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5429 ESSEX AVENUE S, GULFPORT, 33707

$1,210,000

4

Beds

3

Baths

2,340 ft2

Property Size

2012

Year Built

About The Property

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

Property Id: 440473
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
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.
ElementarySchool: Gulfport Elementary-PN
Fencing: Vinyl
Flooring: Tile, Hardwood
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
ListAgentFullName: Tricia Dooley
ListOfficeName: KELLER WILLIAMS ST PETE REALTY
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
ModificationTimestamp: August 2, 2026 at 06:05pm
OnMarketDate: 2026-03-17
OriginalListPrice: 1300000
OriginatingSystemName: Stellar MLS
Ownership: Fee Simple
ParkingFeatures: Alley Access
PhotosChangeTimestamp: July 15, 2026 at 03:39pm
PhotosCount: 51
PostalCode: 33707
Roof: Metal, Shingle
Sewer: Public Sewer
SpecialListingConditions: None
StateOrProvince: FL
StoriesTotal: 3
StreetName: ESSEX
StreetNumber: 5429
StreetSuffix: AVENUE
Utilities: Electricity Connected, Sewer Connected, Water Connected
View: Water
WaterSource: Public
YearBuilt: 2012

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 Location

Property Map

Mortgage Calculator

Payment Calculator

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

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Disclaimer

Property ID - | 440473

All listings featuring the Stellar MLS logo are provided by My Florida Regional MLS DBA Stellar MLS. This information is not verified for authenticity or accuracy and is not guaranteed. Information is provided exclusively for consumers’ personal, non-commercial use, that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing, and that the data is deemed reliable but is not guaranteed accurate by MLS.

©2025 My Florida Regional MLS DBA Stellar MLS. All rights reserved.

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Selinda Moore