15324 Gilligan Court, Winter Garden, FL 34787 (MLS # O6393498)

15324 Gilligan Court, Winter Garden, FL 34787 (MLS # O6393498)

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407-625-6667
407-625-6667
Speaks English and Spanish

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PRICE $950,000 dsIDX morgage calculator
BEDS 4
BATHS 4
HOME SIZE 2,794 sqft
LOT SIZE 6,534 sqft

Winter Garden's finest "” a spacious 4-bedroom, 3.5-bathroom home with a 3-car garage, pool, outdoor kitchen, and breathtaking pond views. This exceptional home is filled with custom upgrades throughout, including custom beams, a striking stone entry wall, built-in dining seating, an expanded drop zone with additional cabinetry, and a custom bar area complete with a wine refrigerator. The gourmet kitchen features 42-inch white cabinets, stainless steel appliances, a large farmhouse sink, and an oversized pantry/storage area. A first-floor den/office offers the perfect flex space for work or relaxation. Upstairs, the primary suite is a true retreat with a custom-designed bath, wood-trimmed tray ceiling, private balcony overlooking the pond, and custom built-ins in the walk-in closet. The adjacent bedroom has been transformed into a dream walk-in closet with shoe storage and a lighted vanity, but can easily be converted back into a bedroom upon request. Two additional bedrooms complete the second floor, including one with its own private ensuite, while the open loft with custom beams creates the perfect setting for a cozy movie night. A second-floor laundry room adds everyday convenience. Step outside into your private resort-style oasis, featuring stunning pond views, a tongue-and-groove stained ceiling, built-in seating, and a fully equipped outdoor kitchen with sink, grill, pizza oven, refrigerator, and stainless hood. The heated UV-filtered pool, connected to the home's water softener system, is enhanced by a beautiful stone waterfall. A sauna and cold plunge complete this extraordinary outdoor retreat "” truly an at-home resort experience. Lush landscaping surrounds the patio and pool area, creating a tropical and private escape, complemented by thoughtfully added rock garden beds and light paver stone walkways along the side of the home that enhance both beauty and functionality. Beyond the pond, a wooded area owned by Disney provides a protected natural backdrop that will never be developed, preserving both privacy and tranquility. The 3-car garage is equally impressive with custom built-ins, overhead storage racks, and a metallic epoxy floor. New exterior painting is currently in progress. Life here extends beyond the home. Morning walks along tree-lined sidewalks, friendly neighbors, nearby parks, and resort-style community amenities create a rhythm that feels both relaxed and vibrant. Residents enjoy access to a resort-style pool, oversized cabana, sports fields, playground, sidewalks, and two dog parks. Located in an area known for top-rated schools, with convenient access to shopping and dining, and just minutes from Walt Disney World Resort, this home perfectly blends Central Florida convenience with the feeling of being tucked into something truly special. More than a house "” this is a place to settle in, build memories, and truly feel at home in Winter Garden.

DAYS ON MARKET 1 LAST UPDATED 3/26/2026
TRACT WINDING BAY PH 1B YEAR BUILT 2020
COMMUNITY 34787 - Winter Garden/Oakland GARAGE SPACES 3.0
COUNTY Orange STATUS Active
PROPERTY TYPE(S) Single Family


ADDITIONAL DETAILS
AIR Central Air
AIR CONDITIONING Yes
APPLIANCES Cooktop, Dishwasher, Disposal, Microwave, Range Hood, Refrigerator, Water Softener, Wine Refrigerator
AREA 34787 - Winter Garden/Oakland
CONSTRUCTION Block, Stucco
EXTERIOR Balcony, Outdoor Kitchen, Rain Gutters
GARAGE Yes
HEAT Central, Electric
HOA DUES 102
INTERIOR Built-in Features, Open Floorplan, Walk-In Closet(s)
LOT 6534 sq ft
LOT DESCRIPTION Landscaped
PARKING Driveway, Garage Door Opener, Attached
POOL Yes
POOL DESCRIPTION Heated, In Ground, Private
SEWER Public Sewer
STORIES 2
STYLE Florida
SUBDIVISION WINDING BAY PH 1B
TAXES 641
UTILITIES Electricity Connected
VIEW Yes
VIEW DESCRIPTION Pond, Water, Trees/Woods
WATER Public
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Listing provided by Gretchen Carlson, PA, REAL BROKER, LLC, 855-450-0442
The information contained herein has been provided by My Florida Regional MLS DBA Stellar MLS. IDX information is provided exclusively for consumers' personal, non-commercial use, that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing, and that the data is deemed reliable but is not guaranteed accurate by the MLS. Listings last updated 3/27/26 4:47 AM PDT.

This IDX solution is (c) Diverse Solutions 2026.

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