1491 Rolling Fairway Drive, Davenport, FL 33896 - Photo 1

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$725,000

For Sale
Active
Single Family
8 Beds
5 Full Baths
3,909 Sq. Ft.

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Property Description

Welcome to 1491 Rolling Fairway Drive, a show-stopping 8-bedroom, 5-bath luxury retreat located in the highly sought-after Retreat at ChampionsGate-one of Central Florida's premier short-term rental communities just minutes from Walt Disney World Resort and world-class attractions. Built in 2015 and offering nearly 4,000 square feet of living space, this fully renovated, contemporary home is thoughtfully designed for both maximum enjoyment and exceptional rental performance. Tucked away at the end of a quiet street with no rear neighbors, the property offers a rare combination of privacy and resort-style living. Step inside to an open, light-filled floor plan featuring modern finishes, sleek tile flooring throughout the main living areas, upgraded cabinetry, and light granite countertops. The spacious layout flows effortlessly, making it ideal for hosting large groups while still offering plenty of room to relax. Designed with entertainment in mind, the home boasts: A west-facing screened private pool and spa-perfect for sunset swims A fully air-conditioned Avengers-themed game room A dedicated Starship-inspired private movie theater Multiple themed bedrooms, a generous loft, and flexible sleeping arrangements for guests of all ages Whether used as a personal vacation escape or a high-performing income property, this home delivers unforgettable experiences at every turn. As part of the ChampionsGate Resort, owners and guests enjoy access to the Oasis at The Retreat Clubhouse and Waterpark, featuring a lazy river, water slides, resort pools with beach entry, splash pad, spa, fitness center, movie theater, game room, tiki bar, grill, private cabanas, and more-all included through the HOA. This is more than a home-it's a turnkey lifestyle and investment opportunity in one of Florida's most in-demand resort destinations.

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Full Property Details

Full Property Details for 1491 Rolling Fairway Dr

General

Price: $725,000
HOA FEE: $503/month
Taxes: $10,404 (2025)
Status: Active
Type: Single Family
Source: MidFloridaRegionalMLS
MLS ID: TB8470717
Updated: 1/30/2026
Added to Site: 31 day(s) ago

Rental Information

Min. Lease: 1-7 Days

Interior

Number of Rooms: 7
Interior Features: Ceiling Fan(s), High Ceilings, Open Floorplan, Primary Bedroom Main Floor
Appliances: Dishwasher, Disposal, Dryer, Freezer, Microwave, Range, Washer
Furnishings: Furnished
Flooring: Carpet, Ceramic Tile

Rooms

Bathrooms

Total Bathrooms: 5
Full Bathrooms: 5

Bedrooms

Total Bedrooms: 8

Other Rooms

Laundry: Laundry Room

Additional Information

Pool: Yes
Private Pool: Yes
Pool Description: Heated, In Ground
Spa: Yes
Spa Description: Heated, In Ground

Exterior

Exterior Features: Lighting, Private Mailbox, Sidewalk, Sliding Doors

Parking

Garage: Yes
Attached garage: Yes
Garage Spaces: 2
Covered Spaces: 2
Parking Features: Converted Garage

Location

Area: 33896 - Davenport / Champions Gate
County: Osceola
Development Name: 33896 - Davenport / Champions Gate
Subdivision: STONEYBROOK SOUTH PH G-1
Driving Directions: From the intersection of US-27 and Ronald Reagan Parkway, head east on Ronald Reagan Parkway. Turn right onto Westside Boulevard, then left onto ChampionsGate Boulevard. Continue and turn right onto Retreat Boulevard, then right onto Rolling Fairway Drive. Proceed to 1491 Rolling Fairway Drive, which will be located near the end of the street.
Direction Faces: East

Community

Community Name: 33896 - Davenport / Champions Gate
Community Features: Association Recreation - Owned, Clubhouse, Deed Restrictions, Dog Park, Fitness Center, Gated Community - Guard, Golf Carts OK, Golf, Irrigation-Reclaimed Water, No Truck/RV/Motorcycle Parking, Pool, Sidewalks, Tennis Court(s)
Association: Yes
Assoc. Name: Icon Management Services- OASIS CLUB/RETREAT
Assoc. Fees Include: 24-Hour Guard, Cable TV, Internet, Maintenance Structure, Maintenance Grounds, Trash
Pet Restrictions: SEE HOA FOR RESTRICTIONS

