5433 ESSEX AVENUE S | Gulfport

$1,200,000 | 4 Beds | 3 Baths (2 Full, 1 Half) | 1,992 Sq. Ft.

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. StellarMLS TB8548763

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MLS Listing ID: 
StellarMLS TB8548763
Basic Property Information
Fields containing basic information about the property.
Property Type: 
Residential
Property Sub Type: 
Single Family Residence
Primary Market Area: 
Gulfport
Address: 
5433 ESSEX AVENUE S, Gulfport, FL 33707, US
County: 
Pinellas
Community Information
Elementary: 
Gulfport Elementary-PN
Middle: 
Azalea Middle-PN
High: 
Boca Ciega High-PN
Subdivision: 
BOCA CEIGA PARK
Building Details
Details about the building on a property.
Year Built: 
2011
New Construction: 
0
Living Area: 
1,992
Interior: 
Cathedral Ceiling(s), Eating Space In Kitchen, Elevator, Living Room/Dining Room Combo, Open Floorplan, Split Bedroom, Stone Counters, Vaulted Ceiling(s), Walk-In Closet(s), Window Treatments
Construction
Construction Materials: 
Vinyl Siding, Wood Frame
Roof: 
Shingle
Exterior Features: 
Balcony
Porch: 
Deck, Front Porch
Room Details
Details about the rooms in the building.
Total Rooms: 
4
Total Bedrooms: 
4
Total Bathrooms: 
3
Total Full-Bathrooms: 
2
Total Half-Bathrooms: 
1
Utilities
Information about utilities available on the property.
Heating System: 
Central, Electric
Cooling System: 
Central Air, Wall/Window Unit(s)
Water Source: 
Public
Sewer: 
Public Sewer
Lot/Land Details
Details about the lots and land features included on the property.
Acres: 
0.08
Lot Size (Area): 
3,838
Lot Size (Dimensions): 
40 x 95
Waterfront: 
0
Lot Features
Parking Type: 
Oversized
Fence: 
Vinyl
Public Record
Parcel Number: 
333116096120040120
Annual Tax: 
$11,723.00
Property Zoning: 
SFR
Listing Dates
Dates involved in the transaction.
Listing Entry Date/Time: 
9/19/2026
Listing Participants
Participants (agents, offices, etc.) in the transaction.
Listing Agent Name: 
John Blevins
Listing Office Name: 
GENSTONE REALTY