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5433 Essex Avenue SGulfport, FL 33707Price: $1,200,000

  • Price: $1,200,000
  • Est. Mortgage of $/month
  • 51 Days on Market
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Federal 30-year interest rate: 7.18% last updated on Nov 5, 2026
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  • $1,200,000List Price
  • ActiveStatus
  • 17Number of Photos
  • 27.738346Latitude
  • 5433 Essex Avenue SAddress
  • Essex Avenue SStreet
  • GulfportTown
  • FLState
  • 33707Zip
  • PinellasCounty
  • TB8548763MLS Number
  • 09/19/2026Date Listed
  • 4Bedrooms
  • 2Full Bath
  • 1Half Baths
  • 1,992Square Feet
  • 2011Year Built
  • 0.08Acreage
  • 52 DaysOnMarket Date

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Welcome to a turnkey, income-producing coastal retreat in the heart of Gulfport's Historic Waterfront Arts District. This Key West-inspired residence offers 4 bedrooms, 2.5 bathrooms, and 3,804 square feet of light-filled living space with sweeping views of Boca Ciega Bay and Veterans Park just steps from the front door. Currently operating as a successful short-term rental, the home is being sold fully furnished and rental-ready - a rare opportunity to step into an established, cash-flowing vacation rental from day one. Existing bookings, guest reviews, and operating history are available to qualified buyers upon request, making this an ideal acquisition for investors, 1031 exchange buyers, or second-home owners seeking offset income. Inside, soaring cathedral ceilings, a spacious great room, warm wood flooring deliver the elevated finishes today's guests and homeowners expect. Multiple porches and balconies showcase the water views and capture Gulf breezes, while the layout comfortably sleeps a full group without sacrificing privacy. Location is everything: a one-minute walk to Veterans Park and the Gulfport waterfront, minutes to the shops, restaurants, art galleries, and live music of Beach Boulevard, and a quick drive to St. Pete Beach, downtown St. Petersburg, and Tampa International Airport - the exact walkability and lifestyle that keep this property booked. Whether you're expanding a short-term rental portfolio or looking for a coastal residence that pays for itself between visits, 5433 Essex Ave S is a rare turnkey offering in one of Florida's most sought-after small-town waterfront communities. STR certificate and licenses in place and transferable subject to city approval.

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LISTING COURTESY OF John Frankli Blevins of GENSTONE REALTY (833-396-0092)

Listings courtesy of StellarMLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of November 9, 2026 8:30 AM EST. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. IDX information is provided exclusively for consumers’ personal noncommercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed by MLS GRID. The use of the MLS GRID Data may be subject to an end user license agreement.

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