5429 ESSEX AVENUE S | Gulfport

$1,210,000 | 4 Beds | 3 Baths (3 Full) | 2,340 Sq. Ft.

JUST REDUCED $90,000! Exceptional Value Meets Income-Producing Potential in Gulfport's Historic Waterfront District. A rare opportunity to own a fully furnished, Key West-inspired coastal retreat offering short-term vacation rental potential, breathtaking Boca Ciega Bay views, and one of the most walkable locations in Gulfport's Historic Art District. Whether you're searching for a high-performing Airbnb/VRBO investment, second home, or full-time waterfront residence, this turnkey property delivers an unmatched combination of lifestyle, luxury, and exceptional value. Just steps from Gulfport's charming downtown, you'll enjoy award-winning restaurants, art galleries, boutique shopping, waterfront parks, marinas, live entertainment, and the beloved Tuesday Fresh Market. This is Florida coastal living at its finest. Designed to maximize indoor-outdoor living, the home features multiple private balconies and expansive outdoor entertaining spaces overlooking Veterans Park and Boca Ciega Bay—perfect for morning coffee, sunset cocktails, or simply soaking in the waterfront atmosphere. Inside, an open-concept floor plan is filled with natural light and thoughtfully designed for entertaining. The gourmet kitchen showcases stone countertops, abundant cabinetry, generous prep space, and premium finishes that make hosting effortless. The luxurious primary suite offers a peaceful retreat with a professionally designed walk-in closet and a spa-inspired ensuite featuring dual vanities, a whirlpool soaking tub, and an oversized walk-in shower. Two additional guest bedrooms each enjoy private balconies with beautiful water views and refreshing coastal breezes. Built for long-term durability and low-maintenance ownership, this exceptional home includes an elevator, impact-rated windows, Hardie plank siding, Trex decking, synthetic turf landscaping, and a whole-home solar system that helps keep utility costs remarkably low. The oversized two-car garage offers abundant storage for vehicles, kayaks, paddleboards, golf carts, bicycles, and all your beach gear. Located just minutes from Downtown St. Petersburg, award-winning Gulf beaches, championship golf, marinas, and Tampa Bay's premier attractions, this move-in-ready residence is equally suited as a luxury primary home, seasonal escape, or income-producing investment. With a recent $90,000 price improvement, this is an exceptional opportunity to own one of Gulfport's premier waterfront homes at an incredible new value. Schedule your private showing today. StellarMLS TB8457726

Directions to property: From I-275, take Exit 19 for 22nd Ave S and head west. Continue on 22nd Ave S, then turn left onto 49th St S. Head south and turn right onto Gulfport Blvd S (FL-682). Continue west, then turn left onto 55th St S. Turn right onto Essex Ave S and continue to 5429 Essex Ave S, which will be on your right. Please note parking is limited on Essex so you may need to park in the back.

MLS Listing ID: 
StellarMLS TB8457726
Basic Property Information
Fields containing basic information about the property.
Property Type: 
Residential
Property Sub Type: 
Single Family Residence
Primary Market Area: 
Gulfport
Address: 
5429 ESSEX AVENUE S, Gulfport, FL 33707, US
County: 
Pinellas
Community Information
Elementary: 
Gulfport Elementary-PN
Middle: 
Azalea Middle-PN
High: 
Boca Ciega High-PN
Subdivision: 
BOCA CEIGA PARK
Building Details
Details about the building on a property.
Architectural Style: 
Key West
Year Built: 
2012
New Construction: 
0
Living Area: 
2,340
Interior: 
Elevator, Open Floorplan, Solid Surface Counters, Solid Wood Cabinets, Stone Counters, Walk-In Closet(s)
Construction
Construction Materials: 
Block, Cement Siding
Foundation Details: 
Slab
Roof: 
Metal, Shingle
Exterior Features: 
Balcony, French Doors, Sidewalk, Storage
Room Details
Details about the rooms in the building.
Total Rooms: 
6
Total Bedrooms: 
4
Total Bathrooms: 
3
Total Full-Bathrooms: 
3
Total Half-Bathrooms: 
0
Utilities
Information about utilities available on the property.
Heating System: 
Central
Cooling System: 
Central Air
Water Source: 
Public
Sewer: 
Public Sewer
Lot/Land Details
Details about the lots and land features included on the property.
Acres: 
0.09
Lot Size (Area): 
3,833
Lot Size (Dimensions): 
40 x 95
View: 
Water
Waterfront: 
0
Lot Features
Parking Type: 
Alley Access
Fence: 
Vinyl
Public Record
Parcel Number: 
333116096120040130
Annual Tax: 
$14,749.40
Listing Dates
Dates involved in the transaction.
Listing Entry Date/Time: 
12/19/2025
Listing Participants
Participants (agents, offices, etc.) in the transaction.
Listing Agent Name: 
Tricia Dooley
Listing Office Name: 
KELLER WILLIAMS ST PETE REALTY