Short-Term Rental investment opportunity in the heart of Gulfport’s Historic Art District! This fully furnished, Key West-inspired coastal retreat offers short-term vacation rental potential, breathtaking Boca Ciega Bay views, and an unbeatable walkable location just steps from downtown Gulfport’s restaurants, galleries, waterfront parks, nightlife, and popular Tuesday Farmers Market. Whether you’re seeking a high-performing Airbnb/VRBO property, second home, or full-time waterfront residence, this exceptional home delivers the perfect combination of lifestyle and income-producing potential. Guests and owners alike will love the private outdoor living spaces with panoramic water views overlooking Veteran’s Park—ideal for morning coffee, sunset cocktails, and entertaining in true Florida style. Inside, coastal elegance meets modern luxury with an open-concept layout designed for comfort and hosting. The gourmet kitchen features stone countertops, extensive cabinetry, abundant storage, and premium finishes perfect for entertaining vacation guests or everyday living. The luxurious primary suite serves as a private sanctuary with a professionally designed walk-in closet system and a spa-inspired ensuite bath complete with a whirlpool tub, dual vanities, and oversized enclosed shower. The third floor features private outdoor decks off the primary, second, and third bedrooms, offering incredible sunset views and refreshing coastal breezes that make Gulfport one of Tampa Bay’s most beloved waterfront communities. Built for durability, efficiency, and low-maintenance ownership, the home includes an elevator, impact-rated windows, Hardie plank siding, Trex decking, turf landscaping, and a whole-home solar system for significantly reduced electric costs. The oversized two-car garage provides ample room for vehicles, kayaks, jet skis, beach gear, or additional owner storage. Located just minutes from Downtown St. Petersburg, award-winning Gulf beaches, marinas, and Tampa Bay attractions, this rare turnkey short-term rental property is ready to generate income immediately while offering an incredible waterfront lifestyle. Opportunities like this in Gulfport’s Historic Waterfront District are exceptionally rare.
Property Details
Price:
$1,300,000
MLS #:
TB8457726
Status:
Active
Beds:
4
Baths:
3
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
BOCA CEIGA PARK
Neighborhood:
33707stpetesouthpasadenagulfportstpetebch
Listed Date:
Mar 17, 2026
Finished Sq Ft:
2,340
Total Sq Ft:
4,148
Lot Size:
3,833 sqft / 0.09 acres (approx)
Year Built:
2012
See this Listing
Schools
Elementary School:
Gulfport Elementary-PN
Middle School:
Azalea Middle-PN
High School:
Boca Ciega High-PN
Interior
Appliances
Cooktop, Dishwasher, Disposal, Dryer, Electric Water Heater, Exhaust Fan, Microwave, Range, Refrigerator, Washer
Bathrooms
3 Full Bathrooms
Cooling
Central Air
Flooring
Tile, Hardwood
Heating
Central
Interior Features
Elevator, Open Floorplan, PrimaryBedroom Upstairs, Solid Surface Counters, Solid Wood Cabinets, Stone Counters, Walk-In Closet(s)
Laundry Features
Laundry Room
Levels
Three Or More
Exterior
Architectural Style
Key West
Attached Garage YN
1
Construction Materials
Block, Cement Siding
Covered Spaces
2
Direction Faces
South
Exterior Features
Balcony, French Doors, Sidewalk, Storage
Fencing
Vinyl
Garage Spaces
2
Lot Features
Flood Insurance Required, Historic District, Near Golf Course, Near Marina
Parking Features
Alley Access
Roof
Metal, Shingle
View
Water
Window Features
Blinds
Financial
Tax Year
2024
Taxes
$14,749
Map
Community
- Address5429 ESSEX AVENUE S GULFPORT FL
- SubdivisionBOCA CEIGA PARK
- CityGULFPORT
- CountyPinellas
- Zip Code33707
Subdivisions in GULFPORT
- 76392
- 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 ESTATES REP
- BOCA CIEGA PARK
- BRUNSON-DOWELL SUB 1
- BURNS F J REALTY COS REV
- CARTER & BOYLES SUB
- CHASE & HOWARDS SUB REV
- CURNS W J SUB
- GOLFVIEW I CONDO
- GOLFVIEW II CONDO
- GULF GROVE
- GULFPORT HARBOR 1ST ADD
- GULFPORT HARBOR 1ST ADD BLK A, LOT 7
- GULFPORT HARBOR 2ND ADD
- GULFPORT HARBOR SUB
- GULFPORT SUB
- HARRIS & RICE SUB
- HAYNSWORTH HEIGHTS
- HEMPSTEAD
- HEMPSTEAD ANNEX 1
- HEMPSTEAD ANNEX 2
- 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 AT PASADENA YACHT/CTRY CLUB II CONDO
- 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 ESTATES AT SKIMMER POINT PH I
- PELICAN BAY YACHT CLUB CONDO
- PELICAN BAY YACHT CLUB CONDO BLDG A
- PELICAN BAY YACHT CLUB CONDO BLDG B
- PINE GROVE
- PY & CC MARINA CONDO
- ROGERS-SCOTT SUB
- ROYAL PALM VILLAGES
- SKIMMER POINT PH I
- SKIMMER POINT PH II
- SKIMMER POINT PH III
- STAMMS REP
- TORRES ADD SUB OF LT 5
- TOWN SHORES GULFPORT
- TOWN SHORES OF GULFPORT
- VETERAN CITY
- VETERAN PARK
- VILLA DE MARIA
- VILLA ROBLE APARTMENTS
- VILLAS DEL VERDE
- WATERVIEW PARK SEC 1
- WATERVIEW PARK SEC 2
- WILSON HEIGHTS
Market Summary
Current real estate data for Single Family in GULFPORT as of Jun 19, 2026
108
Single Family Listed
136
Avg DOM
397
Avg $ / SqFt
$775,761
Avg List Price
Property Summary
- Located in the BOCA CEIGA PARK subdivision, 5429 ESSEX AVENUE S GULFPORT FL is a Single Family for sale in GULFPORT, FL, 33707. It is listed for $1,300,000 and features 4 beds, 3 baths, and has approximately 2,340 square feet of living space, and was originally constructed in 2012. The current price per square foot is $556. The average price per square foot for Single Family listings in GULFPORT is $397. The average listing price for Single Family in GULFPORT is $775,761. To schedule a showing of MLS#tb8457726 at 5429 ESSEX AVENUE S in GULFPORT, FL, contact your CENTURY 21 Carioti agent at 800-783-8847.
Similar Listings Nearby
Courtesy of KELLER WILLIAMS ST PETE 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. 5429 ESSEX AVENUE S
GULFPORT, FL
