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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 ⋅ SubDv. ⋅ 33707 Zip Code

5433 Essex Avenue S, Gulfport

$989,000

Welcome to your private island retreat, tucked away on a quiet cul-de-sac in one of Tierra Verde's most desirable neighborhoods. This exceptional POOL HOME blends MULTI-GENERATIONAL LIVING, ENERGY EFFICIENCY, and the Florida lifestyle you've been dreaming of. Featuring 4 BEDROOMS, 3 BATHROOMS, and a 2-CAR GARAGE, the flexible split floor plan includes two bedrooms on the main level and two upstairs. The spacious upstairs retreat is ideal as a SECOND PRIMARY SUITE, PRIVATE GUEST QUARTERS, or IN-LAW SUITE, complete with pre-plumbing for a kitchenette and washer/dryer hookups. The downstairs primary suite features a spa-inspired STEAM SHOWER, while the adjacent bedroom and bath offer the opportunity to create an expansive LUXURY PRIMARY SUITE. The inviting living room showcases a dramatic stone accent wall with a WOOD-BURNING FIREPLACE, while the chef's kitchen is equipped with NEWER STAINLESS STEEL APPLIANCES, a WINE REFRIGERATOR, and pull-out refrigerator drawers. Step outside to your private tropical oasis featuring lush landscaping and a sparkling POOL, perfect for year-round entertaining and relaxation. A standout architectural feature is the charming CRAFTSMAN-INSPIRED TURRET, leading to a unique third-floor lookout surrounded by windows—ideal as a HOME OFFICE, studio, or peaceful retreat. Enjoy peace of mind with major updates including a NEW ROOF (2025), FULLY PAID-OFF SOLAR PANELS with electric bills averaging under $40/month, TWO A/C SYSTEMS (2020 & 2023), and a TANKLESS WATER HEATER. Located just minutes from marinas, waterfront dining, downtown St. Petersburg, and only 3 miles from Fort De Soto Park, you'll enjoy award-winning beaches, boating, kayaking, fishing, biking, and nature trails right outside your door. This is a rare opportunity to own an energy-efficient island home in one of Tampa Bay's most sought-after waterfront communities.

4 Beds ⋅ 3 Baths ⋅ SubDv. ⋅ 33715 Zip Code

342 2nd Avenue N, Tierra Verde

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