Ad #6314496
MLS #TB8548763
Welcome to a turnkey, income-producing coastal retreat in the
5433 ESSEX Ave S, Gulfport, FL 33707
$1,200,000
4Beds
3Baths
1,992Sqft
0.08Acres
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.
Property Features
4 Beds
3 Baths
1,992 Sqft
Built in 2011
0.08 Acres
3 Stories
Oversize
Siding: Vinyl Siding, Frame
Shingle Roof
Electric (Heating), Central
$11,723 / yr property tax
Pinellas County
BOCA CEIGA PARK Community
Additional Photos
Contact Information
John Blevins
GenStone Realty
443-250-1837
Location
Listing Agent: John Blevins 443-250-1837
Broker: GenStone Realty 312-471-2739 Listing Site
Copyright © 2026 Stellar MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.
Broker: GenStone Realty 312-471-2739 Listing Site
Copyright © 2026 Stellar MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.
BarrierFreeHome.com
Printed Sep 26, 2026
Photo Gallery
$1,200,000
4
Beds
3
Baths
1,992
Sqft
5433 ESSEX Ave S, Gulfport, FL 33707
By contacting this agent you agree to these Terms and Conditions.
MLS# TB8548763
Open House: Sun Sep 27, 11-1pm
$1,200,000
5433 ESSEX Ave S, Gulfport, FL 33707
4
Beds
3
Baths
1,992
Sqft
0.08
Acres
$1,200,000
5433 ESSEX Ave S, Gulfport, FL 33707
4 Beds
3 Baths
1,992 Sqft
0.08 Acres
Accessibility Features
Accessible Elevator Installed
Welcome to a turnkey, income-producing coastal retreat in the
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.
6 days
on BarrierFreeHome.com
17
views
0
saves
Property Details
HOME DETAILS
4 Beds
3 Baths
1,992 Sqft
Built in 2011
0.08 Acres
3 Stories
EXTERIOR
Oversize
Siding: Vinyl Siding, Frame
Shingle Roof
INTERIOR
Electric (Heating), Central
FINANCIAL & COMMUNITY
$11,723 / yr property tax
Pinellas County
BOCA CEIGA PARK Community
See More Details
Location
Mortgage Calculator
Ad Statistics
Ad Number
6314496
Viewed
17 times
Listing Status
Active
Added
Sep 19, 2026
Last Refreshed
Sep 26, 2026 01:56:58 AM
Listing Information
Data Source
Stellar MLS
Source Property ID
TB8548763
Listing Agent: John Blevins 443-250-1837
Broker: GenStone Realty 312-471-2739 Listing Site
Copyright © 2026 Stellar MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.
Broker: GenStone Realty 312-471-2739 Listing Site
Copyright © 2026 Stellar MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.
Request Information
Start advertising today
Explore options for real estate agents and homeowners advertising on BarrierFreeHome.com
Sell Your Home
Explore Similar Properties