Heating & Cooling

Cooling Type: Central Air
Heating Type: Central

Utilities

Sewer: Public Sewer
Water: Public
Utility Description: Cable Connected, Electricity Connected

Structural Information

Exterior Const.: Block, Stucco
Roof: Tile
Stories/Levels: Two
Square Feet: 3,909
Sq. Ft. Source: Public Records
Year Built: 2015

Lot Features

Property View: Pool
Lot Size (Acres): 0.14
Lot Size (Sq. Ft.): 6,098
Lot Size: 6098
Street/Road Desc.: Paved

Financial Considerations

Association Fee: $503
Assoc Fee Freq.: Monthly
Assoc Fee Desc.: Required
CDD: Yes
Tax Amount: $10,404
Tax Year: 2025

Disclosures and Reports

Ownership: Fee Simple
Special Conditions: None
Legal Description: STONEYBROOK SOUTH PH G-1 PB 23 PG 45-49 LOT 33
Flood Zone Info: X
APN: 312527512400010330
Property ID: 312527512400010330
Block/Lot/Section: 1

Listed by Lpt Realty, Llc.

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— 1491 Rolling Fairway Dr —

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Schools

Schools serving 1491 Rolling Fairway Dr

School District:Osceola County School District

Name	Grades	Distance
Westside K-8 School 2551 Westside Boulevard, Kissimmee, FL 34747	PK-5	3.7 mi
Poinciana High School 2300 South Poinciana Boulevard, Kissimmee, FL 34758	9-12	10.4 mi

Disclaimer: School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 1491 Rolling Fairway Dr Get Price Alerts and Save Property

Date

Details

Price

Change

Source

1/30/2026

Listed

$725,000

54.26%

MLS

2/26/2020

Sold

$470,000

—

Public Record

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Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History

Tax History for 1491 Rolling Fairway Dr

Year

Property Taxes

Change

Tax Assessment

Change

2025

$10,838

1%

$609,300

-9%

2024

$10,703

4%

$668,800

2%

2023

$10,306

23%

$656,500

57%

2021

$8,370

-10%

$417,000

-25%

2022

$9,323

11%

$556,300

30%

2021

$8,370

-1%

$426,600

4%

2019

$8,457

-4%

$410,500

-2%

2018

$8,844

-3%

$418,400

-3%

2017

$9,150

3%

$432,600

5%

2016

$8,917

235%

$413,200

1048%

2015

$2,665

1817%

$36,000

314%

2014

$139

—

$8,700

—

View All

Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Estimate the Cost

Estimate the Cost for 1491 Rolling Fairway Dr

1548 Moon Valley Dr, Champions Gate, FL 33896 - Photo 1

Sold

$620,000

1548 Moon Valley Dr Champions Gate, FL 33896

Single Family
Closed

8
Beds
5
Total Baths
3,909
Sq. Ft.

Listed by Viva Orlando Realty Inc.
Sold by Top Villas Realty Llc

9048 Sand Trap Dr, Champions Gate, FL 33896 - Photo 1

Sold

$692,000

9048 Sand Trap Dr Champions Gate, FL 33896

Single Family
Closed

8
Beds
5
Total Baths
3,909
Sq. Ft.

Listed by Lpt Realty, Llc
Sold by Avanti Way Realty Llc

1700 Moon Valley Dr, Champions Gate, FL 33896 - Photo 1

Sold

$640,000

1700 Moon Valley Dr Champions Gate, FL 33896

Single Family
Closed

8
Beds
5
Total Baths
3,909
Sq. Ft.

Listed and Sold by Real Broker, Llc

681 Pebble Beach Dr, Champions Gate, FL 33896 - Photo 1

Sold

$654,900

681 Pebble Beach Dr Champions Gate, FL 33896

Single Family
Closed

6
Beds
6
Total Baths
3,339
Sq. Ft.

Listed by Avanti Way Realty Llc
Sold by Lpt Realty, Llc

1491 Rolling Fairway Drive, Davenport, FL 33896 (MLS# TB8470717) is a Single Family property with 8 bedrooms and 5 full bathrooms. 1491 Rolling Fairway Drive is currently listed for $725,000 and was received on January 30, 2026. Want to learn more about 1491 Rolling Fairway Drive? Do you have questions about finding other Single Family real estate for sale in Davenport? You can browse all Davenport real estate or contact a Coldwell Banker agent to request more information.

1491 Rolling Fairway Dr Davenport, FL 33896