To schedule a showing of 15456 Gilligan Court, Winter Garden, Florida, Call David Shippey at 863-521-4517 TODAY!

$550,000 Reduced -$25,000
15456 Gilligan Court
Winter Garden, FL 34787
  • 3Beds
  • 3.00Total Baths
  • 3 Full, 0 HalfBaths
  • 2,571SqFt
  • 2020Year Built
  • 0.15Acres
  • MLS# A4660262
  • Residential
  • SingleFamilyResidence
  • Active

  • Approx Time on Market10 months, 19 days
  • Area34787 - Winter Garden/oakland
  • CountyOrange
  • Subdivision Winding Bay Ph 1b

Overview

Disney fireworks views, single-story living, low HOA just 3.9 miles from Disney.Welcome to Winding Bay in Winter Garden, where location, lifestyle, and long-term value come together in one beautifully maintained home. This pristine 3-bedroom, 3.5-bath residence with a flexible bonus room offers the perfect setup for everyday living, visiting guests, remote work, or a potential future sleeping space with proper modification and verification.From the moment you arrive, the home makes a statement with its brick-paved driveway, stone-accented faade, and inviting curb appeal. Inside, the bright open floor plan is designed for comfort and function, featuring a dedicated built-in desk area, an oversized mudroom, an adjacent laundry room, custom cabinetry, and generously sized guest suites.The heart of the home is the chef-inspired eat-in kitchen, complete with 42-inch soft-close cabinetry, quartz countertops, designer backsplash, vented range hood, built-in microwave, massive walk-in pantry, and an oversized island with seating for up to eight ideal for entertaining, hosting family, or gathering after a day at the parks.The open dining and family room are filled with natural light and flow seamlessly to the custom-designed backyard, where you can relax and enjoy direct views of Disney fireworks from home a rare and memorable feature that truly sets this property apart.Winding Bay offers a peaceful, pride-of-ownership atmosphere with no short-term rentals permitted, helping preserve the neighborhood feel while still keeping you minutes from Disney, dining, shopping, schools, and major conveniences. Residents also enjoy a community pool, dog park, and a low HOA of just $102/month.Move-in ready, meticulously maintained, and positioned in one of Winter Gardens most desirable communities, this home is ideal for owner-occupants, Disney professionals, second-home buyers, or anyone seeking proximity to the magic without the noise, crowds, or rental turnover.Private showings available by appointment.



Agriculture / Farm

Association Fees / Info

Community Features:  Sidewalks

Pets Allowed:  Yes

Hoa Frequency Rate:  102

Association:  Yes

Association Amenities:  Pool

Hoa Fees Frequency:  Monthly

Association Fee Includes:  AssociationManagement, CommonAreas, Insurance, Pools, Taxes

Bathroom Info

Total Baths:  3.00

Fullbaths:  3

Building Info

Window Features:  WindowTreatments

Roof:  Tile

Building Area Source:  PublicRecords

Buyer Compensation

Exterior Features

Pool Features:  Association, Community

Patio:  Enclosed, FrontPorch, Screened

Exterior Features:  RainGutters

Fees / Restrictions

Financial

Original Price:  $674,000

Fencing:  Fenced, Vinyl

Garage / Parking

Attached Garage:  Yes

Garage:  Yes

Green / Env Info

Interior Features

Floors:  Carpet, CeramicTile

Levels:  One

Laundry Features:  WasherHookup, ElectricDryerHookup, Inside, LaundryRoom

Interior Features:  BuiltInFeatures, CeilingFans, CrownMolding, DryBar, HighCeilings, KitchenFamilyRoomCombo, MainLevelPrimary, OpenFloorplan, WoodCabinets

Appliances:  Cooktop, Dishwasher, Disposal, Microwave, Range, RangeHood, TanklessWaterHeater, WaterPurifier

Lot Info

Direction Remarks:  Follow FL-429 S to Western Way in Bay Lake. Take exit eight from FL-429 S. Then follow Western Way and Avalon Rd to Gilligan Ct in Horizon West. Continue to follow Western Way and Avalon Rd to Gilligan Ct in Horizon West. Merge onto Western Way, then turn right onto Avalon Rd. Turn right onto Mayberry Dr. Turn right onto Gilligan Ct. The home is on the right.

Lot Size Units:  Acres

Lot Size Acres:  0.15

Lot Sqft:  6,563

Misc

Other

Special Conditions:  None

Security Features:  SecuritySystem, FireHydrants

Other Rooms Info

Property Info

Section:  20

Class Type:  SingleFamilyResidence

Property Sub Type:  SingleFamilyResidence

Property Condition:  NewConstruction

Construction Materials:  Stucco

Stories:  1

Foundation:  Slab

Human Modified:  Yes

Room Info

Total Rooms:  6

Sqft Info

Sqft:  2,571

Bulding Area Sqft:  3,494

Living Area Units:  SquareFeet

Living Area Source:  PublicRecords

Tax Info

Tax Year:  2,024

Tax Lot:  89

Tax Legal Description:  WINDING BAY PHASE 1B 100/146 LOT 89

Tax Block:  146

Tax Annual Amount:  8702

Tax Book Number:  100

Unit Info

Utilities / Hvac

Heating:  Central, Electric

Water Source:  Public

Sewer:  PublicSewer

Cool System:  CentralAir, CeilingFans

Cooling:  Yes

Heating:  Yes

Utilities:  ElectricityConnected, HighSpeedInternetAvailable, PhoneAvailable, SewerConnected

Waterfront / Water

Directions

Follow FL-429 S to Western Way in Bay Lake. Take exit eight from FL-429 S. Then follow Western Way and Avalon Rd to Gilligan Ct in Horizon West. Continue to follow Western Way and Avalon Rd to Gilligan Ct in Horizon West. Merge onto Western Way, then turn right onto Avalon Rd. Turn right onto Mayberry Dr. Turn right onto Gilligan Ct. The home is on the right.

This listing courtesy of Nexthome Casa Bella Elite 

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Price & Status History (on davidshippey.com since Thu, Jul 31st 2025)
  • Original Price: $674,000
  • Current Price: $550,000
  • Price Reduced: $124,000
Date ChangedFromTo
06/12/2026$575,000 $550,000 Reduced by $25,000
05/08/2026$600,000 $575,000 Reduced by $25,000
04/21/2026$620,000 $600,000 Reduced by $20,000
04/15/2026$625,000 $620,000 Reduced by $5,000
03/17/2026$650,000 $625,000 Reduced by $25,000
01/23/2026$674,000 $650,000 Reduced by $24,000

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If you have any questions on 15456 Gilligan Court, Winter Garden, Florida, please call David Shippey at 863-521-4517.


MLS# A4660262 located at 15456 Gilligan Court, Winter Garden, Florida is brought to you by David Shippey REALTOR®

15456 Gilligan Court, Winter Garden, Florida has 3 Beds, 3 Full Bath, and 0 Half Bath.
The MLS Number for 15456 Gilligan Court, Winter Garden, Florida is A4660262.
The price for 15456 Gilligan Court, Winter Garden, Florida is $550,000.
The status of 15456 Gilligan Court, Winter Garden, Florida is Active.
The subdivision of 15456 Gilligan Court, Winter Garden, Florida is Winding Bay Ph 1b.
The home located at 15456 Gilligan Court, Winter Garden, Florida was built in 2026.