5429 ESSEX AVENUE S

$ 1,210,000
5429 ESSEX AVENUE S, ,

Overview

  • Updated On:
  • August 2, 2026
  • 4 Bedrooms
  • 3 Bathrooms
  • 2,340 ft2 Area Size
  • TB8457726 MLS ID

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.

Listing updated: August 2, 2026 at 06:05pm

Listed by Realtor: Tricia Dooley

Listed by office:  KELLER WILLIAMS ST PETE REALTY

Source: Stellar MLS

Amenities and Features

Outdoor Details
Garage Attached
Other Features
1
Balcony
Cooktop
Dishwasher
Disposal
Dryer
Electric Water Heater
Elevator
Exhaust Fan
French Doors
Has a View
Has Cooling System
Has Garage
Has Heating System
Microwave
Open Floorplan
PrimaryBedroom Upstairs
Range
Refrigerator
Sidewalk
Solid Surface Counters
Solid Wood Cabinets
Stone Counters
Storage
Walk-In Closet(s)
Washer

Map

Property Address

Address: 5429 ESSEX AVENUE S
City:
State/County:
Zip: 33707
Country: US

Property Details

Property Id: 2204598
Price: $ 1,210,000
Property Size: 2,340 ft2
Property Lot Size: 0 ft2
Rooms: 6
Bedrooms: 4
Bathrooms: 3
ArchitecturalStyle: Key West
BathroomsFull: 3
BuildingAreaTotal: 4148
ConstructionMaterials: Block,Cement Siding
ContractStatusChangeDate: 2026-03-17
Cooling: Central Air
CoveredSpaces: 2
CumulativeDaysOnMarket: 138
DaysOnMarket: 138
DirectionFaces: South
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.
Electric: Photovoltaics Seller Owned
ElementarySchool: Gulfport Elementary-PN
Fencing: Vinyl
Flooring: Tile,Hardwood
FoundationDetails: Slab
Furnished: Unfurnished
GarageSpaces: 2
GreenEnergyGeneration: Solar
Heating: Central
HighSchool: Boca Ciega High-PN
InternetAddressDisplayYN: 1
InternetEntireListingDisplayYN: 1
LaundryFeatures: Laundry Room
Levels: Three Or More
ListAOR: Suncoast Tampa
ListAgentAOR: Suncoast Tampa
ListAgentEmail: TriciaDooley@KW.com
ListAgentFullName: Tricia Dooley
ListAgentKey: 3bd33597368c81f4e00d2bf31d8a4380
ListAgentMlsId: 260050696
ListAgentPreferredPhone: 727-460-0060
ListOfficeKey: af8f9e5eb1966bd4a1e081d1b69fe849
ListOfficeMlsId: 260030730
ListOfficeName: KELLER WILLIAMS ST PETE REALTY
ListOfficePhone: 727-894-1600
ListingContractDate: 2025-12-15
ListingId: TB8457726
ListingTerms: Cash,Conventional
LivingAreaSource: Public Records
LivingAreaUnits: Square Feet
LotFeatures: Flood Insurance Required,Historic District,Near Golf Course,Near Marina
LotSizeArea: 3833
LotSizeDimensions: 40 x 95
LotSizeSquareFeet: 3833
LotSizeUnits: Square Feet
MLSAreaMajor: 33707 - St Pete/South Pasadena/Gulfport/St Pete Bch
MiddleOrJuniorSchool: Azalea Middle-PN
MlsStatus: Active
Last Modified: August 2, 2026 at 06:05pm
OnMarketDate: 2026-03-17
OriginalEntryTimestamp: December 19, 2025 at 03:08pm
OriginalListPrice: 1300000
OriginatingSystemKey: stellar
OriginatingSystemName: Stellar MLS
Ownership: Fee Simple
ParcelNumber: 333116096120040130
ParkingFeatures: Alley Access
PhotosChangeTimestamp: July 15, 2026 at 03:39pm
PhotosCount: 51
PostalCodePlus4: 6009
PriceChangeTimestamp: July 29, 2026 at 09:36pm
RoadSurfaceType: Paved
Roof: Metal,Shingle
Sewer: Public Sewer
SourceSystemKey: 777551599
SpecialListingConditions: None
StateOrProvince: FL
StatusChangeTimestamp: March 17, 2026 at 07:10pm
StoriesTotal: 3
StreetDirSuffix: S
StreetName: ESSEX
StreetNumber: 5429
StreetNumberNumeric: 5429
StreetSuffix: AVENUE
TaxAnnualAmount: 14749.4
TaxBlock: D
TaxBookNumber: 3-24
TaxLegalDescription: BOCA CEIGA PARK BLK D, LOT 13
TaxLot: 13
TaxYear: 2024
Utilities: Electricity Connected,Sewer Connected,Water Connected
View: Water
WaterSource: Public
WindowFeatures: Blinds
YearBuilt: 2012

Virtual Tour

Payment Calculator

$ 6,203.91
per month
  • Principal and Interest
  • Property Tax
  • HOA fee
$ 4,691.41

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