15378 Gilligan Ct, Winter Garden, FL 34787
$1,100,000
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Home Description
Welcome to your dream home in the heart of Winding Bay, Winter Garden just minutes
from Disney! This stunning two-story, 5-bedroom, 4.5-bathroom home with a private
pool sits on a desirable corner lot in one of Winter Garden’s most sought-after
communities. From the moment you arrive, you’ll be impressed by the charming curb
appeal—featuring a brick-paved driveway, stone-accented facade, and a spacious two-
car garage. Step inside to discover a bright and thoughtfully designed layout that
combines comfort and functionality. The main level boasts a huge home
office, a guest bedroom with its own private en-suite bath—perfect for visitors or multi-
generational living—as well as a stylish half bath, expansive dining room full of
natural light, and a cozy, sun-filled family room. The chef-inspired eat-in kitchen is a true
showstopper, complete with 42” gray shaker cabinets, elegant quartz countertops,
designer backsplash, a massive walk-in pantry, double wall ovens, range with vented
hood, built-in microwave, dishwasher, refrigerator, and an oversized island perfect for
entertaining. Upstairs, you’ll find a spacious loft flooded with natural light, three
additional secondary bedrooms (including another en-suite), a large laundry room with
utility sink, and a luxurious owner’s suite with tray ceilings, two walk-in closets, and a spa-like bathroom. Step outside to your private backyard oasis—fully fenced for
privacy and pet-friendly—featuring a heated resort-style pool with lights, waterfalls,
bubbler features and water slide. The custom, oversized spa is perfect for
year round fun and relaxation for the whole family. The Mansford style screen enclosure
completes the dreamlike retreat. Additional home features include a whole-house water treatment system
and a smart layout for modern living. The Winding Bay community offers fantastic
amenities including a resort-style pool and splash pad, playgrounds, dog parks, and
more—all with low HOA fees and access to top-rated schools. Don’t miss this
opportunity to own a move-in ready home with luxury features in a prime location. Schedule your private tour today before it’s gone!
- MLS #: O6308169
- Address: 15378 Gilligan Ct
- Levels: Two
- City: Winter Garden
- Zip: 34787
- County: Orange
- Subdivision: Winding Bay
- Community Features: Association Recreation - Owned,Community Mailbox,Deed Restrictions,Dog Park,Park,Playground,Pool,Sidewalks
- Private Pool: True
- Pool Features: Heated,In Ground,Lighting,Other,Salt Water,Screen Enclosure
- Spa Features: In Ground
- Interior Features: Ceiling Fans(s),Dry Bar,Eat-in Kitchen,High Ceilings,Open Floorplan,PrimaryBedroom Upstairs,Thermostat,Walk-In Closet(s)
- Appliances: Built-In Oven,Cooktop,Dishwasher,Microwave,Range,Refrigerator
- Floor Covering: Carpet,Tile
- Primary Bathroom Features: Shower No Tub
- Kitchen Features: Walk-In Pantry
- Living Room Features: Ceiling Fan(s)
- Additional Rooms: Den/Library/Office,Loft
- Exterior Features: Lighting,Rain Gutters,Sidewalk,Sliding Doors
- Exterior Contruction: Block,Stucco
- Foundation: Slab
- Front Exposure: North
- Roof: Shingle
- Building Sqft: 4577
Available now at $1,100,000
Approximate Room Sizes / Descriptions
| Primary Bathroom | | Second | Tile |
| Kitchen | | First | Tile |
| Living Room | | First | Tile |
| Primary Bedroom | | Second | Carpet |
- Attached Garage: True
- Garage: True
- Garage Spaces: 2
- Garage Feature: Driveway,Garage,Garage Door Opener
- Carport: False
- Carport Spaces: 0
- Air Conditioning: Central Air
- Heating: Central
- Utilities: Cable Connected,Electricity Connected,Sewer Connected,Water Connected
- Lot Sqft: 7775.00
- Lot Acres: 0.1800
- Total Acre: 0 to less than 1/4
- Lot Num: 101A
- HOA Fees: $102 Monthly
- HOA Monthly Amount: $102
- HOA/Community Assoc: Required
- Senior Community: False
- Style: Single Family Residence
- Maintenance Includes: Common Area Taxes,Pool,Recreational Facilities
- Pets Allowed: Yes
- Pet Restrictions: Buyer To Verify All Pet Restrictions
- : 407-708-9747
Neighborhood
The average asking price of a 5 bedroom Winter Garden home in this zip code is
$1,115,751 (1.4% more than this home).
This home is priced at $300/sqft,
which is 2.8% less than similar homes
in the 34787 zip code.
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Similar Properties For Sale
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Financial
- Approx Payment:$5,351*
- Taxes:$9,354
Area Stats
These statistics are updated daily from the My Florida Regional MLS. For further analysis or
to obtain statistics not shown below please call EasyStreet Realty at
(407) 278-2057 and speak with one of our real estate consultants.
Popular Homes
$506,707
$440,000
138
1.4%
48.6%
80
$531,767
$475,000
555
1.6%
44.9%
89
$891,947
$699,500
19
0.0%
47.4%
67
$449,384
$425,000
106
1.9%
50.0%
65
$1,329,115
$999,000
49
0.0%
46.9%
97
$720,727
$712,498
18
0.0%
50.0%
286
$870,811
$704,450
28
0.0%
32.1%
45
$580,117
$495,000
730
0.5%
49.7%
77
$1,075,048
$689,945
14
0.0%
71.4%
78
$486,677
$407,000
263
1.9%
58.6%
89
$439,858
$419,900
76
0.0%
34.2%
95
$519,122
$445,000
2409
1.7%
48.8%
102
$737,464
$547,000
218
1.4%
52.3%
72
$910,502
$594,000
87
2.3%
50.6%
81
$555,190
$533,918
126
0.8%
41.3%
82
$1,507,519
$1,090,942
51
0.0%
52.9%
132
$536,851
$493,500
170
1.8%
54.7%
80
$696,042
$500,000
3039
1.7%
49.8%
79
$712,593
$625,000
221
0.5%
47.1%
67
$325,705
$314,900
297
1.3%
53.2%
123
$1,882,421
$1,100,000
104
1.9%
58.7%
162
$598,282
$479,000
93
2.2%
60.2%
233
$517,093
$420,000
390
0.8%
49.7%
96
$578,913
$450,000
118
0.8%
49.2%
79
$2,087,586
$1,280,000
290
0.3%
47.6%
103
$1,285,401
$749,000
313
0.3%
51.4%
87
$654,079
$500,000
153
0.7%
49.0%
69
Listing Courtesy of REDFIN CORPORATION.
For information or to schedule a viewing of this property (MLS# O6308169), call: 407-278-2057
15378 Gilligan Ct, Winter Garden FL is a single family home of 3672 sqft and
is currently priced at $1,100,000
.
This single family home has 5 bedrooms.
A comparable home for sale at 13193 Tollcross Way in Winter Garden is listed at $999,999.
In addition to single family homes, EasyStreet also makes it easy to find Homes, Condos, New Homes and Foreclosures
in Winter Garden, FL.
Park Place At Winter Garden, Hickory Hammock and West Lake Hancock Estates are nearby neighborhoods.
MLS O6308169 has been posted on this site since 5/13/2025 (today).
2025
5/14/2025.