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$649,950

  • For Sale
  • Active
  • Single Family
  • 9 Beds
  • 5 Full Baths
  • 3,909 Sq. Ft.
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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 facade, 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.

Full Property Details for 1455 Rolling Fairway Dr

General

  • Price: $649,950
  • HOA FEE: $345/month
  • Taxes: $10,951 (2025)
  • Status: Active
  • Type: Single Family
  • Source: MidFloridaRegionalMLS
  • MLS ID: S5158227
  • Updated: 9/24/2026
  • Added to Site: 15 day(s) ago

Rental Information

  • Min. Lease: 1-7 Days

Interior

  • Number of Rooms: 13
  • Interior Features: Ceiling Fan(s), Eating Space In Kitchen, In Wall Pest System, Kitchen and Family Room Combination, Living Room/Dining Room Combo, Open Floorplan, Primary Bedroom Main Floor, Solid Surface Counters, Thermostat, Walk-In Closet(s), Window Treatments
  • Appliances: Dishwasher, Disposal, Dryer, Electric Water Heater, Freezer, Ice Maker, Microwave, Range, Refrigerator, Washer
  • Furnishings: Furnished
  • Flooring: Ceramic Tile, Luxury Vinyl

Rooms

Bathrooms

  • Total Bathrooms: 5
  • Full Bathrooms: 5

Bedrooms

  • Total Bedrooms: 9

Other Rooms

  • Laundry: Electric Dryer Hookup, Inside, Upper Level, Washer Hookup

Additional Information

  • Shared Amenities: Maintenance, Security, Vehicle Restrictions
  • Pool: Yes
  • Private Pool: Yes
  • Pool Description: Child Safety Fence, Gunite, Heated, In Ground, Lighting, Screen Enclosure
  • Spa: Yes
  • Spa Description: Heated, In Ground

Exterior

  • Exterior Features: Irrigation System, Lighting, Sidewalk, Sliding Doors

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 1 REP OF TRACTS C1 & H1
  • Driving Directions: I4 exit 55, HW27 north to Ronald Reagan Parkway East, turn left into Westside Blvd, ChampionsGate is on the left along Oasis Club Blvd. Use Google Maps for precise directions. NOTE: Must present license and ID at security. IMPORTANT: Please visit ChampionsGate Retreat Westside or HW27 security gate first to gain access.
  • Direction Faces: North

Community

  • Community Name: 33896 - Davenport / Champions Gate
  • Community Features: Clubhouse, Deed Restrictions, Fitness Center, Gated Community - Guard, No Truck/RV/Motorcycle Parking, Park, Playground, Pool, Restaurant, Tennis Court(s)
  • Optional Amenities: Maintenance, Security, Vehicle Restrictions
  • Association: Yes
  • Assoc. Name: Castle Group Management
  • Assoc. Fees Include: 24-Hour Guard, Cable TV, Community Pool, Escrow Reserves Fund, Internet, Maintenance Structure, Maintenance Grounds, Manager, Private Road, Recreational Facilities, Security, Trash
  • Pet Restrictions: Check with HOA

Heating & Cooling

  • Cooling Type: Central Air
  • Heating Type: Central, Electric

Utilities

  • Sewer: Public Sewer
  • Water: Public
  • Utility Description: BB/HS Internet Available, Cable TV Available, Cable Connected, Electricity Available, Electricity Connected, Phone Available, Sewer Available, Sewer Connected, Sprinkler Meter, Street Lights, Water Available, Wa

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

  • Lot Size (Acres): 0.14
  • Lot Size (Sq. Ft.): 6,098
  • Lot Size: 6098
  • Lot Dimensions: 50 x 120
  • Street/Road Desc.: Asphalt

Financial Considerations

  • Association Fee: $345
  • Assoc Fee Freq.: Monthly
  • Assoc Fee Desc.: Required
  • Condo Fee: $158
  • Condo Fee Freq: Monthly
  • CDD: Yes
  • Tax Amount: $10,951
  • 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 88
  • APN: 312527512400010880
  • Property ID: 312527512400010880
  • Block/Lot/Section: H1

Listed by Select Premier Realty

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— 1455 Rolling Fairway Dr —

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NMLS#: 1598647

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NMLS#: 1598647

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Schools serving 1455 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 1455 Rolling Fairway Dr Get Price Alerts and Save Property

Date
Details
Price
Change
Source
9/24/2026
Listed
$649,950
31.3%
MLS
9/14/2017
Sold
$495,000
—
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 1455 Rolling Fairway Dr

Year
Property Taxes
Change
Tax Assessment
Change
2025
$10,951
1%
$617,500
-9%
2024
$10,839
4%
$677,900
2%
2023
$10,440
23%
$666,300
57%
2021
$8,483
-10%
$424,800
-25%
2022
$9,447
11%
$565,500
30%
2021
$8,483
-1%
$434,900
4%
2019
$8,580
-4%
$418,800
-2%
2018
$8,958
-4%
$426,000
-3%
2017
$9,341
3%
$440,900
4%
2016
$9,103
192%
$422,000
1072%
2015
$3,122
2146%
$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.

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1455 Rolling Fairway Drive, Davenport, FL 33896 (MLS# S5158227) is a Single Family property with 9 bedrooms and 5 full bathrooms. 1455 Rolling Fairway Drive is currently listed for $649,950 and was received on September 24, 2026. Want to learn more about 1455 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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