| Pipestone County Medical Center | Health Care and Social Assistance | $2,325,800 | $2,351,965 | 194 | N/A |  Research |
| New Horizon Farms, LLP | Agriculture, Forestry, Fishing and Hunting | $1,621,400 | $1,635,948 | 151 | $24.7M | Research |
| New Horizon Farms LLP | Agriculture, Forestry, Fishing and Hunting | $1,621,400 | $1,635,002 | 133 | $21.8M | Research |
| Buffalo Ridge Concrete INC | Manufacturing | $835,800 | $840,861 | 56 | $55.5M | Research |
| Double D Gravel, INC | Mining, Quarrying, and Oil and Gas Extraction | $336,472 | $338,500 | 16 | <$5M | Research |
| Meulebroeck, Taubert & Co., Pllp | Professional, Scientific, and Technical Services | $327,300 | $330,109 | 24 | $7.6M | Research |
| Pepsi Cola Bottling Co. of Pipestone | Wholesale Trade | $297,700 | $301,520 | 30 | $7.7M | Research |
| Musch Construction, INC | Construction | $282,904 | $285,097 | 33 | $7.6M | Research |
| Dahl Motors, LLC | Retail Trade | $282,200 | $284,042 | 25 | $6.3M | Research |
| Newalta Dairy LLC | Agriculture, Forestry, Fishing and Hunting | $246,505 | $248,771 | 26 | <$5M | Research |
| Kozlowski Insurance Agency & Financial Services, Inc. | Finance and Insurance | $238,900 | $241,846 | 17 | $8.7M | Research |
| Fuller Paving | Construction | $215,000 | $216,567 | 22 | $7.5M | Research |
| Utopian Paradise LLC | Accommodation and Food Services | $197,663 | $199,502 | 18 | <$5M | Research |
| Martinez Concrete LLC | Construction | $194,600 | $196,200 | 20 | <$5M | Research |
| Gorters Clay & Dairy Equipment of Mn, INC | Agriculture, Forestry, Fishing and Hunting | $187,435 | $188,435 | 22 | <$5M | Research |
| New Horizon Feeds LLC | Agriculture, Forestry, Fishing and Hunting | $176,885 | $178,089 | 154 | $25.2M | Research |
| New Horizon Feeds LLC | Manufacturing | $169,900 | $171,439 | 9 | <$5M | Research |
| Wallin Management INC | Accommodation and Food Services | $168,339 | $169,962 | 35 | $6.2M | Research |
| Evergreen Enterprises of Pipestone LLC | Accommodation and Food Services | $149,887 | $150,790 | 20 | <$5M | Research |
| Pipestone Publishing Company, Inc. | Information | $147,100 | $148,882 | 15 | <$5M | Research |
| Pipestone Publishing Co INC | Information | $147,100 | $147,995 | 14 | <$5M | Research |
| Hiawatha Manor, INC | Health Care and Social Assistance | $141,300 | $143,051 | 24 | N/A | Research |
| Utopian Paradise, LLC | Accommodation and Food Services | $141,100 | $142,887 | 36 | $6.4M | Research |
| S & S Truck Repair | Other Services (except Public Administration) | $135,400 | $136,227 | 12 | <$5M | Research |
| Pater Dairy Inc. | Agriculture, Forestry, Fishing and Hunting | $134,944 | $135,933 | 15 | <$5M | Research |