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$1,200,000

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.

4 Beds ⋅ 3 Baths ⋅ TB8548763 MLS

5433 Essex Avenue S, South Pasadena

$460,000

WOW! It’s All About Location — A Boater’s Dream! Bring your big boat! This property features a 40-foot floating dock, previously home to a 40-foot ketch with a 4.5-foot draft — and it has never grounded, even at the lowest tides. The slip is 16 feet wide, offering easy maneuverability on a 150-foot-wide canal, located less than 600 feet from the Gulf with a straight, unobstructed shot. No docks across the canal means added privacy and convenience. This property features spacious bedrooms, remodeled owners bath and a remodeled kitchen! This partially polished diamond makes a great home, or great vacation home for those desiring a better mooring than an expensive marina lease! New roof 2025, the pilings 10 yrs old and set 6' into limestone base, triple pilings on new to secure in heavy winds. A roof over the back porch area could provide a fantastic view of the gulf sunsets! Ready to sell! AC 2023, hurricane impact windows and doors, and new painter.

2 Beds ⋅ 3 Baths ⋅ TB8477193 MLS

5925 Beverly Drive, Hudson

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