8811 MACAPA DRIVE, KISSIMMEE, FL, 34747
Active171 days on marketListed Feb 14, 2026MLS #O6382041
About this home
8811 MACAPA DRIVE
Beautiful 9-bedroom,6-bathroom water-front pool home in the highly sought-after Windsor at Westside resort community. Situated on a premium lot with stunning water view, this fully furnished property is perfect as a luxury vacation retreat or a high-performing short-term rental investment. The spacious open-concept layout offers expansive living and dining areas, a gourmet kitchen with granite countertops and stainless steel appliances, and two master suites, one on each floor. Enjoy the Florida lifestyle with your private screened-in pool and hot tub overlooking the pond. This home has been thoughtfully upgraded to enhance the guest experience, including newly installed: *Luxury vinyl plank flooring throughout (no carpet)*, all bedrooms are tastefully decorated with quality furnishings and stylish accents to appeal to a wide range of guests! Resort-style amenities include a 10,000 sq. ft. clubhouse, resort pool with lazy river and splash pad, fitness center, arcade, sports courts, playground, and more. HOA includes cable, internet, lawn care, and valet trash service. Conveniently located just minutes from Disney, shopping, dining, and major highways. This turn-key property is move-in or rental ready—an opportunity you don’t want to miss!
Facts & features
The home at a glance
9
Bedrooms
6
Bathrooms
4,391
Sqft
0.18 ac
Lot size
2
Garage
2017
Year built
Two
Levels
$167
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.
$5,939 /mo · 10% down Conventional, 30-yr fixed at 6%
The assumptions
Above the FHA loan limit for our service areas, so Conventional is the default. VA buyers: switch below — $0 down.
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
FHA isn’t available at this price — the loan would exceed the $541,287 FHA limit for our service areas.
Estimated payment
$5,939/mo
Includes estimated PMI — it drops off once you reach 20% equity. 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
+1.4%
$/sqft vs WINDSOR AT WESTSIDE PH 2A
$167 vs $171
Days on market
171 vs 51 typical
Where $167/sqft sits among the 12 homes for sale in WINDSOR AT WESTSIDE PH 2A
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 · projected
$91,898/yr gross
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.
The Florida short-term market
▼ Softening50%
Occupancy
▼ 32% yr/yr
$296
Avg nightly rate
▲ 15% yr/yr
$35K/yr
Revenue per listing
$148
RevPAR
63 days
Booking lead time
5.5 nights
Avg stay
3
Typical min nights
10,047
Active rentals
▲ 12% supply
Seasonality — monthly occupancy
Peaks at 58% in Feb · bottoms at 38% in Jun
Last 12 months of data, January–December, bars scaled to the seasonal peak. Market-wide averages across all home sizes in Florida — the projection above is specific to this home’s size.
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 →
The numbers that matter
The Kissimmee market
$365K → $355K
Kissimmee median sold, yr/yr
97.3%
Sale-to-list ratio (12 mo)
2 of 12
WINDSOR AT WESTSIDE PH 2A have cut their price
Median sold price, Kissimmee, trailing 36 months (3-month rolling) · live MLS data.
This home is listed 94% above the Kissimmee median. See the full Kissimmee market guide →
Paper trail
This home's history
Reality check
What actually sold near 8811 MACAPA DRIVE
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$790,000
8801 MACAPA DRIVE · same community
9 bd · 6 ba · 4,391 sqft · $180/sqft · 68 DOM
Sold · Jul ’26$660,000
1876 NICE COURT · same community
8 bd · 6 ba · 4,041 sqft · $163/sqft · 78 DOM
Sold · Jan ’26$580,000
8830 MACAPA DRIVE · same community
8 bd · 6 ba · 4,041 sqft · $144/sqft · 4 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
Eric Chery
Real Estate Agent · CENTURY 21 Edge
Tours, negotiation, and every question about 8811 MACAPA DRIVE — start here.
Your lender
Andrew Acosta
Acosta Home Loans with PRMG · NMLS #1468866
Pre-approval, rates, and the real monthly number for 8811 MACAPA DRIVE — before you fall in love.
See it in person
Schedule a tour
Pick a day that works — this goes straight to Eric's phone and CRM.
Straight answers
8811 MACAPA DRIVE FAQs
What would the monthly payment be for 8811 MACAPA DRIVE?+
With 10% down on a 30-year Conventional loan at 6%, the all-in payment lands around $5,939/mo — principal and interest, the actual property-tax bill, the $563/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 8811 MACAPA DRIVE?+
The association fee works out to $563 per month. Ask us for the full association documents — they spell out exactly what the fee covers.
What are the property taxes on 8811 MACAPA DRIVE?+
The most recent tax bill on record (2025) was $11,694. A new owner's bill can differ once the sale price resets the assessed value — we can walk you through what to expect.
Can 8811 MACAPA DRIVE 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 8811 MACAPA DRIVE?+
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 $735,000, this home is listed about 94% above the Kissimmee median of $379,000. The market section on this page shows how the area is trending.
The brief
Five things that matter here
01Positioned at the premium end
$735,000 runs 94% above the Kissimmee median — but at 4,391 sqft it's also nearly 2 times the size of the typical Kissimmee listing.
02Zoned 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.
03Your own pool
A private pool — the feature Florida buyers ask for first, already in the ground and included in the price.
04Know the monthly fee
The association fee is $563/mo. That usually buys real services — verify what's covered before comparing this home against fee-free alternatives.
05Time on market is leverage
171 days on market against a Kissimmee median of 51 — sellers in this position are usually ready to negotiate.
Keep looking
Similar homes nearby
Listing courtesy of YOUR DREAM HOUSE REALTY · Selina Li. MLS #O6382041.
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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