| The Trinity Foundation INC | Thompson | $1,073,200 | $1,034,393 | 107 | N/A | AI Deep Dive |
| Counseling in Schools, INC | Southington | $1,062,980 | $1,066,384 | 124 | N/A | AI Deep Dive |
| East Catholic High School | Manchester | $1,062,799 | $1,074,446 | 82 | N/A | AI Deep Dive |
| Immaculate High School INC | Danbury | $1,030,700 | $1,041,494 | 74 | N/A | AI Deep Dive |
| Stepping Stones Museum for Children | Norwalk | $1,027,584 | $1,033,496 | 70 | N/A | AI Deep Dive |
| The Fairfield Country Day School Corporation | Fairfield | $1,000,092 | $1,011,200 | 50 | N/A | AI Deep Dive |
| The Fairfield Country Day School Corporation | Fairfield | $981,617 | $988,004 | 80 | N/A | AI Deep Dive |
| Sandy Hook Promise Foundation, Inc. | Newtown | $976,700 | $1,106,792 | 61 | N/A | AI Deep Dive |
| American Institute for Neuro-Integrative Development, Inc. | Southport | $968,000 | $975,956 | 80 | N/A | AI Deep Dive |
| Capital Prep Harbor School INC | Bridgeport | $960,880 | $970,147 | 73 | N/A | AI Deep Dive |
| Mercy High School Corporation | Middletown | $953,517 | $958,768 | 63 | N/A | AI Deep Dive |
| Notre Dame High School of West Haven, in | West Haven | $946,872 | $951,775 | 62 | N/A | AI Deep Dive |
| Notre Dame Catholic High School INC | Fairfield | $921,385 | $933,376 | 57 | N/A | AI Deep Dive |
| Westover School, INC | Middlebury | $910,300 | $919,529 | 65 | N/A | AI Deep Dive |
| The South Kent School Corporation | South Kent | $894,794 | $904,610 | 64 | N/A | AI Deep Dive |
| The Southport School | Southport | $879,500 | $886,391 | 47 | N/A | AI Deep Dive |
| Catholic Academy of Bridgeport INC | Bridgeport | $863,640 | $867,852 | 83 | N/A | AI Deep Dive |
| The Next Street | Middlebury | $857,389 | $863,168 | 203 | $26.4M | AI Deep Dive |
| The Next Street | Middlebury | $857,300 | $864,464 | 110 | $14.3M | AI Deep Dive |
| Catholic Academy of Bridgeport INC | Bridgeport | $848,775 | $856,565 | 96 | N/A | AI Deep Dive |
| Mercy High School Corporation | Middletown | $836,935 | $839,985 | 69 | N/A | AI Deep Dive |
| The Arc of Southington INC | Plantsville | $833,350 | $840,999 | 157 | N/A | AI Deep Dive |
| New Haven Ecology Project, INC | New Haven | $808,870 | $817,633 | 76 | N/A | AI Deep Dive |
| Williams Memorial Institute | New London | $806,100 | $811,356 | 54 | N/A | AI Deep Dive |
| Christian Heritage School INC | Trumbull | $794,628 | $798,067 | 122 | N/A | AI Deep Dive |