5429 ESSEX AVENUE S, GULFPORT, FL 33707

$1,210,0004 Beds3 Baths2,340 Sq. Ft.$517 / sq. ft.

GULFPORT, FL 33707 · MLS# TB8457726 · Active · BOCA CEIGA PARK

Status
Active
Type
Single Family Residence
Year Built
2012
Days on Market
138
Lot Size
3,833 sqft
MLS #
TB8457726
County
Pinellas

Description of 5429 ESSEX AVENUE S, GULFPORT, FL 33707

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.

Property Details for 5429 ESSEX AVENUE S, GULFPORT, FL 33707

Bathrooms Full
3
Bathrooms Half
0
Interior Features
Elevator, Open Floorplan, PrimaryBedroom Upstairs, Solid Surface Counters, Solid Wood Cabinets, Stone Counters, Walk-In Closet(s)
Appliances
Cooktop, Dishwasher, Disposal, Dryer, Electric Water Heater, Exhaust Fan, Microwave, Range, Refrigerator, Washer
Flooring
Tile, Hardwood
Heating
Central
Cooling
Central Air
Furnished
Unfurnished
Architectural Style
Key West
Garage Spaces
2
Attached Garage
Yes
Parking Features
Alley Access
Pool Private
No
Direction Faces
South

Building Information for 5429 ESSEX AVENUE S, GULFPORT, FL 33707

Building Area Total
4148
Building Area Units
Square Feet
Stories Total
3
Association
No

Property Information for 5429 ESSEX AVENUE S, GULFPORT, FL 33707

Lot Features
Flood Insurance Required, Historic District, Near Golf Course, Near Marina
Lot Size Square Feet
3,833
Waterfront
No
View
Water
Construction Materials
Block, Cement Siding
Roof
Metal, Shingle
Exterior Features
Balcony, French Doors, Sidewalk, Storage
Sewer
Public Sewer
Water Source
Public
New Construction
No

Public Records for 5429 ESSEX AVENUE S, GULFPORT, FL 33707

Parcel Number
333116096120040130
Tax Annual Amount
$14,749
Tax Year
2024
Tax Legal Description
BOCA CEIGA PARK BLK D, LOT 13
County Or Parish
Pinellas

Schools Near 5429 ESSEX AVENUE S, GULFPORT, FL 33707

Elementary School
Gulfport Elementary-PN
Middle School
Azalea Middle-PN
High School
Boca Ciega High-PN

School assignments are provided by the listing and should be independently verified.

Payment Calculator

Estimated Payment
$7,952/mo
Principal & Interest
$6,118
Property Taxes
$1,229
Home Insurance
$605

Estimate only — actual rates, taxes and insurance vary. Not a loan offer or financial advice. Financing through Matthew Gromadzki, NMLS #2560919 · Innovative Mortgage Services, Inc., NMLS #250769.

Location

5429 ESSEX AVENUE S, GULFPORT, FL 33707 · See all Gulfport homes for sale

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More information about 5429 ESSEX AVENUE S, GULFPORT, FL 33707

5429 ESSEX AVENUE S is a single family home for sale in GULFPORT, FL 33707. This property was listed for sale on December 15, 2025 by KELLER WILLIAMS ST PETE REALTY, it's currently listed at $1,210,000. This listing's school district is Pinellas Public Schools. Nearby schools include Gulfport Elementary-PN, Azalea Middle-PN and Boca Ciega High-PN. 5429 ESSEX AVENUE S is a 4-bed, 3-bath, 2,340 sqft single family home built in 2012.