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$520,000
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Property Description
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 facade, 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 Garden's 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.
Full Property Details
Full Property Details for 15456 Gilligan Ct
General
- Sold For: $520,000
- HOA FEE: $102/month
- Taxes: $8,702 (2024)
- Status: Closed
- Type: Single Family
- Source: MidFloridaRegionalMLS
- MLS ID: A4660262
- Added to Site: 380 day(s) ago
Rental Information
- Min. Lease: 1-2 Years
Interior
- Number of Rooms: 6
- Interior Features: Ceiling Fan(s), Crown Molding, Dry Bar, High Ceilings, Kitchen and Family Room Combination, Open Floorplan, Primary Bedroom Main Floor, Solid Wood Cabinets, Thermostat
- Appliances: Cooktop, Dishwasher, Disposal, Microwave, Range, Range Hood, Tankless Water Heater, Water Filtration System
- Furnishings: Unfurnished
- Flooring: Carpet, Ceramic Tile
Rooms
Bathrooms
- Total Bathrooms: 4
- Full Bathrooms: 3
- Half Bathrooms: 1
Bedrooms
- Total Bedrooms: 3
Other Rooms
- Laundry: Electric Dryer Hookup, Inside, Laundry Room, Washer Hookup
Additional Information
- Shared Amenities: Pool
- Security/Safety: Security System
Exterior
- Exterior Features: Rain Gutters, Sidewalk, Sliding Doors
- Deck/Patio: Enclosed, Front Porch, Screened
- Porch/Patio/Deck: Enclosed, Front Porch, Screened
Parking
- Garage: Yes
- Attached garage: Yes
- Garage Spaces: 2
- Covered Spaces: 2
Location
- Area: 34787 - Winter Garden/Oakland
- County: Orange
- Development Name: 34787 - Winter Garden/Oakland
- Subdivision: WINDING BAY PH 1B
- Driving 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.
- Direction Faces: West
Community
- Community Name: 34787 - Winter Garden/Oakland
- Optional Amenities: Pool
- Association: Yes
- Assoc. Name: Mariluz Onna
- Assoc. Fees Include: Common Area Taxes, Community Pool, Insurance, Manager, Pool Maintenance
- Pet Restrictions: Owners may keep domestic pets as permitted in accordance with the Rules and Regulations established by the Board from time to time, subject to the Americans with Disabilities Act and the Federal Fair Housing Act. Please refer to the HOA documents.
Heating & Cooling
- Cooling Type: Central Air
- Heating Type: Central, Electric
Utilities
- Sewer: Public Sewer
- Water: Public
- Utility Description: BB/HS Internet Available, Electricity Connected, Fire Hydrant, Phone Available, Sewer Connected
Structural Information
- Exterior Const.: Stucco
- Roof: Tile
- Windows: Shades
- Stories/Levels: One
- Square Feet: 2,571
- Sq. Ft. Source: Public Records
- Living Area: 2,571 Sq. Ft.
- Year Built: 2020
Lot Features
- Lot Size (Acres): 0.15
- Lot Size (Sq. Ft.): 6,563
- Lot Size: 6563
- Street/Road Desc.: Brick
- Fencing (Description): Fenced, Vinyl
Financial Considerations
- Association Fee: $102
- Assoc Fee Freq.: Monthly
- Assoc Fee Desc.: Required
- Tax Amount: $8,702
- Tax Year: 2024
Disclosures and Reports
- Ownership: Fee Simple
- Special Conditions: None
- Legal Description: WINDING BAY PHASE 1B 100/146 LOT 89
- Flood Zone Info: X
- APN: 202427782600890
- Property ID: 202427782600890
- Block/Lot/Section: 146
Listed by Nexthome Casa Bella Elite
Sold by Bay Street Group Florida Llc
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Schools
Schools serving 15456 Gilligan Ct
School District:Orange County School District
| Name | Grades | Distance |
|---|---|---|
Water Spring Elementary 16000 Water Spring Boulevard, Winter Garden, FL 34787 | PK-5 | 1.2 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 15456 Gilligan Ct
Date
Details
Price
Change
Source
8/12/2026
Sold
$520,000
-5.45%
MLS
6/12/2026
Price Reduced
$550,000
-4.35%
MLS
5/08/2026
Price Reduced
$575,000
-4.17%
MLS
4/21/2026
Price Reduced
$600,000
-3.23%
MLS
4/15/2026
Price Reduced
$620,000
-0.8%
MLS
3/17/2026
Price Reduced
$625,000
-3.85%
MLS
1/23/2026
Price Reduced
$650,000
-3.56%
MLS
7/31/2025
Listed
$674,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
15456 Gilligan Court, Winter Garden, FL 34787 (MLS# A4660262) is a Single Family property that was sold at $520,000 on August 12, 2026. Want to learn more about 15456 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.

