Windermere Trails

Windermere, FL
Average Sales Price
$758,564
Median Sales Price
$767,500
Population
-
Total Listings
14
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At a Glance
Windermere Trails is in unincorporated Orange County with Windermere, FL 34786 mailing addresses. Homes are zoned for Bay Lake Elementary, Horizon West Middle, and Windermere High School, according to Orange County Public Schools' 2026-27 school zones. The association is Windermere Trails Homeowners Association, Inc.
Homes & Builders
Windermere Trails covers about 462 acres. Sun Terra developed the first phase before selling to AV Homes in 2010, and builders named in MLS listings include Meritage Homes and Mattamy Homes. Based on MLS listings and sales from the past two years, single-family homes range from about 1,840 to 3,750 square feet with 3 to 6 bedrooms, and townhomes from about 1,550 to 1,760 square feet.
Amenities
Orange County plat records include a Clubhouse at Windermere Trails parcel. Confirm current amenities and access with the HOA.

Windermere Trails Homes for Sale

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Windermere Trails Homes Sold in the Past 12 Months

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Windermere Trails Living: Local Insights & FAQs

To help you make informed decisions, we've compiled answers to some of the most commonly asked questions.

Where is Windermere Trails located?

Windermere Trails is off Reams Road, in unincorporated Orange County with Windermere, FL 34786 mailing addresses. Hamlin Town Center, SR 429 and Walt Disney World are a short drive.

What types of homes are in Windermere Trails?

Windermere Trails has single-family homes and townhomes built mostly from about 2013 to 2016. Builders named in MLS listings include Meritage Homes and Mattamy Homes.

How much do homes cost in Windermere Trails?

Over the past two years (MLS data, October 2026), single-family homes in Windermere Trails sold for a median of about $601,000, ranging from about $460,000 to $1.1 million. Townhomes sold for about $385,000 to $470,000. For today's listings, see the top of this page.

What are the HOA fees in Windermere Trails?

Recent MLS listings show Windermere Trails HOA dues of about $80 to $90 per month for most single-family homes as of October 2026, with townhomes paying more. The association is Windermere Trails Homeowners Association, Inc. Orange County's community development district (CDD) map doesn't show a CDD covering Windermere Trails.

What schools serve Windermere Trails?

Orange County Public Schools' 2026-27 school zones place Windermere Trails in Bay Lake Elementary, Horizon West Middle, and Windermere High School.

Zoning can change and varies by street, so confirm a specific address with Orange County Public Schools' Find My School tool, and compare school grades in the Florida School Accountability Reports.

What amenities does Windermere Trails have?

Orange County plat records include a Clubhouse at Windermere Trails parcel. Confirm current amenities and access with the HOA.

Who developed Windermere Trails?

Sun Terra Communities developed the first phase of the 462-acre community before selling it to AV Homes in 2010. Builders named in MLS listings include Meritage Homes and Mattamy Homes.

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