5433 Essex Avenue S Gulfport, FL 33707
Listing Courtesy of: MLS LogoSTELLAR as distributed by MLS GRID / Listed By: John Blevins, Century 21 Listsmart - Contact:  833-396-0092

  5433 Essex Avenue S Gulfport, FL 33707

Active (1 Days)
$1,200,000 (USD)
4
BED
3
BATH
1,992
SQFT

Description

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.

MLS #:
TB8548763
Taxes
$11,723(2025)
Lot Size
3,838 SQFT
Type
Single-Family Home
Year Built
2011
Style
Coastal
Views
Gulf/Ocean - Partial
County
Pinellas County

Listed By

John Blevins, Century 21 Listsmart, Contact: 833-396-0092
Source
STELLAR
Last checked Sep 20 2026 at 9:50 PM GMT+0000
Bathroom Details
  • Full Bathrooms: 2
  • Half Bathroom: 1
Interior Features
  • Inside Utility
  • Split Bedroom
  • Stone Counters
  • Elevator
  • Living Room/Dining Room Combo
  • Walk-In Closet(s)
  • Window Treatments
  • Appliances: Dishwasher
  • Appliances: Electric Water Heater
  • Appliances: Refrigerator
  • Appliances: Washer
  • Open Floorplan
  • Appliances: Disposal
  • Appliances: Microwave
  • Appliances: Range
  • Cathedral Ceiling(s)
  • Vaulted Ceiling(s)
  • Appliances: Dryer
  • Appliances: Ice Maker
  • Eat-In Kitchen
  • High Ceilings
  • Turnkey
  • Interior In-Law Suite W/No Private Entry
  • Primarybedroom Upstairs
Subdivision
  • Boca Ceiga Park
Lot Information
  • City Limits
  • Paved
Property Features
  • Foundation: Block
Heating and Cooling
  • Central
  • Electric
  • Central Air
  • Wall/Window Unit(s)
Flooring
  • Wood
Exterior Features
  • Frame
  • Vinyl Siding
  • Roof: Shingle
Utility Information
  • Utilities: Cable Connected, Fire Hydrant, Water Connected, Water Source: Public, Electricity Connected, Sewer Connected
  • Sewer: Public Sewer
School Information
  • Elementary School: Gulfport Elementary-Pn
  • Middle School: Azalea Middle-Pn
  • High School: Boca Ciega High-Pn
Parking
  • Oversized
Stories
  • 3
Living Area
  • 1,992 sqft
Additional Information: Listsmart | 833-396-0092
Location
   
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Estimated Monthly Mortgage Payment

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Disclaimer: Listings Courtesy of “My Florida Regional MLS DBA Stellar MLS © 2026. IDX information is provided exclusively for consumers personal, non-commercial use and may not be used for any other purpose other than to identify properties consumers may be interested in purchasing. All information provided is deemed reliable but is not guaranteed and should be independently verified. Last Updated: 9/20/26 14:50
Based on information submitted to the MLS GRID as of 9/20/2026 21:50. 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.