5417 Essex Avenue, Gulfport, FL 33707
Pending $1,300,000
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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.
Cathedral Ceiling(s)
Ceiling Fans(s)
Eat-in Kitchen
Elevator
High Ceilings
Living Room/Dining Room Combo
Solid Wood Cabinets
Stone Counters
Walk-In Closet(s)
Window Treatments
Pickleball Court(s)
Taxes: $16,841.00
Tax Year: 2025
Balcony
Lighting
Sidewalk
Storage
Built-In Oven
Cooktop
Dishwasher
Disposal
Dryer
Microwave
Refrigerator
Tankless Water Heater
Washer
Whole House R.O. System
Park/Greenbelt
Water
Gulf/Ocean - Partial
Elementary School: Gulfport Elementary-Pn
Middle School: Thurgood Marshall Fund-Pn
Junior High: Thurgood Marshall Fund-Pn
High School: Boca Ciega High-Pn
Building Description: Coastal
MLS Area: 33707 - St Pete/South Pasadena/Gulfport/St Pete Bch
Total Square Footage: 4,545
Price per Square Feet: $534.98
Water: Public
Construction: Block, Stucco
Date Listed: 2026-09-18 00:00:00
Furnished: Turnkey
Windows: Storm Window(S), Window Treatments
Parking: Driveway, Ground Level
Garage Description: Y
Garage Spaces: 2
Attached Garage: Y
Flooring: Hardwood
Roof: Metal
Heating: Central, Electric, Zoned
Cooling: Central Air, Mini-Split Unit(S), Zoned
Laundry: Inside, Laundry Room
Pets: Cats Ok, Dogs Ok, Yes
Sewer: Public Sewer
Lot Desc.: Corner Lot
Parcel ID: 33-31-16-09612-
Amenities: Pickleball Court(S)
Listing Courtesy Of: Genstone Realty
jfranklyb@gmail.com
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.
Property Details
Price: $1,300,000
Sq Ft: 2,430
($535 per
sqft)
Bedrooms: 3
Bathrooms: 3
City: Gulfport
County: Pinellas
Type: Single Family
Development: Boca Ceiga Park
Acres: 0.1000
Virtual Tour/Floorplan: View
Year Built: 2014
Listing Number: TB8548759
Status Code: Pending
Taxes: $16,841.00
Tax Year: 2025
Garage:
2
/
Y
Furnishings: Turnkey
Pets Allowed: Cats OK, Dogs OK, Yes
Interior Features:
Cathedral Ceiling(s)
Ceiling Fans(s)
Eat-in Kitchen
Elevator
High Ceilings
Living Room/Dining Room Combo
Solid Wood Cabinets
Stone Counters
Walk-In Closet(s)
Window Treatments
Amenities:
Pickleball Court(s)
Financial Information:
Taxes: $16,841.00
Tax Year: 2025
Exterior Features:
Balcony
Lighting
Sidewalk
Storage
Equipment:
Built-In Oven
Cooktop
Dishwasher
Disposal
Dryer
Microwave
Refrigerator
Tankless Water Heater
Washer
Whole House R.O. System
View:
Park/Greenbelt
Water
Gulf/Ocean - Partial
School Information:
Elementary School: Gulfport Elementary-Pn
Middle School: Thurgood Marshall Fund-Pn
Junior High: Thurgood Marshall Fund-Pn
High School: Boca Ciega High-Pn
Additional Information:
Building Description: Coastal
MLS Area: 33707 - St Pete/South Pasadena/Gulfport/St Pete Bch
Total Square Footage: 4,545
Price per Square Feet: $534.98
Water: Public
Construction: Block, Stucco
Date Listed: 2026-09-18 00:00:00
Furnished: Turnkey
Windows: Storm Window(S), Window Treatments
Parking: Driveway, Ground Level
Garage Description: Y
Garage Spaces: 2
Attached Garage: Y
Flooring: Hardwood
Roof: Metal
Heating: Central, Electric, Zoned
Cooling: Central Air, Mini-Split Unit(S), Zoned
Laundry: Inside, Laundry Room
Pets: Cats Ok, Dogs Ok, Yes
Sewer: Public Sewer
Lot Desc.: Corner Lot
Parcel ID: 33-31-16-09612-
Amenities: Pickleball Court(S)
Map of 5417 Essex Avenue, Gulfport, FL 33707
Listing Courtesy Of: Genstone Realty
jfranklyb@gmail.com