| Memorial Hospital Foundation Inc | $4,427,463 | 8 | 9% |
| Children's Hospital Foundation | $1,406,634 | 3 | 1% |
| Chesapeake College Foundation Inc | $1,123,117 | 8 | 20% |
| Sandhills Community College Foundation Inc | $933,493 | 7 | 4% |
| Bryan Brothers Foundation Inc | $837,230 | 1 | n/a |
| North American Lutheran Church | $763,915 | 6 | n/a |
| Wye River Upper School Inc | $741,271 | 8 | 8% |
| Young Mens Christian Association of the Chesapeake Inc | $669,848 | 8 | 1% |
| Washington College | $651,142 | 8 | 0% |
| The Gunston School Inc | $521,500 | 8 | 3% |
| Chesterwye Foundation Inc | $499,931 | 8 | 47% |
| Hope Cos | $498,068 | 2 | n/a |
| St Michaels Community Center Inc | $458,419 | 6 | 10% |
| For All Seasons Inc | $434,054 | 8 | 2% |
| Talbot Interfaith Shelter Inc | $403,538 | 8 | 12% |
| Salisbury University Foundation Inc | $382,643 | 6 | 1% |
| Neighborhood Service Center Inc | $369,661 | 8 | 3% |
| Saint Martins Ministries Inc | $355,166 | 8 | 13% |
| Easton Day Care Center Inc | $337,767 | 7 | 4% |
| Radcliffe Creek School Inc | $329,949 | 8 | 3% |
| Academy Art Museum Inc | $323,697 | 8 | 4% |
| Casa of Talbot County Inc | $321,303 | 8 | 7% |
| Talbot Hospice Foundation Inc | $316,847 | 8 | 1% |
| University of Maryland College Park | $279,163 | 5 | n/a |
| Echo Hill Outdoor School Inc | $264,532 | 8 | 5% |
| Compass Regional Hospice Inc | $256,039 | 8 | 1% |
| Chesapeake Multicultural Resource Center Inc | $244,234 | 7 | 7% |
| Talbot County Public Schools | $233,090 | 6 | n/a |
| Chesapeake Audubon Society | $222,100 | 6 | 15% |
| Queen Anne's County Free Library | $221,624 | 3 | 4% |
| Chesapeake Camp and Conference Center Inc | $201,000 | 1 | n/a |
| The Country School Inc | $196,491 | 8 | 1% |
| Sultana Education Foundation Inc | $178,241 | 7 | 2% |
| Kent School Inc | $170,525 | 7 | 1% |
| Horizons of Kent and Queen Anne's | $166,365 | 8 | 9% |
| Shorerivers Inc | $161,191 | 7 | 1% |
| Tilghman Area Youth Association Inc | $153,936 | 7 | 25% |
| Upper Shore Aging Inc | $150,627 | 3 | 2% |
| The Boys and Girls Clubs of Metropolitan Baltimore | $150,000 | 1 | 1% |
| Mid-Shore Council on Family Violence | $148,110 | 5 | 2% |
| Talbot Community Connections Inc | $148,000 | 8 | 77% |
| Dr Theresa Stafford's New Beginnings Learning Academy Inc | $140,895 | 8 | 23% |
| Building African American Minds Inc | $139,293 | 8 | 1% |
| Habitat for Humanity Choptank Inc | $136,913 | 7 | 1% |
| Kent Attainable Housing Inc | $136,290 | 4 | 11% |
| Dorchester Center for the Arts Inc | $125,169 | 3 | 34% |
| Delmarva Community Services Inc | $123,000 | 4 | 0% |
| Alliance for the Collaboration With the Hispanic Community | $120,000 | 4 | 4% |
| Johns Hopkins Hospital Endowment Fund Inc | $117,783 | 2 | 1% |
| Channel Marker Inc | $117,000 | 6 | 1% |
| Reining Horse Foundation Inc | $115,423 | 2 | 8% |
| The Johns Hopkins Hospital | $111,000 | 2 | 0% |
| The Maryland Food Bank Inc | $110,500 | 7 | 0% |
| The Humane Society of Kent County Inc | $107,600 | 3 | 6% |
| Partners in Care Maryland Inc | $103,776 | 4 | 3% |
| Haven Ministries Inc | $101,929 | 7 | 2% |
