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Property Description
Welcome to this beautifully maintained multi-generational home nestled on a quiet cul-de-sac in the highly desirable Winding Bay community of Horizon West in Winter Garden. This thoughtfully designed 4-bedroom, 3-bath residence features a private 1-bedroom suite, perfect for in-laws, aging parents, or guests. The suite offers its own laundry closet, kitchenette, and a well-appointed bathroom with a walk-in shower and granite vanity, providing both comfort and independence. Inside the main home, you'll find a bright and spacious open-concept split floor plan that blends functionality with modern style. Elegant plantation shutters are featured throughout the home, adding both charm and privacy, while tile flooring spans the main living areas for durability and easy maintenance. A versatile flex space is ideal for a home office, art studio, or den. The chef-inspired gourmet kitchen is the heart of the home, showcasing a large island, abundant cabinetry, granite countertop and built-in stainless-steel appliances, including a new cooktop. It flows seamlessly into the expansive family room, complete with built-in surround sound, perfect for entertaining or relaxing movie nights. The primary owner's suite is a private retreat featuring a tray ceiling, walk-in closet, and a spa-like ensuite bathroom with dual sink vanity with granite countertop and an impressive walk-in shower with multiple shower heads, including a rain feature. Step outside to enjoy the wide, screened-in covered lanai overlooking a fully fenced backyard, ideal for entertaining or unwinding in a peaceful setting. The 2-car garage offers additional storage space to meet your needs. Residents of Winding Bay enjoy access to resort-style amenities, including a community pool and playground, all just minutes from Walt Disney World, Hamlin Town Center, top-rated dining, shopping, placing you close to the best of Winter Garden and the greater Central Florida area. Convenient access to Highway 429 makes commuting a breeze. Don't miss the opportunity to own this exceptional home. Schedule your private showing today!
Full Property Details
Full Property Details for 15327 Gilligan Ct
General
- Price: $664,800
- HOA FEE: $103/month
- Taxes: $7,266 (2025)
- Status: Active
- Type: Single Family
- Source: MidFloridaRegionalMLS
- MLS ID: O6398756
- Updated: 4/16/2026
- Added to Site: 3 day(s) ago
Rental Information
- Min. Lease: 8-12 Months
Interior
- Number of Rooms: 7
- Interior Features: Eating Space In Kitchen, High Ceilings, Kitchen and Family Room Combination, Open Floorplan, Primary Bedroom Main Floor, Stone Counters, Thermostat, Tray Ceiling(s), Walk-In Closet(s)
- Appliances: Cooktop, Dishwasher, Dryer, Microwave, Range, Refrigerator, Washer
- Furnishings: Unfurnished
- Flooring: Carpet, Ceramic Tile
Rooms
Bathrooms
- Total Bathrooms: 3
- Full Bathrooms: 3
Bedrooms
- Total Bedrooms: 4
Other Rooms
- Laundry: Inside, Laundry Room
Additional Information
- Pool Description: In Ground
Exterior
- Exterior Features: Sliding Doors
- Deck/Patio: Covered, Front Porch, Patio, Screened
- Porch/Patio/Deck: Covered, Front Porch, Patio, Screened
Parking
- Garage: Yes
- Attached garage: Yes
- Garage Spaces: 2
- Covered Spaces: 2
- Parking Features: Driveway, Garage Door Opener
Location
- Area: 34787 - Winter Garden/Oakland
- County: Orange
- Development Name: 34787 - Winter Garden/Oakland
- Subdivision: WINDING BAY PH 1B
- Driving Directions: From Avalon Rd (545 County Rd), turn right onto Mayberry Drive. Turn right onto Gilligan Court. The destination is on your left.
- Direction Faces: South
School Information
- Elementary School: Water Spring Elementary
- Middle School: Water Spring Middle
- High School: Horizon High School
Community
- Community Name: 34787 - Winter Garden/Oakland
- Association: Yes
- Assoc. Name: Luciana Rabelo - First Service Residential
- Pet Restrictions: Buyer to verify any and all pet restrictions directly with the HOA
Heating & Cooling
- Cooling Type: Central Air
- Heating Type: Central
Utilities
- Sewer: Public Sewer
- Water: Public
- Utility Description: Cable TV Available, Electricity Connected, Public, Sewer Connected, Water Connected
Structural Information
- Architectural Info: Craftsman
- Architectural Style: Craftsman
- Exterior Const.: Block, Concrete, Stucco
- Roof: Shingle
- Windows: Blinds, Drapes, Rods
- Stories/Levels: One
- Square Feet: 2,506
- Sq. Ft. Source: Public Records
- Year Built: 2021
Lot Features
- Lot Size (Acres): 0.14
- Lot Size (Sq. Ft.): 6,266
- Lot Size: 6266
- Lot Dimensions: 50 x 125 x 50 x 125
- Frontage: Street Paved
- Street/Road Desc.: Paved, Asphalt
- Fencing (Description): Fenced, Vinyl
Financial Considerations
- Association Fee: $103
- Assoc Fee Freq.: Monthly
- Assoc Fee Desc.: Required
- Tax Amount: $7,266.47
- Tax Year: 2025
Disclosures and Reports
- Ownership: Fee Simple
- Special Conditions: None
- Legal Description: WINDING BAY PHASE 1B 100/146 LOT 117
- Flood Zone Info: X
- APN: 202427782601170
- Property ID: 202427782601170
- Block/Lot/Section: 1
Listed by Real Broker, Llc
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Schools
Schools serving 15327 Gilligan Ct
School District:Orange County School District
| Name | Grades | Distance |
|---|---|---|
Water Spring Elementary 16000 Water Spring Boulevard, Winter Garden, FL 34787 | PK-5 | 1.3 mi |
Water Spring Middle School-0482 10393 Seidel Road, Winter Garden, FL 34787 | 6-8 | 2.2 mi |
Horizon High School 10393 Seidel Road, Winter Garden, FL 34787 | 9-12 | 2.2 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 15327 Gilligan Ct
Date
Details
Price
Change
Source
4/16/2026
Listed
$664,800
39.51%
MLS
10/06/2021
Sold
$476,522
—
Public Record
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Estimate the Cost
Estimate the Cost for 15327 Gilligan Ct
15327 Gilligan Court, Winter Garden, FL 34787 (MLS# O6398756) is a Single Family property with 4 bedrooms and 3 full bathrooms. 15327 Gilligan Court is currently listed for $664,800 and was received on April 16, 2026. Want to learn more about 15327 Gilligan Court? Do you have questions about finding other Single Family real estate for sale in Winter Garden? You can browse all Winter Garden real estate or contact a Coldwell Banker agent to request more information.

