About 5433 Essex Avenue S
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.
Features of 5433 Essex Avenue S
| MLS® # | TB8548763 |
|---|---|
| Price | $1,200,000 |
| Bedrooms | 4 |
| Bathrooms | 3.00 |
| Full Baths | 2 |
| Half Baths | 1 |
| Square Footage | 1,992 |
| Acres | 0.08 |
| Year Built | 2011 |
| Type | Residential |
| Sub-Type | Single Family Residence |
| Style | Coastal |
| Status | Active |
Listing Details
| Office | GENSTONE REALTY |
|---|
Listing Map
Neighborhood Information for 5433 Essex Avenue S
Moderate Residential Turnover, Coastal Area, Suburb of Tampa
Statistics
Number of Listings
Population Age
Home Listings Prices
Nearby Schools
| Great Schools | School Name | Distance | |
|---|---|---|---|
|
Walden School Private - 6Th Grade to 8Th Grade - Closest Middle School |
0 Miles | |
|
|
Sunflower Private School Private - Kindergarten to 5Th Grade |
0 Miles | |
|
|
Gulfport Montessouri Elementary School Public - Preschool to 5Th Grade - Closest Elementry School |
1 Miles | |
|
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Alderwood Academy Private - to |
1 Miles | |
|
Thurgood Marshall Fundamental Public - 6Th Grade to 8Th Grade |
1 Miles | |
|
|
Hamilton Disston School Public - to |
1 Miles | |
|
Boca Ciega High School Public - 9Th Grade to 12Th Grade - Closest High School |
2 Miles |
School data provided by GreatSchools