1455 Rolling Fairway Dr, photo 1
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Overview

9 bd5 ba3,909 sqft2 car garageSingle Family
TypeSingle Family
HOA + condo dues$503/mo
Built2015
Lot6,098 sqft
Living area3,909 sqft
Price / sqft$166
Garage2 car

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About this home

Ceiling Fans(s)Eat-in KitchenIN Wall Pest SystemKitchen/Family Room ComboLiving Room/Dining Room ComboOpen FloorplanPrimary Bedroom Main FloorSolid Surface Counters

1455 Rolling Fairway Dr is a 2015-built home in Stoneybrook South Ph 1 Rep Of Tracts C1 & H1, Davenport. Inside you'll find 9 bedrooms, 5 bathrooms, and 3,909 square feet of living space. Listed at $649,950 (about $166/sqft), 17 days on market. Flood zone 0 - confirm flood insurance requirements with your lender. HOA runs $345 monthly. Condo dues run $158 monthly.

From the listing

Offered as a turnkey investment opportunity, the property has consistently generated more than $100,000 in annual gross rental revenue, with over $50,000 in future reservations already in place for 2027. Located within The Retreat at ChampionsGate, this exceptional 9-bedroom, 5-bathroom vacation rental home combines resort-style living, extensive guest accommodations and a strong established rental history. One of the home's standout features is its desirable south-facing pool and spa, providing excellent sun exposure throughout the day. A spacious full-width covered lanai offers welcome shade and an ideal setting for outdoor dining and relaxation. The professionally designed interior features upscale furnishings, custom décor and individually themed rooms. Most bedrooms include memory-foam mattresses and large high-definition TVs ranging from approximately 50" to 65". All bedrooms and the upstairs loft feature durable luxury vinyl flooring, while the main downstairs living areas, kitchen and bathrooms have ceramic tile flooring. Designed to accommodate large vacation groups, the home is currently configured to sleep up to 34 guests. The nine-bedroom layout includes five king bedrooms; two bunk rooms, each configured with a twin-over-full bunk, full-size trundle and twin-over-twin bunk; one bedroom with three queen beds; and one bedroom with two full-size beds. Additional space is available for cribs or fold-out beds. The spacious kitchen features dark wood cabinetry, granite countertops, stainless-steel appliances and a large breakfast bar with seating for five. The adjacent dining area seats approximately 12, while outdoor patio dining provides seating for approximately 16. Entertainment options include a dedicated game room with air hockey, pool table, oversized Connect 4 and basketball games. The outdoor pool area provides five loungers together with extensive seating and dining space, creating an inviting setting for enjoying the Florida climate. The south-facing rear of the property overlooks an expansive conservation area, complemented by established hedging that provides additional privacy around the pool deck. The Mediterranean-style exterior features a stucco façade, barrel-tile roof and decorative paver driveway and walkways. The property is conveniently located close to the Oasis Clubhouse, where ChampionsGate Resort amenities include resort-style pools, lazy river, dining, fitness facilities and recreational amenities. The home has been carefully maintained and recently received fresh exterior paint. Its excellent guest-review history further reflects the property's established appeal within the vacation rental market. Detailed historical income and expense information is available upon request. With an established rental history, substantial forward bookings, extensive guest capacity, south-facing private pool and desirable conservation outlook, this home presents an exceptional opportunity to acquire a proven vacation rental property within one of Central Florida's premier resort communities. Future reservations, rental income and historical performance are subject to applicable agreements and are not a guarantee of future results.

The essentials

Built
2015
Price / sqft
$166
On market
17 days
Annual tax
$10,951
HOA + condo dues
$503/mo
Flood zone
0
Lot
6,098 sqft
Type
Single Family Residence

At a glance

Single family
Built 2015
Private pool
Heated
2 car garage
6,098 sqft lot
Lot size
3,909 sqft
Living area

Payment

Est. monthly payment
$5,131/mo
Down payment (20%)
$129,990
Property taxes
$913/mo
HOA + condo dues
$503/mo
Rate assumed
6.8% · 30 yr
View full breakdown

Details

Type
Single Family Residence
Year Built
2015
Lot
6,098 sqft
Cooling
Central Air
Heating
Central, Electric
Parking
-
Pool
Child Safety Fence, Gunite, Heated, In Ground, Lighting, Screen Enclosure
Days on Market
17
Ceiling Fans(s)
Eat-in Kitchen
IN Wall Pest System
Kitchen/Family Room Combo
Living Room/Dining Room Combo
Open Floorplan
Primary Bedroom Main Floor
Solid Surface Counters
Thermostat
Walk-in Closet(s)
Window Treatments
Lighting
Sidewalk
Clubhouse
Deed Restrictions
Fitness Center
Gated Community - Guard
No Truck/Rv/Motorcycle Parking
Park
Playground
Pool
Restaurant
Tennis Court(s)
Street Lights
Dishwasher
Disposal
Dryer
Electric Water Heater
Freezer
Ice Maker
Microwave
Range
Refrigerator
Washer
Homestead exemption on file In a CDD (Community Development District) Flood Zone 0
Annual Tax (2025)
$10,951
Parcel #
31-25-27-5124-0001-0880

Taxes reflect the most recent assessment in the MLS feed. Actual tax owed can vary, so confirm with the county property appraiser before closing.

Subdivision
Stoneybrook South Ph 1 Rep Of Tracts C1 & H1
County
Osceola
MLS Area
33896 - Davenport / Champions Gate
Lot Size
6,098 sqft
HOA + condo dues
$503/mo
$345/mo HOA plus $158/mo condo dues
Castle Group Management

Price history

Date
Event
Price
9/24/2026
Listed for sale
Source: Stellar MLS #S5158227
$649,950
$166/sqft

Neighborhood

1455 Rolling Fairway Dr
Davenport, FL, 33896 · 33896 - Davenport / Champions Gate

Market insights

Offer Insights

Choose an offer strength

List price: $649,950
$645,000 – $649,950
99.5% – 100% of listTops out right at the list price
80% of listList price
101 of the last 197 home closings in 33896 landed at this number or higher (51%). The median one sat 50 days before it went under contract, and this one is on day 17.

Sample: 197 closed home sales in 33896 over the last 8 months, Stellar MLS. A starting point, not a guarantee.

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Calculator

Est. monthly payment
$5,130/mo
Principal & interest$3,390
Property taxes$913
Insurance$325
HOA$503
Down payment20% · $129,990
Interest rate6.80%
Loan term

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Property taxes are this home's actual annual bill from the MLS, divided by twelve. Insurance estimated at 0.60%. HOA includes any condo dues reported on the listing. Rate defaults to 6.8% on a 30-year fixed. Tap a pencil to use your own numbers. Estimates only, not a loan quote.

Quick answers.

Price

$649,950

$166 per sq ft

Beds and baths

9 beds, 5 baths

Size

3,909 sq ft

Time on market

17 days

Year built

2015

Monthly payment

About $5,131/mo

That is 20% down on a 30-year fixed at 6.8%, plus the home's $10,951 annual tax bill, insurance, and $503/mo in HOA and condo dues.

HOA + condo dues

$503/mo

$345/mo HOA plus $158/mo condo dues. Managed by Castle Group Management.

Flood zone

Zone 0

That is a high-risk designation, so a lender will normally require flood insurance. Confirm the current rate before you write an offer.

Offer

What should I offer?

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Brokered bySELECT PREMIER REALTYListing agent: Andrew SweetenhamListing data from Stellar MLS, MLS# S5158227.

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