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Overview

4 bd3 ba2,152 sqftSingle Family
TypeSingle Family
HOA$104/mo
Built2021
Lot4,001 sqft
Living area2,152 sqft
Price / sqft$251

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Pricing, comps, HOA, the neighborhood. Answers before you fill out anything.

About this home

Ceiling Fans(s)Eat-in KitchenHigh CeilingsKitchen/Family Room ComboLiving Room/Dining Room ComboWalk-in Closet(s)Rain GuttersSidewalk

15411 Gilligan CT is a 2021-built home in Winding Bay Ph 1b, Winter Garden. Inside you'll find 4 bedrooms, 3 bathrooms, and 2,152 square feet of living space. Listed at $539,900 (about $251/sqft), 15 days on market. Flood zone X - outside the FEMA high-risk areas, which keeps insurance manageable. HOA runs $104 monthly.

From the listing

Located in Horizon West, this 4-bedroom, 2.5-bath home features a first-floor bedroom, private outdoor entertaining space, and no carpet throughout. Set within Winding Bay and zoned for top-rated schools, the community offers parks, a playground, walking trails, a dog park, and a resort-style pool with a splash pad. Just minutes from Walt Disney World, residents enjoy nightly fireworks views and convenient access to Highway 429, Hamlin Town Center, Flamingo Crossings, premier golf courses, and a wide variety of dining and shopping destinations. No CDD. Low HOA.

The essentials

Built
2021
Price / sqft
$251
On market
15 days
Annual tax
$6,721
HOA
$104/mo
Flood zone
X · Low risk
Lot
4,001 sqft
Type
Single Family Residence

At a glance

Single family
Built 2021
Community pool
Shared amenity
4,001 sqft lot
Lot size
2,152 sqft
Living area

Payment

Est. monthly payment
$3,750/mo
Down payment (20%)
$107,980
Property taxes
$560/mo
HOA
$104/mo
Rate assumed
6.8% · 30 yr
View full breakdown

Details

Type
Single Family Residence
Year Built
2021
Lot
4,001 sqft
Cooling
Central Air
Heating
Central
Parking
Garage Faces Rear
Days on Market
15
Ceiling Fans(s)
Eat-in Kitchen
High Ceilings
Kitchen/Family Room Combo
Living Room/Dining Room Combo
Walk-in Closet(s)
Rain Gutters
Sidewalk
Playground
Pool
Cooktop
Dishwasher
Microwave
Range
Refrigerator
Elementary
Water Spring Elementary
Middle
Water Spring Middle
High
Horizon High School

Districts can re-zone, so verify directly with the district before relying on these.

Homestead exemption on file Flood Zone X
Annual Tax (2025)
$6,721
Parcel #
20-24-27-7826-00-830

Taxes reflect the most recent assessment in the MLS feed. Actual tax owed can vary, so confirm with the county property appraiser before closing.

Subdivision
Winding Bay Ph 1b
County
Orange
MLS Area
34787 - Winter Garden/Oakland
Lot Size
4,001 sqft
HOA
$104/mo
First Service Residential

Price history

Date
Event
Price
9/29/2026
Listed for sale
Source: Stellar MLS #O6446141
$539,900
$251/sqft

Neighborhood

15411 Gilligan CT
Winter Garden, FL, 34787 · 34787 - Winter Garden/Oakland

Market insights

Offer Insights

Choose an offer strength

List price: $539,900
$535,000 – $539,900
99.5% – 100% of listTops out right at the list price
80% of listList price
222 of the last 442 home closings in 34787 landed at this number or higher (50%). The median one sat 22 days before it went under contract, and this one is on day 15.

Sample: 442 closed home sales in 34787 over the last 8 months, Stellar MLS. A starting point, not a guarantee.

Talk through an offer with our team

Calculator

Est. monthly payment
$3,750/mo
Principal & interest$2,816
Property taxes$560
Insurance$270
HOA$104
Down payment20% · $107,980
Interest rate6.80%
Loan term

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Property taxes are this home's actual annual bill from the MLS, divided by twelve. Insurance estimated at 0.60%. HOA includes any condo dues reported on the listing. Rate defaults to 6.8% on a 30-year fixed. Tap a pencil to use your own numbers. Estimates only, not a loan quote.

Quick answers.

Price

$539,900

$251 per sq ft

Beds and baths

4 beds, 3 baths

Size

2,152 sq ft

Time on market

15 days

Year built

2021

Monthly payment

About $3,750/mo

That is 20% down on a 30-year fixed at 6.8%, plus the home's $6,721 annual tax bill, insurance, and the $104/mo HOA fee.

HOA fee

$104/mo

Managed by First Service Residential.

Flood zone

Zone X

That is outside the high-risk areas, so flood insurance is usually optional rather than required by a lender.

Offer

What should I offer?

Have another question?

Brokered byREAL BROKER, LLCListing agent: Ken PozekListing data from Stellar MLS, MLS# O6446141.

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