
2433 DUBAI STREET, KISSIMMEE, FL, 34747
Active3 days on marketListed Oct 7, 2026MLS #O6447912
About this home
2433 DUBAI STREET
Welcome to this beautifully maintained 5-bedroom, 4.5-bathroom two-story townhouse located in the sought-after resort community of Windsor at Westside in Kissimmee. The main level welcomes you with a spacious bedroom and full bathroom on the left, followed by a bright and open layout connecting the kitchen, dining area, and living room—perfect for entertaining or relaxing. Sliding doors lead out to the tranquil pool area, ideal for enjoying Florida’s sunny weather year-round. Upstairs, a generous loft provides a comfortable second living space and separates the remaining four bedrooms, including a luxurious primary suite and an additional ensuite bedroom, ensuring comfort and privacy for guests or family members. Windsor at Westside is a gated, amenity-rich community featuring an 8,000 sq. ft. clubhouse, resort-style pool with lazy river and water park, fitness center, restaurant/bar, tennis and basketball courts, sand volleyball, and even a small soccer field. Centrally located just minutes from Disney, golf courses, shopping, dining, and major highways, this townhome is perfect as a short-term rental investment and second home. Don't miss this opportunity to own one of the best-valued homes in a premier resort community!
Facts & features
The home at a glance
5
Bedrooms
4.5
Bathrooms
2,263
Sqft
0.06 ac
Lot size
2020
Year built
Two
Levels
$185
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.
$3,992 /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
$3,992/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
+8.5%
$/sqft vs WINDSOR AT WESTSIDE PH 3
$185 vs $199
Days on market
3 vs 89 typical
Where $185/sqft sits among the 16 homes for sale in WINDSOR AT WESTSIDE PH 3
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 Windsor at Westside, 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 Windsor at Westside
Drive times from this address
Estimated driving times, typical traffic. Data © OpenStreetMap contributors.
Windsor at Westside is a short-term-rental community. See the full guide →
KISSIMMEE 34747 — neighborhood snapshot
Population
27,422
Median age
37.5
Median income
$83,141
Median home value
$455,600
Avg household
2.6
Households w/ children
2,599
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)
7 of 16
WINDSOR AT WESTSIDE PH 3 have cut their price
Median sold price, Kissimmee, trailing 36 months (3-month rolling) · live MLS data.
This home is listed 7% above the KISSIMMEE 34747 median. See the full Kissimmee market guide →
Paper trail
This home's history
Reality check
What actually sold near 2433 DUBAI STREET
Asking prices are opinions — closed sales are facts. The most comparable homes that actually changed hands nearby in the last twelve months.
Sold · Oct ’25$415,000
2438 DUBAI STREET · same community
5 bd · 4.5 ba · 2,263 sqft · $183/sqft · 84 DOM
Sold · Mar ’26$405,000
2432 TANGIER DRIVE · same community
5 bd · 4.5 ba · 2,263 sqft · $179/sqft · 301 DOM
Sold · Apr ’26$415,000
2439 DUBAI STREET · same community
5 bd · 4.5 ba · 2,263 sqft · $183/sqft · 296 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
Shawn Lewis
Realtor · CENTURY 21 Edge
Tours, negotiation, and every question about 2433 DUBAI STREET — start here.

Your lender
Andrew Acosta
Acosta Home Loans with PRMG · NMLS #1468866
Pre-approval, rates, and the real monthly number for 2433 DUBAI STREET — before you fall in love.
See it in person
Schedule a tour
Live availability from Shawn's calendar — pick a time and it's booked. Confirmation lands in your inbox immediately.
Straight answers
2433 DUBAI STREET FAQs
What would the monthly payment be for 2433 DUBAI STREET?+
With 3.5% down on a 30-year FHA loan at 6%, the all-in payment lands around $3,992/mo — principal and interest, the actual property-tax bill, the $591/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 2433 DUBAI STREET?+
The association fee works out to $591 per month. Ask us for the full association documents — they spell out exactly what the fee covers.
What are the property taxes on 2433 DUBAI STREET?+
The most recent tax bill on record (2025) was $7,071. A new owner's bill can differ once the sale price resets the assessed value — we can walk you through what to expect.
Can 2433 DUBAI STREET be rented short-term?+
Yes — this home sits inside Windsor at Westside, 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 2433 DUBAI STREET?+
The listing reports pets: 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 $419,000, this home is listed about 12% above the Kissimmee median of $375,000. The market section on this page shows how the area is trending.
Which schools are assigned to 2433 DUBAI STREET?+
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
Four things that matter here
01Zoned for nightly rentals
Windsor at Westside 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.
02Your own pool
A private pool — the feature Florida buyers ask for first, already in the ground and included in the price.
03Know the monthly fee
The association fee is $591/mo. That usually buys real services — verify what's covered before comparing this home against fee-free alternatives.
04Fresh on the market
Only 3 days on market in a Kissimmee market that averages 89 — if it fits, move quickly.
Keep looking
Similar homes nearby
Listing courtesy of RATIO REAL ESTATE, LLC · Veronica Li. MLS #O6447912.
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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