| Changing Perspectives | $100,000 | 3 | 6% |
| Woodberry Forest School | $96,000 | 3 | 0% |
| Chestertown Arts League Inc | $95,811 | 7 | 6% |
| Talbot Humane Co | $95,560 | 7 | 2% |
| The Pine Street Committee Inc | $95,389 | 7 | 11% |
| Dorchester Chamber Foundation Inc | $95,000 | 8 | n/a |
| Caroline County Humane Society Inc | $93,206 | 6 | 3% |
| Positive Strides Inc | $93,030 | 5 | 20% |
| The Journey a Wesleyan Church | $92,050 | 2 | n/a |
| Bay Hundred Community Volunteers Inc | $87,600 | 7 | 19% |
| Dorchester County Commission on Aging Inc | $82,750 | 4 | 5% |
| Grasonville Volunteer Fire Department Inc | $82,645 | 1 | 10% |
| The Humane Society of Dorchester County Inc | $80,628 | 6 | 4% |
| Kent Agricultural Center Inc | $80,341 | 4 | 15% |
| Friends of Easton Volunteer Fire Department Inc | $80,129 | 2 | 8% |
| Chesapeake Film Festival Inc | $80,084 | 8 | 18% |
| Choptank Community Health System Inc | $79,380 | 1 | 0% |
| Talbot County Public Schools | $76,639 | 1 | n/a |
| The Salvation Army | $75,053 | 4 | n/a |
| Luminis Health Anne Arundel Medical Center Foundation Inc | $75,000 | 2 | 1% |
| High Point University | $75,000 | 1 | 0% |
| Mid Shore Community Mediation Center Inc | $73,442 | 5 | 7% |
| Bay Area Community Church Inc | $72,500 | 4 | n/a |
| Anchor Church | $71,510 | 1 | n/a |
| Rebuilding Together Eastern Shore Inc | $71,100 | 6 | 8% |
| Aarons Place Inc | $70,796 | 6 | 16% |
| Memorial Sloan-Kettering Cancer Center | $70,000 | 1 | 0% |
| The Key School Inc | $70,000 | 7 | 0% |
| Keep Kent Scenic Inc | $69,623 | 7 | 99% |
| Talisman Therapeutic Riding Inc | $68,697 | 3 | 35% |
| Eastern Shore Land Conservancy Inc | $67,806 | 3 | 4% |
| Campus Crusade for Christ Inc | $63,550 | 8 | n/a |
| Wake Forest University | $63,334 | 2 | 0% |
| Sudlersville Fire Company Inc | $62,140 | 1 | 10% |
| Calvary Wesleyan Church | $62,000 | 1 | n/a |
| Samaritan Group Inc | $61,560 | 6 | 20% |
| Mid Atlantic Symphony Orchestra Society Inc | $60,476 | 3 | 9% |
| Sun Valley Film Festival Inc | $60,000 | 5 | 2% |
| Chester River Health Foundation Inc | $59,000 | 2 | 8% |
| Peace Center Foundation | $59,000 | 6 | 0% |
| Benedictine School for Exceptional Children Foundation Inc | $57,280 | 6 | 1% |
| Kent County Public Schools | $57,168 | 2 | n/a |
| Philadelphia Yearly Meeting of Friends | $56,638 | 4 | n/a |
| Jaars Inc | $56,500 | 2 | 0% |
| Church Hill Theatre Inc | $55,886 | 5 | 5% |
| Talbot Historical Society Inc | $55,500 | 4 | 4% |
| Salvation Army | $54,929 | 3 | n/a |
| Harvesting Hope Youth and Families Services | $54,500 | 4 | 13% |
| Open Doors Partners in Education Inc | $54,321 | 4 | 9% |
| Mid-Shore Early Learning Ctr Inc | $53,565 | 3 | 8% |
| Talbot Mentorsinc | $51,920 | 3 | 5% |
| Shore Legal Access Inc | $51,915 | 4 | 2% |
| Oxford Community Center Inc | $50,500 | 1 | 6% |
| Woodstock Area Jewish Community Inc | $50,000 | 1 | n/a |
| Historical Society of Kent Co Md | $50,000 | 1 | 35% |
| Cambridge Community Radio Inc | $48,120 | 4 | 16% |
| Chesapeake Chamber Music Inc T/A Chesapeake Music | $45,861 | 3 | 7% |
| Easton Volunteer Fire Department Inc | $45,649 | 4 | 2% |
