Don't miss this exceptionally rare opportunity to own one of the few grandfathered, legally permitted short-term vacation rentals in the heart of Southport, NC, a town where vacation rentals in residential zones are now severely restricted by ordinance. Located just blocks from the scenic waterfront, restaurants, and boutiques, 304 E Leonard St. is a beautifully updated 2-bedroom, 1-bath home offered fully furnished (with a few exclusions) and ready for continued use as an income-producing property. The home holds a valuable, active short-term rental permit, which is grandfathered in and is transferrable under current city restrictions—a benefit only a handful of homes in Southport still enjoy. Inside, you'll find vaulted ceilings throughout, waterproof luxury vinyl plank flooring, a modern kitchen with induction cooktop and convection oven, and a stylish bathroom featuring a custom mosaic tile installation by renowned local artist Hilary Meehan. Additional upgrades include a whole house water filter and softener system, new water heater (2019), Trex decking on the front porch (2023), new roof over the back porch (April 2023), and rear roof replacement (October 2024). Outdoor living is a delight with spacious front and back porches, a large fenced backyard, a new deck, and an outdoor shower and foot faucets—ideal after a beach day. Whether you're an investor looking for a rare, compliant short-term rental or a buyer seeking a serene primary or second home in one of the East Coast's most desirable coastal towns, this property offers modern comfort and a highly exclusive rental status you simply won't find elsewhere in Southport. Opportunities like this are vanishingly rare—schedule your showing today before it's gone.