5500 GULF BOULEVARD #4246 St Petersburg, FL $ 537,500
5500 GULF BOULEVARD #4246
$ 537,500
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5500 GULF BOULEVARD #4246

St Petersburg, FL, 33706
$ 537,500
Bedrooms2 Baths2.0 Sq 835

Monthly Estimate*

$ 3,353

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Condo for sale in St Petersburg, FL

for $537,500 with 2 bedrooms and 2 full baths. This 835 square foot condo was built in 1990.

Experience one of the most reliable income-producing opportunities on St. Pete Beach with this fully furnished, turnkey condo-hotel residence located inside the award-winning AAA Four Diamond Tradewinds Island Grand Resort. This rare two-bedroom, two-bath unit delivers exceptional performance, generating over $40,000 in true net annual income after HOA fees, taxes, insurance, and management, making it ideal for investors, 1031 exchange buyers, or anyone seeking a high-ROI Gulf-front rental property. Owners enjoy the unique benefit of up to 28 personal-use days per year, plus exclusive discounts on dining, cabanas, and resort amenities, creating the perfect balance between investment and personal enjoyment. Overlooking lush tropical landscaping and steps from the resort’s world-famous beachfront, this spacious condo features a private balcony, multiple sleeping configurations, a separate living area with sleeper sofa, and a convenient kitchenette with full-size refrigerator, cooktop, microwave, and dishware—ideal for both guests and extended stays. As part of the Tradewinds rental program, all bookings, maintenance, housekeeping, and property management are handled onsite, offering a fully hands-free ownership experience. Demand stays high year-round thanks to the resort’s 1,000+ feet of pristine sugar-sand Gulf shoreline, nationally recognized hospitality, and its continuous calendar of weddings, conventions, corporate retreats, sports groups, and tourism events that consistently boost occupancy. Owners and guests enjoy access to over 40 acres of resort amenities, including nine swimming pools, 13 restaurants and bars, waterslides, parasailing, jet-ski rentals, beach cabanas, tennis and pickleball, mini golf, fitness centers, a full activities program, and even paddleboat rides through the resort’s winding waterways. Nearby, you’ll find all the best of St. Pete Beach—from Corey Avenue shops and waterfront dining to Sunset Beach, Pass-a-Grille, Fort De Soto Park, Johns Pass Village, and convenient access to both Tampa International Airport and St. Pete–Clearwater International Airport. Blending effortless passive income, resort-style living, and unbeatable Gulf Coast appeal, this Tradewinds condo-hotel unit offers everything today’s coastal investors are looking for. A rare opportunity for reliable returns and personal enjoyment in one of Florida’s most iconic beachfront resorts.

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Condo Active

Price

$ 537,500

Bedrooms

2

Full Bath

2

Property Type

Condo

Taxes

$ 7,379

Style

Condominium

Year Built

1990

Town/City

St Petersburg

County/Region

Pinellas

MLS | Web ID

TB8457302

Features
Interior
Interior Amenities kitchen/family room combo living room/dining room combo open floorplan solid wood cabinets stone counters thermostat
Flooring carpet ceramic tile
Furnished Y/N furnished
Total Stories 7
Air Conditioning Y/N yes
Heating Y/N yes
Window Features shades
Fireplace Y/N no
Half Baths 0
Laundry Features common area laundry room
Total Bedrooms 2
Total Baths 2
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General
Sewer public sewer
Heating central electric
Cooling central air
Utilities bb/hs internet available cable connected electricity connected public sewer connected street lights water connected
Possession close of escrow
Roof built-up
Appliances cooktop microwave refrigerator wine refrigerator
Association Fee Includes cable tv community pool electricity escrow reserves fund insurance internet maintenance structure maintenance grounds maintenance repairs manager pest control pool maintenance private road recreation
Patio/Porch Features covered rear porch
Pool Features gunite heated in ground lighting
Security Features fire alarm key card entry
Construction Materials block stucco
Pets Allowed breed restrictions yes
Year Built 1990
View pool water
Levels one
Unit Number 4246
Property Subtype condominium
Tax Year 2024
Ownership condominium
Waterfront Features gulf/ocean front waterfront beach gulf/ocean
Community Features gulf/ocean front intracoastal waterway water access waterfront association recreation - owned dog park fitness center playground pool racquetball sidewalks tennis court(s)
County pinellas
New Construction no
Property Type residential
Association Amenities basketball court golf course pickleball court(s) sauna spa/hot tub
HOA Y
Subdivision Name jacaranda beach villas condo
Facing Direction south
Garage Y/N no
Other Structures cabana gazebo tennis court(s)
Total Rooms 8
Full Baths 2
Status active
Directions take i-275 to pinellas bayway. go west on pinellas bayway until dead end at gulf blvd. turn north and go 1.3 miles to tradewinds resort on west side of street. 5500 gulf blvd.
High School boca ciega high-pn
City st petersburg
Body of Water gulf of mexico
Association Name jacaranda beach villas / stephen lahowetz
Senior Community Y/N no
MLS Area 33706 - pass a grille bch/st pete bch/treasure isl
Lot Size Square Feet 0
Carport Y/N no
Listing Terms cash conventional trade
Spa Features heated
Elementary School azalea elementary-pn
Land Lease Y/N no
Tax Annual Amount 7379.71
Middle/Junior High School azalea middle-pn
Additional Parcels Y/N no
Lease Considered Y/N yes
Virtual Tour https://www.zillow.com/view-imx/4d5375f2-573f-456d-8334-374c637deb65?setattribution=mls&wl=true&initialviewtype=pano&utm_source=dashboard
Building Area Units square feet
Living Area Units square feet
Standard Status active
Occupancy Type tenant
Tax Lot 00
Legal Description jacaranda beach villas condo phase iii unit 4246
Water View gulf/ocean - partial
Water Access Type beach gulf/ocean
Minimum Lease 1-7 days
Water Access Y/N yes
Monthly Condo Fee Amount 1578
HOA Monthly Maintenance 0
Water View Y/N yes
Flood Zone Code ae
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Exterior
Exterior Amenities balcony basketball court courtyard dog run irrigation system lighting outdoor shower playground rain gutters sidewalk sliding doors storage tennis court(s)
Vegetation mature landscaping
Parking Features open
Lot Features floodzone city lot landscaped near golf course near marina near public transit private sidewalk
Water Source public
Foundation Details slab
Spa yes
Building Area Total 835
Lot Size Acres 0
Road Surface Type paved asphalt
Private Pool no
Waterfront Y/N yes
Road Frontage Type street paved
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Internal Only
Street Number 1 5500
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* Excluded Features
List By
Keller Williams Realty Portfolio Collection

Broker

chasewteam@gmail.com

Email

Affordability Calculator

$3,968
Per Month
85%
15%
0%
Monthly Principal & Interest
$3,353
Monthly Property Taxes
$615
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.375% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
3325031 Elementary School
3324903 Middle School
Boca Ciega High-PN High School
Pricing History
DatePricePrice ChangeDescription
12/17/2025$537,500 Listed Price

Map


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5500 GULF BOULEVARD #4246, St Petersburg, FL, 33706 is a Condo for sale at $537,500 with 835 sqft. 5500 GULF BOULEVARD #4246 has 2 bedrooms, 2.0 baths, and was built in 1990. The property's zip code is 33706 which is in St Petersburg, FL