| Farmers & Hunters Feeding the Hungry Inc | $45,200 | 5 | 1% |
| University of Maryland Shore Regional Health Inc | $45,000 | 2 | 3% |
| Community Mediation Upper Shore Inc | $44,110 | 4 | 8% |
| Kent Island Federation of Arts Inc | $43,900 | 5 | 17% |
| Diocese of Easton P E Church | $43,375 | 1 | n/a |
| Phillips Wharf Environmental Center Inc | $41,719 | 3 | 9% |
| The Howard University | $41,557 | 1 | 0% |
| Garfield Center Foundation Inc | $41,100 | 4 | 5% |
| Kent Cultural Alliance Inc | $40,500 | 5 | 3% |
| Chesapeake Bay Maritime Museum Inc | $40,455 | 4 | 0% |
| Talbot County Arts Council Inc | $40,000 | 5 | 5% |
| Maryland Association for Parkinson Support Inc | $40,000 | 4 | 6% |
| Kent Association of Riding Therapy Inc | $38,650 | 6 | 9% |
| People for Change Coalition Inc | $38,600 | 2 | 7% |
| Ace Mentor Program of America Inc | $38,140 | 2 | 17% |
| Alpha Genesis Community Development Corporation | $38,083 | 2 | 5% |
| Queen Annes County Arts Council | $37,879 | 3 | 7% |
| Easter Seals Delaware & Maryland's Eastern Shore Inc | $37,400 | 5 | 0% |
| Massey Air Museum Inc | $37,250 | 5 | 17% |
| The Benedictine School for Exceptional Children Inc | $37,000 | 1 | 0% |
| One Mission Cambridge Inc | $36,560 | 3 | 9% |
| Bridges at Worthmore Inc | $35,553 | 2 | 16% |
| Eastpoint Church | $35,500 | 3 | n/a |
| All4love | $33,350 | 2 | 11% |
| Classic Motor Museum of St Michaels Inc | $33,000 | 2 | 9% |
| Easton Choral Arts Society Inc | $32,245 | 4 | 16% |
| The Friends of the Grape Inc | $32,105 | 2 | 6% |
| Community Civic League of Federalsburg Inc | $32,000 | 4 | n/a |
| The Nanticoke Historic Preservation Alliance Inc | $30,600 | 4 | 16% |
| Awaken Recovery Foundation | $30,500 | 2 | 17% |
| Co-Op Arundel | $30,000 | 3 | n/a |
| Cambridge Cold Weather Shelter Inc | $30,000 | 3 | n/a |
| Kennard Alumni Association Larrie S Jones Cultural | $28,773 | 3 | 15% |
| United Fund of Talbot County Inc | $28,548 | 2 | 6% |
| Minarys Dream Alliance Inc | $28,500 | 3 | 1% |
| Johns Hopkins University | $28,300 | 4 | 0% |
| Really Great Cats Rescue Inc | $28,000 | 4 | 3% |
| Focus on the Family | $28,000 | 2 | n/a |
| Joni and Friends Foundation | $28,000 | 2 | 1% |
| Midshore Meals Til Monday Inc | $27,899 | 2 | 3% |
| Junior Achievement of the Eastern Shore Inc | $27,713 | 3 | 1% |
| Upper Shore Workforce Investment Board Inc | $27,635 | 1 | 2% |
| Queen Anne's County Board of Education | $26,094 | 1 | n/a |
| Homeports Inc | $26,000 | 3 | 14% |
| Queen Annes County Historical Society | $25,000 | 3 | n/a |
| University of Richmond | $25,000 | 3 | 0% |
| Diocese of Wilmington Society of St Vincent de Paul | $24,980 | 2 | 2% |
| Eastern Shore Area Health Education Cent | $24,800 | 3 | 1% |
| The Talbot County Free Library Association Inc | $23,907 | 3 | 0% |
| Historic Easton Inc | $22,860 | 1 | 4% |
| Dorchester County Historical Society Inc | $22,534 | 3 | 10% |
| Chesapeake Housing Mission Inc | $22,500 | 2 | 3% |
| Critical Repairs Caroline County Maryland Inc | $21,500 | 3 | n/a |
| Junior Achievement USA | $20,300 | 3 | 0% |
| Vietnam Veterans of America Inc | $20,008 | 1 | 0% |
