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$1,210,000
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Property Description
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.
Full Property Details
Full Property Details for 5429 Essex Ave S
General
- Price: $1,210,000
- Taxes: $14,749 (2024)
- Status: Active
- Type: Single Family
- Source: MidFloridaRegionalMLS
- MLS ID: TB8457726
- Updated: 7/31/2026
- Added to Site: 145 day(s) ago
Rental Information
- Min. Lease: 1-7 Days
Interior
- Number of Rooms: 6
- 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
- Furnishings: Unfurnished
- Flooring: Tile, Hardwood
Rooms
Bathrooms
- Total Bathrooms: 3
- Full Bathrooms: 3
Bedrooms
- Total Bedrooms: 4
Other Rooms
- Laundry: Laundry Room
Exterior
- Exterior Features: Balcony, French Doors, Sidewalk, Storage
Parking
- Garage: Yes
- Attached garage: Yes
- Garage Spaces: 2
- Covered Spaces: 2
- Parking Features: Alley Access
Location
- Area: 33707 - St Pete/South Pasadena/Gulfport/St Pete Bch
- County: Pinellas
- Development Name: 33707 - St Pete/South Pasadena/Gulfport/St Pete Bch
- Subdivision: BOCA CEIGA PARK
- Driving Directions: 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.
- Direction Faces: South
School Information
- Elementary School: Gulfport Elementary-PN
- Middle School: Azalea Middle-PN
- High School: Boca Ciega High-PN
Community
- Community Name: 33707 - St Pete/South Pasadena/Gulfport/St Pete Bch
Heating & Cooling
- Cooling Type: Central Air
- Heating Type: Central
Utilities
- Sewer: Public Sewer
- Water: Public
- Utility Description: Electricity Connected, Sewer Connected, Water Connected
Structural Information
- Architectural Info: Key West
- Architectural Style: Key West
- Exterior Const.: Block, Cement Siding
- Roof: Metal, Shingle
- Windows: Blinds
- Stories/Levels: Three Or More
- Square Feet: 2,340
- Sq. Ft. Source: Public Records
- Year Built: 2012
Lot Features
- Property View: Water
- Lot Size (Acres): 0.09
- Lot Size (Sq. Ft.): 3,833
- Lot Size: 3833
- Lot Dimensions: 40 x 95
- Street/Road Desc.: Paved
- Fencing (Description): Vinyl
Water Features
- Water View: Yes
Green Features
- Energy Generation: Solar
Financial Considerations
- Tax Amount: $14,749.4
- Tax Year: 2024
Disclosures and Reports
- Ownership: Fee Simple
- Special Conditions: None
- Legal Description: BOCA CEIGA PARK BLK D, LOT 13
- Flood Zone Info: AE
- APN: 333116096120040130
- Property ID: 333116096120040130
- Block/Lot/Section: D
Listed by Keller Williams St Pete Realty
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Schools
Schools serving 5429 Essex Ave S
School District:Pinellas County School District
| Name | Grades | Distance |
|---|---|---|
Gulfport Montessori Elementary School 2014 52nd Street South, Gulfport, FL 33707 | K-5 | 0.9 mi |
Azalea Middle School 7855 22nd Ave N, St. Petersburg, FL 33710 | 6-8 | 4.5 mi |
Boca Ciega High School 924 58th Street South, Gulfport, FL 33707 | 9-12 | 1.6 mi |
Disclaimer:
School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 5429 Essex Ave S
Date
Details
Price
Change
Source
7/29/2026
Price Reduced
$1,210,000
-6.92%
MLS
3/17/2026
Listed
$1,300,000
14.04%
MLS
12/29/2023
Sold
$1,140,000
—
Public Record
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Tax History
Tax History for 5429 Essex Ave S
Year
Property Taxes
Change
Tax Assessment
Change
2025
$14,210
-4%
$812,298
-6%
2024
$14,749
168%
$863,098
141%
2023
$5,511
1%
$357,870
6%
2021
$5,447
1%
$337,327
-3%
2022
$5,368
-1%
$347,447
4%
2021
$5,447
2%
$332,670
2%
2019
$5,349
1%
$325,191
2%
2018
$5,281
1%
$319,128
2%
2017
$5,242
1%
$312,564
2%
2016
$5,205
-2%
$306,135
1%
2015
$5,289
—
$304,007
1%
2014
$5,264
-19%
$301,594
-5%
2013
$6,494
—
$318,653
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Estimate the Cost
Estimate the Cost for 5429 Essex Ave S
5429 Essex Avenue S, Gulfport, FL 33707 (MLS# TB8457726) is a Single Family property with 4 bedrooms and 3 full bathrooms. 5429 Essex Avenue S is currently listed for $1,210,000 and was received on March 17, 2026. Want to learn more about 5429 Essex Avenue S? Do you have questions about finding other Single Family real estate for sale in Gulfport? You can browse all Gulfport real estate or contact a Coldwell Banker agent to request more information.

