Love Life
15306 Gilligan Court, WINTER GARDEN, FL 34787
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  • MLS#: O6399653 ( Residential )
  • Street Address: 15306 Gilligan Court
  • Viewed: 1
  • Price: $925,000
  • Price sqft: $220
  • Waterfront: Yes
  • Wateraccess: Yes
  • Waterfront Type: Pond
  • Year Built: 2020
  • Bldg sqft: 4208
  • Bedrooms: 4
  • Total Baths: 4
  • Full Baths: 3
  • 1/2 Baths: 1
  • Garage / Parking Spaces: 2
  • Days On Market: 4
  • Additional Information
  • Geolocation: 28.389 / -81.6321
  • County: ORANGE
  • City: WINTER GARDEN
  • Zipcode: 34787
  • Subdivision: Winding Bay Ph 1b
  • Elementary School: Water Spring Elementary
  • Middle School: Water Spring Middle
  • High School: Horizon High School
  • Provided by: REAL ESTATE HOUSE FL INC
  • Contact: Gretchen Carlson
  • 407-484-0005
  • mfrmls
  • DMCA Notice
  • Description
    Set within one of Winter Gardens most sought after communities, this thoughtfully designed two story home offers a lifestyle defined by ease, connection, and everyday enjoyment. This 4 bedroom, 3.5 bath home with over 3,000 square feet features an open floor plan with a gourmet kitchen and a large island, perfect for both everyday living and entertaining. The main level includes a dedicated den/office, while the second floor offers a spacious loft, along with a fourth bedroom and full bathideal for guests or multi generational living. Tree lined sidewalks, friendly neighbors, nearby parks, and resort style amenities create a setting that feels both relaxed and vibrant, while top rated schools, convenient access to shopping and dining, and close proximity to Walt Disney World Resort. Positioned on arguably one of the BEST lots in the community, this home sits at the end of a quiet cul de sac with breathtaking, unobstructed pond and tree lined views that create a peaceful and private backdrop. Inside, the home showcases extensive upgrades and thoughtful design throughout, including a kitchen with 42 inch cabinetry and additional custom upper cabinets, GE Profile appliances, and a seamless flow into the main living space highlighted by two expansive tri sliders opening to the outdoor oasis. Custom floor to ceiling drapery adds elegance, while upgrades such as 8 foot doors throughout, level 4 wood look tile flooring, upgraded carpet with 8 pound padding, 5 1/4 inch baseboards, and 7 1/4 inch shiplap accents in the hallway, kitchen, tech nook, and primary bedroom elevate the interior. Additional features include custom plantation shutters on the first floor, upgraded glass doors in the front den/office, Cat 6 wiring throughout with pre wiring for PoE security cameras, and a new alarm system with wireless sensors on all doors and windows. The home has been meticulously maintained with quarterly HVAC servicing, gutters installed since purchase, and a freshly painted exterior completed in 2025 using upgraded Sherwin Williams 25 year paint. Step outside to a private outdoor retreat featuring fresh landscaping, a fully fenced side yard, a privacy enhancing podocarpus hedge, and custom paver walkways with additional space for storage. The backyard feels like a private Central Florida escape, where an 18,000 gallon resort style saltwater pool serves as the true centerpiece, complete with a lounging platform overlooking the serene pond and tree lined backdrop. The pool is thoughtfully designed with sealed pavers, a striking midnight blue interior finish, a fountain with dual deck jets, two multicolor LED lights, and a Pentair smart system for remote control, all professionally serviced weekly. The screened enclosure allows for year round enjoyment, while the community dog park directly across the street adds everyday convenience for pet lovers. From the upstairs loft and bedrooms, enjoy views of Disney fireworks, adding a magical touch to everyday living. This move in ready home is prepared for its next chapter, with community amenities that include a resort style pool, oversized cabana, sports fields, playground, sidewalks, and a dog park. More than just beautifully upgraded, this home offers a rare opportunity to own a meticulously maintained, design forward property in a premier location, delivering both luxury and lifestyle in one exceptional packagea place to settle in, build memories, and truly feel at home in Winter Garden.
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Features
Building and Construction
  • Covered Spaces: 0.00
  • Exterior Features: Outdoor Grill, Rain Gutters, Sidewalk, Sliding Doors, Sprinkler Metered
  • Fencing: Fenced
  • Flooring: Carpet, Tile
  • Living Area: 3127.00
  • Roof: Shingle
Land Information
  • Lot Features: Cul-De-Sac, Sidewalk, Street Dead-End, Paved
School Information
  • High School: Horizon High School
  • Middle School: Water Spring Middle
  • School Elementary: Water Spring Elementary
Garage and Parking
  • Garage Spaces: 2.00
  • Open Parking Spaces: 0.00
Eco-Communities
  • Pool Features: Child Safety Fence, In Ground, Salt Water, Screen Enclosure
  • Water Source: Public
Utilities
  • Carport Spaces: 0.00
  • Cooling: Central Air
  • Heating: Central
  • Pets Allowed: Yes
  • Sewer: Public Sewer
  • Utilities: Cable Connected, Electricity Connected
Amenities
  • Association Amenities: Pool
Finance and Tax Information
  • Home Owners Association Fee Includes: Pool, Recreational Facilities
  • Home Owners Association Fee: 102.00
  • Insurance Expense: 0.00
  • Net Operating Income: 0.00
  • Other Expense: 0.00
  • Tax Year: 2025
Other Features
  • Appliances: Built-In Oven, Dishwasher, Disposal, Electric Water Heater, Microwave, Range Hood, Refrigerator
  • Association Name: Mariluz Onna - FS Residential
  • Association Phone: 407-653-8134
  • Country: US
  • Furnished: Unfurnished
  • Interior Features: Ceiling Fans(s), Eat-in Kitchen, High Ceilings, Open Floorplan, Primary Bedroom Main Floor, Solid Surface Counters, Solid Wood Cabinets, Walk-In Closet(s), Window Treatments
  • Legal Description: WINDING BAY PHASE 1B 100/146 LOT 114
  • Levels: Two
  • Area Major: 34787 - Winter Garden/Oakland
  • Occupant Type: Owner
  • Parcel Number: 20-24-27-7826-01-140
  • Style: Florida
  • View: Water
  • Zoning Code: P-D
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Headshot for Associate Dennis Dial
  1. The Dial Team
  2. Tropic Shores Realty
  3. Love Life
  4. Mobile: 561.201.4476
  5. dennisdialsells@gmail.com