Recently Viewed Properties
See This Home
Save This Listing
Close

View All Photos

$569,900 Just Listed

  • For Sale
  • Active
  • Single Family
  • 4 Beds
  • 2 Full Baths
  • 1 Partial Bath
  • 2,152 Sq. Ft.
  • Updated 2 days ago
See This Home
Save This Home
See This Home
Save 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!

Full Property Details for 15411 Gilligan Ct

General

  • Price: $569,900
  • HOA FEE: $104/month
  • Taxes: $6,721 (2025)
  • Status: Active
  • Type: Single Family
  • Source: MidFloridaRegionalMLS
  • MLS ID: O6418437
  • Updated: 6/24/2026
  • Added to Site: 3 day(s) ago

Rental Information

  • Min. Lease: 8-12 Months

Interior

  • Number of Rooms: 14
  • Interior Features: Built-in Features, Ceiling Fan(s), Eating Space In Kitchen, PrimaryBedroom Upstairs, Solid Wood Cabinets, Stone Counters
  • Appliances: Cooktop, Dishwasher, Dryer, Electric Water Heater, Exhaust Fan, Microwave, Range Hood, Refrigerator, Washer
  • Furnishings: Furnished
  • Flooring: Tile, Vinyl

Rooms

Bathrooms

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

Bedrooms

  • Total Bedrooms: 4

Other Rooms

  • Laundry: Laundry Room

Exterior

  • Exterior Features: Rain Gutters

Parking

  • Garage: Yes
  • Garage Spaces: 2
  • Covered Spaces: 2

Location

  • Area: 34787 - Winter Garden/Oakland
  • County: Orange
  • Development Name: 34787 - Winter Garden/Oakland
  • Subdivision: WINDING BAY PH 1B
  • Driving 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.
  • Direction Faces: East

School Information

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

Community

  • Community Name: 34787 - Winter Garden/Oakland
  • Association: Yes
  • Assoc. Name: Access Management

Heating & Cooling

  • Cooling Type: Central Air
  • Heating Type: Central, Electric

Utilities

  • Sewer: Public Sewer
  • Water: Public
  • Utility Description: BB/HS Internet Available, Cable TV Available, Electricity Available

Structural Information

  • Exterior Const.: Stucco
  • Roof: Shingle
  • Stories/Levels: Two
  • Square Feet: 2,152
  • Sq. Ft. Source: Public Records
  • Year Built: 2021

Lot Features

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

Financial Considerations

  • Association Fee: $104
  • Assoc Fee Freq.: Monthly
  • Assoc Fee Desc.: Required
  • Tax Amount: $6,721
  • Tax Year: 2025

Disclosures and Reports

  • Ownership: Fee Simple
  • Special Conditions: None
  • Legal Description: WINDING BAY PHASE 1B 100/146 LOT 83
  • Flood Zone Info: X
  • APN: 202427782600830
  • Property ID: 202427782600830
  • Block/Lot/Section: 26

Listed by Exp Realty Llc

Quickly Find Out More

* Indicates a required field

Yes, I would like more information. Please use and/or share my information with a Coldwell Banker ® affiliated agent to contact me about my real estate needs. By clicking Send Message, I request to be contacted by phone or text message and consent to being contacted by automated means. I understand that my consent to receive calls or texts is not a condition of purchasing any property, goods, or services. Alternatively, I understand that I can access real estate services by email or I can contact the agent myself.

If an Coldwell Banker affiliated agent is not available in the area where I need assistance, I agree to be contacted by a real estate agent affiliated with another brand owned or licensed by Anywhere Real Estate (BHGRE®, CENTURY 21®, Corcoran®, ERA®, or Sotheby’s International Realty®). I acknowledge that I have read and agree to the Terms of Use and Privacy Notice.

We Value Your Privacy

Listing agents

— 15411 Gilligan Ct —

  • Exp Realty Llc

  • Exp Realty Llc

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 15411 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 ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 15411 Gilligan Ct Get Price Alerts and Save Property

Date
Details
Price
Change
Source
6/24/2026
Listed
$569,900
53.65%
MLS
3/22/2021
Sold
$370,906
—
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 15411 Gilligan Ct

Year
Property Taxes
Change
Tax Assessment
Change
2025
$6,721
4%
$428,461
6%
2024
$6,444
7%
$405,439
3%
2023
$6,021
285%
$393,630
462%
2021
$1,563
-73%
$70,000
-80%
2022
$5,797
271%
$342,308
661%
2021
$1,563
—
$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.

Estimate the Cost for 15411 Gilligan Ct

$
Down Payment
%
$
%

$
$
$

*These costs are estimates, and the interest rates assume exceptional credit standing.

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Listed by Exp Realty Llc

Similar Properties near 15411 Gilligan Ct

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

12427 Clear Sapphire Dr, Winter Garden, FL 34787 - Photo 1
$569,990

12427 Clear Sapphire Dr  Winter Garden, FL 34787

  • Single Family
  • Active
  • Updated 8 days ago
  • 4
    Beds
  • 3
    Total Baths
  • 2,200
    Sq. Ft.
Listed by K Hovnanian Florida Realty
17896 Passionflower Cir, Clermont, FL 34714 - Photo 1
$559,900

17896 Passionflower Cir  Clermont, FL 34714

  • Single Family
  • Active
  • 4
    Beds
  • 3
    Total Baths
  • 2,356
    Sq. Ft.
Listed by Florida Realty Team Of Central
16681 Silver Brook Wy, Winter Garden, FL 34787 - Photo 1 Just Listed
$555,790

