# 5417 ESSEX Avenue S, Gulfport, FL 33707 > **TL;DR:** 3bd/3ba single family, $1,300,000 ($535/sqft), built 2014, 2,430 sqft. > View, Hardwood, A/C, 2-car garage. Est. $6,953/mo. Listed 49 days. ## Property at a Glance | Attribute | Value | |-----------|-------| | Price | $1,300,000 | | Price/sqft | $535 | | Bedrooms | 3 | | Bathrooms | 3 full | | Square Feet | 2,430 | | Year Built | 2014 | | Lot Size | 4,356 sqft (0.10 acres) | | Stories | 3 | | Garage | 2-car | | Property Type | Single Family (Single Family Residence) | | Status | Active | | Days on Market | 49 | ## Why This Home Stands Out - **Views** - Water, Park, Ocean - **Hardwood Floors** - Hardwood flooring listed ## Estimated Monthly Costs | Category | Amount | |----------|--------| | Principal & Interest (20% down, 30-year at 6.5%) | $6,574 | | Estimated Insurance | $379 | | **Total** | **$6,953** | ## Nearby Schools - **Elementary:** Gulfport Elementary-PN - **Middle:** Thurgood Marshall Fund-PN - **High:** Boca Ciega High-PN ## Key Amenities - View - Hardwood - A/C - 2-car garage ## Property Highlights - Built in 2014 - 0.10 acre lot - 3 stories ## Description ### Agent 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. ## Location - **Address:** 5417 ESSEX Avenue S, Gulfport, FL 33707 - **County:** Pinellas - **Neighborhood:** BOCA CEIGA PARK - **Coordinates:** 27.738349, -82.706638 - **Google Maps:** https://www.google.com/maps?q=27.738349,-82.706638 ## Virtual Tour & Media - **Video Tour:** https://www.propertypanorama.com/instaview/stellar/TB8548759 ## Listing Agent - **Name:** John Frankli Blevins - **Brokerage:** GenStone Realty - **Broker Phone:** (312) 471-2739 - **Listing URL:** [View original listing](https://www.realtor.com/realestateandhomes-detail/5417-Essex-Ave-S_Gulfport_FL_33707_M63798-74063?f=listhub&s=MFRMLSFL&m=TB8548759&c=propsimple) ## Photos ![5417 ESSEX Avenue S - Photo 1](http://lh.rdcpix.com/402211230f1f341936c74770e6899ec4l-f3219521247r.jpg) ![5417 ESSEX Avenue S - Photo 2](http://lh.rdcpix.com/402211230f1f341936c74770e6899ec4l-f1582718519r.jpg) ![5417 ESSEX Avenue S - Photo 3](http://lh.rdcpix.com/402211230f1f341936c74770e6899ec4l-f2825258688r.jpg) ![5417 ESSEX Avenue S - Photo 4](http://lh.rdcpix.com/402211230f1f341936c74770e6899ec4l-f3955329326r.jpg) ![5417 ESSEX Avenue S - Photo 5](http://lh.rdcpix.com/402211230f1f341936c74770e6899ec4l-f3600250196r.jpg) ![5417 ESSEX Avenue S - Photo 6](http://lh.rdcpix.com/402211230f1f341936c74770e6899ec4l-f4021874840r.jpg) ![5417 ESSEX Avenue S - Photo 7](http://lh.rdcpix.com/402211230f1f341936c74770e6899ec4l-f575859551r.jpg) ![5417 ESSEX Avenue S - Photo 8](http://lh.rdcpix.com/402211230f1f341936c74770e6899ec4l-f2522887292r.jpg) ![5417 ESSEX Avenue S - Photo 9](http://lh.rdcpix.com/402211230f1f341936c74770e6899ec4l-f2794488408r.jpg) ![5417 ESSEX Avenue S - Photo 10](http://lh.rdcpix.com/402211230f1f341936c74770e6899ec4l-f2131215687r.jpg) ![5417 ESSEX Avenue S - Photo 11](http://lh.rdcpix.com/402211230f1f341936c74770e6899ec4l-f2114147536r.jpg) ![5417 ESSEX Avenue S - Photo 12](http://lh.rdcpix.com/402211230f1f341936c74770e6899ec4l-f1863991112r.jpg) ![5417 ESSEX Avenue S - Photo 13](http://lh.rdcpix.com/402211230f1f341936c74770e6899ec4l-f917649871r.jpg) ![5417 ESSEX Avenue S - Photo 14](http://lh.rdcpix.com/402211230f1f341936c74770e6899ec4l-f2512017828r.jpg) ![5417 ESSEX Avenue S - Photo 15](http://lh.rdcpix.com/402211230f1f341936c74770e6899ec4l-f2298585431r.jpg) ![5417 ESSEX Avenue S - Photo 16](http://lh.rdcpix.com/402211230f1f341936c74770e6899ec4l-f3509035715r.jpg) ![5417 ESSEX Avenue S - Photo 17](http://lh.rdcpix.com/402211230f1f341936c74770e6899ec4l-f211157875r.jpg) ![5417 ESSEX Avenue S - Photo 18](http://lh.rdcpix.com/402211230f1f341936c74770e6899ec4l-f3356140681r.jpg) ![5417 ESSEX Avenue S - Photo 19](http://lh.rdcpix.com/402211230f1f341936c74770e6899ec4l-f2507882703r.jpg) ![5417 ESSEX Avenue S - Photo 20](http://lh.rdcpix.com/402211230f1f341936c74770e6899ec4l-f2836916240r.jpg) ![5417 ESSEX Avenue S - Photo 21](http://lh.rdcpix.com/402211230f1f341936c74770e6899ec4l-f1110525518r.jpg) ![5417 ESSEX Avenue S - Photo 22](http://lh.rdcpix.com/402211230f1f341936c74770e6899ec4l-f1765930603r.jpg) ![5417 ESSEX Avenue S - Photo 23](http://lh.rdcpix.com/402211230f1f341936c74770e6899ec4l-f3904757770r.jpg) ![5417 ESSEX Avenue S - Photo 24](http://lh.rdcpix.com/402211230f1f341936c74770e6899ec4l-f3072520736r.jpg) ![5417 ESSEX Avenue S - Photo 25](http://lh.rdcpix.com/402211230f1f341936c74770e6899ec4l-f2735763421r.jpg) ![5417 ESSEX Avenue S - Photo 26](http://lh.rdcpix.com/402211230f1f341936c74770e6899ec4l-f1439310394r.jpg) ![5417 ESSEX Avenue S - Photo 27](http://lh.rdcpix.com/402211230f1f341936c74770e6899ec4l-f155350006r.jpg) ![5417 ESSEX Avenue S - Photo 28](http://lh.rdcpix.com/402211230f1f341936c74770e6899ec4l-f3568781645r.jpg) --- **MLS#:** TB8548759 | **Updated:** 2026-10-31 **Source:** listhub *Copyright © 2026 Stellar MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.* [View on PropertySimple](https://www.propertysimple.ai/listing/5417-essex-avenue-s-gulfport-fl-33707-d2e5cdbd9b2347cda1c1663e153d2d0f) --- ## Structured Data ```json { "@context": "https://schema.org", "@type": "RealEstateListing", "@id": "https://www.propertysimple.ai/listing/5417-essex-avenue-s-gulfport-fl-33707-d2e5cdbd9b2347cda1c1663e153d2d0f#listing", "url": "https://www.propertysimple.ai/listing/5417-essex-avenue-s-gulfport-fl-33707-d2e5cdbd9b2347cda1c1663e153d2d0f", "name": "5417 ESSEX Avenue S, Gulfport, FL 33707", "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. 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