Recently Viewed Properties
See This Home
Save This Listing
Close

$870,000

  • Sold
  • Closed
  • Single Family
  • 5 Beds
  • 4 Full Baths
  • 1 Partial Bath
  • 3,672 Sq. Ft.
See This Home
Save This Home
See This Home
Save This Home
BEST VALUE IN WINTER GARDEN! Welcome home to this CORNER LOT, private POOL HOME in the active and welcoming WINDING BAY neighborhood of Winter Garden. This home has more than $150,000 in UPGRADES! Your first floor includes a dedicated OVERSIZED office, a SEPARATE guest room with ensuite - PERFECT for MULTI GENERATIONAL living. Continue to your kitchen and be greeted by an oversized open floor plan with a family room that exudes natural light with a view of your private FULLY FENCED outdoor living space. Kitchen is UPGRADED with double wall ovens, newer appliances, 42" cabinets, quartz countertops, and modern backsplash. Upstairs you will find your primary suite, an ADDITIONAL living room loft space, and three bedrooms - one of which has its own ensuite. Double sinks in the fourth bathroom makes getting ready easy for larger families. The backyard OASIS functions as a massive, additional living space and is a magazine worthy gathering place. When you're ready to unwind enjoy your HEATED saltwater pool and HUGE, custom HOT TUB. If that's not enough, enjoy endless hours of outdoor fun with your own POOL SLIDE for your family. The pool bath and Mansford cage guarantee convenience and bug-free relaxation all year round. The upgrades don't end there- the backyard is pre-plumbed for your dream outdoor kitchen. You also have a whole house water treatment/softener system AND upgraded lighting features throughout the home. Winding Bay is situated in a GRADE A school district with a community pool, four playgrounds, nature trail, and two dog parks. You are right off the 429 and less than 15 minutes from Disney. Orlando International airport, Universal and numerous other amusement parks are less than 30 minutes away. Brand new hospital close by as well. WELCOME HOME!

Full Property Details for 15378 Gilligan Ct

General

  • Sold For: $870,000
  • HOA FEE: $105/month
  • Taxes: $9,354 (2024)
  • Status: Closed
  • Type: Single Family
  • Source: MidFloridaRegionalMLS
  • MLS ID: O6355206
  • Added to Site: 149 day(s) ago

Rental Information

  • Min. Lease: 8-12 Months

Interior

  • Number of Rooms: 4
  • Interior Features: Attic Fan, Ceiling Fan(s), Crown Molding, Eating Space In Kitchen, Kitchen and Family Room Combination, Living Room/Dining Room Combo, Open Floorplan, Tray Ceiling(s)
  • Appliances: Cooktop, Dishwasher, Disposal, Dryer, Microwave, Range Hood, Refrigerator, Washer, Water Filtration System
  • Flooring: Ceramic Tile

Rooms

Bathrooms

  • Total Bathrooms: 5
  • Full Bathrooms: 4
  • Half Bathrooms: 1

Bedrooms

  • Total Bedrooms: 5

Other Rooms

  • Laundry: Laundry Room

Additional Information

  • Pool: Yes
  • Private Pool: Yes
  • Pool Description: Heated, In Ground

Exterior

  • Exterior Features: Irrigation System, Lighting

Parking

  • Garage: Yes
  • Attached 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: Take 429 South to Avalon Rd. Make left onto Micelli Dr. Right onto Petrillo Way Right onto Gilligan Ct
  • Direction Faces: North

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: First Service Residential
  • Pet Restrictions: Please contact HOA for pet restrictions. Buyer responsibility

Heating & Cooling

  • Cooling Type: Central Air
  • Heating Type: Central

Utilities

  • Sewer: Public Sewer
  • Water: Public
  • Utility Description: Cable Connected, Electricity Connected, Underground Utilities

Structural Information

  • Exterior Const.: Stucco
  • Roof: Shingle
  • Stories/Levels: Two
  • Square Feet: 3,672
  • Sq. Ft. Source: Public Records
  • Living Area: 3,672 Sq. Ft.
  • Year Built: 2021

