15306 GILLIGAN CT, Winter Garden, FL 34787
15306 GILLIGAN CT, Winter Garden, FL 34787
15306 GILLIGAN CT, Winter Garden, FL 34787
15306 GILLIGAN CT, Winter Garden, FL 34787
15306 GILLIGAN CT, Winter Garden, FL 34787
15306 GILLIGAN CT, Winter Garden, FL 34787
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Armando Pina

Armando Pina

+1(973) 820-6330
$ 925,000
Est. payment | /mo

4 Beds

4 Baths

3,127 SqFt

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$ 925,000
Est. payment | /mo
Save Virtual Tour

4 Beds

4 Baths

3,127 SqFt

Key Details

Property Type Single Family Home

Sub Type Single Family Residence

Listing Status Active

Purchase Type For Sale

Square Footage 3,127 sqft

Price per Sqft $295

Subdivision Winding Bay Ph 1B

MLS Listing ID O6399653

Bedrooms 4

Full Baths 3

Half Baths 1

HOA Fees $102/mo

HOA Y/N Yes

Annual Recurring Fee 1224.0

Year Built 2020

Annual Tax Amount $8,308

Lot Size 6,969 Sqft

Acres 0.16

Property Sub-Type Single Family Residence

Source Stellar MLS

Property Description

Set within one of Winter Garden's 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 bath—ideal 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 package—a place to settle in, build memories, and truly feel at home in Winter Garden.

Location

State FL

County Orange

Community Winding Bay Ph 1B

Area 34787 - Winter Garden/Oakland

Zoning P-D

Rooms

Other Rooms Den/Library/Office, Loft

Interior

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

Heating Central

Cooling Central Air

Flooring Carpet, Tile

Fireplaces Type Electric

Furnishings Unfurnished

Fireplace true

Appliance Built-In Oven, Dishwasher, Disposal, Electric Water Heater, Microwave, Range Hood, Refrigerator

Laundry Electric Dryer Hookup, Inside, Laundry Room, Washer Hookup

Exterior

Exterior Feature Outdoor Grill, Rain Gutters, Sidewalk, Sliding Doors, Sprinkler Metered

Garage Spaces 2.0

Fence Fenced

Pool Child Safety Fence, In Ground, Salt Water, Screen Enclosure

Community Features Association Recreation - Owned, Community Mailbox, Deed Restrictions, Dog Park, Park, Playground, Pool

Utilities Available Cable Connected, Electricity Connected

Amenities Available Pool

Waterfront Description Pond

View Y/N Yes

View Water

Roof Type Shingle

Porch Front Porch, Rear Porch, Screened

Attached Garage true

Garage true

Private Pool Yes

Building

Lot Description Cul-De-Sac, Sidewalk, Street Dead-End, Paved

Story 2

Entry Level Two

Foundation Slab

Lot Size Range 0 to less than 1/4

Sewer Public Sewer

Water Public

Architectural Style Florida

Structure Type Block,Stucco

New Construction false

Schools

Elementary Schools Water Spring Elementary

Middle Schools Water Spring Middle

High Schools Horizon High School

Others

Pets Allowed Yes

HOA Fee Include Pool,Recreational Facilities

Senior Community No

Ownership Fee Simple

Monthly Total Fees $102

Membership Fee Required Required

Special Listing Condition None

Virtual Tour https://media.devoredesign.com/sites/rvwbkqyn/unbranded

Stellar MLS
© 2026 My Florida Regional MLS DBA Stellar MLS. All Rights Reserved.
Listed by Gretchen Carlson REAL ESTATE HOUSE FL INC
Nearby Locations

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Armando Pina
Armando Pina

International Realtor & CEO of The Pina Group | License ID: 2191407

+1(973) 820-6330

www.propertiesbythepinagroup.com/

1221 Van Houten Ave, Clifton, NJ, 07013, USA

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15306 GILLIGAN CT