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About this home
Rarely Available PENTHOUSE.....2BED/DEN/3Bath/2 Balconies at TradeWinds Island Resorts – Spectacular Gulf & Beach Views and TERRIFIC OPPORTUNITY with a great 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 consistent bookings 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 living room with sleeper sofa, dining area, three full bathrooms. The balconies provides front-row seating for unforgettable sunsets, sparkling Gulf waters, and the vibrant resort atmosphere and tropical landscape after the sun goes down. 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 welcoming businesses & guests worldwide. 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 ***
Highlights
Property details
- MLS
- Stellar MLS
- MLS #
- MFRTB8514778
- Property type
- Condo - Hotel
- Subdivision
- JACARANDA BEACH VILLAS CONDO
- Status
- Active
- Days on market
- 127
- On market date
- June 2, 2026
- Stories
- N/A
- Total bathrooms
- 3
- Garage spaces
- N/A
- Parking spaces
- N/A
- Lot size
- 40 acres
Location
Get directions →Nearby schools
Within 10 miles. School directory data from the National Center for Education Statistics (NCES), accessed via the Urban Institute Education Data API. Local Score is calculated by INNOVATE Real Estate; where a state rating is shown, it comes from that state's own official school report card.
- Enrollment
- 306
- Student:teacher ratio
- 13.3:1
- District
- PINELLAS
- Enrollment
- 906
- Student:teacher ratio
- 20.1:1
- District
- PINELLAS
- Enrollment
- 1,469
- Student:teacher ratio
- 18.6:1
- District
- PINELLAS
Walkability
Blended score for ST PETE BEACH's center, calculated by INNOVATE Real Estate from two sources: the EPA's National Walkability Index (street network, transit, land-use mix) and Google Places amenity data (what's actually reachable on foot from this point). 60% EPA National Walkability Index + 40% nearby-amenity density (Google Places).
Market position
How this listing compares to current activity in ST PETE BEACH, from live MLS data.
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Data source: Listing information provided by Stellar MLS (mfrmls) via Trestle/CoreLogic. Last updated 17 days ago.
Information herein deemed reliable but not guaranteed; all measurements, school assignments, HOA fees, taxes, and feature lists are approximate and should be independently verified. Equal Housing Opportunity.







