5500 GULF BOULEVARD, 7230 | St Pete Beach

$695,000 | 2 Beds | 3 Baths (3 Full) | 1,135 Sq. Ft.

Rarely Available PENTHOUSE.....2BED/LIVING ROOM/3Bath/Balcony at TradeWinds Island Resorts – Spectacular Gulf & Beach Views and terrific rental income history! Experience the ultimate in beachfront ownership with this exceptional penthouse at the iconic TradeWinds Island Resorts on world-famous St. Pete Beach. Breathtaking views of the Gulf of Mexico, sugar-sand beaches, and the resort's tropical grounds, along with a history of investment potential in one extraordinary package! Beautifully appointed and completely turnkey, this spacious penthouse accommodates up to eight guests and features two bedrooms, including a primary suite with a king bed and a guest bedroom with two queen beds, a separate den with sleeper sofa, dining area, three full bathrooms. The expansive balcony provides front-row seating for unforgettable sunsets, sparkling Gulf waters, and the vibrant resort atmosphere below. Unlike a timeshare, this is a fee-simple condominium that you own. Owners can enjoy up to 28 days of personal use annually while benefiting from participation in the resort's professionally managed rental program, providing the opportunity to generate income to offset ownership expenses. The villa is fully furnished and professionally maintained, beautifully decorated, and includes daily housekeeping and resort services—allowing for truly effortless ownership with monthly rental income distributions. Situated on approximately 40 tropical acres and 1,600 feet of pristine Gulf frontage, TradeWinds Island Resorts is one of Florida's most recognized beachfront destinations. Resort amenities include nine swimming pools, fifteen restaurants and dining venues, a full-service spa, fitness center, pickleball courts, beach cabanas, watersports, family activity programs, live entertainment, and endless opportunities for recreation and relaxation. Located within 30minutes to Tampa airport, major sports & spring training & entertainment venues, museums, shopping and world-class dining establishments. Known as a premier destination for weddings, conventions, family vacations, and memorable beachfront getaways, ownership also includes valuable owner privileges such as discounts on dining, beverages, and resort activities. Potential tax advantages, 1031 Exchange or self-directed IRA opportunities may further enhance the investment appeal. Whether you're seeking a beachfront retreat for family gatherings, a legacy property to create lasting memories, an income-producing investment, or the perfect combination of all three, this penthouse villa presents a rare opportunity to purchase. THIS is Florida Gulf-front living! *** JUST LET GO *** StellarMLS TB8514778

Directions to property: GULF BOULEVARD TO 55TH AVENUE TRAFFIC LIGHT AT THE TRADEWINDS MAIN ENTRANCE; SHOW GUARD YOUR BUSINESS CARD & THAT YOU ARE SHOWING JACARANDA VILLAS. BE SURE TO PROVIDE CLIENTS NAME ALSO IF ARRIVING SEPARATELY. AFTER GUARDHOUSE, MAKE A U-TURN AT MAIN ENTRANCE AND VALET PARKING MAY BE AVAILABLE OR PARKING LOT ON LEFT (SOUTH) OF MAIN ENTRANCE.

MLS Listing ID: 
StellarMLS TB8514778
Basic Property Information
Fields containing basic information about the property.
Property Type: 
Residential
Property Sub Type: 
Condo - Hotel
Primary Market Area: 
St Pete Beach
Address: 
5500 GULF BOULEVARD, 7230, St Pete Beach, FL 33706, US
County: 
Pinellas
Community Information
Subdivision: 
JACARANDA BEACH VILLAS CONDO
Community Name: 
TRADEWINDS ISLAND GR
Building Details
Details about the building on a property.
Architectural Style: 
Contemporary
Year Built: 
1990
New Construction: 
0
Living Area: 
1,135
Interior: 
Living Room/Dining Room Combo, Open Floorplan, Solid Surface Counters, Thermostat, Window Treatments
Construction
Construction Materials: 
Block
Foundation Details: 
Slab
Roof: 
Built-Up
Exterior Features: 
Balcony, Dog Run, Irrigation System, Lighting, Outdoor Shower, Sidewalk, Sliding Doors
Porch: 
Covered
Room Details
Details about the rooms in the building.
Total Rooms: 
8
Total Bedrooms: 
2
Total Bathrooms: 
3
Total Full-Bathrooms: 
3
Total Half-Bathrooms: 
0
Utilities
Information about utilities available on the property.
Heating System: 
Central, Electric
Cooling System: 
Central Air
Water Source: 
Public
Sewer: 
Public Sewer
Lot/Land Details
Details about the lots and land features included on the property.
Acres: 
40
Lot Size (Area): 
11,500
View: 
Water
Waterfront: 
1
Water Body Category: 
Ocean
Water Body Name: 
GULF OF AMERICA (MEXICO)
Lot Features
Pool: 
Gunite, Heated, In Ground, Tile
Public Record
Parcel Number: 
063216435550007230
Annual Tax: 
$10,230.00
Listing Dates
Dates involved in the transaction.
Listing Entry Date/Time: 
6/2/2026
Listing Participants
Participants (agents, offices, etc.) in the transaction.
Listing Agent Name: 
Sharon Griffin
Listing Office Name: 
FLORIDA WEST COAST REALTY