Ad #6339347
MLS #TB8548759
Welcome to a turnkey, income-producing coastal retreat in the
5417 ESSEX Ave S, Gulfport, FL 33707
$1,300,000
3Beds
3Baths
3,051Sqft
0.1Acres
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 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 Features
3 Beds
3 Baths
3,051 Sqft
Built in 2014
0.1 Acres
3 Stories
Driveway
Siding: Block, Stucco
Metal Roof
Electric (Heating), Zoned, Central
$16,841 / 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
$1,300,000
3
Beds
3
Baths
3,051
Sqft
5417 ESSEX Ave S, Gulfport, FL 33707
By contacting this agent you agree to these Terms and Conditions.
MLS# TB8548759
Open House: Sun Sep 27, 11-1pm
$1,300,000
5417 ESSEX Ave S, Gulfport, FL 33707
3
Beds
3
Baths
3,051
Sqft
0.1
Acres
$1,300,000
5417 ESSEX Ave S, Gulfport, FL 33707
3 Beds
3 Baths
3,051 Sqft
0.1 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 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.
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Property Details
HOME DETAILS
3 Beds
3 Baths
3,051 Sqft
Built in 2014
0.1 Acres
3 Stories
EXTERIOR
Driveway
Siding: Block, Stucco
Metal Roof
INTERIOR
Electric (Heating), Zoned, Central
FINANCIAL & COMMUNITY
$16,841 / yr property tax
Pinellas County
BOCA CEIGA PARK Community
See More Details
Location
Mortgage Calculator
Ad Statistics
Ad Number
6339347
Viewed
16 times
Listing Status
Active
Added
Sep 18, 2026
Last Refreshed
Sep 26, 2026 01:56:58 AM
Listing Information
Data Source
Stellar MLS
Source Property ID
TB8548759
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.
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