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5417 Essex Avenue S

Gulfport, FL 33707
  • $1,300,000
  • STATUS: Active
  • ON SITE: 18 Days
  • MLS #: TB8548759
$1,300,000
  • 3
    BEDS
  • 0.1
    ACRES
  • 3
    BATHS
  • 0
    1/2 BATHS
  • 3,051
    SQFT
  • $426
    $/SQFT
Neighborhood:
Type:
Single-Family Home
Built:
2014
County:

School Information

Elementary School:
Middle School:
High School:

Description

Welcome to a turnkey, income-producing coastal retreat in the heart of Gulfport's Historic Waterfront Arts District. This Key West-inspired residence offers 3 bedrooms, 3 bathrooms, and 3,051 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, and a whole-house reverse osmosis system 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, 5417 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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© 2026 My Florida Regional MLS DBA Stellar MLS. All rights reserved. All listings displayed pursuant to IDX. 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 consumers 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. Data last updated 2026-10-06T09:52:42.243.
www.tctrealtygroup.com/homes/181332075
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5417 Essex Avenue S Gulfport, FL 33707

  • Price: $1,300,000
  • Status: Active
  • On Site: 18 Days
  • MLS #: TB8548759
3
Beds
3
Baths
0
½ Baths
0.1
Acres
3,051
SQFT
$426
$/SQFT
2014
Built
Neighborhood:
Boca Ceiga Park
County:
Pinellas
Area:
St Pete/South Pasadena/Gulfport/St Pete Bch
Elementary School:
Gulfport Elementary-PN
Middle School:
Thurgood Marshall Fund-PN
High School:
Boca Ciega High-Pn
Property Description
Welcome to a turnkey, income-producing coastal retreat in the heart of Gulfport's Historic Waterfront Arts District. This Key West-inspired residence offers 3 bedrooms, 3 bathrooms, and 3,051 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, and a whole-house reverse osmosis system 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, 5417 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.
Exterior Features

Architectural Style Coastal Attached Garage Yn Yes Carport Yn No Construction Materials BlockStucco Covered Spaces 2 Direction Faces West Exterior Features BalconyFrench DoorsLightingSidewalkStorage Fencing Vinyl Foundation Details Slab Lot Features Corner Lot Open Parking YN Yes Parking Features DrivewayGround Level Patio And Porch Features CoveredPatioWrap Around Pool Private Yn No Road Surface Type Asphalt Roof Metal Spa YN No View Park/GreenbeltWater Water Access Yn No Water Extras Yn No Water View Gulf/Ocean - Partial Water View Yn Yes Waterfront Features Waterfront Waterfront Yn No

Interior Features

Additional Rooms Great RoomInside UtilityStorage Rooms Appliances Built-In OvenCooktopDishwasherDisposalDryerMicrowaveRefrigeratorTankless Water HeaterWasherWhole House R.O. System Building Area Total 4572 Building Elevator Yn Yes Cooling Central AirMini-Split Unit(s)Zoned Cooling YN Yes Fireplace Yn No Flooring Engineered Hardwood Furnished Turnkey Heating CentralElectricZoned Heating YN Yes Interior Features Cathedral Ceiling(s)Ceiling Fan(s)Eating Space In KitchenElevatorHigh CeilingsLiving Room/Dining Room ComboSolid Wood CabinetsStone CountersWalk-In Closet(s)Window Treatments Laundry Features InsideLaundry Room Levels Three Or More Rooms Living Room Studio Bedroom 3 (Built-in Closet) Primary Bedroom (Walk-In Closet(s)) Bedroom 2 (Built-in Closet) Dining Room Kitchen Sewer Public Sewer Water Source Public Window Features Storm Window(s)Window Treatments

Property Features

Additional Parcels YN No Association Amenities Pickleball Court(s) Association Approval Required Yn No Association Yn No Cdd Yn No Community Features Community Boat RampDockFishingPublic Boat RampWater AccessWaterfrontDog ParkGolf Carts OKParkPlaygroundSidewalksTennis Court(s) Down Payment Resource No Flood Zone Code AE Garage Yn Yes Homestead Yn No Lease Considered YN Yes Lease Restrictions YN No Listing Terms CashConventionalFHAVA Loan Max Pet Weight 999 Minimum Lease 1-7 Days New Construction Yn No Occupant Type Vacant Ownership Fee Simple Pet Size Extra Large (101+ Lbs.) Pets Allowed Cats OKDogs OKYes Property Attached YN No Property Condition Completed Property Sub Type Single Family Residence Realtor Info Short Term Rental Allowed Senior Community Yn No Special Listing Conditions None Tax Annual Amount 16841 Total Annual Fees 0 Total Monthly Fees 0 Utilities Cable AvailableElectricity ConnectedNatural Gas Available Yrs Of Owner Prior To Leasing Re No


Listing information © 2026 My Florida Regional MLS DBA Stellar MLS..
Listing provided courtesy of GENSTONE REALTY: 833-396-0092.



© 2026 My Florida Regional MLS DBA Stellar MLS. All rights reserved. All listings displayed pursuant to IDX. 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 consumers 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. Data last updated 2026-10-06T09:52:42.243.
 
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