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$550,000 Just Listed

  • For Sale
  • Active
  • Single Family
  • 4 Beds
  • 2 Full Baths
  • 1 Partial Bath
  • 2,152 Sq. Ft.
  • Updated 2 hours ago

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15371 Gilligan Court,Winter Garden, FL 34787

15371 Gilligan CourtWinter GardenFL34787

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Welcome to this beautifully upgraded 4-bedroom, 2.5-bath home located in the highly sought-after Horizon West area of Winter Garden. This move-in ready home offers style, space, and exceptional upgrades throughout. Step inside to soaring high ceilings and an open, airy floor plan filled with natural light. Wood-look tile flooring flows throughout the entire downstairs, combining elegance with durability. The gourmet kitchen is the heart of the home, featuring premium finishes, upgraded lighting, abundant cabinetry, and an oversized island perfect for entertaining. The open-concept layout seamlessly connects the kitchen, dining, and living areas - ideal for gatherings large or small. A standout feature is the downstairs bedroom with elegant French doors and a walk-in closet, making it perfect for guests, a private home office, or multi-generational living. Upstairs, additional generously sized bedrooms provide flexibility and comfort, while the spacious primary suite offers a relaxing retreat with a well-appointed en-suite bath and ample closet space. Enjoy year-round outdoor living in the screened-in lanai, perfect for relaxing evenings or weekend entertaining. Fresh landscaping enhances the curb appeal, and permanent holiday lighting adds charm and convenience for every season. Located just 8 miles from the world-famous Walt Disney World theme parks, this home provides convenient access to shopping, dining, top-rated schools, and major roadways. This is your opportunity to own a beautifully upgraded home in one of Central Florida's most desirable areas. Schedule your private showing today!

Full Property Details for 15371 Gilligan Ct

General

  • Price: $550,000
  • HOA FEE: $101/month
  • Taxes: $7,851 (2025)
  • Status: Active
  • Type: Single Family
  • Source: MidFloridaRegionalMLS
  • MLS ID: O6385886
  • Updated: Today (2/27/2026)
  • Added to Site: Today

Rental Information

  • Min. Lease: 8-12 Months

Interior

  • Number of Rooms: 13
  • Interior Features: Ceiling Fan(s), Kitchen and Family Room Combination, Living Room/Dining Room Combo, Open Floorplan, PrimaryBedroom Upstairs, Split Bedroom, Thermostat, Walk-In Closet(s)
  • Appliances: Dishwasher, Disposal, Dryer, Microwave, Range, Range Hood, Refrigerator, Washer
  • Furnishings: Unfurnished
  • Flooring: Carpet, Tile

Rooms

Bathrooms

  • Total Bathrooms: 3
  • Full Bathrooms: 2
  • Half Bathrooms: 1

Bedrooms

  • Total Bedrooms: 4

Other Rooms

  • Laundry: Laundry Room

Exterior

  • Exterior Features: Irrigation System, Sidewalk, Sliding Doors
  • Deck/Patio: Covered, Front Porch, Patio
  • Porch/Patio/Deck: Covered, Front Porch, Patio

Parking

  • Garage: Yes
  • Garage Spaces: 2
  • Covered Spaces: 2
  • Parking Features: Garage Faces Rear, On Street

Location

  • Area: 34787 - Winter Garden/Oakland
  • County: Orange
  • Development Name: 34787 - Winter Garden/Oakland
  • Subdivision: WINDING BAY PH 1B
  • Driving Directions: From SR 429 South, take a left on Schofield Road exit to Avalon Road. Turn right on to Avalon for 3.5 miles. Turn left on Micelli Drive into Winding Bay Community. Micelli Road dead ends into Petrillo Way, turn right and continue to end of road and turn right onto Gilligan. Home is located on the righthand side of street, park in front of the home.
  • Direction Faces: South

School Information

  • Elementary School: Water Spring Elementary
  • Middle School: Water Spring Middle
  • High School: Horizon High School

Community

  • Community Name: 34787 - Winter Garden/Oakland
  • Community Features: Dog Park, Playground, Pool, Sidewalks
  • Association: Yes
  • Assoc. Name: Luciana Rabelo
  • Assoc. Fees Include: Community Pool, Recreational Facilities
  • Pet Restrictions: Buyer's Agent/Buyer to verify any pet restrictions with the HOA

Heating & Cooling

  • Cooling Type: Central Air
  • Heating Type: Central

Utilities

  • Sewer: Public Sewer
  • Water: Public
  • Utility Description: Public

Structural Information

  • Architectural Info: Traditional
  • Architectural Style: Traditional
  • Builder: K Hovnanian
  • Exterior Const.: Block, Stucco, Vinyl Siding
  • Roof: Shingle
  • Stories/Levels: Two
  • Square Feet: 2,152
  • Sq. Ft. Source: Builder
  • Year Built: 2020

Lot Features

  • Lot Size (Acres): 0.09
  • Lot Size (Sq. Ft.): 4,001
  • Lot Size: 4001
  • Frontage: Street Paved
  • Street/Road Desc.: Paved, Asphalt

Financial Considerations

  • Association Fee: $101
  • Assoc Fee Freq.: Monthly
  • Assoc Fee Desc.: Required
  • Tax Amount: $7,851.84
  • Tax Year: 2025

Disclosures and Reports

  • Ownership: Fee Simple
  • Special Conditions: None
  • Legal Description: WINDING BAY PHASE 1B 100/146 LOT 73
  • Flood Zone Info: X
  • APN: 272420782600730
  • Property ID: 272420782600730

Listed by Florida Realty Investments

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— 15371 Gilligan Ct —

  • Florida Realty Investments

  • Florida Realty Investments

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NMLS#: 1598647

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Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

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Schools serving 15371 Gilligan Ct

School District:Orange County School District
NameGradesDistance
Water Spring Elementary
16000 Water Spring Boulevard, Winter Garden, FL 34787
PK-51.2 mi
Water Spring Middle School-0482
10393 Seidel Road, Winter Garden, FL 34787
6-82.2 mi
Horizon High School
10393 Seidel Road, Winter Garden, FL 34787
9-122.2 mi
Disclaimer: School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 15371 Gilligan Ct Get Price Alerts and Save Property

Date
Details
Price
Change
Source
2/27/2026
Listed
$550,000
54.03%
MLS
9/02/2020
Sold
$357,077
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 15371 Gilligan Ct

Year
Property Taxes
Change
Tax Assessment
Change
2024
$7,259
—
$434,409
-3%
2024
$7,259
15%
$447,415
15%
2023
$6,301
22%
$390,520
32%
2021
$5,156
-9%
$296,706
-13%
2022
$5,646
10%
$341,389
659%
2021
$5,156
—
$45,000
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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Listed by Florida Realty Investments

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15371 Gilligan Court, Winter Garden, FL 34787 (MLS# O6385886) is a Single Family property with 4 bedrooms, 2 full bathrooms and 1 partial bathroom. 15371 Gilligan Court is currently listed for $550,000 and was received on February 27, 2026. Want to learn more about 15371 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.

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