5500 Gulf Boulevard, FL

$395,000

5500 Gulf Boulevard

St Pete Beach, FL 33706

Active
1
Bed
1
Bath
535
Sq Ft
40
Acres
1990
Built
WaterfrontWater accessPrivate pool40 acres$738/sqft
Condo - Hotel

Property type

1990

Year built

2,815 sqft

Lot size

$738

Price / sq ft

No HOA

HOA dues

0

Days on market

AE

Flood zone

About this home

Beachfront ownership with this exceptional opportunity at the iconic hidden gem, the TradeWinds Island Resorts on beautiful St. Pete Beach! Combining personal enjoyment with proven investment potential, this one bedroom/living & kitchen/balcony villa is NOT A TIMESHARE, it is a condo you own, offering owners up to 28 days of annual use and generate income to cover ownership costs through a well-established decades long resort rental program. Completely turnkey, maintained & decorated, with daily housekeeping and all the benefits of a hotel..and you get paid monthly! Truly effortless ownership Gorgeous sunset and beach views from this villa by day and tranquil tropical grounds light up softly after the sun goes down. Set along 1,600 feet of sugar-sand Gulf frontage amongst 40 tropical acres, this world-recognized destination blends classic Old Florida charm with modern amenities and entertainment. Enjoy resort features, including 9 swimming pools, 15 restaurants/dining venues, spa, fitness center, pickleball courts, family activity areas, beach adventures, cabanas and vibrant entertainment on the property. Located within 30minutes to Tampa airport, major sports & spring training & entertainment venues, museums, shopping and world-class dining establishments. A premier destination for weddings, conventions, family vacations, and Florida resort living, this tropical paradise offers an effortless ownership experience with added owner benefits similar to a club membership(great for locals)& includes discounts on food, beverages, and resort activities, along with potential tax advantages associated with ownership, a 1031 exchange or self directed IRA! Whether you’re seeking a relaxing beachfront retreat, an income-producing investment, or the perfect balance of both, this villa presents a rare opportunity to make yours. UNIT 6242 is also available, a hotel style villa next door can also be purchased with flexibility to expand to a 2 bedroom/2bath for special reunions and more rental income! A fantastic place to escape, unwind, and embrace the beach lifestyle...JUST LET GO!

Estimated monthly payment

Principal & interest$1,997
Property taxes$519
Home insurance (est.)$181

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$395,000
    Jun 2, 2026
  3. Price increased$395,000

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
535 sq ft
Price/sq ft
$738
Building area
577 sq ft (Estimated)
Lot size
2,815 sq ft
Lot category
20 to less than 50
Flood zone
AE (12103C0276H)
Pool
Private pool
Annual taxes
$6,225 (2025)
Parcel #
06-32-16-43555-000-6241
MLS #
TB8514630

Interior Details

Bedrooms
1
Full bathrooms
1
Flooring
Carpet, Ceramic Tile, Travertine
Appliances
Cooktop, Freezer, Microwave, Refrigerator
Interior features
Ceiling Fans(s), Eat-in Kitchen, Kitchen/Family Room Combo, 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

Parking

Parking features
Guest, Open

HOA & Financial

Total monthly fees
$1,051/mo
Total annual fees
$12,612
HOA name
STEPHEN LAHOWETZ
CDD
No
Min lease term
1-7 Days
Listing terms
Cash, Other
Ownership
Condominium
Available for lease
Yes
Lease restrictions
Yes
Additional lease restrictions
CAN BE USED 28 DAYS PER YEAR BY OWNER, NO CHARGE. ON SITE RENTAL MANAGEMENT COMPANY WITH RENTAL AGREEMENT TRANSFERS TO BUYER, ALONG WITH REPAIR/MAINTENANCE RESERVES

Exterior & Construction

Exterior features
Balcony, Courtyard, Fire Pit, Lighting, Sidewalk, Sliding Doors, Tennis Court(s)
Construction materials
Block
Roof
Built-Up
Foundation
Slab, Stilt/On Piling
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, Fire Hydrant, Public, Sewer Connected, Sprinkler Recycled, Underground Utilities, Water Connected

Room Details

RoomLevelDimensions
Living RoomFirst10x13.2
DinetteFirst5.6x7
Primary BedroomFirst13.1x15.8
KitchenFirst

Listing Details

Listing date
2026-06-02
On market date
2026-06-02
Original list price
$395,000
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 II, UNIT 6241

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 5500 GULF BLVD, TRADEWINDS ISLAND GRAND RESORT. Let guard know you are showing a Jacaranda villa (and name of your client if traveling separately) and may need to show BUSINESS CARD TO GUARD FOR ACCESS. After you pass guard gate, do a U-turn at main entrance and there is parking lot on the left of the main entrance (Southside) or Valet.

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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