$550,000.00
15456 GILLIGAN COURT, WINTER GARDEN, FL - 34787
3 beds
3.5 baths
2,571 sqft
$550,000.00
15456 GILLIGAN COURT, WINTER GARDEN, FL - 34787
José Freitas
$550,000.00
3 beds
3.5 baths
2,571 sqft
15456 GILLIGAN COURT, WINTER GARDEN, FL - 34787
For Sale
Photo 1
  • Built in 2020
  • 2 garage spaces
  • $213.92/sqft
  • Lot size: 6,563 sqft
  • 358 days on market

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 façade, 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.

  • 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.
  • County: Orange
  • Geo subdivision: WINDING BAY PH 1B

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Financial

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José Freitas

José Freitas

See also

For Sale
15143 BLUE PEACOCK LANE, WINTER GARDEN, FL - 34787
$589,000.00
4 bds
3.0 ba
2,420 sqft
15143 BLUE PEACOCK LANE, WINTER GARDEN, FL - 34787
For Sale
16130 WIND VIEW LANE, WINTER GARDEN, FL - 34787
$550,000.00
4 bds
3.0 ba
2,031 sqft
16130 WIND VIEW LANE, WINTER GARDEN, FL - 34787
For Sale
16708 Lazy Breeze Loop # 16708, Clermont FL 34714
$499,888.00
4 bds
3.5 ba
2,072 sqft
16708 Lazy Breeze Loop # 16708, Clermont FL 34714
Stellar MLS
  • Source: Stellar MLS
  • MLS #: A4660262
Listing updated: July 24, 2026 at 2:50PM
Listing provided by: Loren Rosenthal, NEXTHOME CASA BELLA ELITE
Last checked 2 hours ago
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