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.
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
Price:
$1,300,000
MLS #:
TB8548759
Status:
Active
Beds:
3
Baths:
3
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
BOCA CEIGA PARK
Neighborhood:
33707stpetesouthpasadenagulfportstpetebch
Listed Date:
Sep 18, 2026
Finished Sq Ft:
3,051
Total Sq Ft:
4,572
Lot Size:
4,330 sqft / 0.10 acres (approx)
Year Built:
2014
See this Listing
Schools
Elementary School:
Gulfport Elementary-PN
Middle School:
Thurgood Marshall Fund-PN
High School:
Boca Ciega High-PN
Interior
Appliances
Built-In Oven, Cooktop, Dishwasher, Disposal, Dryer, Microwave, Refrigerator, Tankless Water Heater, Washer, Whole House R.O. System
Bathrooms
3 Full Bathrooms
Cooling
Central Air, Mini-Split Unit(s), Zoned
Flooring
Engineered Hardwood
Heating
Central, Electric, Zoned
Interior Features
Cathedral Ceiling(s), Ceiling Fan(s), Eating Space In Kitchen, Elevator, High Ceilings, Living Room/Dining Room Combo, Solid Wood Cabinets, Stone Counters, Walk-In Closet(s), Window Treatments
Laundry Features
Inside, Laundry Room
Levels
Three Or More
Exterior
Architectural Style
Coastal
Association Amenities
Pickleball Court(s)
Attached Garage YN
1
Community Features
Community Boat Ramp, Dock, Fishing, Public Boat Ramp, Water Access, Waterfront, Dog Park, Golf Carts OK, Park, Playground, Sidewalks, Tennis Court(s)
Construction Materials
Block, Stucco
Covered Spaces
2
Direction Faces
West
Exterior Features
Balcony, French Doors, Lighting, Sidewalk, Storage
Fencing
Vinyl
Garage Spaces
2
Lot Features
Corner Lot
Open Parking YN
1
Parking Features
Driveway, Ground Level
Patio And Porch Features
Covered, Patio, Wrap Around
Roof
Metal
View
Park/Greenbelt, Water
Waterfront Features
Waterfront
Window Features
Storm Window(s), Window Treatments
Financial
Tax Year
2025
Taxes
$16,841
Map
Community
- Address5417 ESSEX AVENUE S GULFPORT FL
- SubdivisionBOCA CEIGA PARK
- CityGULFPORT
- CountyPinellas
- Zip Code33707
Subdivisions in GULFPORT
- 76392
- 78BURNS F J REALTY COS REV
- ARDMORE HEIGHTS
- BAY ESTATES
- BAY VIEW PARK SEC P
- BAYWOOD
- BAYWOOD SUB
- BAYWOOD SUB 1ST ADD
- BEACHWALK CONDO GULFPORT
- BEACHWAY PARK INC M/H UNREC
- BLACKBERRY PARK
- BOCA CEIGA PARK
- BOCA CIEGA ESTATES
- BOCA CIEGA PARK
- BRUNSON-DOWELL SUB 1
- BURNS F J REALTY COS REV
- CHASE & HOWARDS SUB REV
- CURNS W J SUB
- GOLDEN GLOW GROVE ESTATES 1ST ADD
- GOLFVIEW I CONDO
- GOLFVIEW II CONDO
- GULF GROVE
- GULFPORT ESTATES
- GULFPORT HARBOR 1ST ADD
- GULFPORT HARBOR 2ND ADD
- GULFPORT SUB
- HAYNSWORTH HEIGHTS
- HEMPSTEAD ANNEX 1
- HORNERS REP
- HOYTS A A SUB
- JENKINS & BERLS REP
- KIPP’S COLONY ESTATES AT PASADENA YACHT/COUNTRY CL
- KIPPS COLONY AT PASADENA YACHT/CNTRY CLUB
- KIPPS COLONY ESTATES AT PASADENA YACHT/COUNTRY CL
- LAKE BUTLER VILLA COS ADD
- PARK VIEW HEIGHTS
- PASADENA ESTATES
- PASADENA ESTATES SEC C
- PASADENA ESTATES SEC D
- PASADENA ESTATES SEC F
- PASADENA ESTATES SEC G
- PASADENA ESTATES SEC H
- PASADENA ESTATES SECTION C
- PASADENA GARDENS GULFVIEW SEC
- PASADENA GOLF CLUB ESTATES SEC 1
- PASADENA GOLF CLUB ESTATES SEC 4
- PASADENA HEIGHTS
- PASADENA HGTS
- PELICAN BAY YACHT CLUB CONDO
- PELICAN BAY YACHT CLUB CONDO BLDG A
- PELICAN BAY YACHT CLUB CONDO BLDG B
- PINE GROVE
- ROGERS-SCOTT SUB
- ROYAL PALM VILLAGES
- SKIMMER POINT PH II
- SKIMMER POINT PH III
- STAMMS REP
- TANGERINE BUS CENTER SUB
- TORRES ADD SUB OF LT 5
- TOWN SHORES OF GULFPORT
- VETERAN CITY
- VETERAN PARK
- VILLA DE MARIA
- VILLA ROBLE APARTMENTS
- VILLAS DEL VERDE
- WATERVIEW PARK SEC 1
- WILSON HEIGHTS
Market Summary
Current real estate data for Single Family in GULFPORT as of Sep 19, 2026
74
Single Family Listed
153
Avg DOM
413
Avg $ / SqFt
$888,757
Avg List Price
Property Summary
- Located in the BOCA CEIGA PARK subdivision, 5417 ESSEX AVENUE S GULFPORT FL is a Single Family for sale in GULFPORT, FL, 33707. It is listed for $1,300,000 and features 3 beds, 3 baths, and has approximately 3,051 square feet of living space, and was originally constructed in 2014. The current price per square foot is $426. The average price per square foot for Single Family listings in GULFPORT is $413. The average listing price for Single Family in GULFPORT is $888,757. To schedule a showing of MLS#tb8548759 at 5417 ESSEX AVENUE S in GULFPORT, FL, contact your CENTURY 21 Carioti agent at 800-783-8847.
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Courtesy of GENSTONE REALTY. Disclaimer: All data relating to real estate for sale on this page comes from the Broker Reciprocity (BR) of the Orlando/Tampa – FL. Detailed information about real estate listings held by brokerage firms other than CENTURY 21 Carioti include the name of the listing broker. Neither the listing company nor CENTURY 21 Carioti shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. The Broker providing this data believes it to be correct, but advises interested parties to confirm any item before relying on it in a purchase decision. Copyright 2026. Orlando/Tampa – FL. All rights reserved. 5417 ESSEX AVENUE S
GULFPORT, FL

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