5500 GULF BOULEVARD UNIT 2249, ST PETE BEACH, FL, 33706
Active464 days on marketListed Apr 22, 2025MLS #TB8377187
About this home
5500 GULF BOULEVARD UNIT 2249
Admire and relax with the views of the lush tropical landscape from your 2nd floor balcony. This fully furnished, two bedroom, 2 bath, 835 sq. ft. condo-hotel residence makes it easy for everyone to relax and stretch their legs. There is Plenty of room with 2 queen beds in one bedroom, 2 double beds in the other bedroom along with a comfortable sleeper sofa in the additional living room area. Enjoy the kitchenette with full-size fridge, stove-top, microwave, coffee maker, toaster and dishware There is a huge extended deck area with additional sitting area just steps by your front entry door. Excellent total turn-key rental income from the first class management rental program is already in place. Stay up to 28 days a year. Existing rental management agreement with the Tradewinds resort transfers to buyer. The Tradewinds offers over 1000' of Sandy Gulf-Front Beach on over 40 acres that will have you feel as though you are in a Tropical Paradise. Seven pools, 10 food and beverage outlets, water slides, water activities, fitness facilities and tennis courts are just a few of the very many amenities. The Tradewinds has a long established track record with hosting many weddings and conventions. What an opportunity. Great for a 1031 exchange. This resort offers it all !
Facts & features
The home at a glance
2
Bedrooms
2
Bathrooms
835
Sqft
0 ac
Lot size
1990
Year built
One
Levels
$646
Per sqft
Inside
Outside & construction
Community & fees
Utilities & systems
The numbers
What it really costs
Built from this home's actual numbers — the most recent property-tax bill on record and the real association fee — not generic estimates.
$4,881 /mo · 30% down, 30-yr fixed at 6.9%
Why the rate is different here
These numbers assume a generic buyer — your credit, down payment and loan program change them. Get the real quote for a condo-hotel in minutes:
Andrew Acosta
Acosta Home Loans with PRMG · NMLS #1468866
Run your own numbers
Estimated payment
$4,881/mo
Taxes reflect the most recent bill on record; insurance is a typical-Florida estimate. Your lender’s numbers will differ. CENTURY 21 Edge partners with Florida’s best lenders.
Value check
Is the price right?
The internet’s favorite home-value number comes from a single automated model that has never seen the street, the finishes, or the view — which is why it routinely misses by tens of thousands of dollars. The edgeAI estimate combines multiple independent data sources with our team’s on-the-ground expertise in this exact market.
$/sqft vs JACARANDA BEACH VILLAS CONDO
$646 vs $1,133
Days on market
464 vs 85 typical
Where $646/sqft sits among the 7 homes for sale in JACARANDA BEACH VILLAS CONDO
The edgeAI estimate is a starting point, not an appraisal or a broker price opinion. It is generated from public records, listing data and market modeling, and is subject to change once a licensed real estate professional personally inspects the property. Condition, floor, view and lot are not fully captured by any model — ask us for a full comparative market analysis.
Where it sits
Inside St Pete Beach
Drive times from this address
Estimated driving times, typical traffic. Data © OpenStreetMap contributors.
Get to know St Pete Beach. See the full St Pete Beach guide →
The numbers that matter
The St Pete Beach market
$679K → $589K
St Pete Beach median sold, yr/yr
93.3%
Sale-to-list ratio (12 mo)
2 of 7
JACARANDA BEACH VILLAS CONDO have cut their price
Median sold price, St Pete Beach, trailing 36 months (3-month rolling) · live MLS data.
This home is listed 10% below the St Pete Beach median. See the full St Pete Beach market guide →
Paper trail
This home's history
Reality check
What actually sold near 5500 GULF BOULEVARD UNIT 2249
Asking prices are opinions — closed sales are facts. The most comparable homes that actually changed hands nearby in the last twelve months.
Sold · Apr ’26$715,000
5500 GULF BOULEVARD UNIT 2222 · same community
2 bd · 2 ba · 835 sqft · $856/sqft · 247 DOM
Sold · Jan ’26$600,000
5500 GULF BOULEVARD UNIT 4221 · same community
1 bd · 1 ba · 535 sqft · $1,121/sqft · 0 DOM
Sold · Aug ’25$355,000
5500 GULF BOULEVARD UNIT 2240 · same community
1 bd · 1 ba · 535 sqft · $664/sqft · 93 DOM
Closed-sale data from the MLS, last 12 months, selected for similarity in size and location. No two homes are identical — ask us for a full comparative analysis.
Your home team
The pros in your corner
Buying a home is two conversations — the home and the money. Here’s who handles each, side by side, already working together.
Your agent
David Ramirez
Real Estate Agent · CENTURY 21 Edge
Tours, negotiation, and every question about 5500 GULF BOULEVARD UNIT 2249 — start here.
Your lender
Andrew Acosta
Acosta Home Loans with PRMG · NMLS #1468866
Pre-approval, rates, and the real monthly number for 5500 GULF BOULEVARD UNIT 2249 — before you fall in love.
See it in person
Schedule a tour
Pick a day that works — this goes straight to David's phone and CRM.
Straight answers
5500 GULF BOULEVARD UNIT 2249 FAQs
What would the monthly payment be for 5500 GULF BOULEVARD UNIT 2249?+
With 30% down on a 30-year condo-hotel loan at 6.9%, the all-in payment lands around $4,881/mo — principal and interest, the actual property-tax bill, the $1,638/mo association fee and typical Florida insurance. The payment calculator on this page lets you switch loan type (FHA, Conventional, VA) and adjust the down payment, rate and term.
How much are the HOA fees at 5500 GULF BOULEVARD UNIT 2249?+
The association fee works out to $1,638 per month. Ask us for the full association documents — they spell out exactly what the fee covers.
What are the property taxes on 5500 GULF BOULEVARD UNIT 2249?+
The most recent tax bill on record (2024) was $7,178. A new owner's bill can differ once the sale price resets the assessed value — we can walk you through what to expect.
Are pets allowed at 5500 GULF BOULEVARD UNIT 2249?+
The listing reports pets: No. Communities often layer on breed or weight rules — we'll verify the specifics with the association before you commit.
How does the price compare to other homes in St Pete Beach?+
At $539,000, this home is listed about 10% below the St Pete Beach median of $599,000. The market section on this page shows how the area is trending.
The brief
Five things that matter here
01Under the St Pete Beach market on paper
$539,000 is 10% below the St Pete Beach median of $599,000.
02Waterfront living
This home sits directly on the water — the single scarcest feature in Florida inventory and the strongest long-term value anchor.
03The trade-off to know about
Condo-hotel units use specialty financing — expect a larger down payment and a rate premium, or an all-cash purchase. Our lender partners quote these weekly; the cost panel below reflects standard financing, so ask us for the real quote.
04Time on market is leverage
464 days on market against a St Pete Beach median of 85 — sellers in this position are usually ready to negotiate.
05The price has already moved
Listed at $575,000, now $539,000 — a $36K cut. The full history is in the market section below.
Keep looking
Similar homes nearby
Listing courtesy of TRADEWINDS REAL ESTATE SALES · Mike Felice. MLS #TB8377187.
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. Data is deemed reliable but is not guaranteed accurate by Stellar MLS.
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