For Sale
Single family home for sale at 1455 Rolling Fairway Dr, Davenport, FL 33896 | MLS# S5158227 | Listing updated on 2026-09-25
Photo 1 of Single family home for sale at 1455 Rolling Fairway Dr, Davenport, FL 33896 | MLS# S5158227 | Listing updated on 2026-09-25
Photo 2 of Single family home for sale at 1455 Rolling Fairway Dr, Davenport, FL 33896 | MLS# S5158227 | Listing updated on 2026-09-25
Photo 3 of Single family home for sale at 1455 Rolling Fairway Dr, Davenport, FL 33896 | MLS# S5158227 | Listing updated on 2026-09-25
Photo 4 of Single family home for sale at 1455 Rolling Fairway Dr, Davenport, FL 33896 | MLS# S5158227 | Listing updated on 2026-09-25
44+
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Street View

$649,950

Monthly Est:$3,235

  • Beds Icon9 Beds
  • Beds Icon
    5 Baths
  • Beds Icon3,909sqft

1455 Rolling Fairway Dr, Davenport, FL 33896

$3,235/moEst:

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  • Single Family Residence

  • Built in 2015

  • $443/mo HOA

  • 6,098 sqft lot

  • $166/sq.ft

Description

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 professionall
y 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.

  • Houzeo last checked: 10 minutes ago
  • Listing updated: September 25, 2026 at 10:49 am
  • Listing Provided by: Andrew Sweetenham (407) 350-0942 | SELECT PREMIER REALTY (407) 350-0942
  • Source: Stellar MLS-FL as distributed by MLS GRID | MLS#: S5158227 Stellar MLS-FL as distributed by MLS GRID

Property Details

  • Status

    Active

  • Type

    Single Family Residence

  • No. of Stories

    2

  • County

    Osceola County

  • City

    Davenport

  • Neighborhood

    --

  • Year Built

    2015

  • HOA Fees

    $443/mo

  • Finished Area

    3,909 sqft

  • Lot Size

    6,098 sqft lot

  • Basement Area

    - sqft

  • MLS Name

    Stellar MLS

  • MLS Number

    S5158227

  • MLS Status

    Active

  • Days on Market

    41

  • Cumulative Days on Market

    1

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Location

HOA Management

Castle Group Management

HOA Fees

$345/ Monthly

Championsgate Master Association Inc

HOA Fees

$98/ Monthly

Amenities

Amenities and services may be covered by one or multiple associations and service providers.

Trash Pickup Trash Pickup

Pool Pool

Cable TV Cable TV

Security Guard Security Guard

Internet Internet

Maintenance Maintenance

Recreational Facilities Recreational Facilities

Vehicle Restrictions Vehicle Restrictions

Private Road Private Road

Escrow Reserves Fund Escrow Reserves Fund

Management Management

Disclaimer: Amenities are based on third-party information and may vary; buyers must independently verify all amenities, as information is deemed reliable but not guaranteed.

Facts & Features

Rooms

  • Bedrooms & bathrooms

    Bedrooms: 9

    Bathrooms: 5

  • Dining Room

    Level: First

  • Kitchen

    Level: First

  • Living Room

    Level: First

  • Loft

    Level: Second

    Area: 240.00 Square Feet

    Dimensions: 15x16

  • Primary Bedroom

    Level: First

    Area: 156.00 Square Feet

    Dimensions: 13x12

  • Primary Bedroom

    Level: First

    Area: 154.00 Square Feet

    Dimensions: 11x14

  • Additional Bedroom

    Level: Second

    Area: 192.00 Square Feet

    Dimensions: 12x16

  • Additional Bedroom

    Level: Second

    Area: 132.00 Square Feet

    Dimensions: 12x11

  • Additional Bedroom

    Level: Second

    Area: 143.00 Square Feet

    Dimensions: 11x13

  • Additional Bedroom

    Level: Second

    Area: 143.00 Square Feet

    Dimensions: 13x11

  • Additional Bedroom

    Level: Second

    Area: 144.00 Square Feet

    Dimensions: 12x12

  • Additional Bedroom

    Level: Second

    Area: 132.00 Square Feet

    Dimensions: 12x11

  • Additional Bedroom

    Level: Second

    Area: 273.00 Square Feet

    Dimensions: 21x13

Interior

  • Appliances

    Dishwasher, Disposal, Dryer, Electric Water Heater, Freezer, Ice Maker, Microwave, Range, Refrigerator, Washer

  • Exterior Features

    Lighting, Sidewalk

  • Sewer

    Public Sewer

  • Cooling

    Central Air

  • Heating

    Central, Electric

  • Flooring

    Ceramic Tile, Luxury Vinyl

  • Interior Features

    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

Construction

  • Year Built

    Year Built: 2015

  • Home type

    Single Family Residence

  • Roof

    Tile

  • Foundation Details

    Slab

  • Construction Materials

    Block, Stucco

Utilities & Energy

  • Utilities

    Bb/hs Internet Available, Cable Available, Cable Connected, Electricity Available, Electricity Connected, Phone Available, Sewer Available, Sewer Connected, Sprinkler Meter, Water Available, Water Connected

  • Association Amenities

    Maintenance, Security, Vehicle Restrictions

  • Pool Features

    Child Safety Fence, Gunite, Heated, In Ground, Lighting, Screen Enclosure

  • Water Source

    Public

  • Laundry Features

    Electric Dryer Hookup, Inside, Upper Level, Washer Hookup

Other Features

  • Community Features

    Clubhouse, Deed Restrictions, Fitness Center, Gated Community Guard, No Truck/rv/motorcycle Parking, Park, Playground, Pool, Restaurant, Tennis Court(s), Street Lights

  • Subdivision Name

    Stoneybrook South Ph 1 Rep Of Tracts C1 & H1

Price History

DateEventPrice

09/24/2026

Source: mls_logoStellar MLS-FL #MFRS5158227

Listed for Sale

$649,950 -10.35%

$166/sqft

11/12/2025

Source: mls_logoStellar MLS-FL as distributed by MLS GRID #MFRS5118321

Listing Removed

$724,950

$185/sqft

04/09/2025

Source: mls_logoStellar MLS-FL #MFRS5118321

Price Decreased

$724,950 -3.33%

$185/sqft

01/14/2025

Source: mls_logoStellar MLS-FL #MFRS5118321

Listed for Sale

$749,950 +51.51%

$192/sqft

09/19/2017

Source: mls_logoStellar MLS-FL as distributed by MLS GRID #MFRO5495795

Price Decreased

$495,000 -5.71%

$127/sqft

Show more

Nearby Homes

Based on information from Stellar MLS® through Nov 04, 2026, 10:00PM as submitted to and distributed by MLS GRID. All data is obtained from various sources and may not have been verified by the broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. IDX information is provided exclusively for consumers’ personal non-commercial use. It may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed by MLS GRID. The use of the MLS GRID Data may be subject to an end-user license agreement prescribed by the Member Participant’s applicable MLS, if any, and as amended from time to time. © 2026 Stellar MLS. All Rights Reserved.

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