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$629,990 Sale Pending

  • For Sale
  • Pending
  • Single Family
  • 8 Beds
  • 5 Full Baths
  • 3,909 Sq. Ft.
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Exceptional opportunity to own a fully furnished, well-maintained 8-bedroom vacation home with a media/theater room in the highly sought-after ChampionsGate Resort. The property has been thoughtfully upgraded and is currently generating strong vacation-rental bookings (see income statement attached). Mini-split system already installed in the garage, creating an excellent opportunity for an additional climate-controlled entertainment or game space for guests. Inside, the home offers generous living and entertaining areas along with themed Lion King and Frozen bedrooms, creating a memorable experience for vacationing families. Located just a short walk from the impressive 16,000+ sq. ft. Oasis Clubhouse, owners and guests can enjoy resort-style amenities including a swimming pool, lazy river, waterslide, splash zone, private cabanas, hot tub, fitness center, arcade, movie theater, sand volleyball, restaurant, and bars. ChampionsGate also offers an additional clubhouse, an 18-hole golf course, tennis courts, sports fields, restaurants, shopping, and everyday conveniences nearby, including Publix, Walgreens, Panera Bread, First Watch, Chili's, Red Robin, and more. Ideally located approximately 15 minutes from Walt Disney World, this home combines spacious accommodations, extensive resort amenities, and strong vacation-rental appeal in one of the Orlando area's most recognized resort communities.

Full Property Details for 1449 Rolling Fairway Dr

General

  • Price: $629,990
  • HOA FEE: $622/month
  • Taxes: $10,904 (2025)
  • Status: Pending
  • Type: Single Family
  • Source: MidFloridaRegionalMLS
  • MLS ID: O6440435
  • Updated: 9/21/2026
  • Added to Site: 30 day(s) ago

Rental Information

  • Min. Lease: No Minimum

Interior

  • Number of Rooms: 6
  • Interior Features: Living Room/Dining Room Combo, Open Floorplan, Primary Bedroom Main Floor
  • Appliances: Dishwasher, Dryer, Microwave, Range, Refrigerator, Washer
  • Furnishings: Furnished
  • Flooring: Carpet, Tile

Rooms

Bathrooms

  • Total Bathrooms: 5
  • Full Bathrooms: 5

Bedrooms

  • Total Bedrooms: 8

Other Rooms

  • Laundry: Inside

Additional Information

  • Pool: Yes
  • Private Pool: Yes
  • Pool Description: In Ground

Exterior

  • Exterior Features: Other

Parking

  • Garage: Yes
  • Attached garage: Yes
  • Garage Spaces: 2
  • Covered Spaces: 2

Location

  • Area: 33896 - Davenport / Champions Gate
  • County: Osceola
  • Development Name: 33896 - Davenport / Champions Gate
  • Subdivision: STONEYBROOK SOUTH PH G-1
  • Driving Directions: From I-4 W- Take exit 58 toward Champions Gate Blvd - Keep right at the fork and merge onto Champions Gate Blvd - Merge onto Champions Gate Blvd - Turn right onto Loughnan Rd/Polk 54/Ronald Reagan Pkwy - Turn right onto Westside Blvd - Turn left onto Oasis Club Blvd - Turn left onto Iron Dr - Turn left onto Rolling Fairway Dr.
  • Direction Faces: North

School Information

  • Elementary School: Westside K-8
  • Middle School: West Side
  • High School: Poinciana High School

Community

  • Community Name: 33896 - Davenport / Champions Gate
  • Association: Yes
  • Assoc. Name: Scarlet Caamano
  • Pet Restrictions: 100lbs.

Heating & Cooling

  • Cooling Type: Central Air
  • Heating Type: Central

Utilities

  • Sewer: Public Sewer
  • Water: Public
  • Utility Description: Other

Structural Information

  • Exterior Const.: Stucco
  • Roof: Tile
  • Stories/Levels: Two
  • Square Feet: 3,909
  • Sq. Ft. Source: Public Records
  • Year Built: 2014

Lot Features

  • Lot Size (Acres): 0.16
  • Lot Size (Sq. Ft.): 6,970
  • Lot Size: 6970
  • Street/Road Desc.: Asphalt

Financial Considerations

  • Association Fee: $622
  • Assoc Fee Freq.: Monthly
  • Assoc Fee Desc.: Required
  • CDD: Yes
  • Tax Amount: $10,904.1
  • 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 91
  • Flood Zone Info: X
  • APN: 312527512400010910
  • Property ID: 312527512400010910
  • Block/Lot/Section: 1

Listed by Charles Rutenberg Realty Orlando

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Listing agent

— 1449 Rolling Fairway Dr —

  • Charles Rutenberg Realty Orlando

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 1449 Rolling Fairway Dr

School District:Osceola County School District
NameGradesDistance
Westside K-8 School
2551 Westside Boulevard, Kissimmee, FL 34747
PK-53.9 mi
Poinciana High School
2300 South Poinciana Boulevard, Kissimmee, FL 34758
9-1210.3 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 1449 Rolling Fairway Dr Get Price Alerts and Save Property

Date
Details
Price
Change
Source
9/10/2026
Listed
$629,990
-21.25%
MLS
3/31/2022
Sold
$800,000
—
Public Record
Get Price Alerts and Save Property
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 for 1449 Rolling Fairway Dr

Year
Property Taxes
Change
Tax Assessment
Change
2025
$10,904
-7%
$614,100
-9%
2024
$11,736
1%
$673,900
2%
2023
$11,656
38%
$661,100
56%
2021
$8,462
-10%
$423,400
-25%
2022
$9,411
11%
$561,400
30%
2021
$8,462
-1%
$433,000
4%
2019
$8,547
-4%
$416,600
-2%
2018
$8,938
-4%
$424,700
-3%
2017
$9,314
3%
$439,100
5%
2016
$9,066
-4%
$419,600
-3%
2015
$9,449
6698%
$433,800
4886%
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.

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*These costs are estimates, and the interest rates assume exceptional credit standing.

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with our affiliated lender
NMLS#: 1598647

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Listed by Charles Rutenberg Realty Orlando

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1449 Rolling Fairway Drive, Davenport, FL 33896 (MLS# O6440435) is a Single Family property with 8 bedrooms and 5 full bathrooms. 1449 Rolling Fairway Drive is currently listed for $629,990 and was received on September 10, 2026. Want to learn more about 1449 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.

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