA LIFE INNOVATIONS INC | Madison | — | $12.1M | 3 |
| JEWISH COMMUNITY CENTER INC | Stamford | — | $12.1M | 1 |
| ACHIEVE FINANCIAL CREDIT UNION | Berlin | — | $12M | 5 |
| NORTHWEST REGIONAL WORKFORCE INVESTMENT BOARD INC | Waterbury | — | $11.7M | 2 |
| LOW ROAD SHARON INC | Sharon | A20 Arts, Culture & Humanities | $11.7M | 5 |
| BULL'S BRIDGE GOLF CLUB INC | South Kent | N50 Recreation & Sports | $11.7M | 6 |
| COMMUNITY HEALTH & WELLNESS CENTER OF GREATER TORRINGTON INC | Torrington | E32 Health Care | $11.7M | 9 |
| THE SLATE SCHOOL INC | North Haven | B20 Education | $11.6M | 1 |
| THE NEW CANAAN COMMUNITY YOUNG MEN'S CHRISTIAN ASSOCIATION INC | New Canaan | — | $11.6M | 6 |
| THE HOUSING COLLECTIVE INC | Bridgeport | I21 Crime & Legal-Related | $11.6M | 3 |
| ROLLING HILLS COUNTRY CLUB INC | Wilton | — | $11.5M | 7 |
| FINEX CREDIT UNION | East Hartford | — | $11.5M | 10 |
| MARVELWOOD SCHOOL INC | Kent | B25Z Education | $11.4M | 2 |
| COMMUNITY ACTION AGENCY OF NEW HAVEN INC | New Haven | — | $11.4M | 2 |
| ANCHOR HEALTH INITIATIVE CORP | Stamford | E30 Health Care | $11.4M | 5 |
| THE JOYCE D & ANDREW J MANDELL GREATER HARTFORD JEWISH COMMUNITY CENTER INC | West Hartford | — | $11.3M | 4 |
| WATERSIDE SCHOOL INC | Stamford | B24 Education | $11.3M | 5 |
| THE CHILD AND FAMILY GUIDANCE CENTER INC | Bridgeport | P300 Human Services | $11.3M | 5 |
| ADELBROOK COMMUNITY SERVICES INC | Cromwell | E31 Health Care | $11.2M | 5 |
| United Way of Southeastern Connecticut Inc | Gales Ferry | — | $11.2M | 5 |
| FAIRFIELD COUNTRY DAY SCHOOL CORPORATION | Fairfield | B240 Education | $11.2M | 7 |
