3050 PIRATES RETREAT COURT UNIT 108, KISSIMMEE, FL, 34747
Active292 days on marketListed Nov 3, 2025MLS #S5137797
About this home
3050 PIRATES RETREAT COURT UNIT 108
Price Improvement! Experience resort-style living at its finest in this beautiful first-floor condo, perfectly positioned at the front of the community for effortless access and ultimate convenience. Whether you’re looking for a full-time residence, a lucrative short-term rental, or a peaceful vacation escape, this turnkey property offers the ideal blend of comfort, location, and opportunity. Step inside to find a bright, open-concept living space that flows seamlessly to your private screened-in lanai, the perfect spot to relax with morning coffee or unwind after a day at the parks. As a first-floor unit, enjoy easy entry with no stairs, a rare and highly desirable feature for both owners and guests. Situated just 15 minutes from Walt Disney World and within easy reach of Universal Studios, Margaritaville, Sunset Walk, and world-class golf courses, this condo places you in the heart of Central Florida’s most sought-after attractions. Dining, shopping, and entertainment options are all nearby, yet the community itself offers a peaceful, gated retreat surrounded by lush landscaping and nature views. Residents and guests enjoy resort amenities including a sparkling pool, relaxing hot tub, sauna, fitness center, clubhouse, and 24-hour security. The HOA covers water, cable, internet, and sewer, making it completely worry-free living. Whether you’re seeking to build your investment portfolio or enjoy the Florida lifestyle for yourself, this first-floor condo offers the perfect combination of accessibility, value, and tranquility just moments from the magic of Orlando
Facts & features
The home at a glance
2
Bedrooms
2
Bathrooms
1,445
Sqft
0.28 ac
Lot size
2007
Year built
One
Levels
$125
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.
$2,248 /mo · 3.5% down FHA, 30-yr fixed at 6%
The assumptions
FHA is the default here because it gets you in the door with just 3.5% down. Switch to Conventional or VA below.
These numbers assume a generic buyer — your credit, down payment and loan program change them. Get the real quote in minutes:
Andrew Acosta
Acosta Home Loans with PRMG · NMLS #1468866
Run your own numbers
Estimated payment
$2,248/mo
Includes FHA mortgage insurance and the financed 1.75% upfront premium. 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.
vs edgeAI estimate
−5.9%
$/sqft vs Kissimmee actives
$125 vs $207
Days on market
292 vs 55 typical
Where $125/sqft sits among the 400 Kissimmee actives
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.
The investor lens
Two ways this home pays
This home sits inside Caribe Cove, a community zoned to allow true short-term rentals — so it can earn as a nightly rental or a traditional lease. Here’s how the two paths compare.
Short-term rental
Zoned & eligible
Projected nightly rate, occupancy and annual revenue for this exact home.
Long-term rental
$2,100/mo median
Live Kissimmee rental listing data — this home’s rate depends on size, condition and furnishing.
Where it sits
Inside Caribe Cove
Drive times from this address
Estimated driving times, typical traffic. Data © OpenStreetMap contributors.
Caribe Cove is a short-term-rental community. See the full guide →
Caribe Cove — neighborhood snapshot
Population
235
Median age
43
Median income
$76,205
Median home value
$469,300
Avg household
2
Households w/ children
10%
For the school run
Osceola County School District
School assignments and ratings via edgeAI — always verify with the district.
The numbers that matter
The Kissimmee market
$365K → $350K
Kissimmee median sold, yr/yr
97.3%
Sale-to-list ratio (12 mo)
202 of 400
Kissimmee actives have cut their price
Median sold price, Kissimmee, trailing 36 months (3-month rolling) · live MLS data.
This home is listed 55% below the KISSIMMEE 34747 median. See the full Kissimmee market guide →
Paper trail
This home's history
Reality check
What actually sold near 3050 PIRATES RETREAT COURT UNIT 108
Asking prices are opinions — closed sales are facts. The most comparable homes that actually changed hands nearby in the last twelve months.
Sold · Mar ’26$185,000
3050 PIRATES RETREAT COURT UNIT 502 · same community
3 bd · 2 ba · 1,700 sqft · $109/sqft · 463 DOM
Sold · Mar ’26$285,000
380 VILLA DRIVE
3 bd · 2 ba · 1,437 sqft · $198/sqft · 34 DOM
Sold · Dec ’25$280,000
50989 HIGHWAY 27 UNIT 391
3 bd · 2 ba · 1,424 sqft · $197/sqft · 48 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
Kamilla Pagotto
REALTOR® · CENTURY 21 Edge
Tours, negotiation, and every question about 3050 PIRATES RETREAT COURT UNIT 108 — start here.
Your lender
Andrew Acosta
Acosta Home Loans with PRMG · NMLS #1468866
Pre-approval, rates, and the real monthly number for 3050 PIRATES RETREAT COURT UNIT 108 — before you fall in love.
See it in person
Schedule a tour
Live availability from Kamilla's calendar — pick a time and it's booked. Confirmation lands in your inbox immediately.
Straight answers
3050 PIRATES RETREAT COURT UNIT 108 FAQs
What would the monthly payment be for 3050 PIRATES RETREAT COURT UNIT 108?+
With 3.5% down on a 30-year FHA loan at 6%, the all-in payment lands around $2,248/mo — principal and interest, the actual property-tax bill, the $676/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 3050 PIRATES RETREAT COURT UNIT 108?+
The association fee works out to $676 per month. Ask us for the full association documents — they spell out exactly what the fee covers.
What are the property taxes on 3050 PIRATES RETREAT COURT UNIT 108?+
The most recent tax bill on record (2024) was $3,275. A new owner's bill can differ once the sale price resets the assessed value — we can walk you through what to expect.
Can 3050 PIRATES RETREAT COURT UNIT 108 be rented short-term?+
Yes — this home sits inside Caribe Cove, a community zoned to allow short-term rentals. Nightly-rental income could change the math on this purchase entirely; request a free rental income analysis and our team will prepare projections for this exact home.
Are pets allowed at 3050 PIRATES RETREAT COURT UNIT 108?+
The listing reports pets: Size Limit, Yes. 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 Kissimmee?+
At $180,000, this home is listed about 53% below the Kissimmee median of $379,000. The market section on this page shows how the area is trending.
Which schools are assigned to 3050 PIRATES RETREAT COURT UNIT 108?+
Westside K-8 School (elementary), Celebration High School (high) — Osceola County School District. Always verify school assignments with the district before relying on them.
The brief
Five things that matter here
01Under the KISSIMMEE 34747 market on paper
$180,000 is 55% below the KISSIMMEE 34747 median of $399,900, and at $125/sqft it sits under the Kissimmee average of $214.
02Zoned for nightly rentals
Caribe Cove is one of the communities zoned to allow true short-term rentals — nightly income could change the math on this purchase entirely. Ask for the free rental analysis below.
03Know the monthly fee
The association fee is $676/mo. That usually buys real services — verify what's covered before comparing this home against fee-free alternatives.
04Time on market is leverage
292 days on market against a Kissimmee median of 55 — sellers in this position are usually ready to negotiate.
05The price has already moved
Listed at $205,000, now $180,000 — a $25K cut. The full history is in the market section below.
Keep looking
Similar homes nearby
Listing courtesy of KELLER WILLIAMS ADVANTAGE III · EJ Jimenez. MLS #S5137797.
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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