Welcome to 15411 Gilligan Court, a beautifully maintained 2021 home in the sought-after Winding Bay community of Winter Garden! Offering 4 bedrooms, 2.5 bathrooms, and nearly 2,200 square feet of thoughtfully designed living space, this home packs an incredible amount of functionality and flexibility into its footprint.
One of the most desirable features is the first-floor bedroom, making it a great option for guests, a private home office, gym, playroom, or flex space to suit your needs. Upstairs, you’ll find the primary suite and remaining bedrooms conveniently located together, along with a versatile loft that can be used as a second living area, media room, homework station, or play space.
The upgraded kitchen is the heart of the home, featuring modern finishes, ample cabinet space, and an open-concept layout perfect for everyday living and entertaining. Throughout the home you’ll find tile and waterproof wood laminate flooring, with **no carpet anywhere**, creating a clean, cohesive look that is both stylish and easy to maintain.
Step outside to enjoy the screened-in lanai and extended paver patio, creating additional outdoor living space perfect for relaxing, grilling, or entertaining friends and family.
Located in one of Horizon West’s fastest-growing areas, Winding Bay offers convenient access to Flamingo Crossings, Walt Disney World, major highways, shopping, dining, entertainment, and top-rated schools including Water Spring Elementary, Water Spring Middle, and Horizon High School.
If you’re looking for a newer home in an exceptional location that offers flexibility, low-maintenance living, and room for everyone, this one is a must-see!
One of the most desirable features is the first-floor bedroom, making it a great option for guests, a private home office, gym, playroom, or flex space to suit your needs. Upstairs, you’ll find the primary suite and remaining bedrooms conveniently located together, along with a versatile loft that can be used as a second living area, media room, homework station, or play space.
The upgraded kitchen is the heart of the home, featuring modern finishes, ample cabinet space, and an open-concept layout perfect for everyday living and entertaining. Throughout the home you’ll find tile and waterproof wood laminate flooring, with **no carpet anywhere**, creating a clean, cohesive look that is both stylish and easy to maintain.
Step outside to enjoy the screened-in lanai and extended paver patio, creating additional outdoor living space perfect for relaxing, grilling, or entertaining friends and family.
Located in one of Horizon West’s fastest-growing areas, Winding Bay offers convenient access to Flamingo Crossings, Walt Disney World, major highways, shopping, dining, entertainment, and top-rated schools including Water Spring Elementary, Water Spring Middle, and Horizon High School.
If you’re looking for a newer home in an exceptional location that offers flexibility, low-maintenance living, and room for everyone, this one is a must-see!
Property Details
Price:
$549,900
MLS #:
O6418437
Status:
Active
Beds:
4
Baths:
2.5
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
WINDING BAY PH 1B
Neighborhood:
34787wintergardenoakland
Listed Date:
Jun 24, 2026
Finished Sq Ft:
2,152
Total Sq Ft:
2,947
Lot Size:
4,001 sqft / 0.09 acres (approx)
Year Built:
2021
See this Listing
Schools
Elementary School:
Water Spring Elementary
Middle School:
Water Spring Middle
High School:
Horizon High School
Interior
Appliances
Cooktop, Dishwasher, Dryer, Electric Water Heater, Exhaust Fan, Microwave, Range Hood, Refrigerator, Washer
Bathrooms
2 Full Bathrooms, 1 Half Bathroom
Cooling
Central Air
Flooring
Tile, Vinyl
Heating
Central, Electric
Interior Features
Built-in Features, Ceiling Fan(s), Eating Space In Kitchen, PrimaryBedroom Upstairs, Solid Wood Cabinets, Stone Counters
Laundry Features
Laundry Room
Levels
Two
Exterior
Construction Materials
Stucco
Covered Spaces
2
Direction Faces
East
Exterior Features
Rain Gutters
Garage Spaces
2
Roof
Shingle
Financial
HOA Fee
$104
HOA Fee Frequency
Monthly
HOA Name
Access Management
HOA Phone
407-780-4200
Tax Year
2025
Taxes
$6,721
Map
Community
- Address15411 GILLIGAN COURT WINTER GARDEN FL
- SubdivisionWINDING BAY PH 1B
- CityWINTER GARDEN
- CountyOrange
- Zip Code34787
Subdivisions in WINTER GARDEN
Market Summary
Current real estate data for Single Family in WINTER GARDEN as of Aug 30, 2026
826
Single Family Listed
113
Avg DOM
279
Avg $ / SqFt
$757,830
Avg List Price
Property Summary
- Located in the WINDING BAY PH 1B subdivision, 15411 GILLIGAN COURT WINTER GARDEN FL is a Single Family for sale in WINTER GARDEN, FL, 34787. It is listed for $549,900 and features 4 beds, 3 baths, and has approximately 2,152 square feet of living space, and was originally constructed in 2021. The current price per square foot is $256. The average price per square foot for Single Family listings in WINTER GARDEN is $279. The average listing price for Single Family in WINTER GARDEN is $757,830. To schedule a showing of MLS#o6418437 at 15411 GILLIGAN COURT in WINTER GARDEN, FL, contact your InvestPro Properties, Inc. agent at 561-203-7022.
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Courtesy of EXP REALTY LLC. Disclaimer: All data relating to real estate for sale on this page comes from the Broker Reciprocity (BR) of the Orlando/Tampa – FL. Detailed information about real estate listings held by brokerage firms other than InvestPro Properties, Inc. include the name of the listing broker. Neither the listing company nor InvestPro Properties, Inc. shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. The Broker providing this data believes it to be correct, but advises interested parties to confirm any item before relying on it in a purchase decision. Copyright 2026. Orlando/Tampa – FL. All rights reserved. 15411 GILLIGAN COURT
WINTER GARDEN, FL
