To schedule a showing of 5429 Essex Avenue, Gulfport, Florida, Call David Shippey at 863-521-4517 TODAY!
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
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
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.
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MLS IDX data last updated on 06-21-2026 2:00 AM EST.