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$1,300,000 Just Listed

  • For Sale
  • Active
  • Single Family
  • 3 Beds
  • 3 Full Baths
  • 3,051 Sq. Ft.
  • Updated 2 hours ago
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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.

Full Property Details for 5417 Essex Ave S

General

  • Price: $1,300,000
  • Taxes: $16,841 (2025)
  • Status: Active
  • Type: Single Family
  • Source: MidFloridaRegionalMLS
  • MLS ID: TB8548759
  • Updated: Today (9/18/2026)
  • Added to Site: Today

Rental Information

  • Min. Lease: 1-7 Days

Interior

  • Number of Rooms: 7
  • Interior Features: Cathedral Ceiling(s), Ceiling Fan(s), Eating Space In Kitchen, Elevator, High Ceilings, Living Room/Dining Room Combo, Solid Wood Cabinets, Stone Counters, Walk-In Closet(s), Window Treatments
  • Appliances: Built-In Oven, Cooktop, Dishwasher, Disposal, Dryer, Microwave, Refrigerator, Tankless Water Heater, Washer, Whole House R.O. System
  • Furnishings: Turnkey
  • Flooring: Engineered Hardwood

Rooms

Bathrooms

  • Total Bathrooms: 3
  • Full Bathrooms: 3

Bedrooms

  • Total Bedrooms: 3

Other Rooms

  • Laundry: Inside, Laundry Room

Additional Information

  • Shared Amenities: Pickleball Court(s)

Exterior

  • Exterior Features: Balcony, French Doors, Lighting, Sidewalk, Storage
  • Deck/Patio: Covered, Patio, Wrap Around
  • Porch/Patio/Deck: Covered, Patio, Wrap Around

Parking

  • Garage: Yes
  • Attached garage: Yes
  • Garage Spaces: 2
  • Covered Spaces: 2
  • Parking Features: Driveway, Ground Level

Location

  • Area: 33707 - St Pete/South Pasadena/Gulfport/St Pete Bch
  • County: Pinellas
  • Development Name: 33707 - St Pete/South Pasadena/Gulfport/St Pete Bch
  • Subdivision: BOCA CEIGA PARK
  • Driving Directions: Use GPS
  • Direction Faces: West

School Information

  • Elementary School: Gulfport Elementary-PN
  • Middle School: Thurgood Marshall Fund-PN
  • High School: Boca Ciega High-PN

Community

  • Community Name: 33707 - St Pete/South Pasadena/Gulfport/St Pete Bch
  • Community Features: Community Boat Ramp, Dock, Fishing, Public Boat Ramp, Water Access, Waterfront, Dog Park, Golf Carts OK, Park, Playground, Sidewalks, Tennis Court(s)
  • Optional Amenities: Pickleball Court(s)
  • Pet Restrictions: 999lbs.
  • Management Type: Part Time
  • Mgmt. Company: Part Time

Heating & Cooling

  • Cooling Type: Central Air, Mini-Split Unit(s), Zoned
  • Heating Type: Central, Electric, Zoned

Utilities

  • Sewer: Public Sewer
  • Water: Public
  • Utility Description: Cable TV Available, Electricity Connected, Natural Gas Available

Structural Information

  • Architectural Info: Coastal
  • Architectural Style: Coastal
  • Exterior Const.: Block, Stucco
  • Roof: Metal
  • Windows: Storm Window(s), Window Treatments
  • Stories/Levels: Three Or More
  • Square Feet: 3,051
  • Sq. Ft. Source: Public Records
  • Year Built: 2014

Lot Features

  • Property View: Park/Greenbelt, Water
  • Lot Size (Acres): 0.1
  • Lot Size (Sq. Ft.): 4,330
  • Lot Size: 4330
  • Street/Road Desc.: Asphalt
  • Fencing (Description): Vinyl

Water Features

  • Water View: Yes
  • Water Front Desc.: Waterfront

Financial Considerations

  • Tax Amount: $16,841
  • Tax Year: 2025

Disclosures and Reports

  • Ownership: Fee Simple
  • Special Conditions: None
  • Legal Description: BOCA CEIGA PARK BLK D, LOT 16
  • Flood Zone Info: AE
  • APN: 333116096120040160
  • Property ID: 333116096120040160
  • Block/Lot/Section: D

Listed by Genstone Realty

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Listing agent

— 5417 Essex Ave S —

  • Genstone Realty

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 5417 Essex Ave S

School District:Pinellas County School District
NameGradesDistance
Gulfport Montessori Elementary School
2014 52nd Street South, Gulfport, FL 33707
K-50.9 mi
Azalea Middle School
7855 22nd Ave N, St. Petersburg, FL 33710
6-84.5 mi
Boca Ciega High School
924 58th Street South, Gulfport, FL 33707
9-121.6 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 5417 Essex Ave S Get Price Alerts and Save Property

Date
Details
Price
Change
Source
9/18/2026
Listed
$1,300,000
1.96%
MLS
3/20/2024
Sold
$1,275,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 5417 Essex Ave S

Year
Property Taxes
Change
Tax Assessment
Change
2025
$16,842
205%
$962,758
164%
2024
$5,524
1%
$364,704
3%
2023
$5,445
1%
$354,082
6%
2021
$5,381
1%
$333,756
-3%
2022
$5,304
-1%
$343,769
4%
2021
$5,381
2%
$329,148
2%
2019
$5,285
1%
$321,748
2%
2018
$5,217
1%
$315,749
2%
2017
$5,179
1%
$309,255
2%
2016
$5,141
-32%
$302,894
-22%
2015
$7,529
722%
$388,919
665%
2014
$916
18%
$50,826
33%
2013
$779
—
$38,244
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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Listed by Genstone Realty

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5417 Essex Avenue S, Gulfport, FL 33707 (MLS# TB8548759) is a Single Family property with 3 bedrooms and 3 full bathrooms. 5417 Essex Avenue S is currently listed for $1,300,000 and was received on September 18, 2026. Want to learn more about 5417 Essex Avenue S? Do you have questions about finding other Single Family real estate for sale in Gulfport? You can browse all Gulfport real estate or contact a Coldwell Banker agent to request more information.

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