To schedule a showing of 1491 Rolling Fairway Drive, Davenport, Florida, Call David Shippey at 863-521-4517 TODAY!

$695,000 Reduced -$10,000
1491 Rolling Fairway Drive
Davenport, FL 33896
  • 8Beds
  • 5.00Total Baths
  • 5 Full, 0 HalfBaths
  • 3,909SqFt
  • 2015Year Built
  • 0.14Acres
  • MLS# TB8470717
  • Residential
  • SingleFamilyResidence
  • Active

  • Approx Time on Market4 months, 6 days
  • Area33896 - Davenport / Champions Gate
  • CountyOsceola
  • Subdivision Stoneybrook South Ph G-1

Overview

PRICE IMPROVEMENT! Welcome to 1491 Rolling Fairway Drive, a show-stopping 8-bedroom, 5-bath luxury retreat located in the highly sought-after Retreat at ChampionsGateone of Central Floridas 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 spaperfect for sunset swimsA fully air-conditioned Avengers-themed game roomA dedicated Starship-inspired private movie theaterMultiple themed bedrooms, a generous loft, and flexible sleeping arrangements for guests of all agesWhether 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 moreall included through the HOA.This is more than a homeits a turnkey lifestyle and investment opportunity in one of Floridas most in-demand resort destinations.



Agriculture / Farm

Association Fees / Info

Community Features:  Clubhouse, DogPark, Fitness, Golf, GolfCartsOk, Gated, Pool, RecreationArea, TennisCourts, Sidewalks

Pets Allowed:  Yes

Hoa Frequency Rate:  503.29

Association:  Yes

Hoa Fees Frequency:  Monthly

Association Fee Includes:  CableTv, Internet, MaintenanceGrounds, MaintenanceStructure, Security, Trash

Bathroom Info

Total Baths:  5.00

Fullbaths:  5

Building Info

Roof:  Tile

Building Area Source:  PublicRecords

Buyer Compensation

Exterior Features

Pool Features:  Heated, InGround, Community

Pool Private:  Yes

Exterior Features:  Lighting

Fees / Restrictions

Association Fee:  119

Association Fee Frequency:  Monthly

Financial

Original Price:  $725,000

Disclosures:  CovenantsRestrictionsDisclosure

Garage / Parking

Parking Features:  ConvertedGarage

Attached Garage:  Yes

Garage:  Yes

Green / Env Info

Green Water Conservation:  WaterRecycling

Interior Features

Floors:  Carpet, CeramicTile

Levels:  Two

Spa:  Yes

Laundry Features:  LaundryRoom

Interior Features:  CeilingFans, HighCeilings, MainLevelPrimary, OpenFloorplan, Loft

Appliances:  Dryer, Dishwasher, Freezer, Disposal, Microwave, Range, Washer

Spa Features:  Heated, InGround

Lot Info

Direction Remarks:  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.

Lot Size Units:  Acres

Lot Size Acres:  0.14

Lot Sqft:  6,098

Misc

Other

Special Conditions:  None

Security Features:  GatedWithGuard, GatedCommunity

Other Rooms Info

Property Info

Section:  31

Class Type:  SingleFamilyResidence

Property Sub Type:  SingleFamilyResidence

Construction Materials:  Block, Stucco

Stories:  2

Total Stories:  2

Foundation:  Slab

Human Modified:  Yes

Room Info

Total Rooms:  7

Sqft Info

Sqft:  3,909

Bulding Area Sqft:  3,909

Living Area Units:  SquareFeet

Living Area Source:  PublicRecords

Tax Info

Tax Year:  2,025

Tax Lot:  33

Tax Other Annual Asmnt:  2,092

Tax Legal Description:  STONEYBROOK SOUTH PH G-1 PB 23 PG 45-49 LOT 33

Tax Block:  1

Tax Annual Amount:  10404

Tax Book Number:  23-45

Unit Info

Utilities / Hvac

Heating:  Central

Water Source:  Public

Sewer:  PublicSewer

Cool System:  CentralAir, CeilingFans

Cooling:  Yes

Heating:  Yes

Utilities:  CableConnected, ElectricityConnected

Waterfront / Water

View:  Yes

View:  Pool

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.

This listing courtesy of Lpt Realty, Llc. 

Mortgage Calculator

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Price & Status History (on davidshippey.com since Fri, Jan 30th 2026)
  • Original Price: $725,000
  • Current Price: $695,000
  • Price Reduced: $30,000
Date ChangedFromTo
05/30/2026$705,000 $695,000 Reduced by $10,000
04/19/2026$725,000 $705,000 Reduced by $20,000

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If you have any questions on 1491 Rolling Fairway Drive, Davenport, Florida, please call David Shippey at 863-521-4517.


MLS# TB8470717 located at 1491 Rolling Fairway Drive, Davenport, Florida is brought to you by David Shippey REALTOR®

1491 Rolling Fairway Drive, Davenport, Florida has 8 Beds, 5 Full Bath, and 0 Half Bath.
The MLS Number for 1491 Rolling Fairway Drive, Davenport, Florida is TB8470717.
The price for 1491 Rolling Fairway Drive, Davenport, Florida is $695,000.
The status of 1491 Rolling Fairway Drive, Davenport, Florida is Active.
The subdivision of 1491 Rolling Fairway Drive, Davenport, Florida is Stoneybrook South Ph G-1.
The home located at 1491 Rolling Fairway Drive, Davenport, Florida was built in 2026.