Active$1,499,000
5025 28TH AVENUE
GULFPORT, FL 33707
10 beds7 baths4,766 sqft
Active · Single Family
5433 ESSEX AVENUE
GULFPORT, FL 33707
Beds
4 beds
Baths
3 baths
Area
1,992 sqft
Single FamilyBuilt 20113,838 sqft lot2-car garageCentral, ElectricCentral Air, Wall/Window Unit(s)$602/sqft2 days on market
Location
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.
Facts & features
Interior
- Bedrooms
- 4
- Bathrooms
- 3
- Living area
- 1,992 sqft
- Heating
- Central, Electric
- Cooling
- Central Air, Wall/Window Unit(s)
- Flooring
- Wood
- Stories
- 3
- Features
- Cathedral Ceiling(s), Eat-in Kitchen, Elevator, High Ceilings, Living Room/Dining Room Combo, Open Floorplan…
- Appliances
- Dishwasher, Disposal, Dryer, Electric Water Heater, Ice Maker, Microwave…
Exterior & lot
- Lot size
- 3,838 sqft (0.08 ac)
- Roof
- Shingle
- Construction
- Vinyl Siding, Frame
- Exterior
- Balcony
Parking
- Garage
- 2 spaces
Financial
- Annual tax
- $11,723 (2025)
- Price / sqft
- $602/sqft
Utilities
- Water
- Public
- Sewer
- Public Sewer
- Utilities
- Cable Connected, Electricity Connected, Fire Hydrant, Sewer Connected, Water Connected
Property
- Property type
- Single Family
- Year built
- 2011
- Subdivision
- BOCA CEIGA PARK
- County
- Pinellas
Assigned schools
- Elementary
- Gulfport Elementary-PN
- Middle
- Azalea Middle-PN
- High
- Boca Ciega High-PN
Listing
- Status
- Active
- Days on market
- 2 days
- MLS #
- MFR811104022
- Source
- Stellar MLS
Listed by John Blevins · GENSTONE REALTY
Listing data provided by Stellar MLS. Information deemed reliable but not guaranteed.
Estimate your monthly cost
PITI + HOAEstimated monthly payment$7,045/mo
- Principal & interest
- $6,068/mo
- Property tax
- $977/mo
- Home insurance
- Left out until you enter a quote
Opens at 20% down over 30 years at 6.5%, the same assumptions as the answers below. Property tax is this listing's own 2025 bill. Insurance is left out until you enter a quote, because Florida premiums turn on roof age, elevation and carrier. Every field is editable.
Ask about this property
Answered from this listing’s own figures and the sales around it.
Similar homes nearby
Homes for sale in GULFPORT within the same price band.
Price history
From the property’s MLS record.
| Date | Event | Price | Change |
|---|---|---|---|
| Sep 19, 2026 | Listed | $1,200,000 | — |
Neighbourhood
The schools below come from the MLS record for this home. Walking, transit and cycling figures for GULFPORT, FL are not connected yet, so this page does not show them.
Elementary school
Gulfport Elementary-PN
Assigned school from the MLS record
Middle school
Azalea Middle-PN
Assigned school from the MLS record
High school
Boca Ciega High-PN
Assigned school from the MLS record
Frequently asked questions
What would 5433 ESSEX AVENUE, GULFPORT cost per month?
About $7,045 a month: $6,068 principal and interest, $977 property tax. That assumes 20% down at 6.5% over 30 years, and leaves out insurance.
Is 5433 ESSEX AVENUE, GULFPORT priced fairly?
Comparable homes nearby put it between $808,642 and $930,374, with $869,508 in the middle. Those are asking prices, not closed sales: 8 properties of the same type within three miles, each within 20% of this one's size and a bedroom either way, at a median of $437 a square foot.
How does 5433 ESSEX AVENUE, GULFPORT compare to nearby homes?
8 comparable properties within three miles. The nearest: 3101 BEACH BOULEVARD, GULFPORT, FL at $1,250,000, 2,160 sq ft, 0.06 miles away; 3020 CLINTON STREET, GULFPORT, FL at $1,190,000, 1,824 sq ft, 0.16 miles away; 2704 57TH STREET, GULFPORT, FL at $1,049,000, 2,384 sq ft, 0.38 miles away.
How long has 5433 ESSEX AVENUE, GULFPORT been on the market?
1 day on the market.
Has the price of 5433 ESSEX AVENUE, GULFPORT changed?
The price has not moved since it was listed.
How big is 5433 ESSEX AVENUE, GULFPORT?
4 bed, 3 bath, 1,992 square feet. That is $602 a square foot.
What year was 5433 ESSEX AVENUE, GULFPORT built?
Built in 2011.
What is the HOA fee at 5433 ESSEX AVENUE, GULFPORT?
The feed lists no association fee for this property.
What are the property taxes at 5433 ESSEX AVENUE, GULFPORT?
Property tax works out to about $977 a month, $11,723 a year, on the 2025 assessment.
Is 5433 ESSEX AVENUE, GULFPORT still available?
It is still on the market.