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$1,200,000
4 beds3 baths1,992 sqft|TB8548763 MLS#Single Family Residence
Residential
Built in
2011
Lot size
3,838 sqft
Price/sqft
$602
HOA
None
Listed by: John Blevins, GENSTONE REALTY 833-396-0092
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Kinsfolk Signature Realty
Welcome to a turnkey, income-producing coastal retreat in the heart of Gulfport's Historic Waterfront Arts District. This Key West-inspired residence offers 4 bedrooms, 2.5 bathrooms, and 3,804 square feet of light-filled living space with sweeping views of Boca Ciega Bay and Veterans Park just steps from the front door. Currently operating as a successful short-term rental, the home is being sold fully furnished and rental-ready — a rare opportunity to step into an established, cash-flowing vacation rental from day one. Existing bookings, guest reviews, and operating history are available to qualified buyers upon request, making this an ideal acquisition for investors, 1031 exchange buyers, or second-home owners seeking offset income. Inside, soaring cathedral ceilings, a spacious great room, warm wood flooring deliver the elevated finishes today's guests and homeowners expect. Multiple porches and balconies showcase the water views and capture Gulf breezes, while the layout comfortably sleeps a full group without sacrificing privacy. Location is everything: a one-minute walk to Veterans Park and the Gulfport waterfront, minutes to the shops, restaurants, art galleries, and live music of Beach Boulevard, and a quick drive to St. Pete Beach, downtown St. Petersburg, and Tampa International Airport — the exact walkability and lifestyle that keep this property booked. Whether you're expanding a short-term rental portfolio or looking for a coastal residence that pays for itself between visits, 5433 Essex Ave S is a rare turnkey offering in one of Florida's most sought-after small-town waterfront communities. STR certificate and licenses in place and transferable subject to city approval.
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| Date | Event | Price |
|---|---|---|
| 2026-09-19T00:00:00.000Z | Listed for sale | $1,200,000$602/sqft |
Get price drop alert on this property the moment it happen
Preferred Brokerage Partner

Kinsfolk Signature Realty
Data Powered by Home Junction, Inc.
GULFPORT MONTESSORI ELEMENTARY SCHOOL
Elementary · 0.9 mi
STETSON UNIVERSITY COLLEGE OF LAW
1.4 mi
THURGOOD MARSHALL FUNDAMENTAL
High · 1.5 mi
Red Hot Tiki Spicy Gourmet Market
0.2 mi
TLC Food Mart
0.2 mi
Town Shores Market
0.4 mi
Scooter's Coffee
0.1 mi
Siri's Gourmet Burgers & Pizza
0.2 mi
The Grill At Jamison Town Shores
0.4 mi
Gulfport Beach Park
0.2 mi
Ted Phillips Wood Ibis Park
0.5 mi
Clymer Park
0.6 mi
South Beach
2.2 mi
Lido Beach
2.4 mi
Pass-a-Grille Beach
2.9 mi
Nearby amenity locations include data © OpenStreetMap contributors.