$569,900
15411 Gilligan Court
Winter Garden, FL 34787
Listing updated: June 25, 2026 at 6:52 AM ET
Listing courtesy of Exp Realty Llc · Stephany Cornelius · MLS #O6418437 · Active · 407-706-5000Property type
Year built
Lot size
Price / sq ft
HOA dues
Day on market
Garage spaces
Flood zone
About this home
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!
Estimated monthly payment
Estimate only. Taxes use the listing's reported amount where available; insurance is a Florida-average estimate. Your actual payment will vary — run a full calculation or talk to a lender.
Price & listing history1 days on market
- Status: ActiveJun 24, 2026
- Listed$569,900Jun 24, 2026
- Price increased$569,900
Facts & features
- Property type
- Residential
- Sub type
- Single Family Residence
- Status
- Active
- Days on market
- 1
- Subdivision
- Winding Bay Ph 1b
- County
- Orange
- Year built
- 2021
- Living area
- 2,152 sq ft
- Price/sq ft
- $265
- Building area
- 2,947 sq ft (Public Records)
- Lot size
- 4,001 sq ft
- Lot category
- 0 to less than 1/4
- Flood zone
- X (12095C0375F)
- Garage
- 2 spaces
- Annual taxes
- $6,721 (2025)
- Parcel #
- 20-24-27-7826-00-830
- Zoning
- P-D
- MLS #
- O6418437
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Interior Details
- Bedrooms
- 4
- Full bathrooms
- 2
- Half bathrooms
- 1
- Flooring
- Tile, Vinyl
- Appliances
- Cooktop, Dishwasher, Dryer, Electric Water Heater, Exhaust Fan, Microwave, Range Hood, Refrigerator, Washer
- Interior features
- Built-in Features, Ceiling Fans(s), Eat-in Kitchen, PrimaryBedroom Upstairs, Solid Wood Cabinets, Stone Counters
- Laundry
- Laundry Room
- Stories / Levels
- Two
- Direction faces
- East
Heating & Cooling
- Heating
- Central, Electric
- Cooling
- Central Air
Parking
- Garage spaces
- 2
- Attached garage
- No
HOA & Financial
- HOA fee
- $104 / Monthly
- Monthly HOA
- $104/mo
- Total monthly fees
- $104/mo
- Total annual fees
- $1,248
- HOA name
- Access Management
- CDD
- No
- Homestead exemption
- Yes
- Min lease term
- 8-12 Months
- Listing terms
- Cash, Conventional, FHA, VA Loan
- Ownership
- Fee Simple
- Available for lease
- Yes
- Lease restrictions
- Yes
- Additional lease restrictions
- Buyer to verify all Lease restrictions
Exterior & Construction
- Exterior features
- Rain Gutters
- Construction materials
- Stucco
- Roof
- Shingle
- Foundation
- Slab
- Road surface
- Paved
Utilities
- Sewer
- Public Sewer
- Water source
- Public
- Utilities
- BB/HS Internet Available, Cable Available, Electricity Available
Community
- Pets allowed
- Yes
Schools
Letter grades: Florida DOE 2024–25 school grades (Orange, Seminole, Lake, Osceola, Brevard). Assigned schools from the listing agent — verify enrollment with the district.
Room Details
| Room | Level | Dimensions |
|---|---|---|
| Living Room | First | 15.8x24.6 |
| Kitchen | First | 14.4x13.8 |
| Dining Room | First | 6.11x10.9 |
| Bedroom 1 | First | 12.1x11 |
| Bathroom 1 | First | 4.11x5.8 |
| Foyer | First | 10.1x11 |
| Balcony/Porch/Lanai | First | 12.1x6.8 |
| Primary Bedroom | Second | 13.4x15.5 |
| Primary Bathroom | Second | 5.7x9.2 |
| Bedroom 2 | Second | 13.3x10.5 |
| Bedroom 3 | Second | 11x10.1 |
| Bathroom 1 | Second | 8.7x4.7 |
| Loft | Second | 13.7x20.7 |
| Laundry | Second | 10.4x5.7 |
Listing Details
- Listing date
- 2026-06-24
- On market date
- 2026-06-24
- Original list price
- $569,900
- Occupant type
- Owner
- MLS area
- 34787 - Winter Garden/Oakland
- Listing AOR
- Orlando Regional
- Status changed
- 2026-06-24
- Tax legal description
- WINDING BAY PHASE 1B 100/146 LOT 83
Flood risk
Minimal-risk area outside the mapped floodplain. Flood insurance is optional and typically low-cost.
Source: FEMA flood zone reported on the listing. Confirm current designation at FEMA Flood Map Service Center.
Location
Directions
From FL-429, take Exit 8 toward Hartzog Rd/Western Way. Head west on Western Way, turn right onto Avalon Rd, turn right onto Mayberry Dr, then turn right onto Gilligan Ct. Home will be on the left.
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Listings courtesy of Stellar MLS as distributed by MLS GRID
IDX information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.
Based on information submitted to the MLS GRID as of June 25, 2026 at 6:52 AM ET. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.
All or a portion of the multiple listing information is provided by Stellar MLS, from a copyrighted compilation of listings. The compilation of listings and each individual listing are © 2026 Stellar MLS. All rights reserved.
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