5500 GULF BOULEVARD #4246, ST PETERSBURG, FL 33706

$537,500

Experience one of the most reliable income-producing opportunities on St. Pete Beach with this fully furnished, turnkey condo-hotel residence located inside the award-winning AAA Four Diamond Tradewinds Island Grand Resort. This rare two-bedroom, two-bath unit delivers exceptional performance, generating over $40,000 in true net annual income after HOA fees, taxes,… Read More insurance, and management, making it ideal for investors, 1031 exchange buyers, or anyone seeking a high-ROI Gulf-front rental property. Owners enjoy the unique benefit of up to 28 personal-use days per year, plus exclusive discounts on dining, cabanas, and resort amenities, creating the perfect balance between investment and personal enjoyment. Overlooking lush tropical landscaping and steps from the resort’s world-famous beachfront, this spacious condo features a private balcony, multiple sleeping configurations, a separate living area with sleeper sofa, and a convenient kitchenette with full-size refrigerator, cooktop, microwave, and dishware—ideal for both guests and extended stays. As part of the Tradewinds rental program, all bookings, maintenance, housekeeping, and property management are handled onsite, offering a fully hands-free ownership experience. Demand stays high year-round thanks to the resort’s 1,000+ feet of pristine sugar-sand Gulf shoreline, nationally recognized hospitality, and its continuous calendar of weddings, conventions, corporate retreats, sports groups, and tourism events that consistently boost occupancy. Owners and guests enjoy access to over 40 acres of resort amenities, including nine swimming pools, 13 restaurants and bars, waterslides, parasailing, jet-ski rentals, beach cabanas, tennis and pickleball, mini golf, fitness centers, a full activities program, and even paddleboat rides through the resort’s winding waterways. Nearby, you’ll find all the best of St. Pete Beach—from Corey Avenue shops and waterfront dining to Sunset Beach, Pass-a-Grille, Fort De Soto Park, Johns Pass Village, and convenient access to both Tampa International Airport and St. Pete–Clearwater International Airport. Blending effortless passive income, resort-style living, and unbeatable Gulf Coast appeal, this Tradewinds condo-hotel unit offers everything today’s coastal investors are looking for. A rare opportunity for reliable returns and personal enjoyment in one of Florida’s most iconic beachfront resorts. Read Less

Courtesy of KELLER WILLIAMS REALTY PORTFOLIO COLLECTION 727-489-0800

Listing Snapshot

Days Online

Last Updated

Dec 18, 2025

Property Type

Condominium

Beds

Full Baths

Square Ft.

835

Year Built

1990

MLS Number

TB8457302

Additional Details

Property Access

Road Surface: Asphalt, Paved

Appliances & Equipment

Cooktop, Microwave, Refrigerator, Wine Refrigerator, Other equipment: Basketball Court, Irrigation Equipment, Playground

Building

Built in 1990, Living area: 835, Living area units: Square Feet, Building faces South, 7 stories, Levels: One, Construction Materials: Block, Stucco

Community

Association Recreation - Owned, Dog Park, Fitness Center, Playground, Pool, Racquetball, Sidewalks, Tennis Court(s), Street Lights

Cooling

Central Air

Exterior Features

Patio/Porch Features: Covered, Rear Porch, Balcony, Basketball Court, Courtyard, Dog Run, Lighting, Outdoor Shower, Playground, Rain Gutters, Sidewalk, Sliding Doors, Storage, Tennis Court(s)

Floors

Carpet, Ceramic Tile

Foundation

Slab

Heating

Central, Electric

Home Owner's Association

Fee Includes: Cable TV, Pool, Electricity, Escrow Reserves Fund, Insurance, Internet, Maintenance Structure, Maintenance Grounds, Maintenance, Management, Pest Control, Private Road, Recreational Facilities, Security, Sewer, Trash, Water, Amenities: Basketball Court, Golf Course, Pickleball Court(s), Sauna, Spa/Hot Tub

Interior Features

Kitchen/Family Room Combo, Living Room/Dining Room Combo, Open Floorplan, Solid Wood Cabinets, Stone Counters, Thermostat

Laundry

Common Area, Laundry Room

Lot

FloodZone, City Limits, Landscaped, Near Golf Course, Near Marina, Near Public Transit, Private, Sidewalk, Paved, Mature Landscaping

Parking

Open

Pets Policy

Allowed: Breed Restrictions, Yes

Pool

Gunite, Heated, In Ground, Lighting

Property

Other structures: Cabana, Gazebo, Tennis Court(s), Pool, Water

Roof

Built-Up

Security Features

Fire Alarm, Key Card Entry

Sewer

Public Sewer

Taxes

Additional parcels description:, Parcel Number: 06-32-16-43555-000-4246, Public Survey Range: 16, Public Survey Section: 06, Annual Amount: $7,379.71, Tax Block: 000, Tax Book Number: 134-32, Legal Description: JACARANDA BEACH VILLAS CONDO PHASE III, UNIT 4246, Lot: 00, Year: 2024

Utilities

BB/HS Internet Available, Cable Connected, Electricity Connected, Public, Sewer Connected, Water Connected, Water Source: Public

Water Features

Water Body Name: GULF OF MEXICO, Beach Front, Gulf/Ocean

Windows

Shades

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