To schedule a showing of 5429 Essex Avenue, Gulfport, Florida, Call David Shippey at 863-521-4517 TODAY!

$1,300,000 No Recent Price Change
5429 Essex Avenue
Gulfport, FL 33707
  • 4Beds
  • 3.00Total Baths
  • 3 Full, 0 HalfBaths
  • 2,340SqFt
  • 2012Year Built
  • 0.09Acres
  • MLS# TB8457726
  • Residential
  • SingleFamilyResidence
  • Active

  • Approx Time on Market6 months, 1 day
  • Area33707 St Pete/south Pasadena/gulfport/st Pete Bch
  • CountyPinellas
  • Subdivision Boca Ceiga Park

Overview

Short-Term Rental investment opportunity in the heart of Gulfports 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 Gulfports restaurants, galleries, waterfront parks, nightlife, and popular Tuesday Farmers Market. Whether youre 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 Veterans Parkideal 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 Bays 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 Gulfports Historic Waterfront District are exceptionally rare.



Agriculture / Farm

Association Fees / Info

Community Features:  Sidewalks

Bathroom Info

Total Baths:  3.00

Fullbaths:  3

Building Info

Window Features:  Blinds

Roof:  Metal, Shingle

Building Area Source:  PublicRecords

Buyer Compensation

Exterior Features

Style:  Florida

Patio:  Balcony

Exterior Features:  Balcony, FrenchPatioDoors, Storage

Fees / Restrictions

Financial

Original Price:  $1,300,000

Disclosures:  FloodInsuranceRequired

Fencing:  Vinyl

Garage / Parking

Parking Features:  AlleyAccess

Attached Garage:  Yes

Garage:  Yes

Green / Env Info

Green Energy Generation:  Solar

Interior Features

Floors:  Tile, Wood

Levels:  ThreeOrMore

Laundry Features:  LaundryRoom

Interior Features:  BuiltInFeatures, Elevator, OpenFloorplan, StoneCounters, SolidSurfaceCounters, UpperLevelPrimary, WalkInClosets, WoodCabinets

Appliances:  Cooktop, Dryer, Dishwasher, ExhaustFan, ElectricWaterHeater, Disposal, Microwave, Range, Refrigerator, Washer

Lot Info

Direction Remarks:  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.

Lot Size Units:  Acres

Lot Size Acres:  0.09

Lot Sqft:  3,833

Est Lotsize:  40x95

Lot Desc:  NearGolfCourse, HistoricDistrict

Misc

Other

Special Conditions:  None

Other Rooms Info

Property Info

Section:  33

Class Type:  SingleFamilyResidence

Property Sub Type:  SingleFamilyResidence

Construction Materials:  Block, CementSiding

Total Stories:  3

Foundation:  Slab

Human Modified:  Yes

Room Info

Total Rooms:  6

Sqft Info

Sqft:  2,340

Bulding Area Sqft:  4,148

Living Area Units:  SquareFeet

Living Area Source:  PublicRecords

Tax Info

Tax Year:  2,024

Tax Lot:  13

Tax Legal Description:  BOCA CEIGA PARK BLK D, LOT 13

Tax Block:  D

Tax Annual Amount:  14749.4

Tax Book Number:  3-24

Unit Info

Utilities / Hvac

Heating:  Central

Water Source:  Public

Sewer:  PublicSewer

Cool System:  CentralAir

Cooling:  Yes

Heating:  Yes

Utilities:  ElectricityConnected, SewerConnected, WaterConnected

Waterfront / Water

View:  Yes

View:  Bayou, Water

Schools

Elem:  Gulfport Elementary-Pn

Middle:  Azalea Middle-Pn

High:  Boca Ciega High-Pn

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.

This listing courtesy of Keller Williams St Pete Realty 

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On davidshippey.com since Fri, Dec 19th 2025
No Property History recorded for this listing.

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If you have any questions on 5429 Essex Avenue, Gulfport, Florida, please call David Shippey at 863-521-4517.


MLS# TB8457726 located at 5429 Essex Avenue, Gulfport, Florida is brought to you by David Shippey REALTOR®

5429 Essex Avenue, Gulfport, Florida has 4 Beds, 3 Full Bath, and 0 Half Bath.
The MLS Number for 5429 Essex Avenue, Gulfport, Florida is TB8457726.
The price for 5429 Essex Avenue, Gulfport, Florida is $1,300,000.
The status of 5429 Essex Avenue, Gulfport, Florida is Active.
The subdivision of 5429 Essex Avenue, Gulfport, Florida is Boca Ceiga Park.
The home located at 5429 Essex Avenue, Gulfport, Florida was built in 2026.