5500 Gulf Boulevard, FL

$695,000

5500 Gulf Boulevard

St Pete Beach, FL 33706

Active
2
Beds
12
Baths
1,135
Sq Ft
40
Acres
1990
Built
WaterfrontWater accessPrivate pool40 acres$612/sqft
Condo - Hotel

Property type

1990

Year built

11,500 sqft

Lot size

$612

Price / sq ft

No HOA

HOA dues

0

Days on market

AE

Flood zone

About this home

Rarely Available.....2B/LIVING ROOM/3Bath/Balcony Penthouse Villa 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 ***

Estimated monthly payment

Principal & interest$3,514
Property taxes$853
Home insurance (est.)$319

Estimate only. Taxes use the listing's reported amount where available; insurance is a Florida-average estimate. Your actual payment will vary — run a full calculation or talk to a lender.

Price & listing history0 days on market

  1. Status: Active
    Jun 2, 2026
  2. Listed$695,000
    Jun 2, 2026
  3. Price increased$695,000

Facts & features

Property type
Residential
Sub type
Condo - Hotel
Status
Active
Days on market
0
Subdivision
Jacaranda Beach Villas Condo
County
Pinellas
Year built
1990
Living area
1,135 sq ft
Price/sq ft
$612
Building area
1,217 sq ft (Estimated)
Lot size
11,500 sq ft
Lot category
20 to less than 50
Flood zone
AE (12103C0276H)
Pool
Private pool
Annual taxes
$10,230 (2025)
Parcel #
06-32-16-43555-000-7230
MLS #
TB8514778

Interior Details

Bedrooms
2
Full bathrooms
3
Half bathrooms
9
Flooring
Carpet, Ceramic Tile, Travertine
Appliances
Bar Fridge, Cooktop, Freezer, Microwave, Refrigerator
Interior features
Living Room/Dining Room Combo, Open Floorplan, Primary Bedroom Main Floor, Solid Surface Counters, Thermostat, Window Treatments
Laundry
Common Area, Laundry Room, Same Floor As Condo Unit
Stories / Levels
One
Direction faces
North

Heating & Cooling

Heating
Central, Electric
Cooling
Central Air

HOA & Financial

Total monthly fees
$2,239/mo
Total annual fees
$26,868
HOA name
STEPHEN LAHOWETZ
CDD
No
Min lease term
1-7 Days
Ownership
Condominium
Available for lease
Yes
Lease restrictions
Yes
Additional lease restrictions
OWNER USE ALLOWED 28 DAYS PER YEAR, NO CHARGE; ONSITE RENTAL MANAGEMENT COMPANY, EXISTING RENTAL AGREEMENT TRANSFERS TO NEW OWNER.

Exterior & Construction

Exterior features
Balcony, Courtyard, Dog Run, Fire Pit, Lighting, Outdoor Shower, Private Entrance, Sidewalk, Sliding Doors
Construction materials
Block
Roof
Built-Up
Foundation
Slab
Pool
Private pool
Waterfront
Yes
Water access
Yes
Water view
Yes
Road surface
Asphalt

Utilities

Sewer
Public Sewer
Water source
Public
Utilities
Cable Connected, Electricity Connected, Public, Sewer Connected, Sprinkler Recycled, Underground Utilities, Water Connected

Room Details

RoomLevelDimensions
Living RoomFirst17.2x17.2
Dining RoomFirst10x10
KitchenFirst10x7
Primary BedroomFirst13.4x20
Bedroom 2First13.5x15.5
Bathroom 1First6.11x8.4
Bathroom 2First6.1x8.3
Bathroom 3First9.8x6.6

Listing Details

Listing date
2026-06-02
On market date
2026-06-02
Original list price
$695,000
Occupant type
Tenant
MLS area
33706 - Pass a Grille Bch/St Pete Bch/Treasure Isl
Listing AOR
Suncoast Tampa
Status changed
2026-06-02
Tax legal description
JACARANDA BEACH VILLAS CONDO PHASE I, UNIT 7230

Flood risk

High riskFEMA Zone AEPanel 12103C0276H

FEMA Special Flood Hazard Area (1% annual-chance / “100-year” floodplain). Flood insurance is generally required by mortgage lenders.

Source: FEMA flood zone reported on the listing. Confirm current designation at FEMA Flood Map Service Center.

Location

Directions

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.

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MLS GRID

Listings courtesy of Stellar MLS as distributed by MLS GRID

IDX information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

Based on information submitted to the MLS GRID as of June 2, 2026 at 7:02 PM ET. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

Ryan Solberg, Broker · MaxLife Realty LLC · FL License #BK3354351 · Equal Housing Opportunity · Full disclaimer · DMCA