The Estates at Windermere Homes & Community Guide · Windermere, FL

The Estates at Windermere at a glance

The Estates at Windermere is a gated community of 66 single-family homes with a Windermere, FL 34786 address. It lies in unincorporated Orange County. Most homes were built from 1996 to 2001.

Location
Windermere, FL 34786; unincorporated Orange County
Gated
Yes
Homes
66 single-family homes
Built
Mostly 1996 to 2001
Homes for sale
See homes for sale in The Estates at Windermere
Guides
Gated communities in Windermere, FL
Zoned schools (2026–27)
Elementary: Lake Whitney Elementary School
Middle: SunRidge Middle School
High: West Orange High School
School zones can change. Confirm the schools for a specific address at OCPS Find My School.
Facts checked
October 2026
Sources:
  1. U.S. Census Bureau Geocoder, address lookup
  2. Florida Department of Revenue, 2026 county tax roll (Orange County)

The Estates at Windermere
Real Estate

The Estates at Windermere is a distinguished residential community where expansive single-family homes are positioned on generously sized homesites, creating a setting defined by space, privacy, and architectural presence. Wide streets, mature landscaping, and carefully maintained surroundings contribute to a calm, refined environment that reflects the elevated character long associated with Windermere living. The neighborhood’s thoughtful layout provides a sense of openness and exclusivity rarely found in more densely developed areas.

Homes in The Estates at Windermere showcase spacious interiors, refined finishes, and outdoor living spaces designed for both entertaining and relaxed everyday living. Many residences feature private pools, beautifully landscaped grounds, and architectural details that emphasize scale, quality, and timeless design. While the community offers a quiet residential retreat, it remains conveniently located near the Town of Windermere, Winter Garden Village, local parks, dining, and major Central Florida roadways. With a strong understanding of Windermere’s luxury neighborhoods and evolving market dynamics, Infinity Realty Group provides knowledgeable guidance for those exploring opportunities within The Estates at Windermere.

Why choose The Estates at Windermere?

The Estates at Windermere stands out among Windermere neighborhoods for its estate-style homes, private setting, and refined residential atmosphere. The community appeals to homeowners who value generous living spaces paired with a peaceful environment.

Homes in The Estates at Windermere are designed to support long-term ownership, offering both comfort and flexibility for a variety of lifestyles. The neighborhood’s established appeal and desirable location contribute to its continued strength within the Windermere real estate market.

Highlights of The Estates at Windermere include:

  • Luxury Windermere residential neighborhood
  • Estate-style single-family homes
  • Oversized lots and private settings
  • Quiet streets and mature landscaping
  • Strong long-term appeal within the Windermere market
Aerial view of homes in The Estates at Windermere

The Estates at Windermere FAQs

What types of homes are in The Estates at Windermere?

The Estates at Windermere has 66 single-family homes, mostly built from 1996 to 2001, according to the 2026 Orange County tax roll. A typical single-family home there has about 3,428 sq ft of living space.

Is The Estates at Windermere a gated community?

Yes. The Estates at Windermere has a gated entrance. It is one of 16 gated communities we track in the Windermere area.

How much do homes cost in The Estates at Windermere?

We do not publish a median price for The Estates at Windermere, because the county record does not give a reliable one. Ask us for recent sale prices from the MLS.

Is The Estates at Windermere inside the Town of Windermere?

No. The Estates at Windermere has Windermere mailing addresses but is in unincorporated Orange County, outside the Town of Windermere. Its homes are in Orange County tax district 35, where the total 2025 property tax rate was 16.1366 mills.

What schools is The Estates at Windermere zoned for?

For the 2026–27 school year, Orange County Public Schools zones The Estates at Windermere to Lake Whitney Elementary School, SunRidge Middle School and West Orange High School. School zones can change, so confirm a specific address with OCPS Find My School at ocps.net.

Are there homes for sale in The Estates at Windermere right now?

Listings in The Estates at Windermere change often. Browse current The Estates at Windermere listings on windermerehomestore.com, our home search site, or ask Infinity Realty Group for every home for sale in The Estates at Windermere right now, sent straight from the MLS. Call 407-234-2256.

Buying & Selling Homes
in The Estates at Windermere

Buying a home in The Estates at Windermere offers the opportunity to reside in a distinguished Windermere community known for its spacious homesites, refined architecture, and sense of privacy. With properties becoming available only occasionally, understanding neighborhood trends, property values, and current market dynamics allows buyers to act with confidence when exceptional opportunities arise. The community’s estate-style residences and serene residential setting continue to attract those seeking a more elevated Windermere lifestyle.

Selling a home in The Estates at Windermere benefits from a carefully developed strategy that highlights the neighborhood’s expansive homes, generous lot sizes, and the prestige associated with the Windermere address. Showcasing architectural details, outdoor living spaces, and the overall scale of each property helps position a home effectively within the luxury market. Strategic pricing, refined presentation, and targeted exposure to qualified buyers are essential to achieving strong results, and Infinity Realty Group provides the insight and representation needed to navigate opportunities within this exclusive community.

Discover Your The Estates at Windermere
Real Estate Options

If you’re considering a move to The Estates at Windermere, the forms below are the easiest way to connect with our team. Share a few details about your plans, whether you’re thinking about buying, selling, or simply exploring your options. We will follow up with personalized guidance tailored to your goals and the current Windermere market.

New to the area? Our step-by-step buying process explains what happens from the first showing to closing day.



Nearby Communities

Neighborhoods closest to The Estates at Windermere: Sunset Lakes · Windermere Club · Chaine Du Lac · Wintermere Harbor

All Windermere neighborhoods · Compare all communities