$1,200,000
About this home
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.
Property details
- MLS #
- MFRTB8548763
- Property type
- Single Family Residence
- Subdivision
- BOCA CEIGA PARK
- Status
- Active
- Days on market
- 3
- On market date
- September 19, 2026
- Stories
- N/A
- Total bathrooms
- 2.5
- Garage spaces
- 2
- Parking spaces
- N/A
- Lot size
- 0.08 acres
Location
Get directions →Nearby schools
Within 10 miles · public school directory data (NCES)
- Enrollment
- 512
- Student:teacher ratio
- 14.6:1
- District
- PINELLAS
- Enrollment
- 906
- Student:teacher ratio
- 20.1:1
- District
- PINELLAS
- Enrollment
- 124
- Student:teacher ratio
- 11.3:1
- District
- PINELLAS
Walkability
Blended score for GULFPORT's center: EPA's National Walkability Index (street network, transit, land-use mix) combined with nearby-amenity density. 60% EPA National Walkability Index + 40% nearby-amenity density (Google Places).
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Data source: Listing information provided by Stellar MLS (mfrmls) via Trestle/CoreLogic. Last updated 4 days ago.
Information herein deemed reliable but not guaranteed; all measurements, school assignments, HOA fees, taxes, and feature lists are approximate and should be independently verified. Equal Housing Opportunity.