
2207 CARIBBEAN DRIVE, KISSIMMEE, FL, 34741
Active1 days on marketListed Aug 16, 2026MLS #S5155426
About this home
2207 CARIBBEAN DRIVE
2 Bed / 2 Bath Ground-Floor Villa in the Heart of Kissimmee To see it is to buy it. This beautifully updated villa blends comfort, style, and unbeatable location. Step into a bright, inviting space featuring a fully remodeled kitchen with modern finishes, perfect for cooking, hosting, or simply enjoying your morning coffee. The ground-floor layout offers easy access and seamless living, with two spacious bedrooms and two well-appointed bathrooms designed for convenience and privacy. Two dedicated parking spots right at your doorstep Located in the heart of Kissimmee, you’ll be just minutes from shopping, dining, entertainment, and major attractions. The community is peaceful, well-maintained, and ideal for both homeowners and investors.
Facts & features
The home at a glance
2
Bedrooms
2
Bathrooms
991
Sqft
0.03 ac
Lot size
2
Garage
1984
Year built
One
Levels
$197
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.
$1,877 /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
$1,877/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
−6.8%
$/sqft vs Kissimmee actives
$197 vs $208
Days on market
1 vs 55 typical
Where $197/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.
Where it sits
Inside Caribbean Villas
Drive times from this address
Estimated driving times, typical traffic. Data © OpenStreetMap contributors.
Get to know Kissimmee. See the full Kissimmee guide →
Caribbean Villas — neighborhood snapshot
Population
1,728
Median age
34
Median income
$67,867
Median home value
$395,700
Avg household
3
Households w/ children
266
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)
197 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 3% below the KISSIMMEE 34741 median. See the full Kissimmee market guide →
Paper trail
This home's history
Reality check
What actually sold near 2207 CARIBBEAN DRIVE
Asking prices are opinions — closed sales are facts. The most comparable homes that actually changed hands nearby in the last twelve months.
Sold · May ’26$195,000
3108 WINDOVER AVENUE
2 bd · 1.5 ba · 992 sqft · $197/sqft · 79 DOM
Sold · Feb ’26$200,000
2022 JONATHAN STREET
3 bd · 2 ba · 995 sqft · $201/sqft · 51 DOM
Sold · Oct ’25$155,000
1030 PLANTATION DRIVE UNIT C6
2 bd · 2 ba · 970 sqft · $160/sqft · 186 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
Moe Thouk Oo
Real Estate Agent · CENTURY 21 Edge
Tours, negotiation, and every question about 2207 CARIBBEAN DRIVE — start here.

Your lender
Andrew Acosta
Acosta Home Loans with PRMG · NMLS #1468866
Pre-approval, rates, and the real monthly number for 2207 CARIBBEAN DRIVE — before you fall in love.
See it in person
Schedule a tour
Live availability from Moe's calendar — pick a time and it's booked. Confirmation lands in your inbox immediately.
Straight answers
2207 CARIBBEAN DRIVE FAQs
What would the monthly payment be for 2207 CARIBBEAN DRIVE?+
With 3.5% down on a 30-year FHA loan at 6%, the all-in payment lands around $1,877/mo — principal and interest, the actual property-tax bill, the $285/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 2207 CARIBBEAN DRIVE?+
The association fee works out to $285 per month. Ask us for the full association documents — they spell out exactly what the fee covers.
What are the property taxes on 2207 CARIBBEAN DRIVE?+
The most recent tax bill on record (2025) was $2,371. 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 2207 CARIBBEAN DRIVE?+
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 Kissimmee?+
At $195,000, this home is listed about 49% below the Kissimmee median of $379,000. The market section on this page shows how the area is trending.
Which schools are assigned to 2207 CARIBBEAN DRIVE?+
Kissimmee Middle School (middle), Kissimmee Elementary School (elementary), Osceola High School (high) — Osceola County School District. Always verify school assignments with the district before relying on them.
Keep looking
Similar homes nearby
Listing courtesy of AGENT TRUST REALTY CORPORATION · Maigualida Palacios, Llc. MLS #S5155426.
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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