| Ee Streets Memorial Post 5118 VFW | $20,008 | 1 | 5% |
| Foundation of Hope Inc | $20,000 | 2 | n/a |
| Anchor Point Inc | $20,000 | 1 | 13% |
| Dorchester County Public Library Inc | $20,000 | 2 | 1% |
| Richardson Maritime Museum Incorporated | $20,000 | 1 | n/a |
| Casa of Caroline Inc | $20,000 | 2 | 6% |
| St Michaels Museum at St Marys Square Inc | $20,000 | 1 | n/a |
| Lee Community Tennis Association | $20,000 | 1 | n/a |
| John and Janice Wyatt Foundation | $20,000 | 1 | 3% |
| Chesapeake Center Inc | $20,000 | 2 | 1% |
| Mental Health Association of the Eastern Shore Inc | $19,648 | 2 | 5% |
| Character Counts Mid Shore Inc | $18,060 | 2 | 4% |
| Maryland Keymakers Inc | $17,500 | 2 | n/a |
| His Hope Ministries Inc | $17,245 | 1 | 2% |
| Kent Center Inc | $17,000 | 2 | 0% |
| Cambridge Main Street Inc | $17,000 | 3 | 2% |
| Tides of Grace Inc | $16,996 | 1 | 6% |
| Easton Rotary Club Youth and Community Fund Inc | $16,729 | 1 | 22% |
| Chesterwye Center Inc | $16,120 | 2 | 0% |
| Clemson University Educational Foundation | $16,000 | 1 | n/a |
| Neck District Volunteer Fire Co Inc | $15,580 | 2 | 6% |
| Tred Avon Players Inc | $15,197 | 2 | 10% |
| Shenandoah Valley Battlefields Foundation | $15,000 | 1 | 0% |
| Queen Annes Advocates for Youth Inc | $15,000 | 1 | n/a |
| Hole in the Wall Gang Fund Inc | $15,000 | 1 | 0% |
| Church Hill Volunteer Fire Company Inc | $14,996 | 1 | 3% |
| Community Food Pantry | $14,550 | 2 | 3% |
| Sudlersville Community Betterment Club Inc | $13,382 | 2 | n/a |
| Untangled Minds Inc | $13,232 | 1 | n/a |
| Elderhostel Inc | $12,500 | 1 | 0% |
| St Michaels Little League | $12,500 | 2 | n/a |
| Nause-Waiwash Band of Indians Inc | $12,500 | 1 | n/a |
| Adkins Arboretum Ltd | $12,425 | 1 | n/a |
| United Needs and Abilities Inc | $12,000 | 2 | 0% |
| International Rural Water Association | $12,000 | 1 | n/a |
| Rise Against Hunger Inc | $12,000 | 1 | 0% |
| Allegro Academy Inc | $11,800 | 1 | n/a |
| Saint James School | $11,751 | 2 | 0% |
| Gar Post 25 Inc | $11,600 | 1 | 7% |
| College of Our Lady of the Elms | $11,476 | 1 | 0% |
| National Music Festival | $11,250 | 2 | n/a |
| Ebeauty Community Inc | $11,000 | 1 | n/a |
| Samaritan's Purse | $10,500 | 1 | n/a |
| The Caroline Foundation Inc | $10,438 | 1 | 1% |
| Temple B Nai Israel | $10,250 | 1 | n/a |
| Wesleyan Church Corp | $10,220 | 1 | n/a |
| Friends of the Talbot County Free Library | $10,200 | 2 | n/a |
| Family & Friends of Asbury & Green Chappel | $10,000 | 1 | n/a |
| Barnabas & Partners | $10,000 | 2 | 1% |
| Cascades Tennis Junior Scholarship Fund | $10,000 | 1 | n/a |
| Eastern Shore Wellness Solutions Inc | $10,000 | 1 | n/a |
| The John and Matthew Gaudreau Foundation | $10,000 | 1 | n/a |
| Rebuilding Together of Queen Annes County Inc | $10,000 | 1 | n/a |
| Pathfinders for Autism | $10,000 | 1 | 1% |
| Travis Manion Foundation | $10,000 | 1 | 0% |
| Dorchester County Family YMCA | $10,000 | 1 | n/a |
| University of Maryland Medical System Corporation | $10,000 | 1 | 0% |
| Culinary Institute of America | $10,000 | 1 | 0% |
