Skip to content
Front Elevation
Property for sale at 5433 ESSEX AVENUE S, GULFPORT, FL, 33707
1 / 17

5433 Essex Avenue SGulfport, FL, 33707

4beds
3baths
1,992sqft
Single Family Residence
Built in 2011
$1,200,000
For sale
Price per sqft
$602
Days on market
35
Listed
Sep 19
MLS #TB8548763Updated Oct 20, 2026

About this property

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.

Top Villas Intelligence

Projected rental revenue and ownership costs
Sign in to view rental intelligenceSee projected rental revenue, ownership costs, operating yield, and supporting evidence.
Interested in this property?
Gaby, Property Specialist
Speak to GabyProperty Specialist, SerhantGaby can arrange a viewing, answer your questions and prepare a personalized rental projection.
+1 (407) 490-0475
No pressure. Your details stay private.

Property details

Property type
Single Family Residence
Street address
5433 Essex Avenue S
City
Gulfport
State
FL
ZIP code
33707
Year built
2011
New construction
No
Faces
South
Rooms
4
Building stories
3
Living area
1,992 sqft
Total building area
3,804 sqft
Levels
Three Or More

Stellar MLSThe data relating to real estate displayed on this website comes in part from the Internet Data Exchange (IDX) Program of Stellar MLS. All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale; the availability of any listing should always be independently verified. Listing information is provided for consumers' personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law.Stellar (MFR) data last updated at October 24, 2026 at 10:00 AM EDT

Price & sale history

EventPrice
Listed for saleMLS #TB8548763$1,200,000
History may be incomplete.
Explore nearby sales

Location

Front Elevation
Learn more about this propertyGet in touch for more information
We will use your details to respond to this request and may share them with a suitable real estate professional when needed. Marketing is optional.