Steven Koleno

Steven Koleno Consumer-First Real Estate Architect

$1,210,000.00
5429 ESSEX AVENUE S, GULFPORT, FL - 33707
4 beds
3.0 baths
2,340 sqft
$1,210,000.00
5429 ESSEX AVENUE S, GULFPORT, FL - 33707
Steven Koleno
$1,210,000.00
4 beds
3.0 baths
2,340 sqft
5429 ESSEX AVENUE S, GULFPORT, FL - 33707
For Sale
Photo 1
  • Built in 2012
  • 2 garage spaces
  • $517.09/sqft
  • Lot size: 3,833 sqft
  • 157 days on market

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.

  • 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.
  • County: Pinellas
  • Geo subdivision: BOCA CEIGA PARK

Nearby Schools

Gulfport Elementary-PN

Azalea Middle-PN

Boca Ciega High-PN

Features

Financial

Let's get in touch!

Steven Koleno

Steven Koleno

Consumer-First Real Estate Architect

See also

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12125 5TH STREET E, TREASURE ISLAND, FL - 33706
$1,295,000.00
4 bds
3.0 ba
2,424 sqft
12125 5TH STREET E, TREASURE ISLAND, FL - 33706
For Sale
3021 59TH AVENUE S, ST PETERSBURG, FL - 33712
$1,090,000.00
4 bds
3.5 ba
4,139 sqft
3021 59TH AVENUE S, ST PETERSBURG, FL - 33712
For Sale
31 DOLPHIN DRIVE, TREASURE ISLAND, FL - 33706
$1,095,000.00
4 bds
3.0 ba
2,307 sqft
31 DOLPHIN DRIVE, TREASURE ISLAND, FL - 33706
Stellar MLS
  • Source: Stellar MLS
  • MLS #: TB8457726
Listing updated: August 20, 2026 at 2:24PM
Listing provided by: Tricia Dooley, KELLER WILLIAMS ST PETE REALTY
Last checked 17 hours ago
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