| Sea Tow Services International, Inc. | Transportation and Warehousing | $665,000 | $671,447 | 50 | <$5M | AI Deep Dive |
| Burt's Reliable INC | Construction | $488,600 | $491,559 | 24 | $7.6M | AI Deep Dive |
| Mullen Motors INC | Retail Trade | $449,000 | $0 | 22 | $5.5M | AI Deep Dive |
| Lucas Ford Lincoln Mercury INC | Retail Trade | $381,262 | $383,466 | 23 | $5.8M | AI Deep Dive |
| Southold Supermarkets, Inc. | Retail Trade | $367,000 | $371,322 | 42 | $10.5M | AI Deep Dive |
| Port of Egypt Marine INC | Retail Trade | $338,982 | $342,288 | 24 | $6.3M | AI Deep Dive |
| Lucas Ford Lincoln Mercury INC | Retail Trade | $335,667 | $338,343 | 23 | $5.8M | AI Deep Dive |
| Port of Egypt Marine, Inc. | Retail Trade | $317,400 | $319,348 | 24 | $6.3M | AI Deep Dive |
| Sparkling Pointe LLC | Manufacturing | $297,387 | $301,054 | 190 | $67.1M | AI Deep Dive |
| At Home Services for Independent Living INC | Health Care and Social Assistance | $286,385 | $289,551 | 29 | <$5M | AI Deep Dive |
| North Fork Animal Hospital at Southold, P.c. | Professional, Scientific, and Technical Services | $283,700 | $286,198 | 22 | <$5M | AI Deep Dive |
| Sparkling Pointe LLC | Manufacturing | $279,240 | $280,730 | 20 | $7.1M | AI Deep Dive |
| North Fork House Calls LLC | Health Care and Social Assistance | $273,900 | $277,453 | 33 | $10.4M | AI Deep Dive |
| North Fork Wood Works INC | Manufacturing | $268,290 | $271,877 | 18 | $17.9M | AI Deep Dive |
| Albertson Marine, INC | Arts, Entertainment, and Recreation | $252,940 | $254,661 | 15 | <$5M | AI Deep Dive |
| Peconic Water Sports Miami LLC | Retail Trade | $247,310 | $248,966 | 20 | <$5M | AI Deep Dive |
| North Fork Woodworks Inc. | Construction | $217,900 | $220,715 | 16 | <$5M | AI Deep Dive |
| Future Screw Machine Products INC | Manufacturing | $201,762 | $203,578 | 13 | <$5M | AI Deep Dive |
| Mudd's Vineyard, Ltd. | Agriculture, Forestry, Fishing and Hunting | $173,325 | $175,472 | 16 | <$5M | AI Deep Dive |
| Southold Fish Company Corp | Retail Trade | $171,610 | $173,815 | 20 | <$5M | AI Deep Dive |
| Southold Hardware Corp | Retail Trade | $168,052 | $169,691 | 11 | <$5M | AI Deep Dive |
| Russell Restaurant Corp | Accommodation and Food Services | $162,774 | $164,023 | 15 | <$5M | AI Deep Dive |
| Old Harvester INC | Accommodation and Food Services | $150,370 | $152,290 | 15 | <$5M | AI Deep Dive |
| Southold Restaurant Group LLC | Accommodation and Food Services | $149,400 | $151,254 | 15 | <$5M | AI Deep Dive |
| Southold Pharmacy, Inc. | Retail Trade | $139,400 | $140,906 | 31 | $5.4M | AI Deep Dive |