Lot Features

  • Lot Size (Acres): 0.18
  • Lot Size (Sq. Ft.): 7,775
  • Lot Size: 7775
  • Street/Road Desc.: Paved

Financial Considerations

  • Association Fee: $105
  • Assoc Fee Freq.: Monthly
  • Assoc Fee Desc.: Required
  • Tax Amount: $9,354
  • Tax Year: 2024

Disclosures and Reports

  • Ownership: Fee Simple
  • Special Conditions: None
  • Legal Description: WINDING BAY PHASE 1B REPLAT 103/1 LOT 101A
  • Flood Zone Info: X
  • APN: 202427782801011
  • Property ID: 202427782801011
  • Block/Lot/Section: 1

Listed by Lokation
Sold by Keller Williams Realty At The Parks

Listing agent

— 15378 Gilligan Ct —

  • Lokation

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 15378 Gilligan Ct

School District:Orange County School District
NameGradesDistance
Water Spring Elementary
16000 Water Spring Boulevard, Winter Garden, FL 34787
PK-51.3 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 15378 Gilligan Ct

Date
Details
Price
Change
Source
2/18/2026
Sold
$870,000
-0.51%
MLS
11/11/2025
Price Reduced
$874,500
-2.82%
MLS
11/03/2025
Price Reduced
$899,900
-2.7%
MLS
10/24/2025
Listed
$924,900
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Listed by Lokation
Sold by Keller Williams Realty At The Parks

Similar Properties near 15378 Gilligan Ct

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

15784 Sweet Limetta Dr, Winter Garden, FL 34787 - Photo 1
$875,000

15784 Sweet Limetta Dr  Winter Garden, FL 34787

  • Single Family
  • Active
  • 5
    Beds
  • 5
    Total Baths
  • 3,635
    Sq. Ft.
Listed by Realty Hub
13900 Lanyard Wy, Winter Garden, FL 34787 - Photo 1
$844,900

13900 Lanyard Wy  Winter Garden, FL 34787

  • Single Family
  • Active
  • 5
    Beds
  • 5
    Total Baths
  • 3,687
    Sq. Ft.
Listed by Preferred Real Estate Brokers
2469 Southlawn Ln, Clermont, FL 34714 - Photo 1
$840,000

2469 Southlawn Ln  Clermont, FL 34714

  • Single Family
  • Active
  • 5
    Beds
  • 5
    Total Baths
  • 3,663
    Sq. Ft.
Listed by Charles Rutenberg Realty Orlando
18041 Cider Ml Ln, Winter Garden, FL 34787 - Photo 1
$833,191

18041 Cider Ml Ln  Winter Garden, FL 34787

  • Single Family
  • Active
  • 5
    Beds
  • 5
    Total Baths
  • 3,225
    Sq. Ft.
Listed by Dr Horton Realty Of Central Florida Llc

Just Listed near 15378 Gilligan Ct

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

Lot 51 Magnolia Terrace Blvd, Montverde, FL 34756 - Photo 1 Just Listed
$359,999

Lot 51 Magnolia Terrace Blvd  Montverde, FL 34756

  • Lots/Land
  • Active
  • Updated 4 days ago
  • 0.81
    Acres
Listed by The Nice Agent Co
16100 Harbar Oaks Dr, Montverde, FL 34756 - Photo 1 Just Listed
$895,000

16100 Harbar Oaks Dr  Montverde, FL 34756

  • Single Family
  • Active
  • Updated 1 day ago
  • 3
    Beds
  • 3
    Total Baths
  • 2,237
    Sq. Ft.
Listed by Premier Sothebys Int'l Realty
15954 Winding Bluff Dr, Montverde, FL 34756 - Photo 1 Just Listed
$729,000
Open House

