5500 Gulf Boulevard, FL

$299,999

5500 Gulf Boulevard

St Pete Beach, FL 33706

Active
1
Bed
1
Bath
300
Sq Ft
40
Acres
1990
Built
WaterfrontWater access40 acres$1,000/sqft360° tour
🏠Condo - Hotel

Property type

🏗️1990

Year built

📐40 ac

Lot size

📊$1,000

Price / sq ft

🏘️$566/mo

HOA dues

📅1

Day on market

🌊VE

Flood zone

About this home

Enjoy a true resort-style beachfront getaway and income-producing opportunity at the iconic TradeWinds Resort on St. Pete Beach. This fully furnished 1-bedroom, 1-bath condo-hotel unit features peaceful tropical views from the private 2nd-floor balcony and is priced to sell. Inside, the layout offers a comfortable living space with a convenient kitchenette featuring a mini-fridge, microwave, coffee maker, and additional essentials—ideal for short beach getaways or extended stays. Just outside the front entry, an oversized shared deck area provides additional outdoor seating space to relax and unwind. This property is part of the TradeWinds on-site rental program, offering a true turn-key ownership experience with strong rental income potential already in place. Owners may personally use the property for up to 28 days per year while generating income the remainder of the time. Existing rental management agreement transfers to the new owner. Spread across more than 40 beachfront acres with over 1,000 feet of Gulf frontage, TradeWinds offers an unmatched vacation experience with multiple pools, beach bars and restaurants, fitness facilities, tennis courts, water attractions, and activities for all ages. Whether you're looking for a personal beach retreat, investment property, or 1031 exchange opportunity, this is an excellent chance to own in one of St. Pete Beach’s most recognized resorts.

Estimated monthly payment

Principal & interest$1,517
Property taxes$348
Home insurance (est.)$137
HOA dues$566

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 history1 days on market

  1. Status: Active
    May 18, 2026
  2. Listed$299,999
    May 17, 2026
  3. Price increased$299,999

Virtual Tour

Facts & features

Property type
Residential
Sub type
Condo - Hotel
Status
Active
Days on market
1
Subdivision
Jacaranda Beach Villas Condo
County
Pinellas
Year built
1990
Living area
300 sq ft
Price/sq ft
$1,000
Lot size
0 sq ft
Lot category
Non-Applicable
Flood zone
VE (12103C0276G)
Annual taxes
$4,180 (2025)
Parcel #
06-32-16-43555-000-2247
MLS #
TB8509381

Interior Details

Bedrooms
1
Full bathrooms
1
Flooring
Carpet, Ceramic Tile
Appliances
Bar Fridge, Microwave
Interior features
Elevator, Solid Surface Counters, Window Treatments
Laundry
Other
Stories / Levels
One
Direction faces
North

Heating & Cooling

Heating
Central
Cooling
Central Air

Parking

Parking features
None, Open

HOA & Financial

HOA fee
$566 / Monthly
Monthly HOA
$566/mo
Total monthly fees
$566/mo
Total annual fees
$6,788
HOA name
Stephen Lahowetz
CDD
No
Min lease term
1-7 Days
Listing terms
Cash, Trade, Other
Ownership
Fee Simple
Available for lease
Yes
Lease restrictions
Yes
Additional lease restrictions
This unit is a condo-hotel. Unit must be leased through existing Trade Winds/Jacaranda Beach Villas rental management Program.

Exterior & Construction

Exterior features
Balcony, Sliding Doors, Tennis Court(s)
Construction materials
Block
Roof
Built-Up
Foundation
Slab
Waterfront
Yes
Water access
Yes
Road surface
Asphalt

Utilities

Sewer
Public Sewer
Water source
Public
Utilities
Electricity Connected

Community

Pets allowed
No

Room Details

RoomLevelDimensions
Primary BedroomFirst12x16
Bathroom 1First10x10
Living RoomFirst10x12

Listing Details

Listing date
2026-05-17
On market date
2026-05-17
Original list price
$299,999
Occupant type
Tenant
MLS area
33706 - Pass a Grille Bch/St Pete Bch/Treasure Isl
Listing AOR
Suncoast Tampa
Status changed
2026-05-18
Tax legal description
JACARANDA BEACH VILLAS CONDO PHASE III, UNIT 2247

Flood risk

High riskFEMA Zone VEPanel 12103C0276G

Coastal high-hazard area (Zone V) with wave action. In a FEMA Special Flood Hazard Area — flood insurance is generally required by lenders.

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

Location

Directions

North Gulf blvd to Tradewinds Island Grand guard gate.

More homes like this

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 May 18, 2026 at 8:19 AM 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