7744 FAIRFAX DRIVE, KISSIMMEE, FL, 34747
Active203 days on marketListed Jan 20, 2026MLS #O6374093
About this home
7744 FAIRFAX DRIVE
**PRICE IMPROVEMENT** Welcome to your opportunity to own an immaculate luxury home. It is perfect for use as a primary residence, vacation retreat, or income-producing investment. This open-concept, fully furnished, designer-decorated home is truly move-in ready and ideal for both short- and long-term rentals. The spacious kitchen features 42” cabinetry, granite countertops, an oversized island, and stainless-steel appliances, including a newer refrigerator (December 2023). The kitchen, dining, and family room flow seamlessly together and overlook the covered lanai, expansive pool and spa, and a beautifully landscaped, private fenced backyard. Complete with lighting and plenty of green space. With no front or rear neighbors, enjoy peaceful surroundings and stunning sunset views. Located on a quiet area in the community with convenient access through the rear gate, this home offers both privacy and ease of entry. Seven mounted TVs are included. A first-floor bedroom with adjacent full bath is ideal for guests or multi-generational living. Upstairs, you’ll find four additional bedrooms—two themed rooms (two with balconies!)—and a luxurious primary suite featuring a walk-in closet and spa-like ensuite with double vanities and a dual shower. The second-floor loft provides a game area complete with a mounted console, while a private office is tucked away for quiet productivity. The garage has been converted into a game room, with the option to easily convert it back to a two-car garage. Enjoy low-maintenance living with HOA-included lawn care, pest control, internet, cable, phone, and more. Ownership also includes access to the Encore Clubhouse amenities, featuring a 10-acre water park, beach-entry pool, fitness center, basketball and tennis courts, and on-site dining. Recent upgrades include a newer pool heater (February 2023) and AC compressor (November 2022). All 2026 rental bookings convey to the new owner, along with a proven history of 5-star guest reviews. Located within the premier gated Encore at Reunion West community—roughly 10 minutes from Disney and close to shopping, golf, dining, and major roadways including 192, 429, and I-4—this exceptional home truly offers resort-style living every day. Buyer to verify all information, measurements, and details deemed important.
Facts & features
The home at a glance
5
Bedrooms
5.5
Bathrooms
2,904
Sqft
0.23 ac
Lot size
2
Garage
2017
Year built
Two
Levels
$234
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.
$5,738 /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
$5,738/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
+8.8%
$/sqft vs Kissimmee actives
$234 vs $209
Days on market
203 vs 55 typical
Where $234/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 The Encore Club At Reunion, 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 The Encore Club At Reunion
Drive times from this address
Estimated driving times, typical traffic. Data © OpenStreetMap contributors.
The Encore Club At Reunion is a short-term-rental community. See the full guide →
The Encore Club At Reunion — neighborhood snapshot
Population
197
Median age
33
Median income
$52,153
Median home value
$94,465
Avg household
2
Households w/ children
30%
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)
183 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 70% above the KISSIMMEE 34747 median. See the full Kissimmee market guide →
Paper trail
This home's history
Reality check
What actually sold near 7744 FAIRFAX DRIVE
Asking prices are opinions — closed sales are facts. The most comparable homes that actually changed hands nearby in the last twelve months.
Sold · Aug ’25$590,000
341 FALLS DRIVE · same community
6 bd · 6 ba · 2,831 sqft · $208/sqft · 71 DOM
Sold · Oct ’25$575,000
311 W FALLS DR · same community
6 bd · 7 ba · 3,099 sqft · $186/sqft · 105 DOM
Sold · Nov ’25$575,000
7739 FAIRFAX DRIVE · same community
5 bd · 5 ba · 2,570 sqft · $224/sqft · 2 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 Headley
Realtor · CENTURY 21 Edge
Tours, negotiation, and every question about 7744 FAIRFAX DRIVE — start here.
Your lender
Andrew Acosta
Acosta Home Loans with PRMG · NMLS #1468866
Pre-approval, rates, and the real monthly number for 7744 FAIRFAX DRIVE — 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
7744 FAIRFAX DRIVE FAQs
What would the monthly payment be for 7744 FAIRFAX DRIVE?+
With 10% down on a 30-year Conventional loan at 6%, the all-in payment lands around $5,738/mo — principal and interest, the actual property-tax bill, the $697/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 7744 FAIRFAX DRIVE?+
The association fee works out to $697 per month. Ask us for the full association documents — they spell out exactly what the fee covers.
What are the property taxes on 7744 FAIRFAX DRIVE?+
The most recent tax bill on record (2025) was $11,484. A new owner's bill can differ once the sale price resets the assessed value — we can walk you through what to expect.
Can 7744 FAIRFAX DRIVE be rented short-term?+
Yes — this home sits inside The Encore Club At Reunion, 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 7744 FAIRFAX 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 $679,900, this home is listed about 79% above the Kissimmee median of $379,000. The market section on this page shows how the area is trending.
Which schools are assigned to 7744 FAIRFAX DRIVE?+
Celebration High School (high), Westside K-8 School (elementary) — Osceola County School District. Always verify school assignments with the district before relying on them.
The brief
Five things that matter here
01Positioned at the premium end
$679,900 runs 70% above the KISSIMMEE 34747 median — but at 2,904 sqft it's also 59% larger than the typical Kissimmee listing.
02Zoned for nightly rentals
The Encore Club At Reunion 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 $697/mo. That usually buys real services — verify what's covered before comparing this home against fee-free alternatives.
05Time on market is leverage
203 days on market against a Kissimmee median of 55 — sellers in this position are usually ready to negotiate.
Keep looking
Similar homes nearby
Listing courtesy of KELLER WILLIAMS ADVANTAGE 2 REALTY · Chase McKeel. MLS #O6374093.
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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