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5429 ESSEX AVENUE S GULFPORT, FL 33707

Listed by: KELLER WILLIAMS ST PETE REALTY 727-894-1600 Agent: Tricia Dooley 727-460-0060 TriciaDooley@KW.com

update time: 04/19/2026 16:05:05

Welcome to a coastal paradise in the heart of Gulfport’s Historic Art District! Key West–inspired short-term rental residence offers breathtaking views of Boca Ciega Bay and adjacent Veteran’s Park, delivering the ultimate waterfront lifestyle just steps from the vibrant charm of downtown Gulfport. As you arrive, you’re welcomed by your private outdoor oasis with panoramic water views—perfect for morning coffee, sunset cocktails, or entertaining guests. Inside, the home blends coastal elegance with modern comfort, featuring a gourmet kitchen with stone countertops, extensive cabinetry and storage, ideal for both everyday living and hosting. The luxurious primary suite is a true retreat, complete with a professionally designed walk-in closet system and an ensuite spa-like bath featuring a whirlpool tub, dual vanities, and an oversized enclosed shower. On the third floor, private outdoor decks off the primary, second, and third bedrooms invite you to relax and enjoy the coastal breeze and Gulfport’s famous sunsets. Designed with both convenience and durability in mind, the home includes an elevator, impact windows, Hardie plank siding, Trex decking, and a low-maintenance turf yard. The oversized two-car garage offers ample space for vehicles, kayaks, jet skis, or a workshop. Energy efficiency shines with a whole-home solar system, keeping electric bills low. Located just a short walk to Gulfport’s restaurants, galleries, waterfront pier, bars, shops, and the popular Tuesday morning Farmers Market, this home also offers legal short-term rental potential—making it an incredible opportunity for both lifestyle and income. Don’t miss your chance to own this one-of-a-kind waterfront gem in one of Tampa Bay’s most beloved coastal communities. All information is deemed accurate but should be verified and is not warranted.

From I-275, take Exit 19 for 22nd Ave S and head west. Continue on 22nd Ave S, then turn left onto 49th St S. Head south and turn right onto Gulfport Blvd S (FL-682). Continue west, then turn left onto 55th St S. Turn right onto Essex Ave S and continue to 5429 Essex Ave S, which will be on your right. Please note parking is limited on Essex so you may need to park in the back.

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  • 16001 Bella Woods Dr, Tampa, FL 33647
  • 727-324-7184

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