Back to Search
5429 Essex Ave, Gulfport, FL 33707
5429 Essex Ave, Gulfport, FL 33707 3D Tour
5429 Essex Ave, Gulfport, FL 33707 Explore 3D Tour
5429 Essex Ave, Gulfport, FL 33707
5429 Essex Ave, Gulfport, FL 33707
5429 Essex Ave, Gulfport, FL 33707
5429 Essex Ave, Gulfport, FL 33707

5429 Essex Ave Gulfport, FL 33707

$1,300,000

ACTIVE
Beds
4
Baths
3
Sqft
2,340
Acres
0.09
Year
2012
Days on Site
112
Property Type
Residential
Sub Type
Single Family
Per Square Foot
$556
Date Listed
Dec 15, 2025

Description of 5429 Essex Ave, Gulfport, FL 33707

Listing details for 5429 Essex Ave, Gulfport, FL 33707 : 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 Updated : 06-12-2026 at 6:47 PM EDT
Listing Provided By : Tricia Dooley, 727-894-1600, KELLER WILLIAMS ST PETE REALTY
Source :

Stellar MLS as distributed by MLS GRID, MLS#: MFRTB8457726

For more information on this listing contact us at (727) 533-5815

Property History

DateEventPrice
12/15/2025
Listed for sale
$1,300,000 +14%
$556/sqft
Source:Stellar MLS #MFRTB8457726
12/29/2023
Sold
$1,140,000 -0.9%
$487/sqft
Source:Stellar MLS #MFRU8220366
11/18/2023
Listed for sale
$1,150,000
$491/sqft
Source:Stellar MLS #MFRU8220366
Home Worth Check

Interested in 5429 Essex Ave, Gulfport FL, 33707?

I agree to be contacted by Smith & Associates Real Estate via call, email, and text for real estate services. To opt out, you can reply 'stop' at any time or reply 'help' for assistance. You can also click the unsubscribe link in the emails. Message and data rates may apply. Message frequency may vary. For more information, please review our Privacy Policy.

Location of 5429 Essex Ave, Gulfport, FL 33707

Google Map
Mortgage Calculator
Listing Price
Down Payment
Interest Rate

Schools Near 5429 Essex Ave, Gulfport, FL 33707

For more information on this listing contact us at (727) 533-5815

Homes Similar to 5429 Essex Ave, Gulfport, FL 33707

Source Logo
Based on information submitted to the MLS GRID as of 2026-06-12. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information

HomeGulfportBoca Ceiga Park
Popular Cities

All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale; availability of any listing should always be independently verified.

Listing information is provided for consumer personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law.

Listing data comes from My Florida Regional MLS DBA Stellar MLS.

For more information on this listing contact us at (727) 533-5815