$1,300,000
5429 Essex Avenue S Gulfport, FL 33707
For Sale MLS# TB8457726
4 beds 3 baths 2,340 sq ft Single Family
Details for 5429 Essex Avenue S
MLS# TB8457726
Description for 5429 Essex Avenue S, Gulfport, FL, 33707
Waterfront-Turnkey-Short-Term Rental investment opportunity in the heart of Gulfport’s 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 Gulfport’s restaurants, galleries, waterfront parks, nightlife, and popular Tuesday Farmers Market. Whether you’re 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 Veteran’s Park—ideal 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 Bay’s 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 Gulfport’s Historic Waterfront District are exceptionally rare.
Listing Information
Property Type: Residential, Single Family Residence
Status: Active
Bedrooms: 4
Bathrooms: 3
Lot Size: 0.09 Acres
Square Feet: 2,340 sq ft
Year Built: 2012
Garage: Yes
Stories: 3 Story
Construction: Block,Cement Siding
Subdivision: Boca Ceiga Park
Foundation: Slab
County: Pinellas
School Information
Elementary: Gulfport Elementary-Pn
Middle: Azalea Middle-Pn
High: Boca Ciega High-Pn
Room Information
Upper Floor
Bedroom 4: 9.8x12.3
Bedroom 3: 9.1x15.3
Bathroom 2: 12.1x15.3
Kitchen: 12.2x12.6
Living Room: 13.4x14.3
Primary Bedroom: 12.2x16.2
Bathrooms
Full Baths: 3
Additonal Room Information
Laundry: Laundry Room
Interior Features
Appliances: Electric Water Heater, Exhaust Fan, Washer, Cooktop, Dishwasher, Disposal, Dryer, Microwave, Range, Refrigerator
Flooring: Tile,Wood
Doors/Windows: Blinds
Additional Interior Features: Elevator, Upper Level Primary, Built-in Features, Walk-In Closet(s), Open Floorplan, Solid Surface Counters, Stone Counters, Wood Cabinets
Utilities
Water: Public
Sewer: Public Sewer
Other Utilities: Electricity Connected,Sewer Connected,Water Connected
Cooling: Central Air
Heating: Central
Exterior / Lot Features
Attached Garage: Attached Garage
Garage Spaces: 2
Parking Description: Alley Access
Roof: Metal, Shingle
Lot View: Bayou,Water
Lot Dimensions: 40x95
Fencing: Vinyl
Additional Exterior/Lot Features: French Patio Doors, Balcony, Storage, Balcony, Near Golf Course, Historic District
Community Features
Community Features: Sidewalks
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.
Financial Considerations
Terms: Cash,Conventional
Tax/Property ID: 33-31-16-09612-004-0130
Tax Amount: 14749.4
Tax Year: 2024
A broker reciprocity listing courtesy: KELLER WILLIAMS ST PETE REALTY
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Interest rate and annual percentage rate (APR) are based on current market conditions, are for informational purposes only, are subject to change without notice and may be subject to pricing add-ons related to property type, loan amount, loan-to-value, credit score and other variables. Estimated closing costs used in the APR calculation are assumed to be paid by the borrower at closing. If the closing costs are financed, the loan, APR and payment amounts will be higher. If the down payment is less than 20%, mortgage insurance may be required and could increase the monthly payment and APR. Contact us for details. Additional loan programs may be available. Accuracy is not guaranteed, and all products may not be available in all borrower's geographical areas and are based on their individual situation. This is not a credit decision or a commitment to lend.
Sales History & Tax Summary for 5429 Essex Avenue S
Sales History
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Tax Summary
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Data powered by ATTOM Data Solutions. Copyright© 2026. Information deemed reliable but not guaranteed.
Schools
Schools nearby 5429 Essex Avenue S
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Data powered by ATTOM Data Solutions. Copyright© 2026. Information deemed reliable but not guaranteed.
The schools shown represent both the assigned schools and schools by distance based on local school and district attendance boundaries. Attendance boundaries change based on various factors and proximity does not guarantee enrollment eligibility. Please consult your real estate agent and/or the school district to confirm the schools this property is zoned to attend. Information is deemed reliable but not guaranteed.
SchoolDigger ® Rating
The SchoolDigger rating system is a 1-5 scale with 5 as the highest rating. SchoolDigger ranks schools based on test scores supplied by each state's Department of Education. They calculate an average standard score by normalizing and averaging each school's test scores across all tests and grades.
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