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$1,300,000

  • For Sale
  • Active
  • Single Family
  • 4 Beds
  • 3 Full Baths
  • 2,340 Sq. Ft.
  • Updated 5 days ago
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Welcome to a coastal paradise in the heart of Gulfport's Historic Art District! Key West-inspired short-term rental residence offers breathtaking views of Boca Ciega Bay and adjacent Veteran's Park, delivering the ultimate waterfront lifestyle just steps from the vibrant charm of downtown Gulfport. As you arrive, you're welcomed by your private outdoor oasis with panoramic water views-perfect for morning coffee, sunset cocktails, or entertaining guests. Inside, the home blends coastal elegance with modern comfort, featuring a gourmet kitchen with stone countertops, extensive cabinetry and storage, ideal for both everyday living and hosting. The luxurious primary suite is a true retreat, complete with a professionally designed walk-in closet system and an ensuite spa-like bath featuring a whirlpool tub, dual vanities, and an oversized enclosed shower. On the third floor, private outdoor decks off the primary, second, and third bedrooms invite you to relax and enjoy the coastal breeze and Gulfport's famous sunsets. Designed with both convenience and durability in mind, the home includes an elevator, impact windows, Hardie plank siding, Trex decking, and a low-maintenance turf yard. The oversized two-car garage offers ample space for vehicles, kayaks, jet skis, or a workshop. Energy efficiency shines with a whole-home solar system, keeping electric bills low. Located just a short walk to Gulfport's restaurants, galleries, waterfront pier, bars, shops, and the popular Tuesday morning Farmers Market, this home also offers legal short-term rental potential-making it an incredible opportunity for both lifestyle and income. Don't miss your chance to own this one-of-a-kind waterfront gem in one of Tampa Bay's most beloved coastal communities. All information is deemed accurate but should be verified and is not warranted.

Full Property Details for 5429 Essex Ave S

General

  • Price: $1,300,000
  • Taxes: $14,749 (2024)
  • Status: Active
  • Type: Single Family
  • Source: MidFloridaRegionalMLS
  • MLS ID: TB8457726
  • Updated: 3/20/2026
  • Added to Site: 52 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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Listing agent

— 5429 Essex Ave S —

  • Keller Williams St Pete Realty

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Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

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Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

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Schools serving 5429 Essex Ave S

School District:Pinellas County School District
NameGradesDistance
Gulfport Montessori Elementary School
2014 52nd Street South, Gulfport, FL 33707
K-50.9 mi
Azalea Middle School
7855 22nd Ave N, St. Petersburg, FL 33710
6-84.5 mi
Boca Ciega High School
924 58th Street South, Gulfport, FL 33707
9-121.6 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 Get Price Alerts and Save Property

Date
Details
Price
Change
Source
3/17/2026
Listed
$1,300,000
14.04%
MLS
12/29/2023
Sold
$1,140,000
—
Public Record
Get Price Alerts and Save Property
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 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
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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Listed by Keller Williams St Pete Realty

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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 $1,300,000 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.

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