Property
ActiveResidential
1/51
$1,300,000

5429 ESSEX AVENUE

Gulfport, FL 33707
4
Beds
3
Baths
2,340
SqFt
0.09
Acres
STELLAR
#TB8457726
Updated: Jun 12, 2026, 8:53pm

Property Description

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.
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Included Appliances
CooktopDishwasherDisposalDryerElectric Water HeaterExhaust FanMicrowaveRangeRefrigeratorWasher

Property Details

Highlights
View
Yes
Interior
Appliances
CooktopDishwasherDisposalDryerElectric Water HeaterExhaust FanMicrowaveRangeRefrigeratorWasher
Bathrooms Total Decimal
3
Building Area Total
4148
Cooling
Central Air
Flooring
TileHardwood
Furnished
Unfurnished
Heating
Central
Interior Features
ElevatorOpen FloorplanPrimaryBedroom UpstairsSolid Surface CountersSolid Wood CabinetsStone CountersWalk-In Closet(s)
Laundry Features
Laundry Room
Living Area
2340
Rooms Total
6
Window Features
Blinds
Construction
Architectural Style
Key West
Building Area Source
Public Records
Building Area Units
Square Feet
Construction Materials
BlockCement Siding
Direction Faces
South
Foundation Details
Slab
Levels
Three Or More
Living Area Source
Public Records
Living Area Units
Square Feet
Roof
MetalShingle
Stories Total
3
Year Built
2012
Site & Exterior
Covered Spaces
2
Electric
Photovoltaics Seller Owned
Exterior Features
BalconyFrench DoorsSidewalkStorage
Fencing
Vinyl
Flood Zone Code
AE
Garage Spaces
2
I D X Participation
Yes
Lot Features
Flood Insurance RequiredHistoric DistrictNear Golf CourseNear Marina
Lot Size Acres
0.09
Lot Size Area
3833
Lot Size Dimensions
40 x 95
Lot Size Square Feet
3833
Lot Size Units
Square Feet
Parking Features
Alley Access
Public Survey Range
16
Public Survey Section
33
Road Surface Type
Paved
Sewer
Public Sewer
Total Acreage
0 to less than 1/4
Utilities
Electricity ConnectedSewer ConnectedWater Connected
View
Water
Water Source
Public
Water View
Yes
Financials
Calculated List Price By Calculated Sq Ft
555.56
Contract Status Change Date
2026-03-17
Current Price
1300000
Feed Types
BBO
Lease Considered
Yes
Minimum Lease
1-7 Days
Owner Name
JAMES BRADLEY WILSON
Ownership
Fee Simple
Parcel Number
333116096120040130
Public Survey Township
31
Solar Panel Ownership
Owned Outright
Tax Annual Amount
14749.4
Tax Block
D
Tax Book Number
3-24
Tax Legal Description
BOCA CEIGA PARK BLK D, LOT 13
Tax Lot
13
Tax Year
2024

Neighborhood & Lifestyle

Community & Association
Additional Lease Restrictions
Confirm with City/County
Lease Restrictions
Yes
M L S Area Major
33707 - St Pete/South Pasadena/Gulfport/St Pete Bch
Subdivision Name
BOCA CEIGA PARK
Schools
Ratings
Elementary
Gulfport Elementary-PN
Middle
Azalea Middle-PN
High
Boca Ciega High-PN
Listing provided courtesy of STELLAR via IDX. Updated: Jun 12, 2026, 8:53pm.
Tricia Dooley

Listing Agent

KELLER WILLIAMS ST PETE REALTY

Call Agent