| Intervale Center Inc | $10,000 | 1 | 0% |
| Julie Valentine Center | $10,000 | 1 | 1% |
| Talbot Thrive Inc | $10,000 | 1 | 7% |
| Jevs Human Services | $10,000 | 1 | 0% |
| Massb Foundation | $10,000 | 1 | 3% |
| Times12 Inc | $10,000 | 1 | n/a |
| Mpt Foundation Inc | $10,000 | 1 | 0% |
| The Affiliated Sante Group | $10,000 | 1 | 0% |
| Remlik Wesleyan Church | $10,000 | 1 | n/a |
| Luminis Health Anne Arundel Medical Center Inc | $10,000 | 1 | 0% |
| Stevenson University | $10,000 | 1 | 0% |
| America First Policy Institute Inc | $10,000 | 1 | n/a |
| Mindfully Anchored Inc | $10,000 | 1 | n/a |
| Farmerswagonorg | $10,000 | 1 | n/a |
| Imagination Library of Talbot County | $9,473 | 1 | n/a |
| Bailey-Groce Family Foundation Inc | $9,207 | 1 | n/a |
| Boulder Crest Foundation | $9,000 | 1 | 0% |
| Operation Support Our Troops - America Inc | $9,000 | 1 | 1% |
| Eastern Shore Food Lab Inc | $8,750 | 1 | 3% |
| United Way of Kent County Inc | $8,742 | 1 | 3% |
| Del-Mar-Va Council Inc - Boy Scouts of America | $8,648 | 1 | n/a |
| Stephen Siller Tunnel to Towers Foundation | $8,500 | 1 | 0% |
| Mid-Shore Community Radio Inc | $8,200 | 1 | 2% |
| Foundation for the Kent County Public Library Inc | $8,169 | 1 | n/a |
| Veteran and Military Support Alliance Inc | $7,687 | 1 | 3% |
| The Dixon House Inc | $7,568 | 1 | 1% |
| Girls on the Run of the Greater Chesapeake | $7,565 | 1 | 2% |
| Harriets House | $7,500 | 1 | 2% |
| Arts for Learning Maryland Inc | $7,500 | 1 | 0% |
| League of Women Voters of Kent County Maryland Inc | $7,060 | 1 | n/a |
| Fire Prayer Ministry | $7,000 | 1 | n/a |
| Clemson University | $7,000 | 1 | n/a |
| Easton Church of God - Harvest of Hope | $6,600 | 1 | n/a |
| Planned Parenthood of Northern New England Inc | $6,500 | 1 | n/a |
| Rotary International | $6,200 | 1 | n/a |
| North Caroline Clergy Association | $6,000 | 1 | n/a |
| Avalon Foundation Inc | $6,000 | 1 | 0% |
| Alano Club of the Piedmont | $6,000 | 1 | 17% |
| Villanova University | $6,000 | 1 | 0% |
| Moving Dorchester Forward Inc | $5,954 | 1 | n/a |
| Freedom Rowers Inc | $5,806 | 1 | n/a |
| Blood Cancer United Inc | $5,600 | 1 | 0% |
| Destined to Rise Coalition | $5,500 | 1 | n/a |
| Men for Change Inc | $5,500 | 1 | n/a |
| Christ Church | $5,500 | 1 | n/a |
| Hill Hounds Rescue and Animal Sanctuary Inc | $5,375 | 1 | n/a |
| Old-Growth Forest Network Inc | $5,282 | 1 | 2% |
| Asbury United Methodist Church | $5,180 | 1 | n/a |
| Carpe Diem Arts Inc | $5,100 | 1 | n/a |
| Dorchester County | $5,000 | 1 | n/a |
| Crossroads Community Inc | $5,000 | 1 | 0% |
| Young Men's Christian Association of Central Maryland Inc | $5,000 | 1 | 0% |
| Asbury College | $5,000 | 1 | 0% |
| Bond Servants Inc | $5,000 | 1 | 3% |
| Ironclub | $5,000 | 1 | n/a |
| Wingfield Ministries Inc | $5,000 | 1 | 0% |
| National Association for the Advancement of Colored People | $5,000 | 1 | n/a |
| The Family Effect | $5,000 | 1 | n/a |
| Corsica River Mental Health Services Inc | $5,000 | 1 | 0% |
| Covenant College | $5,000 | 1 | 0% |
| Garrett Community College Foundationinc Attn Cherie Krug | $5,000 | 1 | 0% |