16681 Silver Brook Wy  Winter Garden, FL 34787

  • Single Family
  • Active
  • Updated 2 days ago
  • 4
    Beds
  • 3
    Total Baths
  • 1,896
    Sq. Ft.
Listed by Pulte Realty Of North Florida Llc
14123 Frasier St, Winter Garden, FL 34787 - Photo 1 Just Listed
$550,000

14123 Frasier St  Winter Garden, FL 34787

  • Single Family
  • Active
  • Updated 3 days ago
  • 4
    Beds
  • 3
    Total Baths
  • 2,082
    Sq. Ft.
Listed by Levo Real Estate Llc

Just Listed near 15411 Gilligan Ct

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

16716 Magnolia Terrace Blvd, Montverde, FL 34756 - Photo 1 Just Listed
$739,000

16716 Magnolia Terrace Blvd  Montverde, FL 34756

  • Single Family
  • Active
  • Updated 2 days ago
  • 4
    Beds
  • 3
    Total Baths
  • 2,684
    Sq. Ft.
Listed by Premier Sothebys Int'l Realty
15146 Arabian Way, Montverde, FL 34756 - Photo 1 Just Listed
$1,150,000

15146 Arabian Way  Montverde, FL 34756

  • Single Family
  • Active
  • Updated 19 hours ago
  • 4
    Beds
  • 5
    Total Baths
  • 4,178
    Sq. Ft.
Listed by Homevest Realty
16619 Arezo Ct, Montverde, FL 34756 - Photo 1 Just Listed
$5,250,000

16619 Arezo Ct  Montverde, FL 34756

  • Single Family
  • Active
  • Updated 1 day ago
  • 6
    Beds
  • 10
    Total Baths
  • 11,049
    Sq. Ft.
Listed by Deniz Realty Partners Llc
16744 Artimino Loop, Montverde, FL 34756 - Photo 1 Just Listed
$5,087,750

16744 Artimino Loop  Montverde, FL 34756

  • Single Family
  • Active
  • Updated 22 hours ago
  • 5
    Beds
  • 7
    Total Baths
  • 6,475
    Sq. Ft.
Listed by Bella Collina Real Estate Co

Price Reduced near 15411 Gilligan Ct

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

17110 Live Oak Ln, Montverde, FL 34756 - Photo 1 Price Reduced
-$10,000 (-4.65%)
$205,000

17110 Live Oak Ln  Montverde, FL 34756

  • Mobile Home
  • Active
  • Updated 2 days ago
  • 3
    Beds
  • 2
    Total Baths
  • 1,260
    Sq. Ft.
Listed by Exp Realty Llc
17638 Windy Pine St, Montverde, FL 34756 - Photo 1 Price Reduced
-$40,000 (-7.41%)
$500,000

17638 Windy Pine St  Montverde, FL 34756

  • Single Family
  • Active
  • Updated 19 hours ago
  • 3
    Beds
  • 2
    Total Baths
  • 1,819
    Sq. Ft.
Listed by Alpha R.E. Of Central Fl Llc
16300 County Rd 455, Montverde, FL 34756 - Photo 1 Price Reduced
-$15,000 (-4%)
$360,000

16300 County Rd 455  #503  Montverde, FL 34756

  • Condo
  • Active
  • Updated 6 days ago
  • 2
    Beds
  • 3
    Total Baths
  • 1,402
    Sq. Ft.
Listed by Era Grizzard Real Estate
17540 Vista Belle Ct, Montverde, FL 34756 - Photo 1 Price Reduced
-$49,000 (-3.77%)
$1,250,000

17540 Vista Belle Ct  Montverde, FL 34756

  • Single Family
  • Active
  • Updated 6 days ago
  • 4
    Beds
  • 4
    Total Baths
  • 4,532
    Sq. Ft.
Listed by Arellano Realty & Investments

Recent Sales near 15411 Gilligan Ct

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

15371 Gilligan Ct, Winter Garden, FL 34787 - Photo 1 Sold
$550,000

15371 Gilligan Ct  Winter Garden, FL 34787

  • Single Family
  • Closed
  • 4
    Beds
  • 3
    Total Baths
  • 2,152
    Sq. Ft.
Listed by Florida Realty Investments
Sold by Keller Williams Realty At The Parks
15408 Lebeau Loop, Winter Garden, FL 34787 - Photo 1 Sold
$570,000

15408 Lebeau Loop  Winter Garden, FL 34787

  • Single Family
  • Closed
  • 4
    Beds
  • 3
    Total Baths
  • 2,415
    Sq. Ft.
Listed by Real Broker, Llc
Sold by Re/Max Select Group
15306 Lebeau Loop, Winter Garden, FL 34787 - Photo 1 Sold
$565,000

15306 Lebeau Loop  Winter Garden, FL 34787

  • Single Family
  • Closed
  • 4
    Beds
  • 3
    Total Baths
  • 2,482
    Sq. Ft.
Listed by Real Broker, Llc
Sold by Real Broker, Llc
15444 Lebeau Loop, Winter Garden, FL 34787 - Photo 1 Sold
$565,000

15444 Lebeau Loop  Winter Garden, FL 34787

  • Single Family
  • Closed
  • Updated 11 days ago
  • 4
    Beds
  • 4
    Total Baths
  • 2,415
    Sq. Ft.
Listed by Real Broker, Llc
Sold by Iad Florida Llc

15411 Gilligan Court, Winter Garden, FL 34787 (MLS# O6418437) is a Single Family property with 4 bedrooms, 2 full bathrooms and 1 partial bathroom. 15411 Gilligan Court is currently listed for $569,900 and was received on June 24, 2026. Want to learn more about 15411 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.

Tour this property