
1499 ROLLING FAIRWAY DRIVE, DAVENPORT, FL, 33896
Active19 days on marketListed Jul 17, 2026MLS #O6425069
About this home
1499 ROLLING FAIRWAY DRIVE
Experience luxury resort living in this beautifully appointed vacation home in the guard-gated ChampionsGate golf resort community. Designed for both personal use and short-term rental success, this home features premium upgrades including a tile roof, brick-paver driveway and pool deck, oversized heated pool and spa, fresh interior and exterior paint, and a 2-car garage with epoxy flooring. The fully furnished open-concept layout offers a professionally decorated interior with granite countertops, stainless steel appliances, shaker-style cabinetry, and a large pantry. The first-floor primary suite includes walk-in closets a spa-like bath, and pool access. Upstairs features a spacious loft, a second primary suite, three additional bedrooms, and multiple full baths for family and guests. Enjoy your private backyard oasis with no rear neighbors and walk to the Oasis Club, offering resort-style amenities including pools, a lazy river, fitness center, movie theater, restaurant, bar, and more. Perfect as a vacation retreat, full-time residence, or investment property, this ChampionsGate home offers the ideal blend of comfort, elegance, and resort living.
Facts & features
The home at a glance
5
Bedrooms
4.5
Bathrooms
2,842
Sqft
0.14 ac
Lot size
2
Garage
2015
Year built
Two
Levels
$218
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.
$4,883 /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
$4,883/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
+21.1%
$/sqft vs STONEYBROOK SOUTH PH G-1
$218 vs $179
Days on market
19 vs 51 typical
Where $218/sqft sits among the 12 homes for sale in STONEYBROOK SOUTH PH G-1
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 Champions Gate, 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
$2,285/mo median
Live Davenport rental listing data — this home’s rate depends on size, condition and furnishing.
Where it sits
Inside Champions Gate
Drive times from this address
Estimated driving times, typical traffic. Data © OpenStreetMap contributors.
Champions Gate is a short-term-rental community. See the full guide →
Champions Gate — neighborhood snapshot
Population
2,029
Median age
38
Median income
$101,226
Median home value
$429,800
Avg household
3
Households w/ children
214
For the school run
Osceola County School District
School assignments and ratings via edgeAI — always verify with the district.
The numbers that matter
The Davenport market
$350K → $355K
Davenport median sold, yr/yr
97.6%
Sale-to-list ratio (12 mo)
6 of 12
STONEYBROOK SOUTH PH G-1 have cut their price
Median sold price, Davenport, trailing 36 months (3-month rolling) · live MLS data.
This home is listed 65% above the DAVENPORT 33896 median. See the full Davenport market guide →
Paper trail
This home's history
Reality check
What actually sold near 1499 ROLLING FAIRWAY DRIVE
Asking prices are opinions — closed sales are facts. The most comparable homes that actually changed hands nearby in the last twelve months.
Sold · Nov ’25$765,000
1445 ROLLING FAIRWAY DRIVE · same community
8 bd · 5 ba · 3,909 sqft · $196/sqft · 219 DOM
Sold · Jan ’26$825,000
1456 BELLE TERRE ROAD · same community
9 bd · 5 ba · 3,909 sqft · $211/sqft · 30 DOM
Sold · Jul ’26$590,000
9163 SCRAMBLE DRIVE · same community
8 bd · 5 ba · 3,909 sqft · $151/sqft · 99 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
David Ramirez
Real Estate Agent · CENTURY 21 Edge
Tours, negotiation, and every question about 1499 ROLLING FAIRWAY DRIVE — start here.

Your lender
Andrew Acosta
Acosta Home Loans with PRMG · NMLS #1468866
Pre-approval, rates, and the real monthly number for 1499 ROLLING FAIRWAY DRIVE — before you fall in love.
See it in person
Schedule a tour
Pick a day that works — this goes straight to David's phone and CRM.
Straight answers
1499 ROLLING FAIRWAY DRIVE FAQs
What would the monthly payment be for 1499 ROLLING FAIRWAY DRIVE?+
With 10% down on a 30-year Conventional loan at 6%, the all-in payment lands around $4,883/mo — principal and interest, the actual property-tax bill, the $389/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 1499 ROLLING FAIRWAY DRIVE?+
The association fee works out to $389 per month. Ask us for the full association documents — they spell out exactly what the fee covers.
What are the property taxes on 1499 ROLLING FAIRWAY DRIVE?+
The most recent tax bill on record (2025) was $9,143. A new owner's bill can differ once the sale price resets the assessed value — we can walk you through what to expect.
Can 1499 ROLLING FAIRWAY DRIVE be rented short-term?+
Yes — this home sits inside Champions Gate, 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 1499 ROLLING FAIRWAY 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 Davenport?+
At $619,000, this home is listed about 59% above the Davenport median of $389,900. The market section on this page shows how the area is trending.
Which schools are assigned to 1499 ROLLING FAIRWAY DRIVE?+
Westside K-8 School (elementary), Poinciana 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
01Positioned at the premium end
$619,000 runs 65% above the DAVENPORT 33896 median — but at 2,842 sqft it's also 46% larger than the typical Davenport listing.
02Zoned for nightly rentals
Champions Gate 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.
04The price has already moved
Listed at $648,000, now $619,000 — a $29K cut. The full history is in the market section below.
Keep looking
Similar homes nearby
Listing courtesy of EMPIRE NETWORK REALTY · Grace Case, PA. MLS #O6425069.
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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