$1,200,000
 $6,442 est/mo Sourced by Back At You

5433 Essex Ave S,GULFPORT, FL 33707

GULFPORT, FL 33707

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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.

Details

MLS #TB8548763
Listing TypeFor Sale
StyleHouse
Sub-TypeFor-sale
StatusActive
Year2011
Days On Site39
Listing Provided ByGENSTONE REALTY | John Frankli Blevins

Features

Bed(s)4
Bath(s) 3 Total
SQ Feet1,992
Garage2
Story(s)3
ZoningSFR
Acreage0.08
Property ViewGulf, Ocean - Partial

Taxes

Property11723

Area Information

StateFL
CountyPinellas
CityGULFPORT
Zip Code33707
Area33707 St Pete | South Pasadena | Gulfport | St Pete Bch
Community NameBOCA CEIGA PARK
School DistrictBoca Ciega High-PN
Elementary SchoolGulfport Elementary-PN
High SchoolBoca Ciega High-PN
Listing VS Median (in BOCA CEIGA PARK)
Price:
$1,200,000
low | high
Med:
$444,000
100% of Average
sqft:
1,992
low | high
Med:
1,200
89.759036144578% of Average
$ / sqft:
$602
low | high
Med:
$370
88.58% of Average
On site:
39
low | high
Med:
404
9.653465346535% of Average
Sourced by Back At You

Market Activity 33707

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 Listings courtesy of Stellar MLS as distributed by MLS GRID.Based on information submitted to the MLS GRID as of October 28, 2026 at 8:31:48 AM PDT 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. The Digital Millennium Copyright Act of 1998, 17 U.S.C. § 512 (the “DMCA”) provides recourse for copyright owners who believe that material appearing on the Internet infringes their rights under U.S. copyright law. If you believe in good faith that any content or material made available in connection with our website or services infringes your copyright, you (or your agent) may send us a notice requesting that the content or material be removed, or access to it blocked. Notices must be sent in writing by email to DMCAnotice@MLSGrid.com. “The DMCA requires that your notice of alleged copyright infringement include the following information: (1) description of the copyrighted work that is the subject of claimed infringement; (2) description of the alleged infringing content and information sufficient to permit us to locate the content; (3) contact information for you, including your address, telephone number and email address; (4) a statement by you that you have a good faith belief that the content in the manner complained of is not authorized by the copyright owner, or its agent, or by the operation of any law; (5) a statement by you, signed under penalty of perjury, that the information in the notification is accurate and that you have the authority to enforce the copyrights that are claimed to be infringed; and (6) a physical or electronic signature of the copyright owner or a person authorized to act on the copyright owner’s behalf. Failure to include all of the above information may result in the delay of the processing of your complaint.

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Learn More About This Property

StateFL
CountyPinellas
CityGULFPORT
Zip Code33707
Area33707 St Pete | South Pasadena | Gulfport | St Pete Bch
Community NameBOCA CEIGA PARK
School DistrictBoca Ciega High-PN
Elementary SchoolGulfport Elementary-PN
High SchoolBoca Ciega High-PN
Listing VS Median (in BOCA CEIGA PARK)
Price:
$1,200,000
low | high
Med:
$444,000
100% of Average
sqft:
1,992
low | high
Med:
1,200
89.759036144578% of Average
$ / sqft:
$602
low | high
Med:
$370
88.58% of Average
On site:
39
low | high
Med:
404
9.653465346535% of Average
Sourced by Back At You
Listing Updated: October 19, 2026 at 11:15:42 PM PDT
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