| Ridge, LLC | Accommodation and Food Services | $289,139 | $292,038 | 39 | $6.9M |  AI Deep Dive |
| Vts of Massachusetts, Inc. | Transportation and Warehousing | $280,800 | $283,546 | 13 | <$5M | AI Deep Dive |
| The Residences at Sherburne Commons, Inc. | Other Services (except Public Administration) | $280,000 | $281,308 | 32 | N/A | AI Deep Dive |
| Nantucket Atheneum | Information | $278,752 | $280,478 | 23 | N/A | AI Deep Dive |
| The Proprietors Restaurant Group LLC | Accommodation and Food Services | $277,823 | $280,215 | 17 | <$5M | AI Deep Dive |
| Surfside Smokehouse LLC | Accommodation and Food Services | $272,634 | $275,822 | 15 | <$5M | AI Deep Dive |
| Kevin Dineen LLC | Construction | $270,406 | $273,178 | 22 | $7.2M | AI Deep Dive |
| Nantucket Energy LLC | Retail Trade | $269,700 | $272,524 | 19 | <$5M | AI Deep Dive |
| Champoux Landscape, Inc. | Administrative and Support and Waste Management | $268,212 | $270,083 | 12 | <$5M | AI Deep Dive |
| Thirty Acre Wood LLC | Construction | $267,046 | $269,167 | 15 | <$5M | AI Deep Dive |
| Offshore Beachside Limited Partnership | Accommodation and Food Services | $265,972 | $267,767 | 18 | $5.6M | AI Deep Dive |
| Hither Creek Boat Yard, Inc. | Retail Trade | $261,000 | $262,722 | 11 | <$5M | AI Deep Dive |
| Wisentaner Inc. | Administrative and Support and Waste Management | $258,079 | $260,273 | 17 | <$5M | AI Deep Dive |
| Wisentaner, Inc. | Administrative and Support and Waste Management | $258,000 | $261,419 | 17 | <$5M | AI Deep Dive |
| Congdon & Coleman Insurance Agency INC | Finance and Insurance | $254,928 | $256,898 | 17 | $8.7M | AI Deep Dive |
| Straight Wharf Restaurant | Accommodation and Food Services | $252,500 | $256,330 | 56 | $9.9M | AI Deep Dive |
| C Noble LLC | Accommodation and Food Services | $252,130 | $255,072 | 15 | <$5M | AI Deep Dive |
| Nantucket Boys & Girls Club INC | Health Care and Social Assistance | $246,259 | $247,264 | 22 | N/A | AI Deep Dive |
| Nantucket Regal Group LLC | Accommodation and Food Services | $242,753 | $244,985 | 36 | $6.4M | AI Deep Dive |
| Nantucket Home Health Care INC | Health Care and Social Assistance | $236,080 | $237,988 | 53 | $9.1M | AI Deep Dive |
| Bessey Construction INC | Construction | $235,387 | $238,414 | 17 | $19.4M | AI Deep Dive |
| J. Etc. LLC | Accommodation and Food Services | $234,155 | $237,212 | 12 | <$5M | AI Deep Dive |
| Brotherhood of Thieves Restaurant Mangement Group | Accommodation and Food Services | $232,000 | $233,487 | 47 | $8.3M | AI Deep Dive |
| Nantucket Offshore Woods, Inc. | Construction | $231,900 | $233,498 | 10 | <$5M | AI Deep Dive |
| Nantucket Boys & Girls Club | Health Care and Social Assistance | $229,200 | $230,607 | 18 | N/A | AI Deep Dive |