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Welcome to this incredible 4-bedroom, 2-bath pool home situated on a desirable corner lot in the sought-after Surfwood neighborhood on Anastasia Island! Just minutes from the beach, St. Augustine Pier, and only 5 minutes from historic downtown St. Augustine, this home offers the perfect blend of location, lifestyle, and investment potential. The private, fully fenced backyard is your own tropical oasis, featuring a heated pool, screened-in porch, and fire pit--perfect for relaxing or entertaining year-round. Inside, you'll love the updated kitchen with granite countertops, stainless steel appliances, and an inviting layout designed for comfortable coastal living. Currently operating as a highly successful short-term vacation rental, this property is an outstanding opportunity as a primary residence, vacation home, or income-producing investment. With its unbeatable location, corner lot, private backyard, and proven rental history, this is a rare chance to own a slice of paradise on Anastasia Island!

4 Beds ⋅ 2 Baths ⋅ 2158496 MLS

Welcome to this incredible 4-bedroom, 2-bath pool home situated on a desirable corner lot in the sought-after Surfwood neighborhood on Anastasia Island! Just minutes from the beach, St. Augustine Pier, and only 5 minutes from historic downtown St. Augustine, this home offers the perfect blend of location, lifestyle, and investment potential. The private, fully fenced backyard is your own tropical oasis, featuring a heated pool, screened-in porch, and fire pit--perfect for relaxing or entertaining year-round. Inside, you'll love the updated kitchen with granite countertops, stainless steel appliances, and an inviting layout designed for comfortable coastal living. Currently operating as a highly successful short-term vacation rental, this property is an outstanding opportunity as a primary residence, vacation home, or income-producing investment. With its unbeatable location, corner lot, private backyard, and proven rental history, this is a rare chance to own a slice of paradise on Anastasia Island!

159 Southwind Circle, St. Augustine

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The data relating to real estate for sale on this web site comes in part from the Internet Data Exchange (IDX) program of the Northeast Florida Multiple Listing Service, Inc. Real estate listings held by brokerage firms other than Realty Exchange LLC are marked with the listing broker’s name and detailed information about such listings includes the name of the listing brokers. Data provided is deemed reliable but is not guaranteed. © 2026 Northeast Florida Multiple Listing Service, Inc. All rights reserved. Data last updated