Front elevation - 5417 ESSEX AVE S, GULFPORT
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Balcony deck - 5417 ESSEX AVE S, GULFPORT
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Rear Patio - 5417 ESSEX AVE S, GULFPORT
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28 photos

$1,300,000

5417 ESSEX AVE S
GULFPORT, FL 33707
Listed by John Blevins · GENSTONE REALTY
Bedrooms
3
Bathrooms
3
Living area
3,051 sqft
Year built
2014

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 3 bedrooms, 3 bathrooms, and 3,051 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, and a whole-house reverse osmosis system 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, 5417 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.

Property details

MLS #
MFRTB8548759
Property type
Single Family Residence
Subdivision
BOCA CEIGA PARK
Status
Active
Days on market
4
On market date
September 18, 2026
Stories
N/A
Total bathrooms
3
Garage spaces
2
Parking spaces
N/A
Lot size
0.1 acres
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Nearby schools

Within 10 miles · public school directory data (NCES)

Elementary
GULFPORT MONTESSORI ELEMENTARY SCHOOL
0.85 mi away · Grades -1-5
Nearest school -- attendance-zone data not available here
4.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
512
Student:teacher ratio
14.6:1
District
PINELLAS
Middle
THURGOOD MARSHALL FUNDAMENTAL
1.45 mi away · Grades 6-8
Nearest school -- attendance-zone data not available here
2.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
906
Student:teacher ratio
20.1:1
District
PINELLAS
High
DISSTON ACADEMY
1.53 mi away · Grades 5-12
Nearest school -- attendance-zone data not available here
5.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
124
Student:teacher ratio
11.3:1
District
PINELLAS

Walkability

Blended score for GULFPORT's center: EPA's National Walkability Index (street network, transit, land-use mix) combined with nearby-amenity density. 60% EPA National Walkability Index + 40% nearby-amenity density (Google Places).

86
Highly walkable
out of 100
EPA National Walkability Index
16.5 / 20 -- Most walkable
Nearby-amenity density
90 / 100
Restaurants & cafes20
Grocery stores2
Parks12
Schools12
Transit stops20
Pharmacies4

Mortgage calculator

Estimate only - actual rate and payment depend on your lender, credit, and loan program.

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Est. monthly payment
$7,979/mo
$260,000 down
$1,040,000 loan
Principal & interest$6,745
Property tax (est.)$1,083
Home insurance (est.)$150

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Data source: Listing information provided by Stellar MLS (mfrmls) via Trestle/CoreLogic. Last updated 4 days ago.

Information herein deemed reliable but not guaranteed; all measurements, school assignments, HOA fees, taxes, and feature lists are approximate and should be independently verified. Equal Housing Opportunity.