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$1,300,000
78 Days On Site

5429 ESSEX AVENUE S
GULFPORT, FL 33707

For Sale|Single Family Residence|Active
4
Beds
3
Total Baths
3
Full Baths
2,340
SqFt
$556
/SqFt
2012
Built
Subdivision:
BOCA CEIGA PARK
County:
Pinellas

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5429 ESSEX AVENUE S5429 ESSEX AVENUE S5429 ESSEX AVENUE S5429 ESSEX AVENUE S
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Waterfront-Turnkey-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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Listing Snapshot
Price 
$1,300,000
Days On Site 
78 Days
Bedrooms 
4
Inside Area (SqFt) 
2,340 sqft
Total Baths 
3
Full Baths 
3
Partial Baths 
N/A
Lot Size 
0.09 Acres
Year Built 
2012
MLS® Number 
TB8457726
Status 
Active
Property Tax 
$14,749.4
HOA/Condo/Coop Fees 
N/A
Sq Ft Source 
Public Records
Friends & Family
Recent Activity
a week agoListing updated with changes from the MLS®
3 months agoListing first seen on site
General Features
Acres 
0.09
Attached Garage 
Yes
Direction Faces 
South
Energy Features 
Solar
Foundation 
Slab
Garage 
Yes
Garage Spaces 
2
Levels 
Three Or More
Number Of Stories 
3
Parking 
Alley AccessAttached
Property Sub Type 
Single Family Residence
Sewer 
Public Sewer
SqFt Total 
4148
Style 
Key West
Utilities 
Electricity ConnectedSewer ConnectedWater Connected
Water Source 
Public
Interior Features
Appliances 
CooktopDishwasherDisposalDryerElectric Water HeaterExhaust FanMicrowaveRangeRefrigeratorWasher
Cooling 
Central Air
Flooring 
TileWood
Furnished 
Unfurnished
Heating 
Central
Interior 
ElevatorOpen FloorplanStone CountersWalk-In Closet(s)
Laundry Features 
Laundry Room
Window Features 
Blinds
Bathroom 2 
Dimensions - 15.3x12.1Level - ThirdFeatures - Ceiling Fan(s)
Bedroom 3 
Dimensions - 15.3x9.1Level - Third
Bedroom 4 
Dimensions - 12.3x9.8Level - Second
Kitchen 
Dimensions - 12.6x12.2Level - SecondFeatures - Granite Counters
Living Room 
Dimensions - 14.3x13.4Level - SecondFeatures - Ceiling Fan(s)
Master Bedroom 
Dimensions - 16.2x12.2Level - Third
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Exterior Features
Construction Details 
BlockCement Siding
Exterior 
BalconyStorage
Fencing 
Vinyl
Lot Features 
Near Golf Course
Roof 
MetalShingle
View 
Water
Waterview 
Water
Windows/Doors 
Blinds
Community Features
Financing Terms Available 
CashConventional
MLS Area 
33707 - St Pete/South Pasadena/Gulfport/St Pete Bch
Roads 
Paved
Township 
31
Schools
School District
Unknown
Elementary School
Gulfport Elementary-PN
Middle School
Azalea Middle-PN
High School
Boca Ciega High-PN
Listing courtesy of KELLER WILLIAMS ST PETE REALTY (727) 460-0060



Listing information is provided by Participants of the Stellar MLS. IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. Properties displayed may be listed or sold by various participants in the MLS Copyright 2026, Stellar MLS.
Last checked: 2026-06-04 10:46 AM EDT

Neighborhood & Commute
Source: Walkscore
Disclosure: Community information and market data powered by Constellation Data Labs. Information is deemed reliable but not guaranteed.
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