15954 Winding Bluff Dr  Montverde, FL 34756

  • Single Family
  • Active
  • Updated 16 hours ago
  • 4
    Beds
  • 4
    Total Baths
  • 3,301
    Sq. Ft.
Listed by Mobed Realty, P.A.
146 Bridger Trail Ct, Minneola, FL 34715 - Photo 1 Just Listed
$714,900

146 Bridger Trail Ct  Minneola, FL 34715

  • Single Family
  • Active
  • Updated 1 day ago
  • 5
    Beds
  • 4
    Total Baths
  • 3,576
    Sq. Ft.
Listed by Real Broker, Llc

Price Reduced near 15378 Gilligan Ct

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

17442 Eve Dr, Montverde, FL 34756 - Photo 1 Price Reduced
-$1 (0%)
$228,998

17442 Eve Dr  Montverde, FL 34756

  • Mobile Home
  • Active
  • Updated 1 day ago
  • 3
    Beds
  • 2
    Total Baths
  • 1,493
    Sq. Ft.
Listed by La Rosa Rty Winter Garden Llc and La Rosa Realty Prestige
17631 Doris St, Montverde, FL 34756 - Photo 1 Price Reduced
-$3,000 (-0.65%)
$462,000

17631 Doris St  Montverde, FL 34756

  • Single Family
  • Active
  • Updated 3 days ago
  • 3
    Beds
  • 2
    Total Baths
  • 1,516
    Sq. Ft.
Listed by Wheatley Realty Group
17550 County Rd 455, Montverde, FL 34756 - Photo 1 Price Reduced
-$31,000 (-2.09%)
$1,449,000

17550 County Rd 455  Montverde, FL 34756

  • Single Family
  • Active
  • Updated 4 days ago
  • 5
    Beds
  • 5
    Total Baths
  • 4,347
    Sq. Ft.
Listed by Roman's Pro Realty Llc
15319 Soaring Blf Dr, Montverde, FL 34756 - Photo 1 Price Reduced
-$10,000 (-1.48%)
$665,000
Open House

15319 Soaring Blf Dr  Montverde, FL 34756

  • Single Family
  • Active
  • Updated 4 days ago
  • 5
    Beds
  • 4
    Total Baths
  • 2,894
    Sq. Ft.
Listed by Michael Saunders & Company

Recent Sales near 15378 Gilligan Ct

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

10759 Petrillo Wy, Winter Garden, FL 34787 - Photo 1 Sold
$792,000

10759 Petrillo Wy  Winter Garden, FL 34787

  • Single Family
  • Closed
  • 5
    Beds
  • 4
    Total Baths
  • 3,224
    Sq. Ft.
Listed by Exp Realty Llc
Sold by Xl Realty, Llc
10699 Petrillo Wy, Winter Garden, FL 34787 - Photo 1 Sold
$895,000

10699 Petrillo Wy  Winter Garden, FL 34787

  • Single Family
  • Closed
  • 5
    Beds
  • 5
    Total Baths
  • 3,670
    Sq. Ft.
Listed by Douglas Elliman
Sold by Wra Business & Real Estate
15457 Lebeau Loop, Winter Garden, FL 34787 - Photo 1 Sold
$815,000

15457 Lebeau Loop  Winter Garden, FL 34787

  • Single Family
  • Closed
  • 5
    Beds
  • 4
    Total Baths
  • 3,421
    Sq. Ft.
Listed by Real Broker, Llc
Sold by Exp Realty Llc
11224 Pixie Mandarin Ct, Winter Garden, FL 34787 - Photo 1 Sold
$900,000

11224 Pixie Mandarin Ct  Winter Garden, FL 34787

  • Single Family
  • Closed
  • 4
    Beds
  • 4
    Total Baths
  • 3,101
    Sq. Ft.
Listed by Preferred Real Estate Brokers
Sold by Fcg Realty

15378 Gilligan Court, Winter Garden, FL 34787 (MLS# O6355206) is a Single Family property that was sold at $870,000 on February 18, 2026. Want to learn more about 15378 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.